Dickeyville Vacation Rentals

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Check prices for these dates

Tonight
Dec 14 - Dec 15
Tomorrow
Dec 15 - Dec 16
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Our top choices for Dickeyville vacation rentals

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

Vacation Home in Galena

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
2.0 star property
10.0 out of 10, Exceptional, (72)
"The location is perfect just about a mile outside of town! The house was very clean and spacious. Beds were super comfortable. We had a great stay!"
United States
Kara D.
The price is ￥54,534
￥88,382 total
includes taxes & fees
Dec 16 - Dec 17
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
Interior
Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!

Vacation Home in Galena

Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!
10.0 out of 10, Exceptional, (171)
"Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Thoroughly enjoyed our stay. Property felt private and secluded but close to everything. Would book again."
United States
Kathryn H.
Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!
Terrace/patio
Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain

Vacation Home in Dubuque

Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain
10.0 out of 10, Exceptional, (30)
"Beautiful views and house is comfortable. The grandkids loved the pool area and pickle ball court."
United States
Lori A.
Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain
Interior
Convenient & Spacious Downtown - Private Parking Included

Vacation Home in Galena Historic District

Convenient & Spacious Downtown - Private Parking Included
10.0 out of 10, Exceptional, (202)
"The property was perfect for 8 women to celebrate a bachelorette retreat. We were pleasantly surprised by the additional sleeping area. The house has so much charm and the owners are wonderful. The perfect location to explore Galena. "
United States
Natalie S.
Convenient & Spacious Downtown - Private Parking Included
Terrace/patio
The Nook: Downtown Galena Cottage w/ hot tub & fire pit!

Vacation Home in Galena

The Nook: Downtown Galena Cottage w/ hot tub & fire pit!
10.0 out of 10, Exceptional, (130)
"Amazing yard, nice location, great communication from property manager."
United States
Brian C.
The price is ￥22,469
￥54,885 total
includes taxes & fees
Dec 16 - Dec 17
The Nook: Downtown Galena Cottage w/ hot tub & fire pit!
Terrace/patio
View from Quality Hill overlooking historic district, quick walk to downtown

Vacation Home in Galena

View from Quality Hill overlooking historic district, quick walk to downtown
9.8 out of 10, Exceptional, (167)
"Great location very clean and definitely a unique place. I would stay there again. Galena should be on my annual trip list its really gets better every time I visit."
United States
Barry L.
View from Quality Hill overlooking historic district, quick walk to downtown
Smart TV, fireplace, books
Amazing! 2 Bed Townhouse in the HEART of Dbq!

Vacation Home in Dubuque

Amazing! 2 Bed Townhouse in the HEART of Dbq!
10.0 out of 10, Exceptional, (38)
"Great property. Close to what we needed to do!!"
United States
Jennifer
The price is ￥14,179
￥31,063 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Amazing! 2 Bed Townhouse in the HEART of Dbq!
Outdoor pool
1850 Cabin Home, Waterfall, Family Getaway, Corporate Party, Weddings

Vacation Home in East Dubuque

1850 Cabin Home, Waterfall, Family Getaway, Corporate Party, Weddings
9.6 out of 10, Exceptional, (31)
"Great place, great host!"
United States
Brian S.
The price is ￥34,278
￥48,217 total
includes taxes & fees
Dec 26 - Dec 27
1850 Cabin Home, Waterfall, Family Getaway, Corporate Party, Weddings
Terrace/patio
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

Vacation Home in Galena

10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
10.0 out of 10, Exceptional, (60)
"The property was great and location was good. "
United States
brenda b.
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Exterior detail
Dubuque Luxury “Hot Tub” Farmers Market

Vacation Home in Dubuque

Dubuque Luxury “Hot Tub” Farmers Market
9.8 out of 10, Exceptional, (54)
"The location was awesome and so was the hot tub. We will definitely look to stay again."
United States
Diane I.
Dubuque Luxury “Hot Tub” Farmers Market
Interior
1157#3 / Tiny studio, Great Location, Dubuque

Apartment in Downtown Dubuque

1157#3 / Tiny studio, Great Location, Dubuque
2.0 star property
9.0 out of 10, Wonderful, (12)
"Very nice property and very affordable. "
United States
Jennifer C.
The price is ￥6,700
￥16,753 total
includes taxes & fees
Dec 21 - Dec 22
1157#3 / Tiny studio, Great Location, Dubuque
Interior
The Loft Suite Sleeps 10! Located overlooking Main Street in downtown Galena, IL

Vacation Home in Galena Historic District

The Loft Suite Sleeps 10! Located overlooking Main Street in downtown Galena, IL
10.0 out of 10, Exceptional, (92)
"This property is perfect for going to Galena! Can't get a better location -- but be prepared for some stair climbing. The interior is fantastic -- lots of room, great decor. The owner was very attentive to questions and responded quickly. Would stay here again in a heartbeat! "
United States
Janet J.
The Loft Suite Sleeps 10! Located overlooking Main Street in downtown Galena, IL
Living area
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Apartment in Galena Historic District

Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
9.4 out of 10, Exceptional, (9)
"Great location, good sleeping options "
United States
Dr. Sheila S.
The price is ￥21,813
￥35,831 total
includes taxes & fees
Dec 17 - Dec 18
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
Interior
Wisconsin Property | 2 Luxury Lodges | Sleeps 31

Vacation Home in Cassville

Wisconsin Property | 2 Luxury Lodges | Sleeps 31
10.0 out of 10, Exceptional, (3)
"Everything was amazing but cleanliness was great for both cabins. Can’t say enough great things about this place"
United States
Carol L.
Wisconsin Property | 2 Luxury Lodges | Sleeps 31
Terrace/patio
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Apartment in Galena Historic District

One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
9.8 out of 10, Exceptional, (18)
"Wonderful. The whole stay was great."
United States
Thomas
The price is ￥23,216
￥44,419 total
includes taxes & fees
Dec 22 - Dec 23
One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
Terrace/patio
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside

Vacation Home in Galena

Hot Tub 2-bedroom 2 full bath in lovely Galena countryside
10.0 out of 10, Exceptional, (13)
"We had a wonderful stay at this cute and cozy remodeled schoolhouse just minutes outside of Galena. The charm of its history combined with modern updates made it such a unique and comfortable place to stay. The home was spotless, thoughtfully decorated, and had everything we needed for a relaxing getaway. It felt peaceful and private while still being a short drive to all the shops, restaurants, and attractions Galena has to offer. You can truly feel the care that went into preserving the...
United States
Becky
The price is ￥32,253
￥64,305 total
includes taxes & fees
Dec 16 - Dec 17
Hot Tub 2-bedroom 2 full bath in lovely Galena countryside
Dining
Downtown Galena Luxury Penthouse w/ Parking

Apartment in Galena Historic District

Downtown Galena Luxury Penthouse w/ Parking
9.8 out of 10, Exceptional, (25)
"Prefect location to be able to adventure out in downtown area"
United States
Cole D.
Downtown Galena Luxury Penthouse w/ Parking
Property grounds
Drake House- Fleur De Lis (Private hot tub)

Apartment in Historic Millwork District

Drake House- Fleur De Lis (Private hot tub)
10.0 out of 10, Exceptional, (170)
"Beautiful/fun little place to stay and located in a great area"
United States
Ashley S.
The price is ￥18,090
￥35,968 total
includes taxes & fees
Dec 22 - Dec 23
Drake House- Fleur De Lis (Private hot tub)
TV
115#202 / Charming Downtown Dubuque Apartment

Apartment in Downtown Dubuque

115#202 / Charming Downtown Dubuque Apartment
10.0 out of 10, Exceptional, (38)
"Fantastic location. Clean space. Would absolutely stay here again."
United States
Cara W.
The price is ￥10,751
￥27,572 total
includes taxes & fees
Dec 21 - Dec 22
115#202 / Charming Downtown Dubuque Apartment
Interior
Driftless Get Away

Vacation Home in Galena

Driftless Get Away
9.8 out of 10, Exceptional, (90)
"Enjoyed our stay. Convenient location and comfy beds!"
United States
dennis r.
Driftless Get Away
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 Dickeyville Hotel Reviews

Days Inn by Wyndham Dubuque

Days Inn by Wyndham Dubuque

10/10 Excellent
"This place has fixed up so nice the last time l was here l feel so comfortable "
Janice 1-night trip
Posted 2 days ago
Days Inn by Wyndham Dubuque

Find out more about Dickeyville

Search for holiday rentals in Dickeyville on Expedia! You can easily find your home rentals, villas, holiday apartments in Dickeyville using one of the methods below:

  • View our selection of featured holiday rentals in Dickeyville
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Look no further and take a look at our great range of rental properties in Dickeyville!

Frequently asked questions

Can I find vacation rentals in Dickeyville?

Yes, we offer vacation rentals near the most popular attractions in Dickeyville, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Dickeyville has to offer?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: Visitors like this Dickeyville vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What’s there to see and do in Dickeyville?

Explore the area and family-friendly sights such as ImOn Ice Arena, or get out into nature at a spot like Eagle Point Park. Dickeyville Grotto and Q Casino are a couple of places you'll find in the larger area.

What’s a vacation rental in Dickeyville like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Dickeyville. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.