Holiday rentals in Galena

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Top-rated holiday rentals in Galena

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Guest favourite

Cabin in Durango

5.0 out of 5 average rating, 238 reviews

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with the essentials such as coffee, tea, spices and condiments.

30 Nov – 7 Dec

£109 per night

Guest favourite

Flat in Galena

4.84 out of 5 average rating, 459 reviews

Farmhouse Style Apt, Steps from Main St, Parking!

Nestled in the heart of historical downtown Galena, our quiet and private apartment suite is only steps away from shopping, dining, entertainment and everything Galena has to offer. Wake up to a full tea and coffee bar and make yourself at home as you wind down at the end of the day. As you walk out and down the stone stairway, you will find yourself in the middle of Main Street! A reserved, off street, parking space is included with your stay! We fully clean and disinfect between stays.

28 Jun – 5 Jul

£103 per night

Guest favourite

Home in East Dubuque

4.85 out of 5 average rating, 156 reviews

Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats

Welcome to our charming home on the lake. Here you will find 2 bedrooms and 1 bath. It sits directly in front of Lake Lacoma in East Dubuque, Il and is a short drive to Galena, IL and Dubuque, IA. The 2 private bedrooms along with the 2 couches sleeps up to six. On site we have a paddle boat, a canoe, and lifejackets for you to enjoy. There is a large deck overlooking the lake and lots of parking. Washer & Dryer. Recently Built Dock perfect for fishing. In the winter Ice Fishing is a must.

24–31 Jan

£106 per night

Guest favourite

Flat in Galena

4.94 out of 5 average rating, 297 reviews

Downtown Gem for Two

Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.

3–10 Jul

£137 per night

Guest favourite

Flat in Galena

4.98 out of 5 average rating, 234 reviews

Ulysses Suites, Suite 202

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213-217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. Suite 202 is a gorgeous studio with a huge window seat looking over Main Street.

10–17 Nov

£190 per night

Guest favourite

Tiny home in Darlington

4.98 out of 5 average rating, 590 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

28 Sept – 5 Oct

£91 per night

Guest favourite

Home in Galena

4.95 out of 5 average rating, 201 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

17–24 Nov

£156 per night

Guest favourite

Chalet in Elizabeth

4.91 out of 5 average rating, 289 reviews

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

30 Sept – 7 Oct

£116 per night

Guest favourite

Home in Galena

4.96 out of 5 average rating, 475 reviews

Beautiful Miner's Cottage in a Garden

This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

24–31 Jan

£131 per night

Superhost

Flat in Galena

4.88 out of 5 average rating, 182 reviews

Galena Luxury Rental Suite Escape New Downtown

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.

13–20 Sept

£151 per night

Guest favourite

Flat in Galena

5.0 out of 5 average rating, 272 reviews

Dawson's Remise Luxury Accommodation

Enjoy a luxurious stay in our remise ("carriage house"), complete with authentic Art Deco and Industrial furniture and design. We took great care in ensuring top notch craftsmanship and amenities, so as to create an inviting environment that you won't want to leave! Hidden away off the quaint and historic Park Avenue, you'll enjoy a quiet and restful stay whilst within walking distance to Main Street Galena and all it has to offer.

19–26 Jul

£111 per night

Guest favourite

Guest house in Galena

4.99 out of 5 average rating, 304 reviews

The Guest House - Private and All Yours

Enjoy the cozy comforts of this renovated studio in Galena's historic district. The building is yours for your stay, with driveway parking onsite. We've made this a welcoming space for respectful travelers of all backgrounds, so join us for a comfortable and unforgettable time in our beautiful and historic city. Our space is privately operated by us, not an outside vacation rental company. We live onsite, and been here for 20 years.

6–13 Aug

£146 per night