Dorchester Vacation Rentals

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Vacation Rentals in Dorchester

Harrison House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (15)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
$163 nightly
The price is $173
Nov 29 - Nov 30
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome

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

Bunker Hill
10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
$117 nightly
The price is $124
Nov 29 - Nov 30
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.

Edwards House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (21)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
$159 nightly
The price is $169
Nov 29 - Nov 30
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome

Litchfield
9.8 out of 10, Exceptional, (18)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
$159 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome

Jackson House; Pets Welcome

Litchfield
10.0 out of 10, Exceptional, (17)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
United States
Anonymous traveler
$170 nightly
The price is $180
Dec 7 - Dec 8
Total with taxes and fees
Jackson House; Pets Welcome

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

Litchfield
10.0 out of 10, Exceptional, (13)
"Great location. Wonderful owner"
United States
David E.
$222 nightly
The price is $235
Dec 1 - Dec 2
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield

The Carlinville Cottage

Carlinville
10.0 out of 10, Exceptional, (17)
"A very peaceful, quiet home that was perfect for our short stay. Enjoyed early morning coffee on the front porch in this newly remodeled, and beautifully decorated home. Will recommend to others traveling to Carlinville."
United States
Sue A.
$490 nightly
The price is $504
Dec 1 - Dec 2
Total with taxes and fees
The Carlinville Cottage

Light Filled Loft on Town Square

2.0 star property
Carlinville
$219 nightly
The price is $232
Nov 29 - Nov 30
Total with taxes and fees
Light Filled Loft on Town Square
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

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 $124 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.

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?

State Street House; 3-br house; PETS WELCOME; Litchfield: This vacation home near Dorchester has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Dorchester?

While you're exploring the area, Piney Creek Ravine - State Natural Area and Lake Ka-Ho 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.