Vacation Rentals By Owner In Galena, IL

Come stay in this beautiful vintage building located in Downtown Galena, Cafe's, Restaurants and Shop's. Enjoy this1 bedroom apartment with 1 queen bed, living room/dining room, and kitchen. There are 2 flights of stairs that are narrower than your standard stairs. Wi-Fi included. Please note the entrance for this apartment is located at 230 S. Bench Street. Children under 16 not allowed. No Pets allowed. We also have 8 other apartments available in the same building to select from. The City of Galena only allows 2 guests in this apartment.brbrYou can park anywhere on Bench Street where the entrance to the property is located.br

Historic Downtown Galena Suite #9

Galena, Illinois, United States

Bed

Bath

Sleeps

$328.06

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• King bedroom br• Wood-burning fireplace br• Dedicated workspace br• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~15 minutes to downtown Galenabr• Private deck with wooded viewsbr• Flexible sleeping with trundle bedbrbrWelcome to Walnut Hill Retreat @ A&D Rise Getaways!brbrUnwind by the fireplace, enjoy quiet mornings on the deck, or settle into a peaceful space designed for both relaxation and connection. With a cozy layout and thoughtful touches throughout, this home is perfect for a quiet getaway or a weekend exploring Galena.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Bedroom: King bed with ensuite bathroom + workspacebr• Lower Level Bedroom: Queen bed with Twin XL trundle (sleeps 2–3)br• Additional Sleeping: Sofa bed in living room (best suited for 1 guest, 200 lb limit)brbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Coffee bar with drip + Keurig (coffee + fixings included ☕)br• Dining table for 4 + additional counter seatingbrbr LIVING & OUTDOOR SPACESbr• Cozy living room with wood-burning fireplace (bring your own firewood)br• Comfortable seating + Smart TVbr• Private deck with outdoor diningbr• Peaceful wooded surroundingsbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~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 pools (pool towels provided)br• 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 Walnut Hill 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. *

Villa

Cozy 2 BR with Fireplace | Sleeps 5 |

Galena, Illinois, United States

Bed

Bath

5

Sleeps

$422.91

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• Private hot tub + patio with egg chairs + fire pit br• Spacious deck with gas grill + screened porch br• Private wooded deck tucked behind the home br• Cozy fireplace for relaxing eveningsbr• Access to Owner’s Club (pool, fitness center & more)br• Primary suite with jet tub + walk-in shower br• 12pm check-in & check-outbr• ~15 minutes to downtown Galenabr• 3.5 bathrooms for added comfortbr• Smart TVs + fast WiFibrbrWelcome to Blackhawk Escape @ A&D Rise Getaways!brbrUnwind by the fireplace, soak in the private hot tub, or gather around the fire pit under the stars. With a blend of cozy indoor living and inviting outdoor spaces, this home is designed for comfort, connection, and a little bit of luxury.brbr ️ SLEEPING ARRANGEMENTSbr• Primary Suite (Main Level): King bed, Smart TV, ensuite bathroom with jet tub + walk-in showerbr• Lower Level Bedroom 1: Queen bed with private ensuite bathroombr• Lower Level Bedroom 2: Queen bed with ensuite bathroom (also accessible from hallway)brbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, utensils + essentials providedbr• Coffee setup (drip coffee maker with coffee provided ☕)br• Dining space for gathering and enjoying meals togetherbrbr LIVING & OUTDOOR SPACESbr• Main living room with fireplace + comfortable seatingbr• Lower-level living space for additional hangout roombr• Screened-in porch with peaceful, bug-free viewsbr• Private hot tub for relaxing under the starsbr• Fire pit patio area for cozy eveningsbr• Beautifully styled outdoor patio with egg chairs (perfect for coffee or drinks)br• Upper deck with gas grill for easy outdoor diningbr• Private wooded deck tucked behind the home for a quiet, secluded escapebrbr LOCATIONbrCentrally located in The Galena Territory:br• ~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 & 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 INFObrGas grill available for guest use. Please clean after use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility.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• Private driveway 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 Blackhawk Escape @ 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. *

3BR, 3.5Bath + Hot Tub + Private Patio

Galena, Illinois, United States

Bath

6

Sleeps

Exceptional(1)

$199.4

Escape to this cozy 1-bedroom cottage retreat in The Galena Territory—perfect for slowing down, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• King loft bedroom with skylight ✨br• Wood-burning fireplace br• Retro arcade game + puzzle collection br• Access to Owner’s Club (pool, fitness center & more)br• Fast WiFibr• 12pm check-in & check-outbr• ~10–15 minutes to downtown Galenabr• Cozy, romantic cottage feelbrbrWelcome to Bluebird Cottage @ A&D Rise Getaways!brbrTucked into the trees, this thoughtfully designed retreat blends cozy charm with fun, modern touches. Start your morning under the skylight, spend your day exploring Galena, and wind down by the fire or with a round on the retro arcade.brbrPerfect for couples or solo travelers looking for a peaceful escape with a little personality.brbr ️ SLEEPING ARRANGEMENTSbr• Loft Bedroom: King bed with skylight, reading nook, and Roku TVbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave, refrigerator, toaster & blenderbr• Cookware, tableware + essentials providedbr• Dual coffee maker (drip + Keurig, coffee included ☕)br• Live-edge dining table for meals or game nightsbrbr LIVING & ENTERTAINMENTbr• Cozy living room with wood-burning fireplace (bring your own firewood)br• Retro arcade machine br• Board games + puzzlesbr• Comfortable seating + Smart TVbrbr OUTDOOR SPACEbr• Private deck surrounded by woodsbr• Quiet, peaceful settingbr• Charcoal grill (bring your own charcoal)brbr 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 trails, wineries, and local attractionsbrbr 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 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 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 INFObrCharcoal grill available. Guests must bring their own charcoal and clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paperbr• 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 (loft closet)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 Bluebird Cottage @ 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. *

Charming 1-Bedroom Cozy Retreat

Galena, Illinois, United States

Bed

Bath

Sleeps

$198.65

Come stay in this beautiful vintage building from 1845 overlooking Downtown Galena. Spacious 2 bedroom apartment with 1 queen bed and 1 double bed, living room,dining room, and kitchen. This apartment has no stairs to climb. WiFi included. Please note the entrance for this apartment is located at 232 S. Bench Street. Children under 16 not allowed. NO PETS are allowed. We also have 8 other apartments available in the same building to select from.brbrYou can park anywhere on Bench Street where the entrance to the property is located.brbrRates are based on Double Occupancy.brbrbrbr

Overlooking Historic Downtown Galena Suite #4

Galena, Illinois, United States

Bed

Bath

Sleeps

$220.18

This split-level, pet-free Townhome has been completely updated throughout. Upstairs you will enjoy a bedroom with king bed, en-suite and TV. The main gathering area offers a completely renovated kitchen, featuring Peet's coffee and Bigelow teas, dining and lounge area, fireplace, a second full bath, and access to the outdoor deck and gas grill. Serve dinner at the kitchen counter bar, the dining area table, or indulge in nibbles and beverages under the stars on the patio deck. Simply Luxurious!

Villa

Updated & Upscale! Near Golf, Spa, Pool and Paths!

Galena, Illinois, United States

Bed

Bath

Sleeps

$231.62

Welcome to our charming downtown retreat in the heart of Galena, where historical allure meets modern luxury. Located in the heart of downtown Galena, this one-bedroom unit is designed to provide you with a truly memorable getaway. Whether you're planning a romantic escape or a vibrant outing with friends, our space promises comfort and convenience every step of the way.brbr### Property OverviewbrOur unit boasts a beautifully appointed living space featuring custom cabinetry and sleek quartz countertops that add a touch of elegance. The cozy living area is perfect for unwinding after an exciting day exploring Galena or savoring a quiet night in.brbr### Sleeping Arrangementsbr- **Master Bedroom:** Experience ultimate relaxation in our luxurious king-sized bed, fitted with a comfort plush mattress and premium Egyptian cotton sheets, ensuring you have restful, dreamy nights.br- **Additional Sleeping Space:** The sofa bed in the living area provides extra sleeping arrangements, allowing the unit to comfortably host up to four guests. brbr### Amenitiesbr- **Kitchen:** A full kitchen equipped with everything you need to prepare delightful meals, making it easy to enjoy dining in at leisure.br- **Laundry:** In-unit laundry facilities for your convenience.br- **Comfort & Leisure:** Relax in style with a big screen TV, and enjoy the ambiance of our electric fireplace which adds warmth and charm to your evenings.br- **Connectivity:** Stay connected with complimentary high-speed Wi-Fi throughout your stay.br- **Bath Essentials:** Indulge in oversized luxury towels and complimentary toiletries including shampoo, soap, and conditioner.brbr### Climate ComfortbrEquipped with air conditioning, you can ensure comfort during summer stays, while the electric fireplace provides a cozy setting during the cooler months.brbr### Location & AccessibilitybrOur prime location allows you to fully immerse yourself in the local culture and lifestyle. With the vibrant town of Galena at your doorstep, you have easy walking access to a multitude of attractions:br- **Dining & Shopping:** Park your car and enjoy a short stroll to diverse restaurants offering a range of culinary delights, charming boutiques, and unique shops.br- **Wine Tasting:** Savor some of the finest local wines with numerous wine tasting rooms within walking distance.brbr### Experience The Perfect GetawaybrWhether you’re visiting Galena for its rich history, scenic beauty, or vibrant local life, this downtown hideaway provides a wonderful home base. Dive into the local culture with ease and return to a haven of relaxation and luxury, making every moment of your stay as delightful as the last.brbrEnjoy the blend of historical charm and modern luxuries at our downtown Galena residence, providing the perfect setting for unforgettable memories and treasured moments. We look forward to hosting you and helping make your stay in Galena as comfortable and enjoyable as possible.brbr### Additional InformationbrIf you have any specific requirements or additional requests, please do not hesitate to reach out. Our commitment to ensuring a pleasant and seamless experience means we’re here to cater to your needs, helping craft a stay that exceeds your expectations.

Galena Luxury Rental Suite 200 Downtown w/parking

Galena, Illinois, United States

Bed

Bath

Sleeps

$197.57

Beautiful Totally remodeled new space for a relaxing time. Right in the heart of downtown across from the historic Market house. This is a brand new 1 bedroom unit. Beautiful custom cabinetry with granite counter tops. Cozy living area great for a wonderful romantic weekend. The King size bed has a comfort plush mattress and Egyptian cotton sheets. Oversized luxury towels. We provide shampoo, soap, and conditioner. Everything you need to enjoy your stay.

Galena Luxury Rental Suite Escape New Downtown

Galena, Illinois, United States

Bed

Bath

Sleeps

$252.1

REMODELED: Charming 2 bedroom, 2 bath townhome with a view of the 10th hole of the South Golf Course. Enjoy nature or catch some sun while lounging on the back deck. This townhome has been updated to feel like a cozy cabin getaway with modern comforts, including FAST WIFI! Additionally, we provide four 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 and pickle ball courts, boating tennis courts, Game Room, free WIFI, etc. brbrThe Galena Territories offer many activities to choose from, including horseback riding, hiking, wine tours, fishing, shopping, skiing, and more. This home has a King bed on the main level and 2 extra-long twins on the upper level. Two full bathrooms. Sleeps 4. Max. Occupancy 4.brbrWOOD BURNING FIREPLACE IS ONLY FOR USE IN MONTHS OF NOVEMBER, DECEMBER, AND JANUARY. Logs are not provided but can be purchased at the General Store, Casey's, and Wal-Mart.brbrPlease contact us for additional information. Box and Green, LLC

REMODELED! 2B/2B, Deck off10th GOLF Green, Dog Friendly, Pool, WIFI, in Resort!

Galena, Illinois, United States

Bed

Bath

Sleeps

$248.64

Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on the site of the Galena's original City Brewery, which operated from 1850 to 1880. Experience the rich history and artistry of this unique B&B. Many artistic touches by artist, owner Charlie Fach. Enjoy free hot B&B Quality breakfast in the Stonehouse, on sundays. Breakfast is free when you stay Friday and Saturday (2 nights). No common spaces. Each rental are separate suites with their own bathrooms and kitchenettes.

Albert's Glen Lovely King Studio walking distance to downtown

Galena, Illinois, United States

Bed

Bath

Sleeps

$248.64

Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on the site of the Galena's original City Brewery, which operated from 1850 to 1880. Experience the rich history and artistry of this unique B&B. Many artistic touches by artist, owner Charlie Fach. Enjoy free hot B&B Quality breakfast in the Stonehouse, on sundays. Breakfast is free when you stay Friday and Saturday (2 nights). No common spaces. Each rental are separate suites with their own bathrooms and kitchenettes.

Lovely King Studio walking distance to downtown

Galena, Illinois, United States

Bed

Bath

Sleeps

$318.65

Enjoy all of the amenities Galena has to offer from this spectacular 2BR + 3rd BR loft 2BA location! Comfortably sleeps 6 and includes all of comforts of home.brbrSee beautiful Lake Galena from all level rear windows & decks October through May. Short walk to golf, hiking/bike trails, the Inn & spa. 6 complimentary passes included for access to Owners Club featuring indoor/outdoor pools, workout facility, game room, basketball & tennis courts. A short drive to the marina offers great fishing, pontoon, canoe and kayak rental. Horse lovers, take a guided tour of the territory by horseback at the Shenandoah Riding Center. Skiers and snowboarders, test your skills just 20 minutes away at Chestnut Mountain offering great runs and greater views of the Mississippi River Valley. Just a 15 minute drive from historic, downtown Galena and 30 minutes to Dubuque IA!brbrVisit our Facebook page for more updates and things to do

2BR 2BA + 3rd BR loft cozy end unit lakefront townhome comfortably sleeps 6!

Galena, Illinois, United States

Bed

Bath

Sleeps

$340.38

Our home is nestled in a small community and backs up to dense forest, beyond which is Lake Galena (viewable after the trees shed their fall luster)! Enjoy listening to the birds as you sip your morning coffee on one of the two decks, or screened in porch. Enjoy a glass of wine around the gas firepit as you unwind from a day of adventuring or shopping in downtown Galena. This home features three levels, each of which has a full bath and bedroom. The main level offers the great room that flows into the dining and kitchen areas; screen porch, and large deck. The lower level offers a pool table, additional TV with bar type seating, and deck. The upper level offers an additional loft area. The home’s layout is perfect for both gatherings and a personal oasis.brbrOwners Club amenities include indoor & outdoor pools, tennis and pickle ball courts, game room, & fitness center. Boat rentals available on beautiful Lake Galena!

Quiet & Peaceful

Galena, Illinois, United States

Bed

Bath

Sleeps

$179.82

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• Record player + vintage vinyl collection br• Wood-burning fireplace br• Access to Owner’s Club (pool, fitness center & more)br• 12pm check-in & check-outbr• Fast WiFibr• ~10 minutes to downtown Galenabr• Cozy, nostalgic cottage feel in a Settlement neighborhood brbrWelcome to The Settlement Cottage @ A&D Rise Getaways!brbrThis thoughtfully designed retreat blends classic charm with modern comfort—perfect for slow mornings, cozy nights, and meaningful time together. Spin a record, light a fire, and settle into a space designed for connection and relaxation.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Bedroom 1: Queen bedbr• Upper Level Bedroom 2: Queen bed with ensuite bathroombrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Keurig coffee maker (coffee pods included ☕)br• Dining table for 6 + breakfast bar seating for 3brbr LIVING & OUTDOOR SPACESbr• Cozy living room with wood-burning fireplace (bring your own firewood)br• Record player + vinyl collection br• Comfortable seating for gathering and relaxingbr• Charcoal grill (bring your own charcoal)brbr 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 trails, wineries, golf, and local attractionsbrbr 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 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 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 INFObrCharcoal grill available. Guests must bring their own charcoal and 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 (upstairs)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 The Settlement Cottage @ 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. *

Settlement Cottage | Cozy 2BR w Fireplace | A&D Rise Getaways

Galena, Illinois, United States

Bed

Bath

Sleeps

$382.88

Spacious main floor w/gas fireplace in living room area, tv room w/satellite tv and sofa sleeper, whirlpool in master bath, board games, deck with gas grill. WIFI. A great house for a family gathering. Large yard area. Outdoor/Indoor swimming pool, game room, tennis, exercise room, basketball court, Marina/Lake Galena boat rentals, antique shopping, golfing, bicycling, hiking, spa, restaurants, wine tours, trolley tours, and near riverboat casino in Dubuque, IA.. In winter time there is skiing/snowboarding @ Chestnut Mountain Resort.

Beautiful home near resort amenities, WIFI

Galena, Illinois, United States

Bed

Bath

Sleeps

$295.68

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds.brbrGo for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace from all the hustle and bustle back home in this tranquil, log home. You will definitely feel like you are in a resort.

Cabin

Unique Rustic, upscale, 3 br/2 ba Cabin w/Fireplace, Firepit, Pool Table & Wifi

Galena, Illinois, United States

Bed

Bath

Sleeps

$188.75

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• Wood-burning fireplace br• Pet-friendly with dog toys br• Coffee bar with stocked essentials ☕br• Access to Owner’s Club (pool, fitness center & more)br• Sports equipment (basketball, tennis rackets, etc)br• Backs to South Golf Course ⛳br• 12pm check-in & check-outbr• ~10 minutes to downtown Galenabr• Private deck with peaceful wooded viewsbr• Smart TVs + fast WiFibrbrWelcome to Glenview Retreat @ A&D Rise Getaways!brbrRelax by the fireplace, enjoy quiet mornings on the deck overlooking the golf course, or unwind in a warm, open living space filled with natural light. With a comfortable layout and peaceful setting, this home is perfect for both relaxing getaways and exploring all that Galena has to offer.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Primary: Queen bed with ensuite bathroombr• Lower Level Bedroom: Two twin beds with adjacent full bathbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave, refrigerator & dishwasherbr• Cookware, utensils + essentials providedbr• Coffee bar with drip + Keurig (starter pods included ☕)br• Breakfast bar + cozy dining areabrbr LIVING & OUTDOOR SPACESbr• Open living room with wood-burning fireplace (bring your own firewood)br• Vaulted ceilings + bright living spacebr• Private deck with golf course + wooded viewsbr• Comfortable seating + Smart TVsbrbr 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 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 ($50 fee applies)brbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Glenview 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. *

Villa

Sleep 4 in cozy 2-bedroom, 2-bath townhouse

Galena, Illinois, United States

Bed

Bath

Sleeps

$436.97

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• Game room (shuffleboard, foosball, arcade games)br• Private Hot Tubbr• Screened-in porch for relaxing or game nightsbr• Wood-burning fireplace + outdoor firepitbr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~15 minutes to downtown Galenabr• Private wooded setting brbrWelcome to Timber Retreat @ A&D Rise Getaways!brbrUnwind in the peaceful wooded setting, cozy up by the wood-burning fireplace, or gather around the outdoor firepit under the stars. Enjoy evenings on the screened-in porch, then head downstairs to the ultimate game room—complete with shuffleboard, foosball, arcade games, and a Smart TV.brbr ️ SLEEPING ARRANGEMENTSbr• Primary (Main Level): King bed, ensuite with jetted tub + separate showerbr• Lower Level Bedroom 1: Queen bed with private full bathbr• Lower Level Bedroom 2: Two full beds with private full bathbr• Additional Sleeping: Queen sleeper sofa + convertible bean bag bedbrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Plenty of counter space for group cookingbr• Dining table + breakfast bar seating for 8br• Coffee maker (drip + Keurig, coffee provided ☕)brbr LIVING & OUTDOOR SPACESbr• Wood-burning fireplace (bring your own firewood)br• Private Hot Tubbr• Smart TVs throughoutbr• Fully equipped game roombr• Screened-in porch + outdoor seatingbr• Private firepitbr• Back deck with propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~5 minutes to Owner’s Clubbr• ~15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut MountainbrVisit the Galena Tourism website for more details.brbr 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.brVisit the Galena Territory website for more information. 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 WiFibr• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Timber 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. *

Game Room | Hot Tub | Sleeps 8 | Pool Access

Galena, Illinois, United States

Bed

Bath

Sleeps

$219.38

Welcome to our Happy Little Haven! If you've ever wanted to stay in a (not-so-tiny) tiny house, we've got just the place for you! Freshly decorated and thoughtfully appointed, it's the perfect place to unplug, get cozy, connect with nature, and get happy! I'm a dog lover myself, so feel free to bring your pup (one dog per stay, under 50 pounds, with a $100 non-refundable pet fee). As our guest, you will also have access to the Owner's Club, which has an arcade, indoor/outdoor pool, basketball court, fitness facility, and more. This darling little boho bungalow is the perfect place for your getaway! Come stay with us!!

Not-So-Tiny Tiny House with High-Speed Internet, 60-inch TV, Deck, and More!

Galena, Illinois, United States

Bed

Bath