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Cuba City Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Cuba City vacation rentals

An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

1. Hot Tub 2-bedroom, 2 full bath all comforts of home in Galena countryside

Hot Tub 2-bedroom, 2 full bath all comforts of home in Galena countryside
Galena
10.0 out of 10, Exceptional, (44 reviews)
"The place was clean and quaint. It had beautiful views. The hot tub was amazing! I would definitely stay here again."
United States
Bob W.
$445 nightly
The price is $491
Sep 1 - Sep 2
Total with taxes and fees
Hot Tub 2-bedroom, 2 full bath all comforts of home in Galena countryside
A concrete pathway leading to a white house with a white fence and lush greenery.

2. 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, (33 reviews)
"1 person staying 1 night... was perfect for me. Bed very comfy! Host very responsive! Would stay again. "
United States
Linda S.
$110 nightly
The price is $123
Aug 31 - Sep 1
Total with taxes and fees
Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

3. 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, (24 reviews)
"Everything was prepped for immediate use and exceeded expectations. The host checked in periodically and was quick to respond to questions and was very friendly and helpful!"
United States
Noelia R.
$308 nightly
The price is $340
Aug 31 - Sep 1
Total with taxes and fees
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
A lakeside setting with two chairs and a fire pit.

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

Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
East Dubuque
9.6 out of 10, Exceptional, (25 reviews)
"The place was clean, good AC, and location good for our plans. "
United States
Trana M.
$212 nightly
The price is $225
Aug 31 - Sep 1
Total with taxes and fees
Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
A two-story brick building with a wooden pergola and a front door.

5. 1129#1- Market view studio/steps Millwork district

1129#1- Market view studio/steps Millwork district
Downtown Dubuque
9.6 out of 10, Exceptional, (49 reviews)
"Clean rooms, comfortable bed, excellent location, communicative host."
United States
Berta Y.
$126 nightly
The price is $141
Sep 27 - Sep 28
Total with taxes and fees
1129#1- Market view studio/steps Millwork district
A building with a wooden balcony, a welcome sign, a stone planter, and a small pond.

6. Impressive Private 2BR Suite w/Parking Univ Area

Impressive Private 2BR Suite w/Parking Univ Area
Dubuque
10.0 out of 10, Exceptional, (18 reviews)
"Had private (off the street) parking, walking distance to nice amenities. Very clean and thoughtful hosts of property. Nicest stay I've ever had traveling."
United States
Brett
$189 nightly
The price is $212
Aug 31 - Sep 1
Total with taxes and fees
Impressive Private 2BR Suite w/Parking Univ Area
A modern kitchen with white cabinets, a glass dining table, and black chairs.

7. 1157#5-Urban Oasis: Steps from Millwork district

1157#5-Urban Oasis: Steps from Millwork district
Downtown Dubuque
10.0 out of 10, Exceptional, (42 reviews)
"Great stay, safe and clean, responsive / great host."
United States
Richard D.
$135 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
1157#5-Urban Oasis: Steps from Millwork district
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

8. 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, (54 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
$285 nightly
The price is $302
Sep 9 - Sep 10
Total with taxes and fees
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
A modern living room with a green sectional sofa, a white coffee table, and a dining area with a table and chairs.

9. 1127 / Downtown Dubuque, first floor, free parking

1127 / Downtown Dubuque, first floor, free parking
Downtown Dubuque
10.0 out of 10, Exceptional, (15 reviews)
"It was a nice relaxing stay "
United States
Amber T.
$135 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
1127 / Downtown Dubuque, first floor, free parking
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

10. Golf Villa - Pool Access + Private Deck

Golf Villa - Pool Access + Private Deck
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
$268 nightly
The price is $284
Sep 2 - Sep 3
Total with taxes and fees
Golf Villa - Pool Access + Private Deck
A wooden deck with a table and chairs, overlooking a lake.

11. 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, (25 reviews)
"My husband and I had a nice stay!"
United States
Diane L.
$212 nightly
The price is $225
Sep 14 - Sep 15
Total with taxes and fees
A MUST SEE! 2BR Lakefront Home w/ Boats & More!
A living room with a brown leather armchair, a patterned sofa, a coffee table, and a bookshelf.

12. 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
9.4 out of 10, Exceptional, (21 reviews)
"Great location for a down town galena stay. "
United States
Christian R.
$216 nightly
The price is $229
Sep 1 - Sep 2
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
A cozy living room with a fireplace, large windows, and a view of the outdoors.

13. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
The Galena Territory
10.0 out of 10, Exceptional, (33 reviews)
"Easy check-in, very clean, nicely updated, comfortable beds. "
United States
Rachel A J.
$289 nightly
The price is $318
Aug 31 - Sep 1
Total with taxes and fees
Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
A modern kitchen with a built-in island, wooden cabinetry, and a large window with blinds.

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

Drake House: The Loft (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (159 reviews)
"Great rental property. Location and hot tub were ideal for a quick weekend away. "
United States
Timothy N.
$223 nightly
The price is $250
Sep 7 - Sep 8
Total with taxes and fees
Drake House: The Loft (Private Hot Tub)
A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

15. 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, (23 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.
$313 nightly
The price is $332
Sep 1 - Sep 2
Total with taxes and fees
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
A two-story stone building with a green porch and a staircase leading to the entrance.

16. 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, (30 reviews)
"Very nice space conveniently located to enjoy downtown Galena. Host was helpful and available for our stay."
United States
Rob W.
$210 nightly
The price is $232
Sep 1 - Sep 2
Total with taxes and fees
An Artistic retreat in the heart of downtown Galena
A spacious living room with a stone fireplace, a large sofa, a coffee table, and a chandelier.

17. Secret Room-Hot Tub-Billards-Firepit-Games-Pool access

Secret Room-Hot Tub-Billards-Firepit-Games-Pool access
The Galena Territory
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful stay!"
United States
amy a.
$495 nightly
The price is $547
Aug 31 - Sep 1
Total with taxes and fees
Secret Room-Hot Tub-Billards-Firepit-Games-Pool access
A living room with a TV, wooden entertainment unit, red dresser, decorative wall art, and a magazine tray.

18. Elegant 2 BR With Stunning Kitchen Prime Location!

Elegant 2 BR With Stunning Kitchen Prime Location!
Dubuque
9.6 out of 10, Exceptional, (18 reviews)
"Great location "
United States
John C.
$185 nightly
The price is $207
Aug 31 - Sep 1
Total with taxes and fees
Elegant 2 BR With Stunning Kitchen Prime Location!
A living room with a dark sofa, a wooden coffee table, and a patterned rug.

19. Drake House: City View (Private Hot Tub)

Drake House: City View (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (166 reviews)
"Location is very nice, parking is close by and convenient. The dwelling is very nice...if you plan to use the hot tub please check the temp to ensure it's at the temp you prefer."
United States
M.A.D. M.
$262 nightly
The price is $293
Sep 7 - Sep 8
Total with taxes and fees
Drake House: City View (Private Hot Tub)
A hallway with a wooden door, a mirror, a small table with a plant, and a chair.

20. DOWNTOWN HISTORIC BLUFF HOME in DUBUQUE

DOWNTOWN HISTORIC BLUFF HOME in DUBUQUE
Downtown Dubuque
9.4 out of 10, Exceptional, (34 reviews)
"The location was great to downtown with walking distance to restaurants. Was nice size condo for the 3 adults that stayed there."
United States
Meredith P.
$296 nightly
The price is $331
Aug 31 - Sep 1
Total with taxes and fees
DOWNTOWN HISTORIC BLUFF HOME in DUBUQUE
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

Chestnut Mountain Resort

Chestnut Mountain Resort

8/10 Good
"Clean rooms , average food, parking great and price average."
Sharon 3-night trip
Posted 6 hours ago
Chestnut Mountain Resort

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 $229 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 1 Bedroom, 2 Bath Townhome in the Galena Territory: Visitors like this Cuba City vacation home rental. It is located next to a golf course and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and an arcade game room.

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.