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Chaplin Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chaplin vacation rentals

A window with a view of a grassy field and trees.

1. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (7 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 ￥31,141
￥46,193 total
includes taxes & fees
Oct 1 - Oct 2
Spacious, unique barn with beautiful views.
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

2. 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, (54 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is ￥24,772
￥49,721 total
includes taxes & fees
Oct 4 - Oct 5
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is ￥13,852
￥37,180 total
includes taxes & fees
Oct 1 - Oct 2
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

4. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is ￥19,975
￥48,726 total
includes taxes & fees
Sep 30 - Oct 1
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

5. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is ￥29,694
￥55,381 total
includes taxes & fees
Sep 30 - Oct 1
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A small, single-story cabin with a porch and a small deck, surrounded by trees and a lake.

6. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is ￥24,410
￥49,304 total
includes taxes & fees
Sep 30 - Oct 1
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

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

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (47 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is ￥24,084
￥48,947 total
includes taxes & fees
Oct 20 - Oct 21
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
A house with a white porch, a black door, and a window with a white frame.

8. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is ￥38,534
￥47,460 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 1-bedroom cottage in serene Pomfret.
A wooden cabin with a balcony and stairs, surrounded by trees.

9. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is ￥25,815
￥50,938 total
includes taxes & fees
Oct 20 - Oct 21
Treehouse - Countryside - Farm Animals - Fire Pit
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (49 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is ￥23,297
￥48,042 total
includes taxes & fees
Oct 19 - Oct 20
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A cozy living room with a wooden dining table, a sofa, a ceiling fan, and a view of the outdoors through a window.

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

Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Coventry
8.6 out of 10, Excellent, (13 reviews)
"Perfect place to stay when using it as a base camp to get around the are. Excellent communication from the host. She made it easy to stay there."
United States
Aaron C.
The price is ￥22,648
￥50,895 total
includes taxes & fees
Oct 5 - Oct 6
Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

12. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥19,817
￥29,553 total
includes taxes & fees
Sep 30 - Oct 1
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

13. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,817
￥30,457 total
includes taxes & fees
Oct 4 - Oct 5
The Tree House at Underhill Hollow
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

14. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is ￥24,630
￥54,236 total
includes taxes & fees
Sep 30 - Oct 1
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

15. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (29 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is ￥25,500
￥58,721 total
includes taxes & fees
Oct 13 - Oct 14
Spacious modern home on private lake
A wooden cabin with a glass upper floor, surrounded by a forest.

16. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is ￥27,603
￥39,150 total
includes taxes & fees
Sep 30 - Oct 1
Dove Cabin up in the Trees
A boat yard with several boats docked, a building labeled "Boat Yard," and a reflection in the water.

17. 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, (9 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 ￥17,694
￥28,921 total
includes taxes & fees
Oct 1 - Oct 2
Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞
A two-story house with a front porch, stone steps, and a driveway.

18. 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)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥19,125
￥34,194 total
includes taxes & fees
Oct 6 - Oct 7
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A wooden cabin with a glass door, a small pool, and a ceiling fan.

19. Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Norwich
10.0 out of 10, Exceptional, (46 reviews)
"My girlfriend and I had a wonderful time here it was GREAT.!"
United States
Kareem
The price is ￥24,772
￥47,913 total
includes taxes & fees
Oct 6 - Oct 7
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

20. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,817
￥29,553 total
includes taxes & fees
Oct 4 - Oct 5
SteamPunk Bunk House and Intergalactic Way Station
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 Chaplin Hotel Reviews

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"Na"
Joao Paul 1-night trip
Posted 12 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Find out more about Chaplin

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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.