Dorchester Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Dorchester vacation rentals

Terrace/patio

Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (15 reviews)
"Great location, felt like it was home "
United States
Dawn L.
The price is ￥11,320
￥19,495 total
includes taxes & fees
Feb 10 - Feb 11
Cozy studio located in small town America, Bunker Hill, IL.
Exterior

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (17 reviews)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is ￥18,253
￥29,342 total
includes taxes & fees
Feb 14 - Feb 15
Harrison House; Litchfield, IL; Pets welcome
Interior

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (19 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is ￥17,137
￥27,326 total
includes taxes & fees
Feb 12 - Feb 13
Route 66 house; Litchfield IL; Pets welcome
Living area

State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
10.0 out of 10, Exceptional, (14 reviews)
"Great location. Wonderful owner"
United States
David E.
The price is ￥24,998
￥39,322 total
includes taxes & fees
Feb 17 - Feb 18
State Street House; 3-br house; PETS WELCOME; Litchfield
Iron/ironing board, free WiFi, bed sheets

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (4 reviews)
"The loft was very clean and so nicely decorated. We had a wonderful relaxing weekend and would definitely stay there again. "
United States
Nicole S.
The price is ￥29,872
￥45,820 total
includes taxes & fees
Feb 10 - Feb 11
Light Filled Loft on Town Square
Fridge, microwave, oven, stovetop

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was perfect and convenient. We will definitely be back. Thank you!"
United States
Gary D.
The price is ￥34,588
￥76,309 total
includes taxes & fees
Feb 10 - Feb 11
The Carlinville Cottage
Exterior

Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay"
United States
Adam M.
The price is ￥49,839
￥88,977 total
includes taxes & fees
Feb 21 - Feb 22
Grand Victorian Carlinville home on Rt. 66.
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

Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

10/10 Excellent
"Room and pool was very nice! Coffee and tea 24/7. Staff are very nice!"
Nicholas 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Litchfield West by IHG

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

Frequently asked questions

Are there vacation rentals in Dorchester?

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

What's the top vacation rental in Dorchester?

Jackson House; Pets Welcome: Located near Dorchester, this vacation home rental is located on a lake and has a patio, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Dorchester?

While you're exploring the area, Piney Creek Ravine - State Natural Area and Madison Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Beaver Dam State Park and Litchfield Museum and Route 66 Welcome Center.

What are vacation rentals like in Dorchester?

Vacation rentals are private accommodations you can reserve for a couple days or more in Dorchester. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.