Dorchester Vacation Rentals

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Check prices for these dates

Tonight
Oct 31 - Nov 1
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Nov 1 - Nov 2
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Dorchester

Private kitchen
State Street House; 3-br house; PETS WELCOME; Litchfield
State Street House; 3-br house; PETS WELCOME; Litchfield
10.0 out of 10, Exceptional, (12)
"My daughters, son-in-law and I found ourselves needing to stay near Hillsboro for my Grandmother’s funeral. Mike and Amy were gracious hosts. We truly felt the love they have for the home. It’s a great location, a quick walk to downtown Litchfield. I highly recommend!"
United States
Joanna M.
The price is ￥22,746
￥36,401 total
includes taxes & fees
Nov 2 - Nov 3
State Street House; 3-br house; PETS WELCOME; Litchfield
Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome
Route 66 house; Litchfield IL; Pets welcome
9.8 out of 10, Exceptional, (18)
"Had everything we needed"
United States
Becky M.
The price is ￥15,877
￥25,725 total
includes taxes & fees
Nov 3 - Nov 4
Route 66 house; Litchfield IL; Pets welcome
Smart TV, fireplace
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay here and would love to stay again someday. 5 stars all the way! Thanks Chris!"
United States
LAURA M.
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
Fridge, microwave, oven, stovetop
The Carlinville Cottage
The Carlinville Cottage
10.0 out of 10, Exceptional, (16)
"Our second stay at the Carlinville Cottage and we will be back!"
United States
Janell M.
The price is ￥33,906
￥77,745 total
includes taxes & fees
Nov 11 - Nov 12
The Carlinville Cottage
Exterior detail
Plainview Vineyard Retreat by StayLage
Plainview Vineyard Retreat by StayLage
2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
United States
Christopher B.
The price is ￥15,813
￥66,759 total
includes taxes & fees
Nov 3 - Nov 4
Plainview Vineyard Retreat by StayLage
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (17)
"We were there for a wedding--home was roomy and comfortable. Would stay there again."
United States
Donna T.
The price is ￥17,724
￥27,768 total
includes taxes & fees
Nov 9 - Nov 10
Jackson House; Pets Welcome
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (21)
"Perfect situation for those who prefer to stay in a small house rather than hotel. Older but well-maintained neighborhood. Very pleasant and just a few blocks from the downtown area."
United States
Robert N.
The price is ￥15,877
￥25,725 total
includes taxes & fees
Nov 2 - Nov 3
Edwards House; Litchfield, IL; Pets welcome
Terrace/patio
Victorian Carlinville home on Rt. 66
Victorian Carlinville home on Rt. 66
10.0 out of 10, Exceptional, (11)
"Beautiful spacious Victorian home! Wonderful location and impeccably stocked. Gracious owner. We had a wonderful stay."
United States
Janell M.
Victorian Carlinville home on Rt. 66
Exterior
Lake House off Route 66
Lake House off Route 66
9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
United States
Jodiq P.
Lake House off Route 66
Property grounds
Harrison House; Litchfield, IL; Pets welcome
Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (15)
"Everything was in excellent shape and the fenced yard was great for the pups."
United States
Barbara A B.
The price is ￥16,350
￥26,389 total
includes taxes & fees
Nov 2 - Nov 3
Harrison House; Litchfield, IL; Pets welcome
Property grounds
Cozy studio located in small town America, Bunker Hill, IL.
Cozy studio located in small town America, Bunker Hill, IL.
10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
The price is ￥10,992
￥18,930 total
includes taxes & fees
Nov 3 - Nov 4
Cozy studio located in small town America, Bunker Hill, IL.
Property grounds
1 Bedroom Furnished Basement Apartment Close to Phillips 66
1 Bedroom Furnished Basement Apartment Close to Phillips 66
1 Bedroom Furnished Basement Apartment Close to Phillips 66
Exterior
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
TV, fireplace
Charming 1BR Near Historic Downtown Edwardsville & SIUE
Charming 1BR Near Historic Downtown Edwardsville & SIUE
Charming 1BR Near Historic Downtown Edwardsville & SIUE
Private kitchen
Cozy Historic Downtown Edwardsville Charmer
Cozy Historic Downtown Edwardsville Charmer
9.4 out of 10, Exceptional, (13)
"This was such a nice home, perfect for my family's stay in the area. We appreciated having access to the full kitchen, dining room and living room to make our stay comfortable."
United States
Desera G.
Cozy Historic Downtown Edwardsville Charmer
Fridge, microwave, oven, stovetop
Chestnut House; Litchfield, IL; Pets Welcome
Chestnut House; Litchfield, IL; Pets Welcome
9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
United States
Tim P.
Chestnut House; Litchfield, IL; Pets Welcome
House (1 Bedroom) | Interior
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
3.0 star property
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!
Living area
Sunny Mid-Century Modern duplex with a garage
Sunny Mid-Century Modern duplex with a garage
Sunny Mid-Century Modern duplex with a garage
Dining
Alton Illinois Intimate Events Venue
Alton Illinois Intimate Events Venue
Alton Illinois Intimate Events Venue
Interior
Light Filled Loft on Town Square
Light Filled Loft on Town Square
2.0 star property
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

Hampton Inn & Suites St. Louis/Alton

Hampton Inn & Suites St. Louis/Alton

10/10 Excellent
"NA"
Katherine 1-night trip
Posted 2 days ago
Hampton Inn & Suites St. Louis/Alton

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?

State Street House; 3-br house; PETS WELCOME; Litchfield: This vacation home rental 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 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.