Top Cottages in Jo Daviess County in 2026

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Our top choices for Jo Daviess County cottages

A swimming pool with blue umbrellas, a slide, and people swimming.

1. Cozy Hideaway with 3 Season Lake View

The Galena Territory

Laura V.

An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

2. Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

The Galena Territory

Lisa O.

AED 1,170 total

includes taxes & fees

21 Oct - 22 Oct

A single-story house with a brown exterior, a front door, and a small porch.

3. Welcome to Serenity Cottage!

The Galena Territory

Philip R.

A house with a deck, outdoor seating, and string lights.

4. NEW! Updated Home, King 2 bdrm, Firepit, Pools, Lake, 5 Miles to Downtown Galena

The Galena Territory

Cheryl M.

The exterior of a building with a sign reading "Diamond Jo Casino".

5. The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun

Hanover

Cynthia G.

AED 734 total

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor seating area with a cushioned sofa, a wooden table with decorative items, and a view of a forest through large windows.

6. 4 private Ensuite Bedrooms -Dog friendly-Eagle Ridge Escape

The Galena Territory

Sheryl

A two-story house with a dark roof and light blue siding, a front porch, and a white picket fence.

7. Relax and enjoy this Country Charm!

The Galena Territory

Laura P.

A historic building with a brick facade, a blue exterior, and a number '330' on the front.

8. Harvest & Hearth Luxe Galena Cottage

Galena

Daryl S.

AED 1,545 total

includes taxes & fees

25 Oct - 26 Oct

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Top Jo Daviess County Hotel Reviews

Country Inn & Suites by Radisson, Galena, IL

10/10 Excellent

"A very clean room. Nice amenities. Conveniently located."

The Steamboat House Bed & Breakfast

8/10 Good

"Carol is very friendly and the breakfast was delicious. Room and bathroom were clean and bed was comfortable. The front porch and yard were kept nice and inviting. The seasonal Halloween decoration inside the property was outstanding. This was our first time staying in Bed N Breakfast facility so I'd compare with my experiences with Hotels. Though I've chosen their best and only room with balcony, I felt cramped in the room, there wasn't much space around the queen size bed. A 19 inch TV was on the dressing table and a small table fan. Though the balcony was nice and wooded view was decent the screen were very dirty. Evening wine was good served with cheese, crackers and grapes. Night hot water and assortments of tea bags as well as morning coffee were decent. If I go back there, I would definitely consider this place again."

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

10/10 Excellent

"We reserved a night to host a birthday party sleepover for my teen daughter. The outdoor space is scenic, spacious, and relaxing. The kids loved having a campfire, spending time outside, and snuggling up to watch a couple of DVDs at the end of the night. Cal was immediately responsive to all of my messages and it was a great space for our needs."

Hotel Galena

10/10 Excellent

"we stayed in room 3 one of the top floor rooms. The view on to route 20 is very nice with three windows. Unusually good. The room was clean and nice. Bed very comfortable. Cute room. Negatives: The shower was poor. Needs a new shower head. The breakfast room is way too small to accommodate any more than about 6 people. I think they gave up the "great room", like they have at Farmers, to make space for more guest rooms. The only entrance is up the back stairs which is no problem in nice weather but could be crazy if bad weather. Close proximity to town is the main thing here. Parking is limited but we did not have any problem and the hotel was fully booked. Overall if you want to stay near the action in town without driving and finding parking its great. You also have to like the charm of old buildings as well, which we do."

Galena Inn

10/10 Excellent

"Galena Inn was amazing! We had a late check-in Friday night and they were very accommodating to help us get in. The breakfast was homemade every morning which was a wonderful touch. The mornings we stayed, there was quiche and pancakes. The hot tub was also an incredible added bonus and we got plenty of use out of it! Our place was just a short walk away from Galena‘s Main Street so we didn’t have to navigate Main Street parking. There were lots of stairs down to Main Street though (198 to be exact) so plan on a good workout! I would recommend staying here to anyone!"

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Check prices for these dates

Our top choices for Jo Daviess County cottages

1. Cozy Hideaway with 3 Season Lake View

2. Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

3. Welcome to Serenity Cottage!

4. NEW! Updated Home, King 2 bdrm, Firepit, Pools, Lake, 5 Miles to Downtown Galena

5. The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun

6. 4 private Ensuite Bedrooms -Dog friendly-Eagle Ridge Escape

7. Relax and enjoy this Country Charm!

8. Harvest & Hearth Luxe Galena Cottage

9. Galena Cabin on 20 Acres: 5 Mi to Downtown!

10. Charming 1-bedroom cottage in fabulous Galena with AC, WiFi Aiken 1083 LLC

11. Galena Cabin w/ Wraparound Porch & Game Room!

12. 'the Fiveten Federal' - Downtown Galena Gem!

13. Pet-friendly Home w/ Resort-style Amenities!

14. Private Hot Tub + Game Room: Galena Territory Home

15. Nice Galena Home w/ Huge Patio, Hot Tub & Fire Pit

16. Galena Getaway w/ Hot Tub, Home Theater & More!

17. Chic Apple River Escape w/ Fire Pit!

Find vacation rentals that suit your style

Top Jo Daviess County Hotel Reviews

Country Inn & Suites by Radisson, Galena, IL

Eagle Ridge Resort and Spa

Tesla MedBed Center, East Dubuque

The Steamboat House Bed & Breakfast

Lefevre Inn and Resort

Grant Hills Motel

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

Hotel Galena

Galena Inn

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