Jo Daviess Area, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Jo Daviess Area, Illinois on RentalSaver.com!

Jo Daviess Area Rentals

From $220 per night (USD)
VRBO
Love the outdoors???
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...
From $220 per night (USD)
VRBO
From $564 per night (USD)
Expedia
Fun Filled Stay Awaits! Fire Pit, Hot Tub, Pool Table, 4 Kings, Access 2 Club
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Oakmont Lodge is one mile from the GTA Owners Club and a seven-mile drive to downtown Galena. This home is dog-friendly, ...
From $564 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Cozy Retreat: 1BR King Suite @ Wyndham Tamarack
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Surrounded by sandstone rock formations, this resort is ideally located in a quieter spot with plenty of fresh ...
From $99 per night (USD)
Expedia
From $1086 per night (USD)
VRBO
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
This listing Includes both a main House and an entertainment building..... SO TWO BUILDINGS.....40 feet apart. The house ...
From $1086 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Luxurious Suite in Galena B&B, King bed, Private Bath, Fireplace & Wet Bar
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1842 Federal House invites you to stay in a Luxurious, Private & Spacious Suite, with King Bed, well appointed priv ...
From $173 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Tranquil Retreat: Cozy Studio @ Wyndham Galena
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: You’ll come upon the brick and timber edifice of this resort along a quiet, tree-lined road. The lodge-like des ...
From $138 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Tranquil Retreat: Cozy Studio @ Wyndham Galena
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: You’ll come upon the brick and timber edifice of this resort along a quiet, tree-lined road. The lodge-like des ...
From $139 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Tranquil Retreat: Cozy Studio @ Wyndham Galena
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: You’ll come upon the brick and timber edifice of this resort along a quiet, tree-lined road. The lodge-like des ...
From $139 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Tranquil Retreat: Cozy Studio @ Wyndham Galena
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: You’ll come upon the brick and timber edifice of this resort along a quiet, tree-lined road. The lodge-like des ...
From $139 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled along a serene, tree-lined road, you'll discover this charming brick and timber resort. Embracing a lod ...
From $163 per night (USD)
Expedia
$Family Friendly Home In The \Galena Territory\$
From $335 per night (USD)
VRBO
Family Friendly Home In The \"Galena Territory\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Powell House is located in the Galena Territory, minutes from Galena. An ideal location! The house has recently been ...
From $335 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Beautiful townhome in Galena Territories Sleeps 9, 4 BR, close to Owners Club.
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Located at 19 Farmstead Lane. This is a three level townhome with 4 bedrooms, 2 with queen beds, 1 with 2 double beds an ...
From $434 per night (USD)
Expedia
$Secluded Wooded Retreat 6- BR, W\/Pond, Hot Tub, Sleeps 12+!!$
From $690 per night (USD)
VRBO
Secluded Wooded Retreat 6- BR, W\/Pond, Hot Tub, Sleeps 12+!!
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
As you drive down our wooded lane you leave behind your hectic daily life and enter your own private refuge. The Main ...
From $690 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Luxurious Galena Territory 5 Bedroom home, Hot Tub, Firepit
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Spectacular 5 bedroom home in the Galena Territory with tasteful furnishings throughout. Minutes away from four golf c ...
From $638 per night (USD)
Expedia
From $355 per night (USD)
VRBO
We have Spring Fever on Prospect St! Walk to Downtown - Free Street Parking!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Only .3 Miles to Main St, Downtown Galena! The home is just a short walk to downtown Galena, where you can enjoy free st ...
From $355 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Romantic, Rustic, Secluded, Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Set on a beautiful seven acres of wooded hillside, Homestead Hideaway offers you a unique opportunity to rest and relax ...
From $132 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Dog friendly(with dog fee),Close to Downtown,Historic District,
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Miners cottage in the heart of Galena Historic district. 3 bedroom, 2 bathroom. The master has a king size bed with a T ...
From $301 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Think Spring! @ Green View Getaway Dog Friendly & Steps to Golf!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Green View Getaway is just minutes to our GTA Owners Club or a brisk walk to the pools, tennis courts, gym, etc. or a 7 ...
From $187 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Spacious , next to pools, shuffleboard, screened porch
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Older home with Living Room, Dining Room, Kitchen, Lower Level Family Room, Deck and Gas Grill, Wood Fireplace, 2 King B ...
From $446 per night (USD)
VRBO
From $1275 per night (USD)
Expedia
GORGEOUS LARGE HOME WITH HOT TUB! 4th NIGHT FREE!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
4500 Square foot home on over 5 acres. with a view of the 5th hole of "The General" golf course. This home features a l ...
From $1275 per night (USD)
Expedia
From $676 per night (USD)
VRBO
OH MY VIEWS! Check Out this Home and Fab Fire Pit! Spacious and Incredible!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The Galena Log Home, Galena IL Entire Home Vacation Rental, 5 Bed, 4 Bath, 12 Person Occupancy This log home screams "G ...
From $676 per night (USD)
VRBO
From $494 per night (USD)
Expedia
The Lodge at the Ranch - secluded but close to Galena and golf.
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Fabulous private manor house on 500 acre working cattle ranch and commercial vineyard adjacent the Galena Territory in a ...
From $494 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Romantic, Secluded, Private, Rustic Cottages
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set on a beautiful seven acres of wooded hillside, Homestead Hideaway offers you a unique opportunity to rest and relax ...
From $172 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Modern build, hot tub, fire pit, nature & horse views, HOA amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
4 Bedrooms, 4.5 Bathrooms, Outdoor Hot Tub, New Construction, 3000 sq ft, Sleeps 10 in beds. Modern newer construction ...
From $569 per night (USD)
Expedia
$Family-Friendly Galena Townhome w\/ Community Pools$
From $206 per night (USD)
VRBO
Family-Friendly Galena Townhome w\/ Community Pools
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Explore northern Illinois from the comfort of this 2-bedroom, 2-bathroom Galena vacation rental. This property boasts ac ...
From $206 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Welcome to your Galena Get Away!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the Galena Get Away! Get away from it all in this updated townhouse. This 3 bedroom, 3 bath town home is ce ...
From $241 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Worldmark Galena - 1BD
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WorldMark Galena is situated near Eagle Ridge Resort's General, the most challenging of the four world-class Galena terr ...
From $234 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Worldmark Galena - 2BD
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
As you enter downtown Galena, you find a mining boomtown perfectly untouched by age since its mid-nineteenth century hey ...
From $281 per night (USD)
Expedia
From $217 per night (USD)
VRBO
2 Bedroom, 2 bath townhouse in The Galena Territory.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
END UNIT with a wooded view! This nicely decorated 2-bed, 2-bath end unit townhome is located on the South Golf Course, ...
From $217 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Close to Galena, close to perfect. Premier get away. Three beautiful suites.
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Pine Hollow is just a quick half mile drive to the town of Galena. When you turn into our driveway you will find your wo ...
From $357 per night (USD)
Expedia
From $311 per night (USD)
VRBO
The Nautical House-Downtown Galena
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome aboard "The Nautical House", located downtown historic Galena, IL and just footsteps from unique shopping, delic ...
From $311 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Luxuary 4br, 4.5 Bath Galena Territory Rental With Hot Tub & Pool Table
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Pamper your self in this 3,500 square foot, Galen Territory 4 bedrooms, 4 ½ bath luxurious log home with a modern twist. ...
From $636 per night (USD)
Expedia
From $640 per night (USD)
VRBO
Luxuary 4br, 4.5 Bath Galena Territory Rental With Hot Tub & Pool Table
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Enjoy this luxurious 3,100 sq. ft. Log Home in The Galena Territory nestled into a secluded wooed lot. This 4 bedroom su ...
From $640 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Newly remodeled, Located in Galena Territories. Small dogs OK under 25 LBS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly remodeled 2 bed 2 bath in Galena Territories. Minimum 2 night stay .. *This town home has Large flat screen TV's ...
From $245 per night (USD)
Expedia
From $272 per night (USD)
VRBO
The Cedar Townhome in the center of the Galena Territory
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Cedar Townhouse is a three story townhome located in the "CORE" of The Galena Territory, within walking distance t ...
From $272 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Fab Screened Porch, Bright and Spacious, Enjoy Nature and Wildlife from the Deck
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Bluffwood Belle, Galena IL Entire Home Vacation Rental, 3 Bed, 3 Bath, 8 Person Occupancy As you walk into this bright a ...
From $358 per night (USD)
Expedia
From $513 per night (USD)
VRBO
4BR | Serene Wooded Galena Territory Getaway! Hot Tub, Pool Table & Dog-Friendly
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Retreat at Shagbark - your perfect home away fr ...
From $513 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Secluded Spacious Cabin | Private Hot Tub | Large Bedrms | Huge Deck & Screen Rm
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to our Lodge, your special Territories retreat with privacy, views and natural wonders to embrace with every sea ...
From $611 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Beautiful Golf Villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMENITY RESTRICTIONS APPLY IN ACCORDANCE WITH COVID19 PROTOCOL, POOL/BOAT/COURT RESERVATIONS ARE NOT GUARANTEED WITH YO ...
From $167 per night (USD)
VRBO
From $260 per night (USD)
Expedia
*NEW* Modern Hilltop House of Galena
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Hilltop House invites you to relax in a tranquil nature environment at a home situated on 1 acre of densely wooded lot w ...
From $260 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Paula's Folly: quiet upscale home with fantastic views of the Galena Territory.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to our home. It has plenty of space (3507s.f., 2847s.f. on the 1st and 2nd floors, 660s.f. in the finished low ...
From $359 per night (USD)
VRBO
From $255 per night (USD)
Expedia
All the comforts of home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...
From $255 per night (USD)
Expedia
$Charming 3BR \/ 3BA With Hot Tub, Fireplace & Pool Table$
From $386 per night (USD)
VRBO
Charming 3BR \/ 3BA With Hot Tub, Fireplace & Pool Table
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming and cozy, Trail’s End is uniquely positioned in one of the most beautiful corners of the Galena Territory. It ...
From $386 per night (USD)
VRBO
From $454 per night (USD)
Expedia
New Three Bedroom Apartment with Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience our AMAZING VIEWS AND UNFORGETTABLE SUNSETS while staying in our three bedroom, two bath spacious Garden Vie ...
From $454 per night (USD)
Expedia
From $731 per night (USD)
VRBO
Sweet Escape- Hot Tub, Pool Table & Firepit Table in the Galena Territory
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Beautiful 6 bedroom, 5.5 bath home with a screened-in hot tub, pool table and firepit table in the gorgeous Galena Terri ...
From $731 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Lakeside is a spacious, flowing home located on the north shores of Lake Galena
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
We are committed to offering you the best quality as well as paying a livable wage! Come stay with us, you will be so ...
From $708 per night (USD)
Expedia
$Hot Tub, Sun Porch, AMAZING Views and Sunsets! Close to Downtown Shopping\/Dining$
From $421 per night (USD)
VRBO
Hot Tub, Sun Porch, AMAZING Views and Sunsets! Close to Downtown Shopping\/Dining
Bedrooms:
5
Bathrooms:
3
Sleeps:
8
Stay at Thunder Bay, Galena IL Entire Home Vacation Rental, 3 Bed, 4.5 Bath, 8 Person Occupancy, This striking 3 bedroo ...
From $421 per night (USD)
VRBO
$Private 3BR\/2BA near golf, historic Galena, lake, owner's club, hiking, skiing$
From $415 per night (USD)
Expedia
Private 3BR\/2BA near golf, historic Galena, lake, owner's club, hiking, skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the experience of entering a cozy cottage to find beautiful wooded views from the balcony of the main floor bedroo ...
From $415 per night (USD)
Expedia
From $1338 per night (USD)
VRBO
On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Wonderful large home located on the South Course of Eagle Ridge. 6 Bedrooms all with en suite baths. Outdoor kitchen o ...
From $1338 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Beautiful Apple Canyon Lake Log Cabin in the Woods
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come be a kid again at our log cabin in the woods, with granite countertops, stainless steel appliances, jacuzzi tub, 25 ...
From $308 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Lux True Log Lakehouse - 100% Privacy, Walk to Lake, Jacuzzi, Fireplace- Enjoy!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A wonderful, charming and relaxing location to take a break from life or to party it up. Walking distance is Lake Galen ...
From $272 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Cozy and welcoming 3 Bed and 3 Bath with a hot tub and a game room is ready4u
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Deerview is a fun and very comfortable 3 bedroom 3 bathroom home with a game room as well as a hot tub. This a great Gal ...
From $378 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Rustic, Romantic, Secluded, & Private
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set on a beautiful seven acres of wooded hillside, Homestead Hideaway offers you a unique opportunity to rest and relax ...
From $188 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Cozy cul de sac location on the northern quarter of the Galena Territory
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
We are committed to offering you the best quality as well as paying a livable wage! Come stay with us ...
From $674 per night (USD)
Expedia
$Beautiful Upscale 6Br\/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre$
From $888 per night (USD)
VRBO
Beautiful Upscale 6Br\/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Your perfect vacation destination located in the resort core minutes from golf courses and many amenities. 5BR/3.5BA in ...
From $888 per night (USD)
VRBO
$4bd 4ba spacious home w\/hot tub, pool table, firepit, Pet Friendly$
From $520 per night (USD)
Expedia
4bd 4ba spacious home w\/hot tub, pool table, firepit, Pet Friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
4 bedroom, 4 bath home with pool table, hot tub, main level living room, lower level family room, wood fireplace, kitch ...
From $520 per night (USD)
Expedia
$Galena Cabin w\/ Wraparound Porch & Game Room!$
From $515 per night (USD)
VRBO
Galena Cabin w\/ Wraparound Porch & Game Room!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience comfort and refinement when you retreat to this 3-bed, 2-bath vacation rental. Located halfway between Downto ...
From $515 per night (USD)
VRBO
From $6347 per night (USD)
Expedia
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Bedrooms:
17
Bathrooms:
24
Sleeps:
60
Need advance notice to obtain all houses...... Beautiful hills 14 mile views from one of the highest points in Illinois. ...
From $6347 per night (USD)
Expedia
From $813 per night (USD)
VRBO
Secluded Country Dream with all the Fun!
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Updated Decor and Furnishings!! You'll make lasting memories in our newly appointed stylish retreat located in The Galen ...
From $813 per night (USD)
VRBO
$Nice Galena Home w\/ Huge Patio, Hot Tub & Fire Pit$
Click For Pricing
Expedia
Nice Galena Home w\/ Huge Patio, Hot Tub & Fire Pit
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Tranquility awaits you at this picturesque 4-bedroom, 3-bathroom Galena vacation rental house, nestled in a private, woo ...
Click For Pricing
Expedia
From $424 per night (USD)
VRBO
Spring Ahead on Haven! Dog Friendly, Outdoor Hot Tub, Seasonal Golf View!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our Golfside Haven house is approximately 8 miles or 13 minutes to Downtown Galena and just 3.5 miles to the GTA Owners ...
From $424 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Fire Pit - Hot Tub - Pool Table - OH MY! Great 4 Groups! Access 2 Pools & Gym
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Our Longwood home is 10 minutes to the GTA Owners Club (we provide proximity cards for free access) and 15 minutes to Do ...
From $599 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Spring Break @ Poplar Ridge! Amazing Golf Course View with Access 2 Pools!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our Poplar Ridge home is approximately 7 miles or 15 minutes to Downtown Galena. Over 350 5* Reviews! This home is NOT ...
From $187 per night (USD)
VRBO
From $431 per night (USD)
Expedia
The Downtown House - 1820s home steps from Main Street in downtown Galena
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Just steps from Main Street in downtown Galena, this beautifully rehabbed 1820s vacation rental home sleeps up to 7 peop ...
From $431 per night (USD)
Expedia
From $664 per night (USD)
VRBO
APRIL PROMOTION STAY 2 NIGHTS GET THE 3RD NIGHT FREE!!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
In the charming Galena Territory, this spacious 5 bedroom en suite provides a peaceful retreat for your upcoming trip. A ...
From $664 per night (USD)
VRBO
From $213 per night (USD)
Expedia
'Spruce Haven' Cottage: Walk to Mississippi River!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your second home without the hassles! Whether your idea of relaxation is boating to the beach, fishing on the ...
From $213 per night (USD)
Expedia
From $636 per night (USD)
VRBO
Enjoy Spring at Private Hideaway on Basswood - Fire Pit, Hot Tub, Game Room
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to Timber Ridge, nestled in the woods on four secluded acres surrounded by green space. We are not Pet-Friendly! ...
From $636 per night (USD)
VRBO
$Elle & Beck's Second Floor Suite \nOverlooking Historic Main Street In Galena, IL$
From $541 per night (USD)
Expedia
Elle & Beck's Second Floor Suite \nOverlooking Historic Main Street In Galena, IL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully renovated second story suite overlooking Main Street in historic Galena, IL. Offers three bedrooms with king ...
From $541 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Best on Bayward! All King Beds, Pool Table, Hot Tub, NEW Fire Pit!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Bayward is 3 miles from the GTA Owners Club and 7 miles to Downtown Galena. This home is NOT pet friendly. *Golf Benef ...
From $406 per night (USD)
VRBO
$Spring Ahead Downtown Galena!Just steps to shopping\/dining & Turner Hall!$
From $367 per night (USD)
Expedia
Spring Ahead Downtown Galena!Just steps to shopping\/dining & Turner Hall!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This Beautiful, Historical and Updated home is smack dab downtown Galena. This Preservation Award-winning home was buil ...
From $367 per night (USD)
Expedia
From $682 per night (USD)
VRBO
HUGE 6 BR Near Shenandoah Riding Ctr - Private Hot Tub, Pool Table & Fire Pit
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Powderhorn Gap is 7 minutes from the GTA Owners Club (we provide proximity for free access) and 17 minutes to Downtown ...
From $682 per night (USD)
VRBO
From $616 per night (USD)
Expedia
5200 Sq Ft Home, Outdoor Hot Tub, Pool Table, Fire Pit~~Travel 2 Trillium!
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Only 3 miles to the GTA Owners Club and 8 miles to Downtown Galena. This home is NOT pet-friendly. This 5200 square foo ...
From $616 per night (USD)
Expedia
$Sweeping Views from Galena Hilltop Retreat w\/Hot Tub, Fire Pit & Club Access$
From $628 per night (USD)
VRBO
Sweeping Views from Galena Hilltop Retreat w\/Hot Tub, Fire Pit & Club Access
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Our Eagle Lane home is 1.5 miles from the GTA Owners Club and just 15 minutes from downtown Galena. This home is NOT pe ...
From $628 per night (USD)
VRBO
$Enjoy Spring at our 4 BR home w\/3 King Beds! Hot Tub! Pool Table! WiFi!$
From $399 per night (USD)
Expedia
Enjoy Spring at our 4 BR home w\/3 King Beds! Hot Tub! Pool Table! WiFi!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This home is approximately 8 miles or 15 minutes from Downtown Galena. This home is NOT pet-friendly. You must be 25 or ...
From $399 per night (USD)
Expedia
$HELLO Spring! 2 BR Golf Villa w\/access to pools, fitness center, gym & MORE!$
From $202 per night (USD)
VRBO
HELLO Spring! 2 BR Golf Villa w\/access to pools, fitness center, gym & MORE!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This golf villa is approximately 7 miles or 15 minutes from Downtown Galena. This home is NOT pet-friendly. You will c ...
From $202 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
Amazing 6 BR Home! Whiskey Room! Pool Table! Karaoke! Outdoor Hot Tub!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
The GTA Owners Club is just 4 minutes away, and Downtown Galena is only 15 minutes away. This home is NOT pet-friendly. ...
From $1025 per night (USD)
Expedia
From $618 per night (USD)
VRBO
Spring has Sprung @ Fore Augusta ~ Huge Fire Pit, Outdoor Hot Tub, Pool Table
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Welcome to Fore Augusta Drive. We are 4 minutes from the GTA Owners Club (pools, fitness center, etc.) and 15 minutes t ...
From $618 per night (USD)
VRBO
$Rocky Waters Vineyard\/Winery Guest House Hanover IL$
From $464 per night (USD)
Expedia
Rocky Waters Vineyard\/Winery Guest House Hanover IL
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Fisherman’s Cabin is located on the property of Rocky Waters Vineyard & Winery Estate nestled in the properties roll ...
From $464 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Stunning 5 bedroom home great for groups of all kinds
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Glen Creek is a beautiful and spacious 3 level home with spectacular views from both the upper and lower living rooms. ...
From $717 per night (USD)
VRBO
From $299 per night (USD)
Expedia
3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Golf Packages: New for 2025 - inquire for more details! Eagle's Landing at Cedar Bluff! Your ideal vacation home to set ...
From $299 per night (USD)
Expedia
From $1101 per night (USD)
VRBO
The Gathering Place- Modern, Spacious, 6 Bedrooms
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
The Gathering Place is a modern, spacious 6 bedroom/6 bathroom home that accommodates up to 14 people. We are family fr ...
From $1101 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Charming Lakeside Cottage with resort amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Explore, relax and enjoy the Galena Territories at the Lakeside Cottage. This charming 2 bed, 2 bath cottage has newly u ...
From $264 per night (USD)
Expedia

Search Your Destination Now!

Jo Daviess Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 611 Rentals