Vacation rentals in Chaplin

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Top-rated vacation rentals in Chaplin

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Tolland

4.9 out of 5 average rating, 300 reviews

UCONN Hideaway

Open, light floor plan with TV and cable sleeping 4 adults 1 full bed and twin bed w/ pull out sofa. Private access and parking. Full kitchen and full bathroom. Quiet rural area with quick access to Interstate 84 and Hartford. There are parks and tennis courts and walking trails very close to Our UCONN Hideaway. Later in the year you will see the beautiful flowers and vegetables that fill the yard. We are organic landscapers and use no harmful chemicals or practices in our business,home or yard.

Jul 1 – 8

R2,446 ZAR per night

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 335 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

UCONN Graduations coming soon, celebrate, relax. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. Pretty flowers, trees surrounding!! Now open-Woodstock Valley Country Store

Apr 22 – 29

R2,532 ZAR per night

Guest favorite

Farm stay in Thompson

4.94 out of 5 average rating, 160 reviews

Wizard's Roost and Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Oct 21 – 28

R2,212 ZAR per night

Guest favorite

Apartment in Windham

4.89 out of 5 average rating, 101 reviews

One bedroom, newly renovated clean and quiet .

Your home away from home. Queen size bed. End unit facing the woods in a quiet 6 unit apartment building. Off street parking. Pay laundry. Food shopping only a 2 minute walk for that emergency ice cream fix or last minute beverage. 5 minute drive to romantic Willimantic and 15 to Norwich. Casinos are 25 minutes away. All appliances are brand new as of 1/20/21. Glass top stove, fridge, microwave and dishwasher. Tile wood and carpet are also new and has central heat and air conditioning.

Sep 22 – 29

R1,763 ZAR per night

Guest favorite

Farm stay in Woodstock

4.98 out of 5 average rating, 168 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Nov 24 – Dec 1

R2,628 ZAR per night

Guest favorite

Apartment in Ashford

4.97 out of 5 average rating, 144 reviews

On The Run Farm

Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

Nov 21 – 28

R2,431 ZAR per night

Superhost

Cottage in Chaplin

4.88 out of 5 average rating, 128 reviews

Clark Cottage in the historic village in Chaplin

Up to 14 day stays are OK. Cottage is empty several days between guests. Virus cleaning protocol in use. This little rustic cottage, circa 1850, has antique charm, yet modern comforts. In addition to a living and dining room, there is a full vintage kitchen, 2 bedrooms, 1 bathroom, plus laundry facilities. Very tall people will have to duck under door ways. Not suitable for children under 12. WiFi and a smart TV. Kitchen ceiling is 6'3.5".

Sep 27 – Oct 4

R2,555 ZAR per night

Guest favorite

Guest suite in Brooklyn

4.92 out of 5 average rating, 153 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Sep 8 – 15

R1,412 ZAR per night

Guest favorite

Guesthouse in Hampton

4.95 out of 5 average rating, 118 reviews

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

Jun 27 – Jul 4

R3,360 ZAR per night

Guest favorite

Apartment in Ashford

4.97 out of 5 average rating, 221 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Jul 17 – 24

R1,382 ZAR per night

Guest favorite

Apartment in Norwich

4.9 out of 5 average rating, 227 reviews

Cozy Stay w Pool 4 mi to Mohegan, 7 mi to Foxwoods

The pool is open Memorial Day to Labor Day! Welcome to our charming 2-bedroom apartment. This centrally located spot is the perfect getaway to escape the hustle and bustle of the big city and enjoy a more relaxed pace of life. The unit comes in at a spacious 950 sq ft - ideally suited for couples, solo travelers, families and can comfortably accommodate up to 4 people.

Oct 2 – 9

R1,950 ZAR per night

Guest favorite

Guest suite in Mansfield

4.95 out of 5 average rating, 193 reviews

Cozy private apt 8 mins from UCONN - solar powered

Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds(1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered.

Aug 1 – 8

R1,468 ZAR per night