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Holiday Rentals in Jo Daviess County

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Our top choices for Jo Daviess County holiday rentals

An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

1. Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool

Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool
The Galena Territory
10.0 out of 10, Exceptional, (101 reviews)
"Lovely, quiet place to stay"
United States
Bethanie B.
The price is €257
includes taxes & fees
16 Nov - 17 Nov
Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool
A two-story stone building with a green porch and a staircase leading to the entrance.

2. An Artistic retreat in the heart of downtown Galena

An Artistic retreat in the heart of downtown Galena
Galena
9.8 out of 10, Exceptional, (33 reviews)
"Very nice space conveniently located to enjoy downtown Galena. Host was helpful and available for our stay."
United States
Rob W.
The price is €212
includes taxes & fees
2 Nov - 3 Nov
An Artistic retreat in the heart of downtown Galena
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

3. Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
The Galena Territory
10.0 out of 10, Exceptional, (60 reviews)
"I would stay again, clean and the host is very communicative."
United States
Steve
The price is €251
includes taxes & fees
28 Oct - 29 Oct
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
A modern kitchen with wooden cabinets, a microwave, and a sink. There is a dining area with a table and chairs, a sofa, and a TV. The room has a large window and a ceiling with a textured pattern.

4. Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
Galena Historic District
10.0 out of 10, Exceptional, (21 reviews)
"Parking was great"
United States
Jennifer
The price is €312
includes taxes & fees
28 Oct - 29 Oct
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
A living room with a brown leather armchair, a patterned sofa, a coffee table, and a bookshelf.

5. Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
Galena Historic District
9.6 out of 10, Exceptional, (24 reviews)
"Great location for a down town galena stay. "
United States
Christian R.
The price is €211
includes taxes & fees
29 Oct - 30 Oct
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
A patio with wicker chairs and a table, a decorative rug, and a wood-burning stove.

6. One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
Galena Historic District
9.8 out of 10, Exceptional, (36 reviews)
"Galena is a fun town. The apartment was a great location to experience the vast variety of shops."
United States
James
The price is €268
includes taxes & fees
28 Oct - 29 Oct
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

7. Cozy Galena Getaway: Fireplace + Resort Access

Cozy Galena Getaway: Fireplace + Resort Access
The Galena Territory
9.8 out of 10, Exceptional, (91 reviews)
"Great place to stay with easy access to Galena and Elizabeth. We loved the included amenities (pools, fitness room, game room, and more). Quiet location with awesome views near by. Easy check in and check out. We would definitely stay here again when visiting the area."
United States
Philip Z.
Cozy Galena Getaway: Fireplace + Resort Access
A bedroom with a bed, a bedside table with a lamp, a painting on the wall, and a view of a garden through a glass door.

8. Harvest & Hearth Luxe Galena Cottage

Harvest & Hearth Luxe Galena Cottage
Galena
10.0 out of 10, Exceptional, (4 reviews)
"A must place to stay and only 15 minutes from food drink and entertainment"
United States
Daryl S.
Harvest & Hearth Luxe Galena Cottage
A pool with a waterfall feature, surrounded by stone walls and a wooden deck.

9. 1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers

1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
East Dubuque
9.6 out of 10, Exceptional, (49 reviews)
"Good place to stay!"
United States
Taunya S.
The price is €292
includes taxes & fees
28 Oct - 29 Oct
1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
A long dining table set for a meal in a stone-walled room with a chandelier and wall-mounted candles.

10. Lovely King Studio walking distance to downtown

Lovely King Studio walking distance to downtown
Galena
9.8 out of 10, Exceptional, (6 reviews)
"Great experience. We loved the short/level walk to downtown. Galena is very hilly so important to have a property in a more level area for easy walking."
United States
Laura V.
The price is €212
includes taxes & fees
2 Nov - 3 Nov
Lovely King Studio walking distance to downtown
A kitchen with green cabinets, a microwave, a stove, and a fruit bowl with apples.

11. Cozy well-appointed Guest Suite on a grass airstrip

Cozy well-appointed Guest Suite on a grass airstrip
Hanover
10.0 out of 10, Exceptional, (25 reviews)
"Loved our stay out in the country. We enjoyed local wineries around the area and shopping in Galena. We also were able to see a plane take off from the airfield which was a fun suprise!"
United States
Kristin C.
The price is €245
includes taxes & fees
29 Oct - 30 Oct
Cozy well-appointed Guest Suite on a grass airstrip
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

12. New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
The Galena Territory
10.0 out of 10, Exceptional, (79 reviews)
"Wonderful stay! The place was very clean, comfortable and a great location. It had everything we needed and more. We would definitely stay here again and hope to be back next fall! Highly recommend!"
United States
Brooke
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

13. Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
The Galena Territory
10.0 out of 10, Exceptional, (30 reviews)
"Great property for our family of 4. Check in was a breeze, place was clean, showers were great, and beds were good too."
United States
Bradford M.
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
A spacious living area with a sofa, a dining table, and a kitchen with wooden cabinets and a stove.

14. Suite Victory #7 On Main St w/Reserved Parking

Suite Victory #7 On Main St w/Reserved Parking
Galena Historic District
10.0 out of 10, Exceptional, (1 review)
"LOOK NO FURTHER......This location is perfect for all activities in downtown GalenaThe host is EXCEPTIONALThe communiction was prompt and greatThe Suite is clean, well appointed and will not disappointOur next trip will be at the same location.Thank-you Ashlee !!!!"
United States
Ronald B.
The price is €255
includes taxes & fees
1 Nov - 2 Nov
Suite Victory #7 On Main St w/Reserved Parking
A modern two-story house with large windows, a hot tub, and outdoor seating.

15. Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Galena
10.0 out of 10, Exceptional, (111 reviews)
"We enjoyed the hot tub and thought it was a great place to stay."
United States
janet d.
The price is €645
includes taxes & fees
12 Nov - 13 Nov
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

16. Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside

Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
Galena
10.0 out of 10, Exceptional, (51 reviews)
"Wonderful place to stay for our family. Quiet and secluded but close to everything Galena has to offer. Will definitely book this place again!"
United States
Steve T.
The price is €464
includes taxes & fees
2 Nov - 3 Nov
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
A deck with a fire feature, outdoor furniture, and a view of a golf course at sunset.

17. Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
The Galena Territory
10.0 out of 10, Exceptional, (62 reviews)
"Great experience! Have stayed here before and plan on staying again!"
United States
CJ N.
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
A covered outdoor seating area with wicker furniture and a red sofa, overlooking a lush green landscape.

18. Vista View | 3 Kings + 1 Queen | Hot Tub · Fire Pit · Fireplace

Vista View | 3 Kings + 1 Queen | Hot Tub · Fire Pit · Fireplace
The Galena Territory
10.0 out of 10, Exceptional, (85 reviews)
"Great spot for a getaway weekend."
United States
Tyler G.
Vista View | 3 Kings + 1 Queen | Hot Tub · Fire Pit · Fireplace
A lakeside setting with two chairs and a fire pit.

19. Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats

Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
East Dubuque
9.6 out of 10, Exceptional, (28 reviews)
"This home was more than we expected. Owners are way beyond helpful , friendly and professional. We will definitely be back. QC gals."
United States
Dawn T.
Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a building with a sloped roof.

20. Perfect Getaway - Cozy Cottage in The Galena Territory

Perfect Getaway - Cozy Cottage in The Galena Territory
The Galena Territory
10.0 out of 10, Exceptional, (186 reviews)
"Very cozy. Clean & comfortable."
United States
Melissa M.
The price is €322
includes taxes & fees
2 Nov - 3 Nov
Perfect Getaway - Cozy Cottage in The Galena Territory
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jo Daviess County Hotel Reviews

Chestnut Mountain Resort

Chestnut Mountain Resort

10/10 Excellent
"Everything was amazing"
Sugey 1-night trip
Posted 4 hours ago
Chestnut Mountain Resort

Find out more about Jo Daviess County

Holiday Homes in Jo Daviess County

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