Vacation Home Rentals By Owner In Galena, IL

$1101.81

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.

5

Bed

5

Bath

10

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

$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

$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

$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. *

Bed

Bath

Sleeps

$237.58

/ Nightly

Private Vacation Home

Peaceful Galena Retreat with Scenic Views + Private Deck

Galena, Illinois, United States

Welcome to Scenic Serenity – Your Peaceful Galena Retreat!brbrNestled in the heart of The Galena Territory, this cozy golf villa offers beautiful wooded views and a comfortable stay for up to six guests.brbrInside Your Staybrbr✔ Main Level (Lower Level) – Vaulted ceilings, skylights, a warm seasonal fireplace (Oct-February 28), and an open-concept living/dining area. The sofa converts into a sleeper, and there’s a bedroom with access to a full bath.br✔ Upper Level – Overlooks the main floor and features a spacious bedroom with a private bath. A washer/dryer is also available.brbrSleeping Arrangementsbrbr Bedroom 1 (Lower Level): Queen Bed + Full Bathbr Bedroom 2 (Upper Level): Queen Bed + Private Bathbr Living Room: Sleeper SofabrbrAmenities & Accessbrbr☀ The Galena Territory Owner’s Club (3.3 miles away) – Includes indoor & outdoor pools (seasonal), fitness center, tennis courts, basketball courts, and a game room. (6 access cards provided, hours may vary.)brThree Smart TVs – Log in with your own streaming accounts (no cable).brNo Smoking | No Pets – Violations result in a $200/night fee.brbrImportant NotesbrbrMax Occupancy: 6 – No unregistered guests; $25 per additional guest.brQuiet Hours: 10 PM – No Parties AllowedbrFull Flight of Stairs – The kitchen, living areas, bedrooms, and outdoor patio require stairs to accessbrNo Refunds for Weather – Travel insurance is recommended.brbrExperience a relaxing stay in Galena with access to nature, golf, and top-tier amenities! Book your getaway today!

Bed

Bath

Sleeps

$397.78

/ Nightly

Private Vacation Home

'The FiveTen Federal' - Downtown Galena Gem!

Galena, Illinois, United States

Modern hangout meets historical charm at this 3-bedroom, 1.5-bath home! Located blocks from downtown Galena, this vacation rental is ideal for those looking to see all the top sights while having a welcoming space to come home to. Bring your pooch along for a stroll down Main Street, have a picnic in Galena Grant Park, or spend the day on a wine tour. Chestnut Mountain offers year-round fun thanks to the ski slopes and Alpine Slide. For some chill time, hang out in the one-of-a-kind disco cave!br-- THE PROPERTY --br0.3 Mi to Main St | Modern & Stylish Interior | Pet Friendly w/ FeebrHere at ‘The FiveTen Federal,’ feel free to explore downtown at your leisure whether that be a relaxing day in the park, wine tour, or a visit to one of the historical sites for a refresher on local culture!brBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen BedbrKITCHEN: Fully equipped, kitchen island w/ seating, stainless steel appliances, dishware & flatware, knife set, Crock-Pot, tea kettle, toaster, Indoor Foreman Grill, popcorn maker, blender, drip and Keurig coffee makersINDOOR FEATURES: 2 flat-screen TVs w/ Netflix provided, disco cave, electric fireplace, laptop-friendly workspace, 6-person dining table, vanity, board games, books, Record player, Blue Tooth speakersGENERAL: Free WiFi (strong signal), washer/dryer, towels/linens, hair dryer, trash bags, ample dish rags, cleaning solution and air conditioningFAQ: Pet fee (paid pre-trip, 2 pet max), stairs required for bedroom accessPARKING: Driveway (2 vehicles), street parkingbr-- THE LOCATION --brHISTORICAL SITES: Market House State Historic (0.5 miles), Galena Jo-Daviess County Historical Society (0.6 miles), Dowling House (0.6 miles), Galena History Museum (0.6 miles), Belvedere Mansion (1.1 miles), Ulysses S Grant Home (1.4 miles)OUTDOOR RECREATION: Galena Grant Park (1.3 miles), Depot Park (1.4 miles), Horseshoe Mound Preserve (3.9 miles), Casper Bluff Land & Water Reserve (6.2 miles), Lake Galena (6.4 miles), Thunder Bay Falls (6.4 miles), Chestnut Mountain Resort (9.8 miles)LOCAL ATTRACTIONS: P.T. Murphy Magic Theater (0.5 miles), Linmar Gardens (0.8 miles), Chicago Athenaeum (1.0 mile), Galena Center for the Arts (1.2 miles), West Street Sculpture Park (1.4 miles), Galena Cellars Vineyard (6.8 miles)AIRPORT: Dubuque Regional Airport (22.6 miles)br-- REST EASY WITH US --brEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.br-- POLICIES --br- No smoking - Pet friendly with $85 fee (+ fees & taxes, dogs only, 2 pet max)- No events, parties or large gatherings - Additional fees and taxes may apply- Photo ID may be required upon check-in- NOTE: The bedrooms on this property require stairs and may be difficult for guests with limited mobility

Bed

Bath

Sleeps

$633.48

/ Nightly

Private Vacation Home

Luxe Escape in Galena Territory / Sauna / Hot Tub / Fire Pit / Games!

Galena, Illinois, United States

At The Galena Glen, days unfold with cozy, modern-heritage charm. Sip coffee on sunlit decks, unwind in the hot tub beneath quiet woods and starry skies, and gather by the wood-burning fireplace after exploring historic Galena. EMF-neutralizing technology adds calm, and access to the Owner's Club gym, pools, and amenities invites effortless play. With 3 bedrooms and space for 8, it’s a retreat where families and friends and drawn to linger + reconnect.brbrTucked near a quiet cul-de-sac in the rolling hills of the Galena Territory, The Galena Glen feels like the kind of place families talk about long after the suitcases are unpacked. It’s warm, refined, and crafted with playful elegance—where every corner invites you to slow down and reconnect with the people who matter most.brbrKey Features:br Firepit with Smores Sticksbr Indoor Wood-Burning Fireplacebr Private Hot Tub br Thoughtfully Stocked Kitchenbr Vintage bookshelf board games br Washer & Dryerbr 3 Decks + Screened Deckbr Aires® EMF Technologybr Smart TVs in Every Roombr Ample Parkingbr Basketball Hoopbr Owner’s Club Accessbr Four Award-Winning Golf Coursesbr 32 miles of hiking trailsbrbrBedrooms + Layout:br Beds 1 + 2: br• King bedsbr• Roku Smart TVsbr• Large Closetsbr• Full-Length Mirrorsbr Bed 3: br• Full-size floor level bunkbr• Roku Smart TVbr• Large Closetbr• Full-Length Mirrorbr• Kiddie size cozy reading nookbr• Kiddie games & karaoke machinebr♥ Family Friendly Extras: br• Highchair br• Kid’s dishesbr• Full bathtubbr• Pack ‘n play with sheetsbr• Lectro Fan white noise machinebrbrLocation Highlights:br• Downtown Galena (14 min)br• Chestnut Mountain (24 min)br• Stonedrift Spa (5 min)br• Country Store (4 min)br• Long Hollow Zip Lines (9 min)br• Lake Galena Marina + Bait Shop (7 min)br• Shenandoah Riding Center (4 min)br• Elizabeth’s Grand Antique Co. (12 min)br• Eagle Ridge Resort (6 min)br• Galena Cellars (10 min)br• Fergedaboudit Vineyard & Winery (18 min)br• Rocky Water Vineyard & Winery (20 min)br• Massbach Ridge Winery (27 min)br• Terrapin Orchards (15 min)br• Dry Creek Beekeeping (10 min)br• Hoof It Goat Treks (10 min)brbrThe Inside...brThe moment you arrive, the home feels like an exhale. Inside, sunlight pours through generous windows, tracing across exposed beams and a soaring custom bookshelf that rises nearly twenty feet. The living room blends nostalgia with modern ease: a wood-burning fireplace, vintage-style bookshelf games waiting for spontaneous tournaments, and a large smart TV for cozy movie nights.brThe main floor flows effortlessly—living, dining, and kitchen connected in an open layout ideal for families and groups. The fully equipped kitchen is a thoughtful blend of style and practicality: ceramic-coated cookware, an air fryer for quick snacks between adventures, and both a classic coffee pot and French press for slow, indulgent morning brews. Step through the dining room onto the screened-in deck, where morning sunlight filters through trees and evenings feel like a quiet, private retreat in the woods.brDownstairs, the lower level becomes a restful sanctuary. Two king bedrooms offer calming spaces with Roku TVs, full-length mirrors, and direct access to nature’s backdrop. The third bedroom is a child’s dream —floor-level full bunk beds, a reading nook that sparks imagination, toys for creative play, and thoughtful touches like a white noise machine and pack ’n play to make traveling with little ones easier. Two bathrooms—one with a tub for easy nighttime routines, the other with a walk-in shower—add comfort and convenience for groups of up to eight.brbrThe Outside…. brOutside, the experience deepens. The front porch beckons with brightly colored hanging swing chairs, the kind kids race to claim and adults secretly love even more. The upper deck off the living room offers multiple seating areas and a propane grill for effortless alfresco meals. From there, wander down to the lower deck, where one of the king bedrooms opens directly to the hot tub—perfect for stargazing soaks after exploring historic downtown Galena just fifteen minutes away. Beyond the deck, the backyard slopes gently enough for winter sledding and features a basketball hoop for friendly competitions when the driveway isn’t full (though it can welcome up to eight parked cars).brEvenings settle sweetly around the fire pit. Wrapped in blankets, you can bask in the surroundings while kids retell their favorite moments of the day. The property’s EMF-neutralizing technology quietly supports a sense of calm, helping guests truly unwind.brYour stay also includes access to the Owner’s Club amenities—indoor pool, gym, and more—expanding the possibilities for relaxation and play.brEvery detail at The Galena Glen was chosen to make life feel effortless and meaningful, whether you’re hosting a family movie night by the crackling fire, sharing stories in the hot tub, cooking comfort meals with loved ones, or simply savoring the quiet in a swing chair as the woods breathe around you.brIt’s the kind of place that feels instantly familiar, beautifully designed, and forever memorable—a retreat where modern comfort meets timeless moments…. And it’s waiting for you!brbrOther things to note:brNo pets allowed… as much as we love them, we do not allow them in our home in order to remain sensitive to other guests that may have allergies.brbrNon-smoking… No smoking in the home – we are family-friendly & desire to keep the property clear of any traces of cigarettes / other smoking devices.brbrNo parties of any kind… We ask this out of respect for our home and out of love for our wonderful neighbors.brbrDark Skies Policy... The Galena Territory is officially recognized as a Dark Sky Development of Distinction…. That means the stars are amazing here!!

Bed

Bath

Sleeps

$266.35

/ Nightly

Private Vacation Home

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

Galena, Illinois, United States

Welcome to Dear Galena, a modern Zen retreat on a corner-unit townhouse golf villa with a wooded view. It's the perfect getaway for couples, friends, family or just YOU!!!!brbrSituated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - each with a king size bed and two bathroom. A pull out sofa bed for additional guest(s) and high-speed Wi-Fi for streaming entertainment and all your work from home needs. brbrThe townhouse is a 2 bedroom, 2 bathroom loft-style home only minutes away from the historic downtown Galena with everything you need for your stay. As you walk in the front door, you will be greeted by two large skylight windows in the entryway. To the right in the entryway we have a closet for you to hang your coat or store your bags as well as a bench for you to sit on while you remove your shoes and get comfortable and ready. brbrOn this floor, you will find Bedroom 1. Bedroom 1 has a king size bed, high ceiling and great views of the wooded backyard. We have furnished the room with a large floor mirror, yoga mats, ceiling fans, extra throw blankets, and an alarm clock. As you walk past the closet, you will walk into your on-suite bathroom. This bathroom features a soaking tub for your self-care and enjoyment. With the bath tray, you can enjoy a book or your tablet while you soak all your worries away. brbrCome downstairs and you will find the kitchen, with everything you need for your morning coffee/tea and everything you need to prepare a quick meal. You will also find the laundry room if you ever need to clean something before heading home. brbrThe dining room table will seat four and we have two additional stools at the kitchen island for you to enjoy a meal or open up your laptop. brbrThe living room features a pull out sofa that can sleep 2, a few board games for those electronic-free nights, a smart tv (with Netflix) and a fireplace (please review instruction) for you to get cozy. We also have what we are calling 'The Reading Nook' - a small pink love seat next to the wood fireplace for you to enjoy a book or a laugh. Books are scattered throughout the house for your reading enjoyment. brbrPast the living room is the exterior doors that leads to the back patio with outdoor seating for four and a propane grill with an incredible peaceful wooded view. brbrNext to the living room is Bedroom 2 and Bathroom 2. Bedroom 2 also have a king size bed, so no need to fight over who gets the bigger bed. This bedroom also have a large floor mirror, yoga mats, ceiling fan, extra throw blankets and an alarm clock. Bathroom 2 is connected to Bedroom 2 and the kitchen. It features a rain shower, if you are not a bath person, and a shower hand wand. brbrAs our guest, you will also have access to the pools (indoor and outdoor), fitness center, basketball court and game room at the Galena Territory Owner's Club, a short three miles from the townhouse (2000 Territory Drive Galena, IL). You'll access this with the Owner's Club proximity cards that will be in the kitchen drawer when you arrive. Electric Vehicle charging stations are available on-site in the Owner's Club.

Bed

Bath

Sleeps

$345.71

/ Nightly

Private Vacation Home

Fox Wood Path l HOT TUB l A&D Rise Getaways

Galena, Illinois, United States

Welcome to Fox Wood Retreat @ A&D Rise Getaways!brbrUnwind in the private hot tub, gather around the outdoor fire tables, or cozy up by the wood-burning fireplace. Start your mornings on the screened-in porch surrounded by nature, then head into downtown Galena just minutes away for shopping, dining, and local charm.brbr ️ SLEEPING ARRANGEMENTSbr• Loft (Primary): King bed with projector and projector screenbr• Main Level Bedroom 1: Queen bed with Smart TVbr• Main Level Bedroom 2: Queen bed with Smart TVbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Dual coffee maker (drip + Keurig, coffee provided ☕)br• Dining table seating for 6brbr LIVING & OUTDOOR SPACESbr• Wood-burning fireplace (bring your own firewood)br• Smart TVbr• Private hot tubbr• Screened-in porch + outdoor seatingbr• Fire tablesbr• Propane grill brbr LOCATIONbrCentrally located in The Galena Territory:br~7 minutes to Owner’s Clubbr~11 minutes to historic downtown Galenabr~25 minutes to Chestnut MountainbrVisit the Galena Tourism website for more detailsbrbr 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 servicesbrCheck out the Galena Territory website for more detailsbrbrIncludes 4 proximity cards for accessbrAdditional cards available for $5/day at the Owner’s Club located at 2000 Territory DrivebrbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨BEFORE YOU ARRIVEbrGuests 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 GRILL INFO brGrill 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 petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can`t wait to host you @ A&D Rise Getaway`s Fox Wood Retreatath!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

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$383.96

/ Nightly

Private Vacation Home

Hot Tub 2-bedroom 2 full bath all comforts of home in Galena countryside

Galena, Illinois, United States

Cozying up to a fire or a soak in the hot tub next to a firepit is exactly what you need. Our fully renovated historical schoolhouse where the only lessons are relaxation, tranquility, and soul-deep rejuvenation is a perfect place for your getaway! From the moment you arrive, take in breathtaking views of three states including the Mississippi River bluffs of Iowa, Illinois farmland and the rolling hills of Wisconsin all from a single window, your first assignment in serenity. brThis unique getaway features two luxurious king bedrooms, two full bathrooms with oversized walkin showers, and a cozy living room with a queen sofa bed and electric fireplace offering comfort for every guest. Modern amenities ensure a seamless stay, including a fully stocked kitchen, WiFi, central air, laundry room, and indulgent extras like a hot tub and firepit for peaceful evenings under the stars.brPerfectly situated just minutes from downtown Galena, 12 minutes from Dubuque, IA, 2 minutes from Galena Golf Course and a beautiful 15 mile drive to Chestnut Mountain, and many other locations, Our schoolhouse provides the ideal balance of seclusion and convenience. Here, school is always out—so come, unwind, and experience the best of Galena with us.

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Bath

Sleeps

$460.69

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

Amazing views! Golf course views and distant panoramas abound from this stunning contemporary located on the South Course Hole #16 with amazing green and fairway location and a distant treed backdrop. Open and airy great room offers living room with stone surround fireplace and big windows offering lots of light and a great place to admire nature. Just steps away is an open dining area with convenient access to large rear deck and screened porch, as well as large kitchen with breakfast bar. Spacious main level master suite with vaulted ceiling and a master bathroom with double vanity, whirlpool tub with large picture window, and separate shower. Lower level has radiant in-floor heat, and offers two large guest bedrooms each with their own private bathrooms and a central family room with built-in desk area. Additionally, the family room has access to laundry area, and walks out to a aggregate rear patio and large backyard.

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Bath

Sleeps

$427.39

/ Nightly

Private Vacation Home

3+ Bedroom, 3 bath house in The Galena Territory.

Galena, Illinois, United States

Beautiful 3+ bedroom home located in the Galena Territory resort CORE between the North and South golf courses. This home has enter on the upper level, the main level requires access by stairs. This is the perfect home for golfers, a large family get-a-way, or a group of friends! Master bedroom, located on upper level, includes a king bed master bath with a large steam shower and a double whirlpool tub; while two bedrooms on the main level include one queen and two twin beds. Additional twin beds in the family room on the lower level makes for plenty of sleeping areas. Located close to amenities of the Galena Territory. Sleeps 8, Max. Occupancy 8.

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Bath

Sleeps

$283.19

/ Nightly

Private Vacation Home

2 Bedroom + Loft, 2 bath house in The Galena Territory.

Galena, Illinois, United States

Adorable cabin in the woods! This cabin has 2 bedrooms (both Queen) and 2 full baths. There are twin beds in the loft, so it is perfect getaway for 2 couples with children or a small family. It also has internet with a smart tv and YouTube channels, a fireplace and a deck with a gas grill. This unit is a short 1.8 miles to the Owners' Club where you will have access to the Indoor, Outdoor, and Kiddie Pools, Game Room, Fitness Center, Indoor/ Outdoor Basketball Courts, etc... Sleeps 6. Max. Occupancy 6.

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Bath

Sleeps

$237.5

/ Nightly

Private Vacation Home

Beautiful Rustic Townhome - Lodge Theme

Galena, Illinois, United States

2 bedroom, 2 bath townhome in the heart of the Galena Territory or Eagle Ridge Resort. Newly Remodeled with the lodge theme. Main floor has Living Room, Dining Room, and Kitchen (wide open concept), also 1 Queen bedroom and Bath. Upper level has Queen Bedroom and Bath. Deck, TV/DVD, Gas Fireplace in Main Floor Living Room, and WIFI. Access to the resort amenities. There is golf, indoor/outdoor pool, game room, tennis courts, exercise room, horseback riding, marina for boat rentals and fishing, walking trails, hiking trails, and much much more! Only a few miles to Galena for antique shopping, restaurants, winery tours, wine tasting, trolley tours, Grant's Home, historic tours, and whole lot more!

2

Bed

2

Bath

6

Sleeps

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