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Vacation Homes in Dorchester

Our top choices for Dorchester vacation homes

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

9.8 out of 10, Exceptional, (500)
"Great communication and lovely unique stay. Would stay again."
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

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

10.0 out of 10, Exceptional, (12)
"We had a great time staying here, and the space was wonderful. The weather didn’t allow us to take full advantage of the hot tub, but it was great when we could get in there. We would definitely stay here again."
The Driftless Blue Villa | Hot Tub & Fireplace | Close to Downtown

Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

10.0 out of 10, Exceptional, (161)
"Awesome property, highly recommend!"
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

9.8 out of 10, Exceptional, (130)
"I will stay there again"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)

Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region

9.6 out of 10, Exceptional, (28)
"We absolutely loved this home and area! Very clean house and well-stocked kitchen which made making our meals easy. Would definitely stay again!"
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region

Tiny House on Upper Iowa River w/ hot tub

8.8 out of 10, Excellent, (39)
"Great place, fully stocked and close proximity to river fun!! "
The price is SAR 422
SAR 847 total
includes taxes & fees
9 Sep - 10 Sep
Tiny House on Upper Iowa River w/ hot tub

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"Very relaxing and chris was very accommodating to our needs. "
The price is SAR 675
SAR 818 total
includes taxes & fees
9 Oct - 10 Oct
The Hen House Retreat - A Comfortable Place to Roost

Harpers Haven, The whole house

10.0 out of 10, Exceptional, (38)
"Great stay - great accommodations and great area! Would stay again!"
Harpers Haven, The whole house

Farmhouse Within City Limits & Close to Luther College

10.0 out of 10, Exceptional, (61)
"Wonderful, cozy, quiet and fully stocked home. I highly recommend. "
Farmhouse Within City Limits & Close to Luther College

Country in the City | Massage Chair and Fireplace | Close to Downtown

10.0 out of 10, Exceptional, (50)
"The hosts were very responsive and the house was great! "
Country in the City | Massage Chair and Fireplace | Close to Downtown

Large property close to the Mississippi River. Sleeps up to 12. Pet Friendly.

9.8 out of 10, Exceptional, (26)
"Very pleasant and comfortable."
Large property close to the Mississippi River. Sleeps up to 12. Pet Friendly.

Ridgehaven is a peaceful, secluded cabin on 40 beautiful wooded acres

9.8 out of 10, Exceptional, (204)
"Great stay, nicely furnished"
Ridgehaven is a peaceful, secluded cabin on 40 beautiful wooded acres

Beautiful, newly renovated 3 bedroom home on the Mississippi River.

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing stay. Everything was just fantastic. The property was exactly what we had hoped for. Would absolutely recommend this to anyone."
Beautiful, newly renovated 3 bedroom home on the Mississippi River.

Urban Edge | Comfort & Fun: Large Game Room & Fitness Room

10.0 out of 10, Exceptional, (45)
"Had a great stay at this property in Decorah. Great location and close to everything we wanted to do. Lots of space in the house and very comfy beds and pillows. Would stay here again next time we’re in the area!"
Urban Edge | Comfort & Fun: Large Game Room & Fitness Room

Indoor Fish Cleaning - Darts - Poker - Newly Remodeled

10.0 out of 10, Exceptional, (11)
"Very good property with amazing location and amenities "
Indoor Fish Cleaning - Darts - Poker - Newly Remodeled

Charming House with Amazing Views! Next to Marina and Tiki Bar

9.8 out of 10, Exceptional, (24)
"Great place to stay!"
Charming House with Amazing Views! Next to Marina and Tiki Bar

Eagles Landing Sleeps 10 HOT TUB

10.0 out of 10, Exceptional, (14)
"This house was exactly what we wanted again as all 10 of our family were able to attend with three adult couples and four adult grandsons. It made a great place for another memorable family celebration!"
Eagles Landing Sleeps 10 HOT TUB

Unwind at the Lotus house Opal suite.

9.6 out of 10, Exceptional, (10)
"Very great location and owner is great"
Unwind at the Lotus house Opal suite.

Cozy Oak Street Cottage

9.8 out of 10, Exceptional, (6)
"Great property and great hosts. Spotlessly clean and every amenity i could think of. Will definitely book again."
The price is SAR 351
SAR 659 total
includes taxes & fees
9 Sep - 10 Sep
Cozy Oak Street Cottage

Country Retreat Nestled in Wooded Valley

9.6 out of 10, Exceptional, (87)
"Perfect place for friends to gather for a relaxing weekend in the area. Lynn was a fantastic host and the stay was fantastic!"
Country Retreat Nestled in Wooded Valley
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