Dorchester Vacation Rentals from AED 455: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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.

Bunker Hill

Erica L.

AED 455 total

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

2. Edwards House; Litchfield, IL; Pets welcome

Litchfield

Star

AED 677 total

includes taxes & fees

3 Oct - 4 Oct

A modern kitchen with white cabinets, stainless steel appliances, a wooden staircase, and a dining area with a wooden table and chairs.

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

Plainview

AED 691 total

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a front porch, a green door, and the number 408 on the right side.

4. Harrison House; Litchfield, IL; Pets welcome

Litchfield

Amanda G.

AED 735 total

includes taxes & fees

4 Oct - 5 Oct

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

Litchfield

Mike O.

AED 693 total

includes taxes & fees

5 Oct - 6 Oct

A spacious room with a large island kitchen, a cozy seating area with a sofa and armchairs, and a bed with a view of the city through arched windows.

6. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Carlinville

Regina S.

AED 1,226 total

includes taxes & fees

4 Oct - 5 Oct

A living room with a black leather couch, a wooden coffee table, and a bookshelf. There is a dining area visible through an archway with a wooden table and chairs.

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

Litchfield

William

AED 1,032 total

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

8. Grand Victorian Carlinville home on Rt. 66.

Carlinville

Adam M.

AED 2,432 total

includes taxes & fees

4 Oct - 5 Oct

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Dorchester Hotel Reviews

Baymont by Wyndham Litchfield

10/10 Excellent

"The desk person was not very friendly. Lobby was dated and not very well kept. The room was very clean."

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

10/10 Excellent

"We typically stay in Litchfield hotels when visiting Carlinville for Blackburn College's homecoming, but wanted something closer. Having stayed in Vrbo properties on vacations, we looked for one in C-ville and were so happy we did!! The 3rd-floor, spacious loft above a storefront was exquisite! The owners have made the most of the historic arched windows that overlook the downtown square, wood floors and high ceilings, with both the furniture placement and lighting. The furniture and decor was beautiful and comfortable! The king-size bed was heaven to sleep on. Although we didn't need the kitchen for our one-night stay, it was well-stocked and accommodating and included a separate coffee bar! The large bathroom with a roomy walk-in shower and great shower head was perfect, and the chandelier - WOW! Nice touch!Communication with the host via e-mail or signs/info at the loft was excellent and appreciated. The entire place was spotless!The only drawback for some may be the staircase to the 3rd-floor with luggage, but we had no trouble (in our 60s), and there is lighting and railings.We would definitely stay again and highly recommend it for visits to Blackburn, Carlinville events, weddings, reunions, etc. Enjoy!Bonus for us - we picked out my engagement ring at the jewelry store that was formerly on the 1st floor about 43 years ago!"

Holiday Inn Express and Suites Alton St Louis Area by IHG

8/10 Good

"Nice place, but check-in was a bust we arrived at our room to find it had not been made up. Had to have a different room assigned. Breakfast was skipped this time because they were out of cinnamon rolls and extremely low on most other products. Very disappointing for a holiday inn express. Road noise was also a bit excessive throughout the night."

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dorchester vacation rentals

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

2. Edwards House; Litchfield, IL; Pets welcome

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

4. Harrison House; Litchfield, IL; Pets welcome

5. Route 66 house; Litchfield IL; Pets welcome

6. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

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

8. Grand Victorian Carlinville home on Rt. 66.

Find vacation rentals that suit your style

Top Dorchester Hotel Reviews

Baymont by Wyndham Litchfield

Hampton Inn by Hilton Litchfield

Carlin Villa Motel

Quality Inn Litchfield Route 66

Super 8 by Wyndham Staunton

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Holiday Inn Express & Suites Litchfield West by IHG

Best Western Plus Parkway Hotel

Holiday Inn Express and Suites Alton St Louis Area by IHG

Frequently asked questions

Go further with the Expedia app