114+ Private Villas and Holiday Rentals in Chaplin |
Chaplin Holiday Rentals
Cottage
- Willington
- ·
- Ashford
- 3.35 mi to center
10.0Exceptional
(93 Reviews)
2 Bedrooms
1 Bath
4 Guests
812 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
R3,161/Night
7 Nights - R22,132
House
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1506.95 ft²
Spa
Skiing- Fireplace/Heating
- View
R4,160/Night
7 Nights - R29,116
House
- Willington
- ·
- Mansfield
- 0.71 mi to center
8.8Fabulous
(121 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Kitchen
Parking
Air Conditioner
R4,239/Night
7 Nights - R29,666
House
- Connecticut
- ·
- Mansfield Depot
- 1.51 mi to center
10.0Exceptional
(77 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,197/Night
7 Nights - R43,375
House
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Fireplace/Heating
Pool
Pet Friendly- Parking
R5,998/Night
7 Nights - R41,985
Cottage
- Willington
- ·
- Ashford
- 2.15 mi to center
10.0Exceptional
(48 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,392/Night
7 Nights - R37,749
Cottage
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(32 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,783/Night
7 Nights - R33,481
Cottage
- Willington
- ·
- Coventry Lake
- 0.99 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,931/Night
7 Nights - R41,516
House
- Willington
- ·
- Coventry Lake
- 0.31 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,734/Night
7 Nights - R26,141
Luxury Holiday Rentals in Chaplin
Over 105+ Luxury Holiday Rentals in or Near Chaplin
House
- Willington
- ·
- Coventry Lake
- 0.44 mi to center
10.0Exceptional
(39 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R28,286/Night
7 Nights - R197,992
House
- Connecticut
- ·
- Rogers
- 2.63 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
R17,529/Night
7 Nights - R122,704
House
- Mystic - New London
- ·
- Baltic
- 0.16 mi to center
10.0Exceptional
(24 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R11,880/Night
7 Nights - R83,161
House
- Willington
- ·
- Woodstock Valley
- 1.11 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R11,861/Night
7 Nights - R83,031
House
- Willington
- ·
- Mansfield Center
- 1.43 mi to center
10.0Exceptional
(7 Reviews)
5 Bedrooms
3 Baths
7 Guests
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,207/Night
7 Nights - R71,456
House
- Connecticut
- ·
- Columbia
- 1.63 mi to center
7.8Very Good
(9 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R9,858/Night
7 Nights - R68,999
House
- Woodstock
- ·
- South Woodstock
- 0.95 mi to center
10.0Exceptional
(25 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R9,683/Night
7 Nights - R67,786
House
- Connecticut
- ·
- Pomfret
- 1.05 mi to center
7 Bedrooms
7 Baths
14 Guests
5500.36 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
R9,441/Night
7 Nights - R66,089
House
- Willington
- ·
- Ashford
- 3.41 mi to center
10.0Exceptional
(23 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R8,765/Night
7 Nights - R61,352
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
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,787/Night
7 Nights - R19,513
House
- Connecticut
- ·
- Columbia
- 1.90 mi to center
8.8Fabulous
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
5000 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
R8,063/Night
7 Nights - R56,437
Hotel
- Willington
- ·
- Mansfield Center
- 2.01 mi to center
8.0Excellent
(1015 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
R3,160/Night
7 Nights - R22,116
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
4.4Average
(1000 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
R1,248/Night
7 Nights - R8,746
House
- Willington
- ·
- Coventry Lake
- 0.46 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R4,834/Night
7 Nights - R33,837
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,684/Night
7 Nights - R39,786
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R3,379/Night
7 Nights - R23,652
Bed & Breakfast
- Connecticut
- ·
- Rogers
- 1.53 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,404/Night
7 Nights - R23,829
Pet-Friendly Holiday Rentals in Chaplin
Over 30+ Pet-Friendly Holiday Rentals in or Near Chaplin
Cottage
- Connecticut
- ·
- Windham
- 0.30 mi to center
10.0Exceptional
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R3,718/Night
7 Nights - R26,028
House
- Willington
- ·
- Ashford
- 2.59 mi to center
1 Bedroom
3 Baths
7 Guests
2002.09 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Air Conditioner
R6,243/Night
7 Nights - R43,698
Cottage
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,885/Night
7 Nights - R48,192
House
- Willington
- ·
- Hampton
- 1.50 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R4,243/Night
7 Nights - R29,698
Hotel
- Willington
- ·
- Storrs
- 0.19 mi to center
9.1Exceptional
(359 Reviews)
1 Bath
3805.81 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R4,977/Night
7 Nights - R34,839
House
- Willington
- ·
- Ashford
- 3.38 mi to center
9.6Exceptional
(32 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,306/Night
7 Nights - R30,151
Cottage
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
9.4Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R3,762/Night
7 Nights - R26,335
Cabin
- Willington
- ·
- Coventry Lake
- 0.96 mi to center
8.8Fabulous
(48 Reviews)
2 Bedrooms
1 Bath
6 Guests
764 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,923/Night
7 Nights - R27,467
House
- Willington
- ·
- Willimantic
- 0.42 mi to center
10.0Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,600/Night
7 Nights - R46,204
Large Holiday Rentals and Private Villas in Chaplin
Over 6+ Large Holiday Rentals and Private Villas in or Near Chaplin
House
- Willington
- ·
- Coventry Lake
- 0.42 mi to center
9.6Exceptional
(35 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,740/Night
7 Nights - R47,174
House
- Willington
- ·
- Coventry Lake
- 0.95 mi to center
10.0Exceptional
(6 Reviews)
5 Bedrooms
5 Baths
15 Guests
5746 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R34,301/Night
7 Nights - R240,106
House
- Connecticut
- ·
- Pomfret
- 1.03 mi to center
6.8Good
(11 Reviews)
7 Bedrooms
7 Baths
14 Guests
5294 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
R10,768/Night
7 Nights - R75,368
Apartment
- Willington
- ·
- Willimantic
- 0.65 mi to center
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,332/Night
7 Nights - R16,328
House
- Connecticut
- ·
- Lebanon
- 2.18 mi to center
5.0Average
(1 Review)
5 Bedrooms
3 Baths
14 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
R5,771/Night
7 Nights - R40,400
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
R11,042/Night
7 Nights - R77,292
Wheelchair Accessible Holiday Homes in Chaplin
Over 3+ Wheelchair Accessible Holiday Homes in or Near Chaplin
Hotel
- Connecticut
- ·
- Brooklyn
- 2.41 mi to center
8.9Fabulous
(193 Reviews)
3 Baths
322.92 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
R2,533/Night
7 Nights - R17,735
Hotel
- Willington
- ·
- Storrs
- 0.21 mi to center
9.4Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Kitchen
- Parking
- Air Conditioner
R3,308/Night
7 Nights - R23,167
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
3.6Average
(87 Reviews)
1 Bath
1422.18 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R1,086/Night
7 Nights - R7,598
Chaplin Private Villas and Holiday Homes Under $200
Over 20+ 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
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R1,264/Night
7 Nights - R8,843
House
- Connecticut
- ·
- Canterbury
- 3.63 mi to center
7.0Very Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1001.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
R3,142/Night
7 Nights - R21,987
Hotel
- Connecticut
- ·
- Brooklyn
- 2.41 mi to center
9.2Exceptional
(888 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R1,841/Night
7 Nights - R12,885
Apartment
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.8Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,222/Night
7 Nights - R22,552
New
Apartment
- Willington
- ·
- South Coventry
- 0.19 mi to center
2 Bedrooms
1 Bath
6 Guests
699.65 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
R3,050/Night
7 Nights - R21,356
New
Apartment
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R1,767/Night
7 Nights - R12,367
House
- Willington
- ·
- Ashford
- 2.26 mi to center
9.4Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R3,110/Night
7 Nights - R21,776
House
- Mystic - New London
- ·
- Baltic
- 0.69 mi to center
10.0Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,142/Night
7 Nights - R21,987
House
- Connecticut
- ·
- Brooklyn
- 2.62 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,212/Night
7 Nights - R8,487
Instantly Bookable Holiday Homes in Chaplin
Over 36+ Instantly Bookable Holiday Homes in or Near Chaplin
Apartment
- Willington
- ·
- South Coventry
- 0.19 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,756/Night
7 Nights - R33,287
Apartment
- Connecticut
- ·
- Mansfield Depot
- 1.61 mi to center
9.8Exceptional
(16 Reviews)
1 Bedroom
2 Baths
4 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,723/Night
7 Nights - R26,060
Cabin
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.4Exceptional
(34 Reviews)
1 Bedroom
1 Bath
4 Guests
250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R5,044/Night
7 Nights - R35,308
Cottage
- Connecticut
- ·
- Pomfret
- 2.43 mi to center
1 Bedroom
1 Bath
4 Guests
698 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R4,108/Night
7 Nights - R28,760
House
- Connecticut
- ·
- Pomfret
- 1.22 mi to center
3 Bedrooms
4 Baths
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
R3,346/Night
7 Nights - R23,425
Cottage
- Willington
- ·
- Coventry Lake
- 0.41 mi to center
10.0Exceptional
(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- View
- Kitchen
- Parking
R6,282/Night
7 Nights - R43,973
House
- Willington
- ·
- Storrs
- 0.68 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,263/Night
7 Nights - R29,843
House
- Willington
- ·
- Coventry Lake
- 0.92 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,577/Night
7 Nights - R39,042
House
- Connecticut
- ·
- Columbia
- 2.08 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
7 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R5,244/Night
7 Nights - R36,714
Book a Last Minute Place to Stay in Chaplin
About Casai's Private Villas and Holiday Rentals in Chaplin
Discover more than 114 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 824.22 ft², with nightly prices averaging R6,210.
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 | 64 |
| 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
- Lake Getaway at Coventry Lake! close to Uconn
- Beautiful lake front home. Amazing view!
- The Lake House
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:
- Lakeside 3 Bedroom House Across From Association Beach!
- Lakefront Cottage w/Covered Porch & Dock!
- 6 Mi to Kinne Preserve: Cozy Canterbury Guest Home
How many Casai.co.za holiday rentals are available in Chaplin?
As of 2026, Casai boasts over 114 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.
People Also Ask
Finding the best prices in Chaplin
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