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Chaplin Vacation Rentals

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Chaplin vacation homes

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
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 11 - Nov 12
Spacious, unique barn with beautiful views.
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

2. 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 $264 total
includes taxes & fees
Nov 10 - Nov 11
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

3. 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 $256 total
includes taxes & fees
Nov 10 - Nov 11
Wizard's Roost at Underhill Hollow
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.

4. 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 $256 total
includes taxes & fees
Nov 10 - Nov 11
SteamPunk Bunk House and Intergalactic Way Station
A modern living room with a sofa, a dining table, and a TV mounted on the wall.

5. 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 $327 total
includes taxes & fees
Nov 10 - Nov 11
Cozy, comfy,quiet &close to casinos
A dining area with a high ceiling, skylights, and a view of the outdoors.

6. 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 $873 total
includes taxes & fees
Nov 10 - Nov 11
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A spacious living room with a brown leather sofa, a wooden coffee table, and a chandelier.

7. Victorian 4BR/2BA Modern Home

Victorian 4BR/2BA Modern Home
Laurel Hill
8.8 out of 10, Excellent, (32 reviews)
"We had a wonderful stay. Everything was clean, in order and lovely inside! Worked perfectly for 7 people. Would highly recommend."
United States
Vicki C.
The price is CA $230
CA $676 total
includes taxes & fees
Dec 1 - Dec 2
Victorian 4BR/2BA Modern Home
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

8. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (11 reviews)
"Great place"
United States
John S.
The price is CA $196
CA $417 total
includes taxes & fees
Nov 15 - Nov 16
Modern & Cozy Cape | 4 Bedroom House | Central Location
A wooden deck with a white staircase leading to a covered area with a table and chairs.

9. Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (14 reviews)
"Excellent on all points!"
United States
DAVID C.
The price is CA $288
CA $755 total
includes taxes & fees
Nov 10 - Nov 11
Winner's Getaway - 2mi to Mohegan Sun
A cozy living room with a wooden ceiling, a sofa set, a coffee table with a decorative bowl, and a foosball table.

10. 15 to Foxwoods, 20 Mohegan – Lake & Casino Escape

15 to Foxwoods, 20 Mohegan – Lake & Casino Escape
Griswold
9.0 out of 10, Wonderful, (9 reviews)
"Property is located in a quiet neighborhood and very convenient location to other places. Owner was very nice and easy to communicate with. Thank you for sharing your place on the lake!"
United States
Diana C.
The price is CA $168
CA $413 total
includes taxes & fees
Nov 10 - Nov 11
15 to Foxwoods, 20 Mohegan – Lake & Casino Escape
A modern kitchen with a central island, built-in appliances, and a dining area with a long table and chairs.

11. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
United States
nic
The price is CA $192
CA $561 total
includes taxes & fees
Nov 17 - Nov 18
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
A white building with a porch and a stone border.

12. 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
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is CA $220
CA $490 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A living room with a sectional sofa, a coffee table, a TV, and a ceiling fan.

13. Quiet 3BR Retreat Near Mohegan Sun & Foxwoods

Quiet 3BR Retreat Near Mohegan Sun & Foxwoods
Westside Norwich
The price is CA $262
CA $444 total
includes taxes & fees
Nov 10 - Nov 11
Quiet 3BR Retreat Near Mohegan Sun & Foxwoods
A modern living room with a sofa, armchairs, a coffee table, and a TV.

14. 4-bedroom house outdoor movies in Norwich and 13 minutes to Mohegan and Foxwoods

4-bedroom house outdoor movies in Norwich and 13 minutes to Mohegan and Foxwoods
Norwich
5.6 out of 10, (5 reviews)
"Clean and cozy home. Parking is in a private driveway. Peaceful neighborhood, close to major attractions, and easy to access highways. The host was incredibly responsive and pleasant. Highly recommend!"
United States
Kristen K.
The price is CA $445
CA $786 total
includes taxes & fees
Nov 10 - Nov 11
4-bedroom house outdoor movies in Norwich and 13 minutes to Mohegan and Foxwoods
A modern living room with a grey sectional sofa, a coffee table, decorative mirrors, and a flat-screen TV mounted on the wall.

15. Red Door Retreat

Red Door Retreat
Vernon
The price is CA $256
CA $487 total
includes taxes & fees
Nov 10 - Nov 11
Red Door Retreat
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

16. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is CA $254
CA $308 total
includes taxes & fees
Nov 15 - Nov 16
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A bedroom with floral wallpaper, a wooden bed, two bedside tables, and a nightstand with a lamp.

17. Charming estate on Norwich Green, near casinos

Charming estate on Norwich Green, near casinos
Norwichtown
8.8 out of 10, Excellent, (6 reviews)
"Great location for family gathering! Casino, shopping, restaurants, historic area, great fenced backyard and playhouse in addition to an amazing well appointed home that had plenty of room for our blended family. This is situated right off the green and very convenient! The down side to this is that from the front rooms at night you may hear traffic, so light sleepers should get the rooms (there are 8 with 1 very small tandem bedroom) farther back in the house. We will definitely go back!"
United States
Allison B.
The price is CA $463
CA $1,097 total
includes taxes & fees
Dec 8 - Dec 9
Charming estate on Norwich Green, near casinos
A cozy cabin interior with a stone wall, wooden ceiling, and a fireplace. There is a staircase leading to an upper level.

18. Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos
Preston
9.8 out of 10, Exceptional, (19 reviews)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is CA $244
CA $687 total
includes taxes & fees
Dec 9 - Dec 10
Beautiful Cabin @ Fox Landing, near casinos
A spacious living room with a large sectional sofa, a wooden coffee table, and a patterned rug.

19. Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Montville
10.0 out of 10, Exceptional, (27 reviews)
"The property was great! Very cute and two min drive from Mohegan. Would recommend!"
United States
Eduarda
The price is CA $424
CA $786 total
includes taxes & fees
Nov 10 - Nov 11
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

20. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is CA $225
CA $663 total
includes taxes & fees
Nov 11 - Nov 12
Cozy basement apartment with private bathroom, kitchen and entrance.
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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Learn more about Chaplin

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A calm lake at sunset with a silhouette of a boat and a forested hill in the background.
Photo by Bibek Magar
Open Photo by Bibek Magar

Top reviews in Chaplin

A modern kitchen with grey walls, a wooden floor, a built-in stove, and a window with a view.
Chaplin Inn & Suites

Chaplin Inn & Suites

Chaplin Inn & Suites
Chaplin

10/10 Excellent

The room was clean, it was very easy to check in. We had no issues during our stay.
Canada
Jaclyn
Reviewed May 9, 2026
Chaplin Inn & Suites

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