
Jo Daviess Area Rentals
- From $375 per night (USD)
VRBO
2 Pools, Deluxe 2 Double Stoney Creek Galena | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $375 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Serene Galena Stay: Rustic Inn with Modern Amenities | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $374 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Stoney Creek Galena, Deluxe King, Free Parking | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $249 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Living Room, Whirlpool, Theme Suite, Stoney Creek Galena | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $408 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Family Adventure Awaits in Charming Galena! Indoor Pool | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $247 per night (USD)VRBO
- From $131 per night (USD)
VRBO
Outdoor Pool, Hot Breakfast, Deluxe 2 Queen, Stoney Creek Quad Cities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $131 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Rustic Elegance in Galena: Indoor Pool & Scenic Views | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $408 per night (USD)VRBO
- From $131 per night (USD)
VRBO
Next Mississippi River, Deluxe King Suite, Stoney Creek Quad Cities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $131 per night (USD)VRBO
- From $131 per night (USD)
VRBO
Comfy Stay! Explore Historic Galena with Family and Pet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $131 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Deluxe King at Stoney Creek Galena, Pool, Free Parking | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $375 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Overlooking Historic Downtown Galena Suite #4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Come stay in this beautiful vintage building from 1845 overlooking Downtown Galena. Spacious 2 bedroom apartment with 1 ...
From $241 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Historic Downtown Galena Suite #9
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come stay in this beautiful vintage building located in Downtown Galena, Cafe's, Restaurants and Shop's. Enjoy this1 bed ...
From $215 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Overlooking Downtown Galena #6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Come stay in this beautiful vintage building overlooking Downtown Galena. Easy access to all the shops and Cafes. Spacio ...
From $269 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Overlooking Historic Downtown Galena Suite #5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Come stay in this beautiful Historic Building from 1845 overlooking Downtown Galena. The apartment extends from Main Str ...
From $319 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Creekwood Pines is a 2-bedroom, 2-bathroom golf townhouse in The Galena Territory, Galena, Illinois — positioned on the ...
From $326 per night (USD)VRBO
- From $445 per night (USD)
Expedia
House 3bd-3bth-fire pit-screen porch-outdoor pool - close to everything
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Less than 5 minutes from Golf Club and Owners/Guest Club. Less than 10 minutes from Marina and Shenandoah Riding Center ...
From $445 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Galena Spring Escape - Hot Tub & Cozy Nights
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms, 2.5 Bathrooms, New Construction, Sleeps 6 in beds, including use of pull out, Queen sofa bed. Modern, new c ...
From $483 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Scenic South Course Villa, Fireplace & loaded w/Style and Owner's Club Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
South Course Villa is just minutes to our GTA Owners Club featuring the pools, tennis courts, gym, etc. or a 9 mile driv ...
From $191 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Cozy home with beautiful LAKE VIEW!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family and enjoy the view at this peaceful place to stay. 3 bedroom, 3 bath, extra sleeping, open ...
From $441 per night (USD)VRBO
- From $248 per night (USD)
Expedia
2 King Beds, Cozy Fireplace, Deck ~ Near Pool, Spa, Golf, Trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
✓ 2 King bedrooms & 2 full baths on separate levels ✓ Modern, fully equipped kitchen ✓ Peaceful wooded end-unit ✓ Privat ...
From $248 per night (USD)Expedia
- From $246 per night (USD)
VRBO
A&D Rise Getaways @ Cozy Nature Retreat - Cozy Game Room+ Indoor Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A&D Rise Getaways @ Galena`s 4 Seasons Retreat - Your Cozy Fall Escape in Galena, Illinois ABOUT THIS SPACE Welcome to ...
From $246 per night (USD)VRBO
- From $269 per night (USD)
Expedia
ESCAPE to Galena! 🌟Serenity Woods is your PREMIER, relaxing getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located within the Galena Territory - our charming cottage is located just a 6-minute drive to Downtown Galena. Surroun ...
From $269 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Charming 1-Bedroom Cozy Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to this cozy 1-bedroom cottage retreat in The Galena Territory—perfect for slowing down, reconnecting, and enjoyi ...
From $189 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Welcome to Serenity Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Neighboring four golf courses, this newly remodeled, sunny, 2 bed, 1.5 bath modern cottage is located in the heart of th ...
From $235 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Townhome - Indoor Pool, Arcade, Hiking, Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come and relax in our 3 level townhome. There are 2 large living rooms for conversation and entertaining (give the child ...
From $278 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Lakeside Comfort: Sunny Days & Relaxing Nights!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is approximately 7 miles or 15 minutes to downtown Galena. This home is NOT pet-friendly. *Golf Benefits: ...
From $202 per night (USD)Expedia
- From $397 per night (USD)
VRBO
HoneyComb Hideaway Galena Territories
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
After a long day taking in all the shopping, dining, and entertainment that Galena has to offer, wake up to the tranquil ...
From $397 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Spring Creek Remodeled Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this beautifully updated 2-bedroom, 2-bath golf villa in The Galena Territory—perfect for relaxing, reconnecti ...
From $253 per night (USD)Expedia
- From $570 per night (USD)
VRBO
Secluded Cabin w Game Room, Beach, Pool & Lake Access (near Galena)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Everything you need is right here at Nolden Retreats! Welcome to Hells Branch Hideaway—a secluded cabin nestled hilltop ...
From $570 per night (USD)VRBO
- From $124 per night (USD)
VRBO
1br Golfing in Beautiful Galena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You will find this resort's brick and timber lodge nestled along a quiet, tree-lined road. The resort's design ...
From $124 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Studio | Golf & Outdoor Retreat in Galena!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: You will find this resort's brick and timber lodge nestled along a quiet, tree-lined road. The resort's design ...
From $109 per night (USD)VRBO
- From $430 per night (USD)
Expedia
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Boutique Home Group are proud to present this charming cabin located in Pearl City for a truly peaceful and relaxing ...
From $430 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Unwind a mile outside of Galena at this lovely house and wooded property. With 4 bedrooms, including 1 king bed, 2 queen ...
From $562 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Mississippi River House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in Bellevue at this lovely home. This property offers views of the river while also being in city limits. With 3 ...
From $290 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Downtown Galena Luxury Rentals Suite 3 Parking New
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your charming getaway in the heart of Galena, IL! This beautifully decorated downtown gem has been completely ...
From $264 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Downtown Galena Modern Luxury 2–bedroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, professionally decorated by Vignettes, 2-bedroom unit located in downtown Galena. Perfect for families/couple ...
From $419 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Overlooking Historic Downtown Galena Suite #3
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come stay in this beautiful Historic Building from 1845 overlooking Downtown Galena. The apartment extends from Main Str ...
From $327 per night (USD)VRBO
- From $327 per night (USD)
VRBO
Overlooking Historic Downtown Galena Suite #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come stay in this beautiful Historic Building from 1845 overlooking Downtown Galena. The apartment extends from Main Str ...
From $327 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Ironwood Galena Getaway: Luxe 3 Bed, 2.5 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this spacious 3-bedroom, 2.5-bath retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjo ...
From $273 per night (USD)VRBO
- From $946 per night (USD)
Expedia
Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Centrally located in Galena, this newly renovated 5 bed/5 bath home is a one of a kind experience. This family friendly ...
From $946 per night (USD)Expedia
- From $938 per night (USD)
VRBO
New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Lake living at it's finest with 5 bedrooms and 3.5 bathrooms. This newly constructed house boasts 2 king beds, 2 queen b ...
From $938 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Galena Fall Escape! Hot Tub, 6 Ensuite BRs +Fun!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Galena Meadows, a serene retreat in the beautiful Galena Territory with EV charger! Spacious home comfortably hosting up ...
From $570 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Carol's Cottage is a two-bedroom, two-bathroom vacation home situated in The Settlement neighborhood of The Galena Terri ...
From $340 per night (USD)VRBO
- Click For Pricing
Expedia
Pet-Friendly Home w/ Resort-Style Amenities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Indoor/Outdoor Pool Access | Community Arcade & Game Room | 2 Living Rooms w/ Smart TVs Bring the whole family along fo ...
Click For PricingExpedia
- From $435 per night (USD)
VRBO
Secluded retreat with great outdoor spaces, Tree-top Views, Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Situated on two acres of wooded privacy, this home is the perfect place to relax and unwind. As soon as you enter, you' ...
From $435 per night (USD)VRBO
- From $1583 per night (USD)
Expedia
Premier 8 BR Home-The Eagle's Nest! Hot Tub, Game Room, Fire Pit!
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 16
The Eagle's Nest was designed for corporate meetings/events, golf/ski groups, and destination family and friend gatherin ...
From $1583 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Walking Trails & Water Views, Coffee Bar, Fireplace & Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will love our Charming 2 Bedroom Golf Getaway - Golfer's Valleywood Getaway! We are located in the resort core on Va ...
From $217 per night (USD)VRBO
- From $1139 per night (USD)
Expedia
5000 sq. ft. Estate w/ Hot Tub · Theater · Valley Views
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Picture 14 people settled around a fire pit as the valley goes golden — someone's already claimed a massage chair in the ...
From $1139 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Spacious 3-bedroom home with loft with many amenities in the Galena Territory.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If you like the feel of the outdoors and what Galena has to offer with its known historic history, this home is sure to ...
From $517 per night (USD)VRBO
- From $115 per night (USD)
Expedia
Charming Historic Gem in the Heart of Galena!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this stylish 2-bedroom, 3-bath retreat just one block from Galena’s historic Main Street—perfect for extended ...
From $115 per night (USD)Expedia
- From $792 per night (USD)
VRBO
Designer Getaway/Golf Sim + Theater/Hot Tub/Firepit
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Casa de Galena – a private 6BR/6.5BA luxury retreat surrounded by 4.4 acres of nature. Experience the ultima ...
From $792 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Amazing Lake Views! Close to Resort! Patio, Fireplace & Dog Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is dog-friendly! Please be sure to select dog when booking and note there is a pet fee. *Golf Benefits: Gues ...
From $253 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Walk 2 Owners Club, Outdoor Hot Tub, Fireplace and Massage Chair
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Clubside on Tanager! Cozy, wooded home in the Galena Territory. Perfect any time of the year! 3 King beds & bonus sleepi ...
From $323 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Luxury on the Green - 5-bedroom 4-bath house w/ pool table, foosball & arcade
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your home away from home! This spacious 5 bedroom, 4 bathroom house offers the perfect blend of comfort and l ...
From $456 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Charming 2-bedroom cottage in enjoyable Galena with fitness room, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your Galena adventure begins at this delightful 2-bedroom cottage. With a cozy living room featuring a sofa bed, guests ...
From $256 per night (USD)VRBO
- From $210 per night (USD)
VRBO
King Bed 'Romantic Tiny Home Escape' Cozy up!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the cozy setting of this romantic nature retreat at The Hygge Haus. Hygge ("hooga") is about taking time away from ...
From $210 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Prime Main St Suite! Walk 2 Dining & Shopping! Spiral Stairs to Loft Bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gazette Suites - On Main! You will love our two-bedroom two-bathroom w/loft luxury suite overlooking Main St. ...
From $375 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Lovely King Studio walking distance to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on ...
From $241 per night (USD)Expedia
- Click For Pricing
VRBO
Albert's Glen Lovely King Studio walking distance to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on ...
Click For PricingVRBO
- From $216 per night (USD)
Expedia
2 Bedroom, beautiful end unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this modern 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoyin ...
From $216 per night (USD)Expedia
- From $121 per night (USD)
VRBO
Galena | Relaxing Nature Retreat | Pool + Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled among the rolling green hills and wooded valleys of northwestern Illinois, WorldMark Galena offers a tranquil Mi ...
From $121 per night (USD)VRBO
- From $570 per night (USD)
Expedia
Huge Luxury Pet-Friendly Home with pool table and firepit.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Huge Luxury Pet-Friendly Home with pool table and firepit. When you enter the home, the lofted ceilings in the living r ...
From $570 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable! *** Your rental includes free access to th ...
From $759 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Premium New Construction: Golf Sim + Theater Room + Noon Check-in
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Blue Ridge Reserve. This 3100sqft brand new build has 5 bedrooms, 4.5 bathrooms and the Galena Territory’s mo ...
From $525 per night (USD)Expedia
- From $263 per night (USD)
VRBO
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Little Dipper is a cozy 1-bedroom A-Frame located just 20 minutes from Galena, thoughtfully refreshed with mid-centu ...
From $263 per night (USD)VRBO
- From $268 per night (USD)
Expedia
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the perfect Galena getaway in this beautifully furnished one-bedroom apartment in the heart of historic downtown. ...
From $268 per night (USD)Expedia
- From $633 per night (USD)
VRBO
Huge Luxury 4-Bedroom Home! Stunning views! Walk-in Shower, Hot Tub, Fire Pit.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This is our #1 rental home, and one look at the pictures will show you why. Enjoy some of the best views in the Territor ...
From $633 per night (USD)VRBO
- From $784 per night (USD)
Expedia
3 bedroom 3 bath, expansive views Treehouse feel
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this stunning 3-bedroom, 3-bath treetop retreat in The Galena Territory—perfect for relaxing, reconnecting, an ...
From $784 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the perfect Galena getaway in this beautifully furnished two-bedroom apartment in the heart of historic downtown. ...
From $399 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Driftless Haus | Hot Tub · Fire Pit · 3 King Ensuites | Galena Territory
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Driftless Haus is a three-bedroom, three-bath vacation home in The Galena Territory — just six miles from historic Galen ...
From $514 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Cozy Retreat at Farmstead
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our 4 BR, 3-bathroom townhouse. Attractive laminate wood flooring, vaulted ceilings and plenty of windows cre ...
From $337 per night (USD)VRBO
- From $1634 per night (USD)
VRBO
Charming 1-bedroom boat in brilliant Galena with AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This delightful yacht in Galena is the ultimate getaway for guests looking for a unique experience. With 1 cozy bedroom, ...
From $1634 per night (USD)VRBO
- From $1150 per night (USD)
VRBO
Expansive 5b6ba Countryside Home in welcoming Galena
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Luxury Galena Retreat – 5BR/5.5BA in a Peaceful Setting Escape to this spacious five-bedroom home, where each bedroom b ...
From $1150 per night (USD)VRBO
- From $886 per night (USD)
Expedia
Briarstone Inn | Historic 7-Room Inn w/ Private Baths | Walk to Downtown Galena
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Escape to this historic 7-bedroom inn in Galena—perfect for group getaways, family gatherings, and unforgettable stays j ...
From $886 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Charming 1-bedroom cottage in fabulous Galena with AC, WiFi Aiken 1083 LLC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Galena like a local in this charming 1-bedroom cottage. The cozy bedroom features a comfortable king bed, per ...
From $246 per night (USD)VRBO
- From $484 per night (USD)
VRBO
The farmhouse with a lower level suite -rest relax and recharge with more space
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Located in the heart of Jo Daviess county, countryside in the northwest corner of Illinois and surrounding tri-state are ...
From $484 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Close 2 Resort, Fishing/Walking Trails -Great Deck & Fireplace - Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
We are Dog Friendly! Our Farmstead Townhome is approximately 10 miles, or a 15-minute drive, from Downtown Galena 1.5 mi ...
From $307 per night (USD)VRBO
- From $598 per night (USD)
Expedia
Arbor View | 4 Kings + Private Baths | Hot Tub · Fire Pit · Game Room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Arbor View is a four-bedroom vacation home in The Galena Territory — a 6,800-acre private recreational community six mil ...
From $598 per night (USD)Expedia
- From $908 per night (USD)
VRBO
\"Liberty Living\" - A charming home with wooded views for privacy and relaxation.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this warm and cozy home in the Galena Territory. Plenty of room to spread out in over 4,800 sq ft of space. S ...
From $908 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Fall in Galena - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in the Galena Territories! - Just a 10 min drive to downtown - 2 king beds with ensuite bathrooms, pullout couch, ...
From $266 per night (USD)Expedia
- From $1265 per night (USD)
VRBO
Luxe Stay @ Trillium Oasis - Golf Sim, Hot Tub, Panoramic General Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
* Golf Membership - Guests can access our Eagle Ridge Corporate Golf Membership with preferred rates and tee times at Th ...
From $1265 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Not-So-Tiny Tiny House with High-Speed Internet, 60-inch TV, Deck, and More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
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 ...
From $286 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Galena Territory Retreat | 2BR/2BA Townhome w/ Fireplace & Scenic Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying ...
From $188 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Cozy King + Queen Suite | Near Golf, Lake & Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to A&D Rise Getaways @ Rise Lodge 2, a cozy and stylish apartment-style suite located beneath the DC Rise Real E ...
From $133 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Spacious Suite w/ 2 King Beds | Near Trails, Lake & Golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to A&D Rise Getaways @ Rise Lodge 1, a cozy and stylish apartment-style suite located beneath the DC Rise Real E ...
From $133 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Full Retreat 2 Motel Style Rooms l 4 beds | Noon CheckIn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to A&D Rise Getaways @ Rise Lodge, a cozy and stylish motel-style stay nestled beneath the DC Rise Real Estate a ...
From $224 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this brilliant 1-bedroom gem in Galena. This terrific apartment features a cozy living room with additional ful ...
From $230 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Romantic Galena Retreat: Themed Rooms & Heated Pool | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $375 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Whirlpool, Living Room with Dry Bar, Theme Suite, Stoney Creek Galena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $201 per night (USD)VRBO
- From $855 per night (USD)
VRBO
New construction! 5-bdrm Hot tub-Firepit-WiFi-Smart Tvs-In Shenendoah valley!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
New construction! Dog friendly! Up to 2 well-behaved dogs allowed. 100 dollar fee per dog applies. Brand new hot tub ...
From $855 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Cozy 2-bedroom RV in charming Apple River with AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Located in Apple River, this marvelous 2-bedroom recreational vehicle offers a cozy retreat for guests. With a queen bed ...
From $164 per night (USD)VRBO
- From $802 per night (USD)
VRBO
Galena retreat for 14! Hot tub + Game Room + Golf
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
About this space Welcome to The Double Eagle — your spring & summer golf retreat in The Galena Territory. Overlooking t ...
From $802 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Galena Territory | 2BR/2BA Townhome w/ Fireplace & Scenic Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying ...
From $219 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Dog Friendly, Steps to Golf, Access to Pools! Adorable Inside and Out!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>This fabulous, dog friendly, 2 bedroom, 2 bath townhome is just steps from the South Golf Course (1 of 4 golf courses ...
From $353 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Charming 4bdrm, WIFI, Screened porch, Wooded, New Firepit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the beauty of Galena from this 4-bedroom house. Each bedroom offers a pleasant retreat with a king, queen, or t ...
From $439 per night (USD)VRBO
- From $221 per night (USD)
Expedia
1 Bedroom, 1 bath Condo in The Galena Territory
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of the resort core you will find this lovely Long Bay Point Condo. It's located just a short distan ...
From $221 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Galena Home with Golf Course View
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This 5-bedroom, 6-beds home. It accommodates up to 12 people. We are family-friendly and dog-friendly. -6 Person hot t ...
From $604 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Eagle's Nest: 3 Bedroom Home in The Galena Territory
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the EAGLE'S NEST. Views for miles! Bright and airy 4 bed, 2 bath Galena Territory retreat that offers absolu ...
From $467 per night (USD)Expedia
- From $1029 per night (USD)
VRBO
Timber Ranch: 4 BR/6BA Sleeps 10, HT, Golf pkg, Garage, EV, Trails, Unique!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to Timber Ranch, where the rugged Rocky Mountain Spirit meets the scenic hills of Illinois' Driftless Region. Ju ...
From $1029 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Playful Pines Retreat *hot tub* *arcade*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: "Into the woods my friends," or so the story goes for ever a telling and magical tale. You too can have a road ...
From $485 per night (USD)Expedia




































































































