Holiday rentals in Eastford

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Top-rated holiday rentals in Eastford

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Top guest favourite

Flat in Woodstock

4.93 out of 5 average rating, 427 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

NEW WINTER WEEKLY DISCOUNTS Fall is here with crisp air, a treasure of rich colors embrace the trees. Enjoy your own private direct waterfront with 1400 sq ft . Queen bed in Master. Queen sofa in living area,Propane fireplace,full stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars.Propane BBQ. Stroll around both lakes,catch bird sightings,nature’s delight . Many local dining & wineries. Each season paints its own stunning beauty Experience Tranquility !

Top guest favourite

Farm stay in Thompson

5 out of 5 average rating, 208 reviews

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favourite

Home in Eastford

4.91 out of 5 average rating, 113 reviews

Serenity Ashford Lake

Peaceful and charming lakefront home only 15 minutes from UCONN! Welcome to Serenity Ashford Lake. This lake home is removed from the everyday hustle and bustle of life. Nestled on the shores of beautiful Ashford lake, your stay is bound to lead to lasting memories. Waterfront jacuzzi, central air, stainless steel appliances, cozy linens, washer/dryer, kayaks/ paddleboat, firepit, boutique toiletries and a new kitchen space make up this beautiful lake home. Bring your favorite book and enjoy!

Top guest favourite

Flat in Brimfield

4.98 out of 5 average rating, 183 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Top guest favourite

Farm stay in Woodstock

4.99 out of 5 average rating, 211 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.

Guest favourite

Home in Woodstock

4.86 out of 5 average rating, 121 reviews

Secluded 2 Acre Lake Front Home!

Escape to this breathtaking retreat on Lake Chamberlain, tucked away in Connecticut's serene "Quiet Corner". This spacious 2-acre home offers total privacy and stunning natural beauty. In the summer, dive into swimming, fishing, and kayaking 🛶🏊‍♀️. When winter arrives, experience ice skating ⛸️ right on the lake! Whether you're here for relaxation or adventure, this peaceful getaway will steal your heart. Once you arrive, you may never want to leave! 🏡💖

Guest favourite

Guest suite in Brooklyn

4.93 out of 5 average rating, 201 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.

Guest favourite

Flat in Ashford

4.97 out of 5 average rating, 258 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. 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.

Guest favourite

Guest house in Hampton

4.95 out of 5 average rating, 162 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.

Top guest favourite

Guest suite in Mansfield

4.96 out of 5 average rating, 214 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, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

Guest favourite

Treehouse in Willington

4.92 out of 5 average rating, 475 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Guest favourite

Flat in Stafford Springs

4.94 out of 5 average rating, 159 reviews

Modern Industrial Apartment with rooftop access

* Modern industrial apartment with rooftop access. * Nestled in an old Mill Building/Artist Community. * Centrally located between Boston and NYC. * 15 mins to UConn, 20 mins to Brimfield Antique Show. * 40 mins to MGM Casino in Springfield, MA. * Walk to restaurants, boutiques, parks, and events. * On-site Yoga, Dance, Recording Studio & Vintage Shop.