A brick building with the word "DORCHESTER" in large letters.

Dorchester Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Dorchester vacation rentals

Property grounds

1. Lazy River Cabin

Lazy River Cabin
Dorchester
8.8 out of 10, Excellent, (67 reviews)
"We really enjoyed this cabin. Great location, wonderful, hot tub, would highly recommend it."
United States
Father Donald E.
$268 nightly
The price is $300
Sep 7 - Sep 8
Total with taxes and fees
Lazy River Cabin
Private kitchen

2. Warm and Cozy Upstairs Apartment

Warm and Cozy Upstairs Apartment
Caledonia
9.4 out of 10, Exceptional, (15 reviews)
"So cozy and nice "
United States
Heidi P.
$153 nightly
The price is $163
Sep 8 - Sep 9
Total with taxes and fees
Warm and Cozy Upstairs Apartment
Interior

3. Paradise Point- Sleeps 2 HOT TUB

Paradise Point- Sleeps 2 HOT TUB
De Soto
10.0 out of 10, Exceptional, (60 reviews)
"Hot tub was great, the views were amazing and the location was very pleasant "
United Kingdom
Roberto C.
$362 nightly
The price is $407
Sep 17 - Sep 18
Total with taxes and fees
Paradise Point- Sleeps 2 HOT TUB
Exterior

4. Rustic Hideaway Sleeps 4 HOT TUB

Rustic Hideaway Sleeps 4 HOT TUB
De Soto
10.0 out of 10, Exceptional, (50 reviews)
"Beautiful area and a great cabin."
United States
Cal S.
$358 nightly
The price is $405
Sep 7 - Sep 8
Total with taxes and fees
Rustic Hideaway Sleeps 4 HOT TUB
Living area

5. 4BR Retreat in Waukon • Group Friendly

4BR Retreat in Waukon • Group Friendly
Waukon
10.0 out of 10, Exceptional, (17 reviews)
"Very charming quaint older home nice and clean we had an amazing stay thank you"
United States
Sue B.
$165 nightly
The price is $185
Sep 7 - Sep 8
Total with taxes and fees
4BR Retreat in Waukon • Group Friendly
Outdoor dining

6. Whispering Winds Sleep 2 Hot Tub, Whispering Winds Sleeps 2 Hot Tub

Whispering Winds Sleep 2 Hot Tub, Whispering Winds Sleeps 2 Hot Tub
De Soto
10.0 out of 10, Exceptional, (5 reviews)
"We had an absolutely fabulous stay! The place is very clean, cozy, romantic, with a gorgeous view. We will definitely be back! "
United States
Jennifer A.
$348 nightly
The price is $384
Sep 13 - Sep 14
Total with taxes and fees
Whispering Winds Sleep 2 Hot Tub, Whispering Winds Sleeps 2 Hot Tub
Exterior

7. Exceptional new listing Decorah Craftsman Bungalow

Exceptional new listing Decorah Craftsman Bungalow
Decorah
10.0 out of 10, Exceptional, (130 reviews)
"Great house and location!"
United States
Evan W.
$281 nightly
The price is $315
Sep 7 - Sep 8
Total with taxes and fees
Exceptional new listing Decorah Craftsman Bungalow
Room

8. Enjoy the top floor of this victorian house With two suites & a bonus bedroom

Enjoy the top floor of this victorian house With two suites & a bonus bedroom
Lansing
9.8 out of 10, Exceptional, (14 reviews)
"We really enjoyed our stay!!"
United States
Daira H.
$240 nightly
The price is $269
Sep 8 - Sep 9
Total with taxes and fees
Enjoy the top floor of this victorian house With two suites & a bonus bedroom
Living area

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

The Nest: Beautiful Apartment Style Lodging In The Heart Of Downtown Decorah.
Downtown Decorah
9.6 out of 10, Exceptional, (193 reviews)
"Awesome experience . Great accommodations close and convenient to shops and restaurants. Highly recommend."
United States
Cindy S.
$180 nightly
The price is $202
Sep 8 - Sep 9
Total with taxes and fees
The Nest: Beautiful Apartment Style Lodging In The Heart Of Downtown Decorah.
Living area

10. Country Cabin In The Heart Of Amish Country In Scenic Valley Near Canton, MN

Country Cabin In The Heart Of Amish Country In Scenic Valley Near Canton, MN
Canton
9.8 out of 10, Exceptional, (193 reviews)
"The cabin was fantastic. Much larger than I expected. We really enjoyed it."
United States
Barbara
$268 nightly
The price is $288
Sep 7 - Sep 8
Total with taxes and fees
Country Cabin In The Heart Of Amish Country In Scenic Valley Near Canton, MN
Dining

11. Farmhouse Within City Limits & Close to Luther College

Farmhouse Within City Limits & Close to Luther College
Decorah
10.0 out of 10, Exceptional, (87 reviews)
"We had an enjoyable stay."
United States
Anne S.
$278 nightly
The price is $312
Sep 7 - Sep 8
Total with taxes and fees
Farmhouse Within City Limits & Close to Luther College
Outdoor spa tub

12. Room on the Ridge / HOT TUB / Sleeps 2

Room on the Ridge / HOT TUB / Sleeps 2
Wheatland
10.0 out of 10, Exceptional, (4 reviews)
"Super clean and cute. Bed was so comfy. The view??? Hello so pretty. Would stay again"
United States
Lisa G.
$236 nightly
The price is $247
Sep 8 - Sep 9
Total with taxes and fees
Room on the Ridge / HOT TUB / Sleeps 2
Exterior

13. Cozy Oak Street Cottage

Cozy Oak Street Cottage
Mabel
10.0 out of 10, Exceptional, (15 reviews)
"Sheena was a very friendly and responsive host. The Cozy Cottage was clean, comfortable, and included all of the amenities we needed and a few extras, like coffee and flavored creamers! We will definitely choose the Cozy Cottage for our next stay in Mabel!"
United States
Patti C.
$170 nightly
The price is $183
Sep 14 - Sep 15
Total with taxes and fees
Cozy Oak Street Cottage
Outdoor spa tub

14. The Quarry / HOT TUB / Sleeps 5

The Quarry / HOT TUB / Sleeps 5
Wheatland
8.8 out of 10, Excellent, (5 reviews)
"Property was clean and pet friendly"
United States
Vickie D.
$352 nightly
The price is $368
Sep 10 - Sep 11
Total with taxes and fees
The Quarry / HOT TUB / Sleeps 5
Room

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

Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Houston
10.0 out of 10, Exceptional, (29 reviews)
"Host was very attentive and available if needed but everything was perfect. The woodwork is amazing and grand piano sounded like you were in a concert hall. We absolutely loved our stay and hope to make it back since it is such a beautiful area."
United States
Nikki W.
$285 nightly
The price is $305
Sep 8 - Sep 9
Total with taxes and fees
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Private kitchen

16. Barn On The Ridge / HOT TUB / Sleeps 6

Barn On The Ridge / HOT TUB / Sleeps 6
Wheatland
10.0 out of 10, Exceptional, (10 reviews)
"It was such a cute and clean place - perfect for our girls weekend! "
United States
Katelyn
$400 nightly
The price is $418
Sep 13 - Sep 14
Total with taxes and fees
Barn On The Ridge / HOT TUB / Sleeps 6
Outdoor dining

17. Cedar Springs Greenhouse

Cedar Springs Greenhouse
Decorah
9.4 out of 10, Exceptional, (17 reviews)
"Far superior to tent camping, and the property is beautiful. Thais, our host, was very communicative and helpful. "
United States
Brandon F.
$145 nightly
The price is $152
Sep 7 - Sep 8
Total with taxes and fees
Cedar Springs Greenhouse
Outdoor dining

18. Beaver Cabin

Beaver Cabin
Lansing
8.6 out of 10, Excellent, (42 reviews)
"Great place. Exactly what my husband and I were wanting for a relaxing mini-vacation. "
United States
Vanessa P.
$174 nightly
The price is $194
Sep 7 - Sep 8
Total with taxes and fees
Beaver Cabin
Room

19. Koreana Apartment Number 3

Koreana Apartment Number 3
Downtown Decorah
9.2 out of 10, Wonderful, (59 reviews)
"Great place, clean and perfect location!"
United States
Aaron T.
$157 nightly
The price is $176
Sep 7 - Sep 8
Total with taxes and fees
Koreana Apartment Number 3
Interior

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

The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown
Decorah
9.8 out of 10, Exceptional, (26 reviews)
"Lovely place. "
United States
Amy J.
$228 nightly
The price is $249
Sep 8 - Sep 9
Total with taxes and fees
The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown
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 Dorchester Hotel Reviews

Hotel Winneshiek

Hotel Winneshiek

10/10 Excellent
"This hotel was amazing! Everything is so well cared for, great staff, great bar, right in the heart of downtown. You feel totally spoiled in this beautiful building- very affordable!"
Sharon 1-night trip
Posted 12 hours ago
Hotel Winneshiek

Find out more about Dorchester

Everything you need to know about Dorchester 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 Dorchester 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 Dorchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dorchester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dorchester. 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 Dorchester 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 $200 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 Dorchester rentals

At Expedia, we put the best Dorchester 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 Dorchester 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 Dorchester 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 Dorchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

The Hen House Retreat - A Comfortable Place to Roost: Visitors like this Dorchester vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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. Toppling Goliath Brewing Co. and Upper Iowa Speedway 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.