Lodging Image

Chaplin Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chaplin vacation rentals

1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (23 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
The price is CA $131
CA $337 total
includes taxes & fees
Nov 17 - Nov 18
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

2. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful treehouse with everything you need. My kids loved picking blueberries and meeting the farm animals!"
United States
Lauren B.
The price is CA $145
CA $340 total
includes taxes & fees
Nov 9 - Nov 10
Treehouse - Countryside - Farm Animals - Fire Pit

3. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (11 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is CA $280
CA $416 total
includes taxes & fees
Nov 10 - Nov 11
Spacious, unique barn with beautiful views.

4. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
10.0 out of 10, Exceptional, (4 reviews)
"Offers good value with cozy accommodations."
United States
Anonymous traveller
The price is CA $123
CA $142 total
includes taxes & fees
Nov 9 - Nov 10
1 King Bed | Non-Smoking, Micfridge

5. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (56 reviews)
"Wonderful lake house with a short walk to the beach! Our family of 5 had a wonderful, very relaxing time here."
United States
Blithen D.
The price is CA $212
CA $437 total
includes taxes & fees
Dec 1 - Dec 2
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

6. Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Coventry
8.8 out of 10, Excellent, (15 reviews)
"This is a quaint little town with a lot of neat places to visit"
United States
Edwin D.
The price is CA $212
CA $455 total
includes taxes & fees
Nov 9 - Nov 10
Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

7. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (49 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is CA $198
CA $410 total
includes taxes & fees
Nov 10 - Nov 11
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

8. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is CA $158
CA $281 total
includes taxes & fees
Nov 10 - Nov 11
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

9. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.2 out of 10, Wonderful, (5 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is CA $304
CA $361 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1-bedroom cottage in serene Pomfret.

10. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
Stafford
9.6 out of 10, Exceptional, (50 reviews)
"Wonderful stay. Perfect spot on lake w kayaks already there very clean and had everything we needed!! We loved our stay and so relaxed."
United States
Lisa S.
The price is CA $165
CA $423 total
includes taxes & fees
Nov 10 - Nov 11
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

11. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is CA $140
CA $163 total
includes taxes & fees
Nov 9 - Nov 10
Modern 1-bedroom apartment in peaceful Sturbridge with AC

12. Fabulous 1-bedroom apartment in charming Norwich perfect for your stay.

Fabulous 1-bedroom apartment in charming Norwich perfect for your stay.
Norwich
The price is CA $135
CA $177 total
includes taxes & fees
Nov 9 - Nov 10
Fabulous 1-bedroom apartment in charming Norwich perfect for your stay.

13. Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞

Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞
Greeneville
10.0 out of 10, Exceptional, (10 reviews)
"Our stay here was for an overnight trip, it exceedee our expectations. It was cute, cozy, excellently maintained. It has a little charm to it and the continental breakfast was a nice touch by the host. Definitely would book again for trip. "
United States
Frank M.
The price is CA $159
CA $239 total
includes taxes & fees
Nov 9 - Nov 10
Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞

14. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (75 reviews)
"All aspects of our stay were excellent!"
United States
Lori G.
The price is CA $126
CA $317 total
includes taxes & fees
Nov 9 - Nov 10
Cozy, comfy,quiet &close to casinos

15. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (46 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is CA $178
CA $254 total
includes taxes & fees
Nov 9 - Nov 10
The Tree House at Underhill Hollow

16. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is CA $178
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
Wizard's Roost at Underhill Hollow

17. Delightful 2-bedroom apartment in charming Norwich awaits you

Delightful 2-bedroom apartment in charming Norwich awaits you
Norwich
The price is CA $158
CA $271 total
includes taxes & fees
Nov 17 - Nov 18
Delightful 2-bedroom apartment in charming Norwich awaits you

18. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is CA $178
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
SteamPunk Bunk House and Intergalactic Way Station

19. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is CA $530
CA $838 total
includes taxes & fees
Nov 9 - Nov 10
Secluded 2-Acre Lakefront Home! Book Your Getaway!

20. ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (18 reviews)
"Nice comfy stay in the beautiful room , Amanda was spot on with everything and very alert with any messages "
United States
Lenny R.
The price is CA $177
CA $429 total
includes taxes & fees
Nov 9 - Nov 10
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chaplin Hotel Reviews

Find out more about Chaplin

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 Chaplin. 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

Can I find vacation rentals in Chaplin?

Yes, you can find vacation rentals close to well known attractions in Chaplin, or you can go with a more remote option if you're looking for a relaxing stay. Chaplin is known for its parks and museums.

What are some of the best vacation rentals in Chaplin?

Cozy, comfy,quiet &close to casinos: This vacation home rental outside of Chaplin is equipped with a patio, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Chaplin?

Cultural attractions include Chaplin Museum, whereas Nickerson Park is a spot to enjoy nature. Other places in town to visit include Mansfield Hollow State Park and Beaver Brook State Park.

What’s a vacation rental in Chaplin like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Chaplin. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.