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Cuba City Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cuba City vacation rentals

A concrete pathway leading to a white house with a white fence and lush greenery.

1. Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!

Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
Dubuque
9.8 out of 10, Exceptional, (37 reviews)
"1 person staying 1 night... was perfect for me. Bed very comfy! Host very responsive! Would stay again. "
United States
Linda S.
$98 nightly
The price is $110
Sep 24 - Sep 25
Total with taxes and fees
Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

2. 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, (55 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
$250 nightly
The price is $265
Sep 29 - Sep 30
Total with taxes and fees
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

3. Wood Fireplace - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown

Wood Fireplace - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
The Galena Territory
10.0 out of 10, Exceptional, (100 reviews)
"Place was amazing we loved it!!"
United States
Amanda S.
$240 nightly
The price is $265
Sep 28 - Sep 29
Total with taxes and fees
Wood Fireplace - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
A wooden deck with a table and chairs, overlooking a lake.

4. A MUST SEE! 2BR Lakefront Home w/ Boats & More!

A MUST SEE! 2BR Lakefront Home w/ Boats & More!
East Dubuque
9.2 out of 10, Wonderful, (27 reviews)
"My husband and I had a nice stay!"
United States
Diane L.
$209 nightly
The price is $222
Oct 19 - Oct 20
Total with taxes and fees
A MUST SEE! 2BR Lakefront Home w/ Boats & More!
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

5. Fall Galena Getaway - Private Deck + Resort Access

Fall Galena Getaway - Private Deck + Resort Access
The Galena Territory
9.8 out of 10, Exceptional, (88 reviews)
"Awesome place, close to everything that’s near and nice amen"
United States
Genaro
$250 nightly
The price is $265
Sep 28 - Sep 29
Total with taxes and fees
Fall Galena Getaway - Private Deck + Resort Access
An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

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

Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
The Galena Territory
10.0 out of 10, Exceptional, (25 reviews)
"Very comfortable & clean. We enjoyed our stay. "
United States
Iris O.
$294 nightly
The price is $324
Sep 27 - Sep 28
Total with taxes and fees
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
A modern living room with a green sectional sofa, a white coffee table, and a dining area with a table and chairs.

7. 1127 / Downtown Dubuque, first floor, free parking

1127 / Downtown Dubuque, first floor, free parking
Downtown Dubuque
10.0 out of 10, Exceptional, (16 reviews)
"It was a nice relaxing stay "
United States
Amber T.
$125 nightly
The price is $140
Oct 18 - Oct 19
Total with taxes and fees
1127 / Downtown Dubuque, first floor, free parking
A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

8. 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, (26 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.
$331 nightly
The price is $351
Sep 29 - Sep 30
Total with taxes and fees
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
A modern kitchen with a built-in island, wooden cabinetry, and a large window with blinds.

9. Drake House: The Loft (Private Hot Tub)

Drake House: The Loft (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (160 reviews)
"Great rental property. Location and hot tub were ideal for a quick weekend away. "
United States
Timothy N.
$220 nightly
The price is $247
Sep 30 - Oct 1
Total with taxes and fees
Drake House: The Loft (Private Hot Tub)
A modern kitchen with white cabinets, a glass dining table, and black chairs.

10. 1157#5-Urban Oasis: Steps from Millwork district

1157#5-Urban Oasis: Steps from Millwork district
Downtown Dubuque
10.0 out of 10, Exceptional, (43 reviews)
"We had a great stay! The room was very clean, well stocked with everything we needed, and parking was easy and convenient. The host was friendly, responsive, and always quick to answer any questions we had. We also felt very safe and comfortable throughout our stay. A special shoutout for the makeup removal wipes—they were an unexpected but much-appreciated touch and a total lifesaver! We would definitely stay here again and recommend it to others visiting the area."
United States
Jacob S.
$135 nightly
The price is $151
Oct 11 - Oct 12
Total with taxes and fees
1157#5-Urban Oasis: Steps from Millwork district
A two-story brick building with a wooden pergola and a front door.

11. 1129#1- Market view studio/steps Millwork district

1129#1- Market view studio/steps Millwork district
Downtown Dubuque
9.6 out of 10, Exceptional, (50 reviews)
"Clean rooms, comfortable bed, excellent location, communicative host."
United States
Berta Y.
$115 nightly
The price is $129
Oct 18 - Oct 19
Total with taxes and fees
1129#1- Market view studio/steps Millwork district
A balcony with a wooden floor, metal railing, and two wicker chairs.

12. Drake House- Fleur De Lis (Private hot tub)

Drake House- Fleur De Lis (Private hot tub)
Historic Millwork District
10.0 out of 10, Exceptional, (180 reviews)
"Great place to call home for a day or two. Lots of great restaurants nearby and Charlotte’s at the bottom of the stairs is a morning bonus!"
United States
Jason H.
$215 nightly
The price is $241
Sep 30 - Oct 1
Total with taxes and fees
Drake House- Fleur De Lis (Private hot tub)
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

13. 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, (77 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
$264 nightly
The price is $280
Sep 29 - Sep 30
Total with taxes and fees
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
A living room with a sofa, two chairs, a coffee table, a patterned rug, and a painting on the wall.

14. 115#202 / Charming Downtown Dubuque Apartment

115#202 / Charming Downtown Dubuque Apartment
Downtown Dubuque
10.0 out of 10, Exceptional, (50 reviews)
"Clean, comfortable apartment in a great location. It was very nice to have a dedicated parking spot. Ken was great, responded very quickly."
United States
Laura A.
$198 nightly
The price is $222
Sep 27 - Sep 28
Total with taxes and fees
115#202 / Charming Downtown Dubuque Apartment
A patio with wicker chairs and a table, a decorative rug, and a wood-burning stove.

15. 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, (35 reviews)
"Galena is a fun town. The apartment was a great location to experience the vast variety of shops."
United States
James
$253 nightly
The price is $268
Sep 27 - Sep 28
Total with taxes and fees
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
A kitchen with white cabinets, a stove, a microwave, and a sink.

16. 1129#3 / Ken’s place-cute / Free Parking

1129#3 / Ken’s place-cute / Free Parking
Downtown Dubuque
9.4 out of 10, Exceptional, (16 reviews)
"Very well maintained and set up. "
United States
David B.
$128 nightly
The price is $143
Sep 27 - Sep 28
Total with taxes and fees
1129#3 / Ken’s place-cute / Free Parking
An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

17. 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, (47 reviews)
"We all fell in love with this place! It was super clean, comfortable, had everything we needed! The sunset from the patio was spectacular! We highly recommend to anyone staying in the area and hope to be back!"
United States
Amy R.
$433 nightly
The price is $478
Sep 28 - Sep 29
Total with taxes and fees
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
A pool area with blue umbrellas, lounge chairs, and a water slide.

18. Galena Retreat: Shopping, Owners Club & Skiing!

Galena Retreat: Shopping, Owners Club & Skiing!
The Galena Territory
10.0 out of 10, Exceptional, (41 reviews)
"We spend couple days with our family here and absolutely loved it. The house was clean, the nearby pool was a great addition, perfect for peaceful family time. "
United States
Anastasiia R.
$303 nightly
The price is $335
Oct 6 - Oct 7
Total with taxes and fees
Galena Retreat: Shopping, Owners Club & Skiing!
A living room with a black leather sofa, a glass coffee table, and a flat-screen TV mounted on a stand displaying a channel list.

19. 1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque

1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque
Downtown Dubuque
10.0 out of 10, Exceptional, (13 reviews)
"The property is conveniently located with food and entertainment close by, and the host provides all essentials, as well as thoughtful notes/labels to make it easier to feel at home."
United States
Amanda G.
$184 nightly
The price is $206
Sep 27 - Sep 28
Total with taxes and fees
1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque
A living room with a flat-screen TV mounted on the wall, a round mirror, and a green sofa.

20. 1129#4 / Prime Downtown Dubuque, Cozy Brick Charm

1129#4 / Prime Downtown Dubuque, Cozy Brick Charm
Downtown Dubuque
9.8 out of 10, Exceptional, (36 reviews)
"Great location! The rental had everything we needed. Very responsive host. Would definitely stay again!"
United States
Mariann
$160 nightly
The price is $179
Sep 27 - Sep 28
Total with taxes and fees
1129#4 / Prime Downtown Dubuque, Cozy Brick Charm
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 Cuba City Hotel Reviews

Days Inn by Wyndham Dubuque

Days Inn by Wyndham Dubuque

8/10 Good
"All went well except for raining without canopy going to the other building for breakfast. The light sensor in the mirror is kinda tricky. But overall, hotel stay was good!"
Win Almira 1-night trip
Posted 5 hours ago
Days Inn by Wyndham Dubuque

Find out more about Cuba City

Everything you need to know about Cuba City vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cuba City vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuba City vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cuba City vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuba City. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cuba City in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $230 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cuba City rentals

At Expedia, we put the best Cuba City vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cuba City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuba City vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuba City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Cuba City?

Yes, we have vacation rentals close to popular sights in Cuba City, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Cuba City?

Cozy Farmhouse Retreat, Climb lighthouse, Acres to explore, Dogs ok, Amenities!: Visitors give good reviews to this Cuba City vacation home rental, which is located next to a golf course and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Cuba City?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Cuba City stay.

What can I see and do in Cuba City?

While exploring the area, visit family-friendly sights like Grand Harbor Resort and Waterpark, or get outside and enjoy nature at Mississippi River. In the larger area, you’ll find Gile Cheese Store and University of Wisconsin-Platteville.

What are vacation rentals like in Cuba City?

Vacation rentals are private properties you can stay in for several days or longer in Cuba City. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.