Vacation Rentals By Owner In Galena, IL

$214.25

Luxury, Golf-Themed Townhome

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Golf-inspired retreat ⛳br• King bedroom br• Gas fireplace for cozy evenings br• Pet-friendly br• Board games + Smart TVsbr• Access to Owner’s Club (pool, fitness center & more)br• Fast WiFibr• 12pm check-in & check-outbr• ~10–15 minutes to downtown GalenabrbrWelcome to Golfer’s Getaway @ A&D Rise Getaways!brbrDesigned with a relaxed, golf-inspired feel, this cozy retreat offers the perfect place to unwind after a day on the course or exploring Galena. With warm wood tones and comfortable living spaces, it’s the ideal home base for both relaxation and adventure.brbr ️ SLEEPING ARRANGEMENTSbr• Lower Level Primary: King bed with French doors opening to the living roombr• Upper Level Bedroom: Queen bed with ensuite bathroom + TVbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Dual coffee maker (drip + pod-style, coffee included ☕)br• Cozy dining space for meals, games, or planning your daybrbr LIVING & ENTERTAINMENTbr• Living room with gas fireplacebr• Comfortable seating + Smart TVbr• Board games for group funbr• Multiple TVs throughout the homebrbr LOCATIONbrCentrally located in The Galena Territory:br• ~10 minutes to Owner’s Clubbr• ~10–15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbr• Close to golf courses, trails, wineries, and local attractionsbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room (ping pong, pool, foosball)br• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide filled with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• On-site parkingbr• High-speed WiFibr• Pet-friendly brbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Golfer’s Getaway @ A&D Rise Getaways! ⛳br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

1

Bed

2

Bath

4

Sleeps

$320.08

/ Nightly

Villa

3BR, 3BA Townhome w/ Sunporch + Fireplace

Galena, Illinois, United States

Escape to this stunning 3-bedroom lakeview retreat in The Galena Territory—perfect for slowing down, reconnecting, and soaking in everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Incredible lake views br• Screened-in porch overlooking the waterbr• Hear the waves from the homebr• Wood-burning fireplace br• Pet-friendly br• Board games + multiple gathering spacesbr• King bedroom br• Loft + additional sleeping spacebr• Access to Owner’s Club (pool, fitness center & more)br• Fast WiFibr• 12pm check-in & check-outbrbrWelcome to Long Bay Point Retreat @ A&D Rise Getaways!brbrThis home is all about slowing down and taking it in—from sweeping lake views to the peaceful sounds of water just outside your door. Spend your mornings on the porch, your afternoons exploring Galena, and your evenings gathered by the fire.brbrWith multiple levels, cozy gathering spaces, and one-of-a-kind views, this is the kind of place you’ll remember long after your stay.brbr ️ SLEEPING ARRANGEMENTSbr• Main Level Primary: King bed with ensuite bathroombr• Main Level Bedroom 2: Queen bed near full bathbr• Upper Level Bedroom: Queen bed with ensuite bathroombr• Loft: Pull-out couch for additional sleepingbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Dual coffee maker (drip + pod-style, coffee included ☕)br• Dining space for meals, games, or gathering togetherbrbr LIVING & OUTDOOR SPACESbr• Cozy living room with wood-burning fireplace (bring your own firewood)br• Screened-in porch with lake viewsbr• Outdoor seating surrounded by naturebr• Peaceful setting with the sound of water nearbybrbr LOCATIONbrCentrally located in The Galena Territory:br• Minutes to Lake Galena + scenic trailsbr• ~10 minutes to Owner’s Clubbr• ~15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room (ping pong, pool, foosball)br• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide filled with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• On-site parkingbr• High-speed WiFibr• Pet-friendly (fee applies)br• Stairs required to access the homebrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Long Bay Point Retreat @ A&D Rise Getaways br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

Bed

Bath

Sleeps

$377.08

/ Nightly

Apartment

3 Bedroom Ensuites | Amenity Access

Galena, Illinois, United States

Escape to this spacious 3-bedroom, 3.5-bath retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Screened-in porch + large back deckbr• Wood-burning fireplacebr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• Peaceful wooded settingbr• 12pm check-in & check-outbr• ~12 minutes to downtown GalenabrbrWelcome to Ridge Retreat @ A&D Rise Getaways!brbrUnwind in the warm, inviting living space with vaulted wood ceilings, cozy up by the fireplace, or enjoy quiet mornings on the screened-in porch overlooking peaceful wooded views. With an open layout, modern kitchen, and additional lower-level living space, this home is designed for comfort, connection, and easy group stays.brbr ️ SLEEPING ARRANGEMENTS br• Primary (Main Level): King bed, ensuite with whirlpool tub br• Lower Level Bedroom 1: Queen bed with private full bathbr• Lower Level Bedroom 2: Queen bed with shared Jack-and-Jill bathbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Dining table seating for 8br• Dual coffee maker (drip + Keurig, coffee provided ☕)brbr LIVING & OUTDOOR SPACESbr• Vaulted living room with wood-burning fireplace (bring your own firewood)br• Additional lower-level living spacebr• Screened-in porch + outdoor seatingbr• Smart TVsbr• Spacious back deckbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~4 minutes to Owner’s Clubbr• ~12 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 5 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• Ample on-site parkingbr• High-speed WiFibr• No petsbrbrWe can’t wait to host you at Ridge Retreat @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

Bed

Bath

Sleeps

$191.52

/ Nightly

Villa

Galena Territory | 2BR/2BA Townhome w/ Fireplace & Scenic Views

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• King bedroom br• Wood-burning fireplace br• Private deck with wooded viewsbr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~10 minutes to downtown GalenabrbrWelcome to Farmstead Drive @ A&D Rise Getaways!brbrRelax by the fireplace, enjoy quiet mornings on the deck, and unwind in a bright, open living space with vaulted ceilings. With a comfortable layout and peaceful surroundings, this home is perfect for a relaxing Galena getaway.brbr ️ SLEEPING ARRANGEMENTSbr• Lower Level Bedroom 1: King bedbr• Lower Level Bedroom 2: Queen bedbr• Additional Sleeping: Pull-out sleeper sofa in main living areabrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave, refrigerator & dishwasherbr• Quartz countertopsbr• Cookware, utensils + essentials providedbr• Keurig coffee maker (coffee provided ☕)br• Dining area seating for 4brbr LIVING & OUTDOOR SPACESbr• Two-story great room with fireplace (bring your own firewood)br• Vaulted ceilings + open layoutbr• Private deck with outdoor diningbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~10 minutes to Owner’s Clubbr• ~10 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor pools (pool towels provided)br• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer available (stackable)br• On-site parkingbr• High-speed WiFibr• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Farmstead Drive @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

Bed

Bath

Sleeps

$520.59

/ Nightly

Hotel

Romantic Galena Retreat: Themed Rooms & Heated Pool | 3 Units

Galena, Illinois, United States

Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfectly situated near local wineries and scenic attractions. Discover picturesque views and vibrant city events, then return to a cozy, rustic retreat designed for relaxation. Whether you're here for heritage or a peaceful getaway, we provide the ideal base for your Galena journey.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services are available upon request (additional fee may vary)brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 6:00AM to 11:00PM, available in the property.brbr✦ Indoor shared pool available all year, opened from 6:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $75 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Max weight is 50 lbs. Limited to 2 dogs per room.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Free cribs and rollaway beds (for a fee) are available upon request and subject to availability.brbr✦ All rooms are 100% smoke-free. A smoking penalty will apply for smoking outside the property's designated smoking areas.

Bed

Bath

Sleeps

$616.78

/ Nightly

Private Vacation Home

Spacious House with King beds, Fire places, Game Room and Dog friendly.

Galena, Illinois, United States

Wonderful 4 bedroom/3 bathroom home (2700 sq ft) where you, your family and/or friends can enjoy everything that Galena has to offer. Spacious home with plenty of room to entertain and gives you the opportunity to enjoy your vacation to its fullest. brbrExperience your next getaway in this amazing, four bedroom three bath home located in the Galena territory. This spacious home features a large master bedroom with a full spa-like bathroom. On the main floor you will also find a second bedroom and a full bathroom as well as a nicely designed open floor plan living space where you can warm up by the fireplace, cozy up on the front porch to read a book, or enjoy cooking/socializing in a fully equipped kitchen and a dining table with plenty of seating for the entire family. Relax outside on the screened in porch or enjoy your day grilling along with a refreshing drink on the outdoor deck.brbrAfter a long day of activities, retreat to the lower level family/entertainment area for some board games, arcade games, putting golf mat, or movie night while enjoying the sound and warm of the second fireplace or hangout on the outside patio. On this same level you will also find two additional bedrooms a full bathroom and the laundry room. brbrThis home is located just a few minutes from the Galena Territory (GTA) Owners Club where you’ll have access to the swimming pools, game room, exercise gym and work stations w/printer access. brbrJust a short 8-minute drive away you will find many attractions/activities to enjoy during your stay. 24-miles of hiking trails, Shenandoah Riding Center, Long Hollow Canopy Tours, nationally recognize golf courses, Chestnut Mountain, Ski Resort, multiple wineries and breweries, as well as restaurants, local shops and much more in historic downtown Galena.

Bed

Bath

Sleeps

$1101.81

/ Nightly

Private Vacation Home

Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!

Galena, Illinois, United States

Centrally located in Galena, this newly renovated 5 bed/5 bath home is a one of a kind experience. This family friendly home is equipped with everything you need to enjoy all that Galena has to offer.br-Pool Tablebr-Hot Tubbr-Arcade Gamesbr-3-Season Roombr-Popcorn Machinebr-Grillbr-Firepitbr-TV in every roombr-Pool and marina accessbr-SaunabrThe house is equipped with Proximity cards allowing all guests to access all the Owners' Club & marina have to offer including:brbr*Indoor poolbr*Outdoor pool with waterslides br*Pickleballbr*Indoor & outdoor basketball courtsbr*Workout gymbr*Ping pong tablesbr*Hiking trailsbr*Boat & kayak rentalsbr*Tennis courtsbr*Restaurantsbr*Spabr*Business center (computers & printer)br*New playgroundbrbrA trail to the marina and a brand new playground is located right across the street!brbr*Located 10 minutes from downtown Galena. br*5 minutes to the Owners' Club and Marinabr*Golf and horseback riding in the territorybr*Skiing at Chestnut Mountain

Bed

Bath

Sleeps

$771.5

/ Nightly

Private Vacation Home

The Mansion on Park Avenue - walk to downtown Galena

Galena, Illinois, United States

This special place is close to everything, making it easy to plan your visit. Walking distance to Main Street Galena and all of its wonderful shops and restaurants, to kayak and bike rental and for breakfast at Otto’s Place. No pets allowed.brEach bedroom has a king bed with adjustable base - zero gravity, reading, sleeping and other positions. Each bedroom has its own bath. Three bedrooms have large soaking bathtub.New kitchen with eating area, granite counters, coffee bar, induction cooktop, range and microwave Formal dining room. Media room with motorized reclining theater seating for 11 guests, 75” Sony smart TV for streaming. Fast WiFi. Juice box 40A EV charger on premises.

Bed

Bath

Sleeps

$247.53

/ Nightly

Hotel

Whirlpool, Living Room with Dry Bar, Theme Suite, Stoney Creek Galena

Galena, Illinois, United States

Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfectly situated near local wineries and scenic attractions. Discover picturesque views and vibrant city events, then return to a cozy, rustic retreat designed for relaxation. Whether you're here for heritage or a peaceful getaway, we provide the ideal base for your Galena journey.brbrThis listing is for a room within a hotel.brbr✦ Your room is 525 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Cleaning services are available upon request (additional fee may vary)brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 6:00AM to 11:00PM, available in the property.brbr✦ Indoor shared pool available all year, opened from 6:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $25 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Max weight is 50 lbs. Limited to 2 dogs per room.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Free cribs and rollaway beds (for a fee) are available upon request and subject to availability.brbr✦ All rooms are 100% smoke-free. A smoking penalty will apply for smoking outside the property's designated smoking areas.

1

Bed

1

Bath

4

Sleeps

$282.95

/ Nightly

Private Vacation Home

This is the spot ~ Relax at Your Getaway Among the Trees! Family & dog friendly

Galena, Illinois, United States

Relax with your loved ones, including your furry friend, at the peaceful Aspen House. brA Miner's Cottage nestled in a beautiful stand of aspen trees = a quiet retreat just for you! brbrAn entire 3 bedroom 3.5 bath accessible open layout home will be your home during your stay. brThe property is surrounded by protected wooded green space with the Taylor Run trail adjacent on the northwest side. brbrThe Owners Club, pools & lake are accessible by hiking or a short 5 minute drive. brbrEnjoy bird watching, fishing, hiking and picnicking without driving anywhere!br(no large parties allowed)

3

Bed

3

Bath

6

Sleeps

$478.41

/ Nightly

Private Vacation Home

Relaxing Retreat with Hot Tub and Fire Pit

Galena, Illinois, United States

Welcome to your peaceful retreat nestled in the beautiful countryside of Galena, Illinois!brbrLocated amidst serene woods, this picturesque escape offers the perfect space to for your large family or friend getaway to find rest. Enjoy a crackling wood-burning fireplace that invites warmth and relaxation, unwind in the outdoor hot tub, sip your morning coffee in the peacefulness of the screen porch, and end your day at the outdoor fire pit brbrYou will have access to the Galena Territory Owners' Club and all it's amenities such as indoor and outdoor pools, gym, tennis and basketball courts, and more.brbrNestled within Galena's captivating landscape, our home provides the perfect gateway to a myriad of activities and attractions that suit every taste. Immerse yourself in the region's storied past as you explore notable landmarks and museums, or embark on awe-inspiring adventures through Galena's picturesque trails and breathtaking countryside vistas. Indulge in the vibrant culinary scene, where local eateries tantalize with delectable cuisine, and allow quaint shops to entice you with their unique treasures. Your stay with us promises not only relaxation but also an immersive experience in the enchanting surroundings of Galena, ensuring cherished memories for all our esteemed guests.brbrWhether you're seeking a romantic getaway, a fun-filled family vacation, or a memorable gathering with friends, our 4-bedroom, 4-bathroom home provides the ideal retreat. Come and experience the tranquility, comfort, and natural beauty that await you at our Galena hideaway.

Bed

Bath

Sleeps

$455.25

/ Nightly

Private Vacation Home

Rolling Hills Retreat

Galena, Illinois, United States

Updated walkout ranch. Most everything is new. Perfect for a families, couples, girls/guys getaway or business outing. Included in your rental enjoy the Owner's Club a short drive away withbrbr* indoor poolbr* outdoor poolbr*basketball courtbr* pickle ballbr*workout gymbr* pool tablesbr* arcade gamesbr* pin pong tablesbr* concession standbr* hiking trailsbr* tennis courtsbr* boat rentingbr* kayakingbr* a beautiful waterfallbr* horse back ridingbr* several restaurantsbrbrSo much to do!brThe spacebrMain living area is all open, including the family room, dining area and kitchen. Every bedroom has it's own full bathroom. The outdoor spaces including a screened in porch and outside deck.brGuest accessbrAccess to the entire home except a small closet that is locked with supplies.brOther things to notebrFull size washer and dryer is available in the lower level. We provide basic necessities. This includes coffee, teas, Keurig pods, non dairy creamer, sugar, toilet paper, paper towels, dishwasher tablets, laundry tablets, trash bags, kitchen sponge, and basic toiletries. Bath, kitchen and pool towels are provided. Your beds will be ready and waiting for you with clean, cozy linens and an ample of pillow choices. The kitchen is well-stocked with cooking and baking necessities.brbrbrRolling Hills Retreat offers 6 Proximity cards for guests' use of the Galena Territory Owner's Club. Additional passes can be purchased for $5 per day at the complex. We provided pool towels. Please do not bring bath towels. They do not have towels at the facility.brbrOur home is 1650 sq. ft.brbrWe have a valley view, however, when the foliage is lush the valley may be difficult to see. During this time, enjoy the the sounds of the birds, cows in the distance and the privacy that the foliage provides.brbrWe are dog friendly. We allow one dog under 60 pounds. We provided food and water dishes, and towels for dog. We charge a $100 per reservation.brbrThis is a wooded lot. There are a lot of open fields in the area. Though we treat for pest our home does have a few bugs from time to time. We will not refund your stay for a few bugs. This house may not be for you if this will bother you. Disclaimer... Any text added after this was added by VRBO and may not be accurate.

Bed

Bath

Sleeps

$558.23

/ Nightly

Private Vacation Home

Secluded home nestled in the trees, WIFI

Galena, Illinois, United States

brLiving Room, Dining Room, Kitchen, WIFI, Open floor plan, King bedroom on Main Floor, Screened porch, deck and gas grill, Lower Level Family Room with walkout, King Bedroom, (full/twin bedroom), Queen bedroom with trundle bed for extra sleeping, Satellite tv/dvd, WIFI, soaking tub in Master Bath, heavily wooded area. Enjoy hiking, bicycling, renting a boat to go out on Lake Galena, horseback riding, golfing, skiing, swimming at the outdoor pool, tennis, and much more! Go downtown Galena to have some unique shopping and dining experiences. Join us for Galena's Country Fair on Columbus Day weekend in October or the Luminaria in December. We have Art Festivals, Carriage Rides, Trolley Tours, Historic Home Tours, and so much more!

Bed

Bath

Sleeps

$558.13

/ Nightly

Private Vacation Home

Galena Home with Golf Course View

Galena, Illinois, United States

This 5-bedroom, 6-beds home. It accommodates up to 12 people. We are family-friendly and dog-friendly. brbr-6 Person hot tubbr-Electric Fireplacebr-8 Ft Pool Tablebr-Lightning Fast Wi-fibr-Bar Areabr-Multiple TV's for watching all your favorite teamsbr- 5 Min from the owners clubbr-Overlooks 13th Hole of the North Golf Coursebr-Outdoor Fire Pit + Gas grillbr-Access to the Galena Territories Owners' Clubbr-15 min drive Downtown Galenabr-25 min drive Chestnut Mountain Ski ResortbrbrWe will communicate through channel message. brbrThe Galena Territory is located 5-10 minutes east of Galena. It is home to over 2,000 houses (including full-time and part-time residents and rentals), four golf courses, the Eagle Ridge Resort, and the Owners' Club. The home is within five minutes of the Owners' Club and 5-7 minutes from most activities within the territory itself.brbrThe Owners' Club is an amenity we are excited to share with you, our guests! We provide our guests with eight proximity cards; these cards grant full access to all of the Owners' Club's amenities. Guests over the age of five must have a card present at the Club, and if you have more than eight guests, $5 day passes can be purchased. There is a $25 replacement fee for any card not returned before your checkout.brbrThe amenities include a basketball gym, indoor pool, outdoor pool (seasonal), arcade, fitness center, tennis courts, cafes, and more. Various events occur throughout the year depending on the season (e.g., farmers markets in the summer, winter crafts in December).brbrWe will email you the access codes prior to your arrival.brbrYour check-in time is 4 pm. (If we agreed on a different time, that is your check-in time.) While we try our best to accommodate early check-ins, it depends on our cleaners, property maintenance, and whether it is peak season.brbrWe’ll provide you with your code the morning of your arrival, allowing you to use our keyless entry pad on the front door. Please make sure you receive the code before traveling. If you haven’t received it by the time you set off, please contact us. There's nothing worse than arriving somewhere new (potentially at night) and being unable to gain entry!brbrYour code will not work until your check-in time.brbrWe will not be at the property when you arrive, but we are available to answer any questions to help make your check-in process smoother!brbrOnce you arrive and settle in, go directly to the Owners' Club. Upon your arrival, check in at the office to obtain a complimentary parking pass for your vehicle.brbrWe provide 8 proximity cards, giving you full access to all the amenities of the Owners' Club. Guests over the age of 5 years must have a card present at the Club, and if you have more than 8 guests, $5 day passes can be purchased. There is a $25 replacement fee for any card not returned prior to your checkout.brbrROOMS:brMain Level Bedroom 1-King Size BedbrMain Level Bedroom 2-Full Size Bunk BedsbrMain Level Bedroom 3-King Size BedbrMain Level Hall Full BathroombrbrLower Level Bedroom 4-Queen Size BedbrLower Level Master Suite BathbrLower Level Hall BathroombrLower Level Bedroom 5-Master Suite King Size BedbrbrAPPLIANCES:brFully Stocked Kitchen brCoffee Keurig Maker and Regular Coffee MakerbrThe thermostat is located on the Main Level (Living Room)brLaundry Room in the basementbrbrENTERTAINMENT: brCustom Built BarbrNewly Remodeled Basement-4 TVSbrPool Table + Board games and cardsbrSmart TV in living roombrHot TubbrGrill / BBQ brFire PitbrbrPet friendly

Bed

Bath

Sleeps

$197.24

/ Nightly

Villa

Charming Galena Getaway | 2BR Retreat w/ Fireplace

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath villa in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Two king bedrooms br• Wood-burning fireplace br• 12pm check-in & check-outbr• ~15 minutes to downtown Galenabr• Vaulted ceilings + skylights for natural lightbr• Private deck with wooded + golf course viewsbr• Loft with additional sleeping spacebr• Smart TVs + fast WiFibrbrWelcome to Valleywood Villa @ A&D Rise Getaways!brbrRelax in a bright, open living space filled with natural light, cozy up by the fireplace, or enjoy peaceful mornings on the private deck surrounded by nature. With two king bedrooms and a flexible loft space, this home is perfect for couples, friends, or small groups traveling together.brbr ️ SLEEPING ARRANGEMENTSbr• Main Level Bedroom: King bedbr• Upper Level Bedroom: King bedbr• Additional Sleeping: Full-size sleeper sofa in loftbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Dual coffee maker (drip + Keurig, coffee provided ☕)br• Dining area seating for 4brbr LIVING & OUTDOOR SPACESbr• Open living room with wood-burning fireplace (bring your own firewood)br• Vaulted ceilings + skylightsbr• Comfortable seating + Smart TVsbr• Private deck + yard spacebr• Peaceful wooded + golf course surroundingsbrbr LOCATIONbrPerfectly located in The Galena Territory:br• Walking distance to Eagle Ridge Resort & Spabr• ~1 mile to Woodlands Restaurantbr• Near Stonedrift Spa + North Course Clubhousebr• Close to Stony Point Overlookbr• ~15 minutes to historic downtown Galenabrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• On-site parkingbr• High-speed fiber WiFibr• No petsbr• Stairs required (two-story home)brbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Valleywood Villa @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

Bed

Bath

Sleeps

$361.66

/ Nightly

Private Vacation Home

Secluded Treehouse, Great Views, near Hwy 20 and golf, remodeled primary bath

Galena, Illinois, United States

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay. We are pet friendly (for a fee) for 1 pet per stay, additional pets will need clearance before booking.

Bed

Bath

Sleeps

$322.96

/ Nightly

Cabin

Retro Nest octagon home in woods, pool, jukebox, phonebooth

Galena, Illinois, United States

Enjoy this unique tree house - an octagon tiny house, surrounded by the woods! Galena Haven Retro Nest!br2 bedroom, 2 bathroom to enjoy the views of nature all around, with floor to ceiling windows!brDecorated in Mid Century Modern style, to celebrate this unique home, we combined modern comforts with fun flash blacks like a phone booth from the 1960s and a jukebox.brSoak in the new hot but and listen to birds or watch the sunsetbrRead a book surrounded by the trees, listening to old records on the juke box (it's old- so don't get mad if it might not work).brEnjoy the indoor pool (community pools part of the Galena Territory) or outdoor seasonal pool.brRelax in our unique Japanese soaking bathtubbrbrEnjoy fall colors or watch snow fall! We have a collection of bird feeders to see a wide variety of birds. See wildlife such as deer, wild turkeys, squirrels, chipmunks and more. Or head to town and enjoy fabulous restaurants, adorable shops, learn about historic Galena, or hike with goats at Hoof It! Visit wineries or enjoy golf. You will also have access to Lake Galena (boating and fishing lights), to rent kayaks and pontoon boatsbrbrOutdoor space: br-Deck has nice seating and views of the woods. We also have an outdoor firepit (solo stove), surrounded by woods (wood provided)br- Approx 250 ft from nearest neighbor (There is some visibility when leaves on trees, more in winter- can see neighbor from some views of the house)brbrLiving room:br-Jukeboxbr-Telephone boothbr-Smart TV (no cable) to stream br-Lots of games, books, magazinesbr-Beautiful wooded viewsbrbrBedrooms:br-First bedroom has a queen bed and an attached bathroom. This bathroom includes a Japanese soaking tub (large enough for most adults) and shower. New mattresses in both bedrooms.br-Second bedroom has a king bed. Second bathroom is across the hall and includes shower/tub. br-Both bedrooms with smart TVsbrbrKitchen:br-Kitchen is small but very functional- stove/oven, microwave, dishwasher, fridge/freezer (small size)br- Full sets of dishes, pots, pans, silverware, etc. Home has coffee pot (percolator and drip coffee maker). br- Cotton Candy Makerbr- Coffee- Percolator and Drip coffee makerbrbr-Wifi is fiber and can easily stream on multiple devices/video conferencing etcbrbrOther amenities in The Galena Territory-br- indoor community poolbr- outdoor community seasonal poolbr- Pontoon, kayak and fishing boats also seasonally available for rentals. br- Indoor exercise room, outdoor tennis courts, indoor basketball court, billiards, ping pong and many other games are also available at the Owners Clubbr- Amazing golf options also availablebrbrLocation:br- 5 min from Owner's Club (pool, gym, etc)br- 10 min from wineriesbr- 15-20 min from downtown Galenabr- 20 min from Chestnut Mountainbr- 10 min from hiking with goats/goat yogabr- 15 min from ElizabethbrbrbrThis home (we think :)) is awesome but may not be for everyone. br- There is an approx 100 yrd walk down a sloped, paved path from where you park to the home. From there you walk up 2 steps to the home and the rest is a ramp. We can't guarantee in winter it will be shoveled. br-Also, this home has a spiral staircase to get to the lower level of the home, where the hot tub is located. The staircase is not suitable for young children, and there are wide gaps between rails that a child could squeeze through. (Our older kids (9 and up) love the home, but please be aware of this before booking). You can alternatively walk to the hot tub from the path in front of the home if you wish to avoid the stairs. brWe do have a security camera (audio and visual) that faces front of the house down the path/stairs up house. brNo smoking of any kind allowed on the propertybrThe house is surrounded in woods. Expect some bugs outside and occasionally inside.brJust being honest- property is not perfect but we LOVE being there ;)brbrDogs are welcome if well behaved. Extra pet fee will apply. $50 fee per dog. Must be well trained. No cats please (family member with allergy)brFamily managed property :) We are so excited to host you!brbrParking is free, and on the property.brSmaller washer and dryer in the house in lower level (down spiral stairs)brYou will have the entire house other than small locked owners closet.brWe are family owned home. We will share our cell phone upon booking in case issues arise.brThere isn’t easy public transportation so you will need a car. Uber is only sometimes available. brThere is plenty of free parking.brbrWe do not give refunds due to weather. We strongly encourage everyone to buy travel insurance.

Bed

Bath

Sleeps

$412.99

/ Nightly

Private Vacation Home

4 Bedroom, 3 1/2 bath house in The Galena Territory.

Galena, Illinois, United States

This home has the perfect location close to the indoor/outdoor swimming pools and recreation center. Large master suite with a double whirlpool tub. You can walk to the Owner's Club recreation center or hop in your car for a 2 minute drive to the Marina. This home is located kitty-corner from the Owners' Club in the heart of the Galena Territory and comes with six amenity passes allowing you access to the Owners' Club where you can enjoy indoor, outdoor, and kiddie pools, a state of the art fitness center, indoor/outdoor basketball courts, tennis courts, Game Room, free WIFI, etc. The Galena Territories offer many activities to choose from, including horseback riding, hiking, wine tours, fishing, shopping, skiing, and more. Sleeps 8. Max. Occupancy 8.

Bed

Bath

Sleeps

$389.24

/ Nightly

Cabin

Unique octagon house in woods- Hot tub, pool, fireplace, firepit

Galena, Illinois, United States

Enjoy this unique tree house - an octagon tiny house, surrounded by the woods! Galena Haven Tree House! br2 bedroom, 2 bathroom to enjoy the views of nature all around, with floor to ceiling windows!brPrivate hot tub in the back of the home looks into serene woods! brDecorated in Mid Century Modern style, to celebrate this unique home, we combined modern comforts with fun flash blacks.brRead a book by the indoor gas fireplacebrEnjoy our record collection or use our cool 1950s radio to listen to music, or switch to Alexa for modern streamingbrEnjoy the indoor pool (community pool part of the Galena Territory) or outdoor seasonal pool.brRelax in our unique Japanese soaking bathtubbrbrEnjoy fall colors or watch snow fall! We have a collection of bird feeders to see a wide variety of birds. See wildlife such as deer, wild turkeys, squirrels, chipmunks and more. Or head to town and enjoy fabulous restaurants, adorable shops, learn about historic Galena, or hike with goats! So many wonderful options to enjoy around the home! You will also have access to Lake Galena (boating and fishing lights)brbrOutdoor space: br-New hot tub seats up to six, available year round. br-Deck has nice seating, cooler, and views of the woods. We also have an outdoor firepit, surrounded by woods (wood provided)br- Approx 500 ft from nearest neighbor (minimal visibility when leaves on trees, more in winter)br-Hot tubbrbrLiving room:br-Record Player, Alexa, 1950s radiobr-Smart TV (no cable) to stream br-Lots of games, books, magazinesbr-Beautiful wooded viewsbrbrBedrooms:br-First bedroom has a queen bed and an attached bathroom. This bathroom includes a Japanese soaking tub (large enough for most adults) and shower. New memory foam mattresses in both bedrooms.br-Second bedroom has a king bed. Second bathroom is across the hall and includes shower/tub. br-Both bedrooms with smart TVsbrbrKitchen:br-Kitchen is small but very functional- stove/oven, microwave, dishwasher, fridge/freezer with icemakerbr- Full sets of dishes, pots, pans, silverware, etc. Home has coffee pot (percolator and drip coffee maker). br- Cotton Candy Makerbr- Coffee- Percolator and Drip coffee makerbrbr-Wifi is fiber and can easily stream on multiple devices/video conferencing etcbrbrOther amenities in The Galena Territory-br- indoor community poolbr- outdoor community seasonal poolbr- Pontoon, kayak and fishing boats also seasonally available for rentals. br- Indoor exercise room, outdoor tennis courts, indoor basketball court, billiards, ping pong and many other games are also available at the Owners Clubbr- Amazing golf options also availablebrbrLocation:br- 5 min from Owner's Club (pool, gym, etc)br- 10 min from wineriesbr- 15-20 min from downtown Galenabr- 20 min from Chestnut Mountainbr- 10 min from hiking with goats/goat yogabr- 15 min from ElizabethbrbrbrThis home (we think :)) is awesome but may not be for everyone. br- There is an approx 100 yrd walk down a sloped, paved path from where you park to the home. From there you walk up 7-8 steps to the home. We can't guarantee in winter it will be shoveled. br-Also, this home has a spiral staircase to get to the lower level of the home, where the hot tub is located. The staircase is not suitable for young children, and there are wide gaps between rails that a child could squeeze through. (Our older kids (7 and up) love the home, but please be aware of this before booking). You can alternatively walk to the hot tub from the path in front of the home if you wish to avoid the stairs. brWe do have a security camera (audio and visual) that faces front of the house down the path/stairs up house. brNo smoking of any kind allowed on the propertybrThe house is surrounded in woods. Expect some bugs outside and occasionally inside.brJust being honest- property is not perfect but we LOVE being there ;)brbrDogs are welcome if well behaved. Extra pet fee will apply. $65 fee for dogs. Must be well trained. No cats please (family member with allergy)brFamily managed property :) We are so excited to host you!brbrParking is free, and on the property.brSmaller washer and dryer in the house in lower level (down spiral stairs)brYou will have the entire house other than small locked owners closet.brWe are family owned home. We will share our cell phone upon booking in case issues arise.brThere isn’t easy public transportation so you will need a car. Uber is only sometimes available. brThere is plenty of free parking.brbrWe do not give refunds due to weather. We strongly encourage everyone to buy travel insurance.

Bed

Bath

Sleeps

$176.27

/ Nightly

Private Vacation Home

Galena Territory Retreat | 2BR/2BA Townhome w/ Fireplace & Scenic Views

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Located along the South Golf Course ⛳br• Wood-burning fireplace br• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~10 minutes to downtown Galenabr• Private deck with wooded viewsbrbrWelcome to Oak Glen Haven @ A&D Rise Getaways!brbrRelax by the fireplace, enjoy peaceful mornings on the deck, and unwind in a bright, open living space with vaulted ceilings. With a warm and inviting layout, this home is perfect for a relaxing getaway or a quiet Galena escape.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Primary: Queen bed with ensuite bathroombr• Lower Level Bedroom: Queen bed with adjacent full bathbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave, refrigerator & dishwasherbr• Cookware, utensils + essentials providedbr• Drip coffee maker (coffee provided ☕)br• Breakfast bar + dining area seating for 4brbr LIVING & OUTDOOR SPACESbr• Two-story great room with fireplace (bring your own firewood)br• Vaulted ceilings + open layoutbr• Private deck with outdoor seatingbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• Along South Golf Coursebr• ~10 minutes to Owner’s Clubbr• ~10 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 4 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer available (stackable)br• On-site parkingbr• High-speed WiFibr• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Oak Glen Haven @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

2

Bed

2

Bath

4

Sleeps

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