Chaplin Holiday Rentals
House
- Mystic - New London
- ·
- Baltic
- 0.69 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $203/Night
7 Nights - US $1,424
House
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Parking
Pool
Internet
Pet Friendly
US $255/Night
7 Nights - US $1,785
House
- Willington
- ·
- Mansfield
- 0.71 mi to center
8.8Fabulous
(121 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $262/Night
7 Nights - US $1,835
House
- Mystic - New London
- ·
- Baltic
- 0.30 mi to center
10.0Exceptional
(19 Reviews)
1 Bedroom
1 Bath
4 Guests
Hot Tub- Parking
- Air Conditioner
- Internet
US $291/Night
7 Nights - US $2,037
House
- Willington
- ·
- Coventry Lake
- 0.41 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Parking
- Internet
Child Friendly
Sports/Activities
US $435/Night
7 Nights - US $3,045
House
- Mystic - New London
- ·
- Baltic
- 0.16 mi to center
10.0Exceptional
(25 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $903/Night
7 Nights - US $6,323
Cottage
- Willington
- ·
- Ashford
- 3.35 mi to center
10.0Exceptional
(95 Reviews)
2 Bedrooms
1 Bath
4 Guests
812 ft²
- Parking
Ocean View- Balcony/Terrace
View
US $218/Night
7 Nights - US $1,523
House
- Connecticut
- ·
- Mansfield Depot
- 1.51 mi to center
10.0Exceptional
(84 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $447/Night
7 Nights - US $3,126
Cottage
- Willington
- ·
- Ashford
- 2.15 mi to center
10.0Exceptional
(53 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $436/Night
7 Nights - US $3,053
Luxury Holiday Rentals in Chaplin
Over 104+ Luxury Holiday Rentals in or Near Chaplin
House
- Willington
- ·
- Coventry Lake
- 0.95 mi to center
10.0Exceptional
(10 Reviews)
5 Bedrooms
5 Baths
15 Guests
5746 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $2,043/Night
7 Nights - US $14,298
House
- Willington
- ·
- Coventry Lake
- 0.44 mi to center
10.0Exceptional
(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,991/Night
7 Nights - US $13,936
House
- Woodstock
- ·
- South Woodstock
- 0.95 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $738/Night
7 Nights - US $5,168
House
- Willington
- ·
- Woodstock Valley
- 1.11 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $695/Night
7 Nights - US $4,863
House
- Willington
- ·
- Ashford
- 3.41 mi to center
10.0Exceptional
(24 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $625/Night
7 Nights - US $4,374
House
- Willington
- ·
- Mansfield Center
- 1.43 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $589/Night
7 Nights - US $4,122
House
- Connecticut
- ·
- Pomfret
- 1.05 mi to center
7 Bedrooms
7 Baths
14 Guests
5500.36 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $584/Night
7 Nights - US $4,088
Cottage
- Willington
- ·
- Coventry Lake
- 0.41 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- View
- Kitchen
- Air Conditioner
US $508/Night
7 Nights - US $3,558
New
House
- Willington
- ·
- Hampton
- 2.02 mi to center
3 Bedrooms
2 Baths
14 Guests
4000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $494/Night
7 Nights - US $3,458
Top-Rated Holiday Rentals with a Pool in Chaplin
Over 8+ The Best Private Villas and Holiday Rentals in Chaplin with a Pool
House
- Connecticut
- ·
- Canterbury
- 3.63 mi to center
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $185/Night
7 Nights - US $1,294
House
- Connecticut
- ·
- Columbia
- 1.90 mi to center
8.8Fabulous
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
5000 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $411/Night
7 Nights - US $2,879
Hotel
- Willington
- ·
- Mansfield Center
- 2.01 mi to center
8.0Excellent
(1006 Reviews)
1 Bath
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,368
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
4.2Average
(1006 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Balcony/Terrace
US $86/Night
7 Nights - US $604
House
- Willington
- ·
- Coventry Lake
- 0.46 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $299/Night
7 Nights - US $2,093
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $352/Night
7 Nights - US $2,461
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $209/Night
7 Nights - US $1,463
Bed & Breakfast
- Connecticut
- ·
- Rogers
- 1.53 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $211/Night
7 Nights - US $1,474
Pet-Friendly Holiday Rentals in Chaplin
Over 33+ Pet-Friendly Holiday Rentals in or Near Chaplin
Cottage
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $333/Night
7 Nights - US $2,329
Bed & Breakfast
- Connecticut
- ·
- Pomfret
- 3.37 mi to center
9.6Exceptional
(46 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Breakfast
EV Charge Station- Parking
- Balcony/Terrace
US $225/Night
7 Nights - US $1,575
Cottage
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $426/Night
7 Nights - US $2,985
Cottage
- Connecticut
- ·
- Windham
- 0.30 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $259/Night
7 Nights - US $1,812
House
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
9.5Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1506.95 ft²
- Parking
Spa
Skiing- View
US $257/Night
7 Nights - US $1,801
Cottage
- Willington
- ·
- Coventry Lake
- 0.99 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $465/Night
7 Nights - US $3,256
House
- Willington
- ·
- Ashford
- 3.38 mi to center
9.8Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $234/Night
7 Nights - US $1,636
House
- Willington
- ·
- Hampton
- 1.50 mi to center
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $264/Night
7 Nights - US $1,851
Cottage
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
9.4Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $213/Night
7 Nights - US $1,488
Large Holiday Rentals and Private Villas in Chaplin
Over 5+ Large Holiday Rentals and Private Villas in or Near Chaplin
House
- Connecticut
- ·
- Columbia
- 1.63 mi to center
8.0Excellent
(10 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $450/Night
7 Nights - US $3,152
House
- Connecticut
- ·
- Pomfret
- 1.03 mi to center
6.8Good
(11 Reviews)
7 Bedrooms
7 Baths
14 Guests
5294 ft²
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $666/Night
7 Nights - US $4,662
Apartment
- Willington
- ·
- Willimantic
- 0.65 mi to center
3 Bedrooms
1 Bath
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,010
House
- Connecticut
- ·
- Lebanon
- 2.18 mi to center
5.0Average
(1 Review)
5 Bedrooms
3 Baths
14 Guests
- Kitchen
- Internet
- Child Friendly
- Laundry
US $357/Night
7 Nights - US $2,499
House
- Connecticut
- ·
- Pomfret
- 1.05 mi to center
3.3Average
(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
5500 ft²
- Kitchen
- Air Conditioner
- Internet
Bedding/Linens
US $683/Night
7 Nights - US $4,781
Wheelchair Accessible Holiday Homes in Chaplin
Over 4+ Wheelchair Accessible Holiday Homes in or Near Chaplin
Hotel
- Willington
- ·
- Storrs
- 0.19 mi to center
9.1Exceptional
(359 Reviews)
1 Bath
3805.81 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $308/Night
7 Nights - US $2,155
Hotel
- Willington
- ·
- Storrs
- 0.21 mi to center
9.6Exceptional
(1001 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $233/Night
7 Nights - US $1,631
Hotel
- Connecticut
- ·
- Brooklyn
- 2.41 mi to center
9.0Exceptional
(192 Reviews)
3 Baths
322.92 ft²
- Parking
- View
- Air Conditioner
- Internet
US $110/Night
7 Nights - US $770
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
3.6Average
(87 Reviews)
1 Bath
1422.18 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $67/Night
7 Nights - US $470
Chaplin Private Villas and Holiday Homes Under $200
Over 17+ Chaplin Private Villas and Holiday Homes Under $200
House
- Willington
- ·
- Storrs
- 1.25 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $84/Night
7 Nights - US $588
House
- Connecticut
- ·
- Canterbury
- 3.63 mi to center
7.0Very Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1001.04 ft²
- Parking
- Balcony/Terrace
- Internet
- Child Friendly
US $163/Night
7 Nights - US $1,139
Hotel
- Connecticut
- ·
- Brooklyn
- 2.41 mi to center
9.2Exceptional
(903 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $115/Night
7 Nights - US $806
New
Apartment
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $142/Night
7 Nights - US $994
Apartment
- Willington
- ·
- South Coventry
- 0.19 mi to center
2 Bedrooms
1 Bath
6 Guests
699.65 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $189/Night
7 Nights - US $1,321
House
- Connecticut
- ·
- Brooklyn
- 2.62 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $75/Night
7 Nights - US $525
Apartment
- Willington
- ·
- Coventry Lake
- 0.56 mi to center
9.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
625 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $116/Night
7 Nights - US $811
House
- Willington
- ·
- Willimantic
- 1.03 mi to center
2.0Average
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $134/Night
7 Nights - US $937
House
- Connecticut
- ·
- Woodstock
- 3.15 mi to center
9.8Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $199/Night
7 Nights - US $1,390
Instantly Bookable Holiday Homes in Chaplin
Over 37+ Instantly Bookable Holiday Homes in or Near Chaplin
House
- Willington
- ·
- Coventry Lake
- 0.31 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $257/Night
7 Nights - US $1,796
Cottage
- Connecticut
- ·
- Pomfret
- 2.43 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
698 ft²
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $314/Night
7 Nights - US $2,196
Apartment
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.8Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $227/Night
7 Nights - US $1,589
Cabin
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.4Exceptional
(36 Reviews)
1 Bedroom
1 Bath
4 Guests
250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $285/Night
7 Nights - US $1,993
Apartment
- Willington
- ·
- South Coventry
- 0.19 mi to center
9.4Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $335/Night
7 Nights - US $2,345
Cabin
- Willington
- ·
- Coventry Lake
- 0.96 mi to center
8.8Fabulous
(52 Reviews)
2 Bedrooms
1 Bath
6 Guests
764 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $350/Night
7 Nights - US $2,448
House
- Willington
- ·
- Storrs
- 0.68 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,195
House
- Willington
- ·
- Coventry Lake
- 0.92 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $424/Night
7 Nights - US $2,968
House
- Connecticut
- ·
- Columbia
- 2.08 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
7 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $371/Night
7 Nights - US $2,596
Book a Last Minute Place to Stay in Chaplin
About Casai's Private Villas and Holiday Rentals in Chaplin
Discover more than 113 vacation rentals available in Chaplin. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chaplin.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chaplin, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chaplin. On average, places to stay near Chaplin offer 836.83 ft², with nightly prices averaging US $397.
With Casai, finding and comparing holiday rentals in Chaplin is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Chaplin
| Type | Count |
|---|---|
| Vacation Homes | 63 |
| Cottages | 15 |
| Holiday Apartments | 11 |
Use these Quick Filters to Find a Holiday Rental in Chaplin
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chaplin.
Weather in Chaplin, CT
View the weather forecast for Chaplin before booking your Chaplin Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Chaplin, CT
Casai offers a large selection of top attractions around Chaplin . Research things to do on your vacation before you visit Chaplin.
Other Places to Stay in Chaplin, CT
Frequently Asked Questions About Chaplin?
What are the top holiday rentals in Chaplin?
With numerous options available in Chaplin, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chaplin:
- Charming Lakefront Cottage
- The Bungalow at Eagleville Lake Under 3 miles to UCONN!
- Magical Waterfront Cottage! Pet friendly!
- Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
- Lakefront Connecticut Retreat Near UConn
- Stunning Lakefront Escape! Book Your Dream Getaway!
- Hanover Vineyards
- Cozy 1-bedroom cottage with WiFi, AC in charming Windham
- Beautiful lake front home. Amazing view!
- Lake Getaway at Coventry Lake! close to Uconn
Which holiday homes in Chaplin are best for families?
If you're searching for a family-friendly holiday home in Chaplin, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chaplin:
- Lakefront - King - W&D - PetsOK - Kayaks - SUPs
- < 3 Mi to UConn: Peaceful Home on Pine lake
- Cozy Rural Guest House: Close to Wedding Venues
How many Casai.nz holiday rentals are available in Chaplin?
As of 2026, Casai boasts over 113 properties listed in the Chaplin area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chaplin.
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