Dorchester Holiday Rentals

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Holiday Rentals in Dorchester

Cozy Historic Downtown Edwardsville Charmer

9.8 out of 10, Exceptional, (8)
"We really enjoyed all the little extras this host thought of. We appreciated the comfortable beds, ample outdoor space, and the speedy responses from the host, We would certainly highly recommend this to anyone looking for a great vacation rental!"
Cozy Historic Downtown Edwardsville Charmer

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

Lake House off Route 66

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
The price is NZ$374
includes taxes & fees
13 July - 14 July
Lake House off Route 66

The Carlinville Cottage

10.0 out of 10, Exceptional, (11)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is NZ$834
includes taxes & fees
22 July - 23 July
The Carlinville Cottage

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

10.0 out of 10, Exceptional, (10)
"Great location, felt like it was home "
The price is NZ$195
includes taxes & fees
16 July - 17 July
Cozy studio located in small town America, Bunker Hill, IL.

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (13)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is NZ$299
includes taxes & fees
27 July - 28 July
Jackson House; Pets Welcome

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

10.0 out of 10, Exceptional, (6)
"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!"
The price is NZ$367
includes taxes & fees
17 July - 18 July
State Street House; 3-br house; PETS WELCOME; Litchfield

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."
The price is NZ$289
includes taxes & fees
16 July - 17 July
Chestnut House; Litchfield, IL; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."
Route 66 house; Litchfield IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (11)
"We loved the house, plenty of space and it was furnished with everything we could need. Highly recommend!"
The price is NZ$308
includes taxes & fees
14 July - 15 July
Harrison House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (17)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
The price is NZ$280
includes taxes & fees
27 July - 28 July
Edwards House; Litchfield, IL; Pets welcome

Kirkham Train House; PETS WELCOME

Kirkham Train House; PETS WELCOME

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

1 Bedroom Furnished Basement Apartment Close to Phillips 66

1 Bedroom Furnished Basement Apartment Close to Phillips 66

Sunny Mid-Century Modern duplex with a garage

Sunny Mid-Century Modern duplex with a garage

Alton Illinois Intimate Events Venue

Alton Illinois Intimate Events Venue
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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Frequently asked questions

Are there holiday rentals in Dorchester?

Yes, there are holiday rentals close to the most popular sights in Dorchester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dorchester has to offer?

Victorian Carlinville home on Rt. 66 : This holiday home rental outside of Dorchester is located in the city centre, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Beaver Dam State Park and Litchfield Museum and Route 66 Welcome Center.

What are holiday rentals like in Dorchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dorchester. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip.