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Dorchester Vacation Rentals

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Our top choices for Dorchester vacation rentals

Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful home, well insulated in the Illinois winter! Hosts are very attentive and accommodating. Perfect for a weekend in town visiting family. Will definitely stay again. Thank you Mike and Amy!"
United States
Jason W.
The price is CA $166
CA $259 total
includes taxes & fees
Jun 15 - Jun 16
Edwards House; Litchfield, IL; Pets welcome

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, (16 reviews)
"The apartment was very comfortable and cozy. We slept great and it was very nice to have a place to stay in Bunker Hill. "
United States
Erica L.
The price is CA $101
CA $173 total
includes taxes & fees
Jun 21 - Jun 22
Cozy studio located in small town America, Bunker Hill, IL.

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)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is CA $222
CA $353 total
includes taxes & fees
Jun 15 - Jun 16
State Street House; 3-br house; PETS WELCOME; Litchfield

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 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 CA $152
CA $243 total
includes taxes & fees
Jul 13 - Jul 14
Route 66 house; Litchfield IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is CA $162
CA $263 total
includes taxes & fees
Jun 18 - Jun 19
Harrison House; Litchfield, IL; Pets welcome

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is CA $315
CA $464 total
includes taxes & fees
Jun 15 - Jun 16
Light Filled Loft on Town Square

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
The price is CA $308
CA $703 total
includes taxes & fees
Jun 15 - Jun 16
The Carlinville Cottage

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 CA $393
CA $728 total
includes taxes & fees
Jun 22 - Jun 23
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

Find out more about Dorchester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dorchester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Harrison House; Litchfield, IL; Pets welcome: This vacation home rental near Dorchester is located on a lake and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Dorchester?

While you're exploring the area, Walton Park 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 Timber Lakes Golf Course and The Winery at Shale Lake.

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.