Dorchester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Dorchester vacation rentals

A patio area with wicker furniture, a striped umbrella, and potted plants.

1. 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, (22 reviews)
"Cute loft. Like staying at grandma's. In a little rural community. It's a nice option to hotels and for me it was a central location to family I wanted to visit."
United States
Kennetta M.
The price is ￥12,937
￥18,619 total
includes taxes & fees
Nov 16 - Nov 17
Cozy studio located in small town America, Bunker Hill, IL.
A spacious room with a large bed, a dining table, and a television.

2. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is ￥36,733
￥51,455 total
includes taxes & fees
Nov 16 - Nov 17
Light Filled Loft on Town Square.
A room with a wooden floor, a cow-print armchair, a white door, and a hallway leading to a kitchen.

3. Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was amazing! It was clean, cozy, and had everything I needed. The host was accommodating in every way! We will definitely be back. We truly enjoyed our stay. Such a peaceful place!"
United States
Jennifer W.
The price is ￥25,154
￥29,029 total
includes taxes & fees
Nov 16 - Nov 17
Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

4. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (30 reviews)
"Very cozy, cute house!"
United States
Star
The price is ￥24,755
￥36,730 total
includes taxes & fees
Nov 16 - Nov 17
Edwards House; Litchfield, IL; Pets welcome
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

5. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (23 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 ￥23,158
￥33,514 total
includes taxes & fees
Nov 16 - Nov 17
Route 66 house; Litchfield IL; Pets welcome
A room with a wooden floor, a sliding glass door leading to an outdoor patio with a table and chairs, and a broom leaning against the wall.

6. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (22 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is ￥26,512
￥37,577 total
includes taxes & fees
Nov 20 - Nov 21
Harrison House; Litchfield, IL; Pets welcome
A covered porch with a wooden floor, a white door, and two potted plants.

7. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
The price is ￥35,136
￥75,317 total
includes taxes & fees
Nov 16 - Nov 17
The Carlinville Cottage
A modern kitchen with white cabinets, a dark wooden countertop, and a stainless steel sink.

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (21 reviews)
"Great place in a quiet charming town."
United States
William
The price is ￥34,338
￥49,934 total
includes taxes & fees
Nov 19 - Nov 20
State Street House; 3-br house; PETS WELCOME; Litchfield
A porch with white wicker chairs, a small table, and a potted plant.

9. Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
The price is ￥61,488
￥102,612 total
includes taxes & fees
Nov 16 - Nov 17
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

A Holiday Inn Express & Suites building with a covered entrance and a landscaped area with plants and rocks.
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG
Litchfield

10/10 Excellent

Perfect for our business trip
United States
Carissa
Reviewed March 11, 2022
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:

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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?

Edwards House; Litchfield, IL; Pets welcome: This vacation home rental near Dorchester offers a patio, a private yard, and air-conditioning to help you feel perfectly comfortable 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, Lake Ka-Ho and Piney Creek Ravine - State Natural Area are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find The Winery at Shale Lake 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.