Dorchester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Dorchester

Outdoor spa tub
Lazy River Cabin

Lazy River Cabin

Dorchester
8.8 out of 10, Excellent, (52)
"10/10 recommend this house, great space. Very clean. Good parking. "
United States
Madison S.
The price is ￥14,733
￥35,086 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lazy River Cabin
Outdoor spa tub
Tiny House on Upper Iowa River w/ hot tub

Tiny House on Upper Iowa River w/ hot tub

dorchester
8.8 out of 10, Excellent, (45)
"Great place. Loved sitting in hot tub watching the river at sunset. "
United States
Jim C.
The price is ￥12,561
￥29,006 total
includes taxes & fees
Dec 8 - Dec 9
Tiny House on Upper Iowa River w/ hot tub
Outdoor spa tub
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool

Dorchester
10.0 out of 10, Exceptional, (5)
"Clean spacious and good vibes "
United States
Gunner
The price is ￥10,468
￥42,295 total
includes taxes & fees
Dec 11 - Dec 12
Hunters Hollow Lodge W/ Outdoor Hot Tub & New Swimming Pool
Property grounds
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

Ferryville
9.8 out of 10, Exceptional, (514)
"Fun spot to stay - hot tub and screened porch is great. "
United States
Anthony S.
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!
Outdoor spa tub
Wexford Hollow... 6 Bedroom Cabin W/Pool & Hot Tub

Wexford Hollow... 6 Bedroom Cabin W/Pool & Hot Tub

Lansing
8.6 out of 10, Excellent, (8)
"We really enjoyed our stay and had a great time. We enjoyed the peace and quiet. And having a pool is always great. "
United States
Tammy W.
The price is ￥14,733
￥47,765 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wexford Hollow... 6 Bedroom Cabin W/Pool & Hot Tub
Interior
Walnut Ridge Cabin 2 Bedrooms and Hot Tub Jacuzzi

Walnut Ridge Cabin 2 Bedrooms and Hot Tub Jacuzzi

Waterville
8.6 out of 10, Excellent, (4)
"Beautiful cabin! We had so much fun ! "
United States
Erika M.
The price is ￥14,733
￥36,996 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Walnut Ridge Cabin 2 Bedrooms and Hot Tub Jacuzzi
Interior
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

Ferryville
9.8 out of 10, Exceptional, (48)
"Check in was easy, host followed through on firewood order, plenty of amenities were present."
United States
Emily H.
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Exterior
Rustic Hideaway Sleeps 4 HOT TUB

Rustic Hideaway Sleeps 4 HOT TUB

De Soto
10.0 out of 10, Exceptional, (35)
"It was a wonderful escape for celebrating 2 anniversaries! "
United States
Ashley U.
The price is ￥36,444
￥66,773 total
includes taxes & fees
Dec 8 - Dec 9
Rustic Hideaway Sleeps 4 HOT TUB
Fridge, microwave, oven, stovetop
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

Ferryville
10.0 out of 10, Exceptional, (133)
"Overall it’s a nice little cabin away from everybody, which is truly nice. The hot tub is a huge plus! And the WIFI was really nice too! We had a great time on our romantic getaway "
United States
Jesse K.
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Outdoor pool
Log Cabin/ w hot tub, outdoor pool & pool table

Log Cabin/ w hot tub, outdoor pool & pool table

Lansing
9.8 out of 10, Exceptional, (58)
"NICE CLEAN PROPERTY. ENJOYED HOT TUB."
United States
James B.
The price is ￥13,259
￥35,868 total
includes taxes & fees
Dec 10 - Dec 11
Log Cabin/ w hot tub, outdoor pool & pool table
Exterior
The Sun Set River View, Luxury, private, amazing views of River with Hot Tub

The Sun Set River View, Luxury, private, amazing views of River with Hot Tub

Ferryville
10.0 out of 10, Exceptional, (129)
"We had a great time and the place was awesome!!"
United States
Oswaldo P.
The Sun Set River View, Luxury, private, amazing views of River with Hot Tub
Terrace/patio
Relax Amidst Nature On Clear Creek

Relax Amidst Nature On Clear Creek

New Albin
9.6 out of 10, Exceptional, (164)
"The location is great for those that want seclusion. The cabin is very well kept and has plenty of space/beds for guests"
United States
Bridgette J.
Relax Amidst Nature On Clear Creek
Outdoor spa tub
Eagles Nest- River View Cabin

Eagles Nest- River View Cabin

2.0 star property
De Soto
8.0 out of 10, Very Good, (13)
"Great Cabin with a view of the Mighty Mississippi. Quiet and secluded enough but within driving distance of Viroqua"
United States
Donna E.
The price is ￥15,632
￥36,126 total
includes taxes & fees
Dec 8 - Dec 9
Eagles Nest- River View Cabin
Interior
Spacious 2-bedroom loft above the International Owl Center in Houston, MN

Spacious 2-bedroom loft above the International Owl Center in Houston, MN

2.0 star property
Houston
10.0 out of 10, Exceptional, (15)
"Beautiful property for a stay. This property was spacious, clean and so beautifully decorated. Our only regret is that we weren’t staying longer."
United States
Heidi
The price is ￥38,615
￥47,237 total
includes taxes & fees
Dec 7 - Dec 8
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Interior
The Nest: Beautiful Apartment Style Lodging In The Heart Of Downtown Decorah.

The Nest: Beautiful Apartment Style Lodging In The Heart Of Downtown Decorah.

Decorah
9.6 out of 10, Exceptional, (167)
"This is a nice little apartment in downtown. Great location to enjoy a walk through town and Saturday morning Farmers Market. "
United States
SALLY S.
The price is ￥14,655
￥28,747 total
includes taxes & fees
Dec 15 - Dec 16
The Nest: Beautiful Apartment Style Lodging In The Heart Of Downtown Decorah.
3 bedrooms, desk, free WiFi, bed sheets
Cozy Ridge Retreat

Cozy Ridge Retreat

De Soto
9.6 out of 10, Exceptional, (32)
"Great place to kick back and unwind. The cabin was clean, and Michael was a great host, he was quick to respond to any questions we had. The view was absolutely amazing, and we were able to enjoy some wild life, deer, grouse and even a wood chuck! Would definitely recommend the cabin for a great get away."
United States
leanne J.
Cozy Ridge Retreat
Outdoor spa tub
Beaver Cabin

Beaver Cabin

Lansing
9.0 out of 10, Wonderful, (29)
"Was a very nice place to stay for the night.The kids had fun"
United States
Joe G.
The price is ￥11,011
￥29,006 total
includes taxes & fees
Dec 15 - Dec 16
Beaver Cabin
Marina
Cozy cabin in adorable Genoa with AC, WiFi pet friendly and close the river.

Cozy cabin in adorable Genoa with AC, WiFi pet friendly and close the river.

2.0 star property
Genoa
9.8 out of 10, Exceptional, (18)
"Great place to stay.Host's are great people."
United States
gary w.
Cozy cabin in adorable Genoa with AC, WiFi pet friendly and close the river.
Dining
The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown

The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown

Decorah
10.0 out of 10, Exceptional, (15)
"This little Villa was perfect and close to all the fun things to do in Decorah. I would absolutely stay here again. "
United States
Jenna C.
The price is ￥23,107
￥35,997 total
includes taxes & fees
Dec 9 - Dec 10
The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown
Outdoor spa tub
Scenic View Lodge- w/ hot tub & POOL

Scenic View Lodge- w/ hot tub & POOL

Lansing
9.6 out of 10, Exceptional, (17)
"There was plenty of room for all 14 of us. Everyone enjoyed the pool and hot tub. Enjoyed exploring the town and around the area. Would definitely stay again."
United States
L P.
The price is ￥15,353
￥44,465 total
includes taxes & fees
Dec 15 - Dec 16
Scenic View Lodge- w/ hot tub & POOL
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dorchester Hotel Reviews

Hotel Winneshiek

Hotel Winneshiek

10/10 Excellent
"Rooms are large and shower was great"
Brian 4-night trip
Posted 5 days ago
Hotel Winneshiek

Find out more about Dorchester

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

  • View our selection of featured holiday rentals in Dorchester
  • Use the map to find apartments and other holiday homes in the Dorchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dorchester while they last

Look no further and take a look at our great range of rental properties in Dorchester!

Frequently asked questions

Can I find a vacation rental in Dorchester?

Yes, we offer vacation rentals near top attractions in Dorchester, or you can choose a secluded option if you're looking for relaxation.

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

Tiny House on Upper Iowa River w/ hot tub: Visitors like this Dorchester vacation home rental. It offers a hot tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Dorchester?

While exploring the area, visit family-friendly sights like Agora, or get outside and enjoy nature at Mount Hosmer Park. Beaver Creek Valley State Park and Seed Savers Exchange Heritage Farm are a couple of places you'll find in the larger area.

What’s a vacation rental in Dorchester like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Dorchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.