Holiday rentals in Windham

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Top-rated holiday rentals in Windham

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

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Top guest favourite

Guest suite in Lebanon

4.96 out of 5 average rating, 135 reviews

Rural Homestead Stay in Your a Private Suite

Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

Top guest favourite

Place to stay in Coventry

4.99 out of 5 average rating, 109 reviews

Get Away Rock Farm Suite UConn Best Rated Clean

The Get Away Studio Suite on Rock Farm” is a quiet, safe, airy 600 sf open floor plan with 9ft ceilings. Peaceful secluded country setting 600ft in woods. Enjoy the comfy king bed, sofa bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast on us! Near malls, shopping, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. Need more space? See The Hide Away https://www.airbnb.com/h/atrockfarm

Guest favourite

Cottage in Hebron

4.88 out of 5 average rating, 141 reviews

Welcome to The Holly at Amston Lake

Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

Guest favourite

Home in Mansfield

4.81 out of 5 average rating, 47 reviews

Stunning Mansfield Getaway near UConn & ECSU

Come and see this beautiful house with so much to offer and relax with the whole family at this peaceful place to stay. House has been newly renovated with multi-zone cooling and heating systems. It has lush landscaping with a variety of trees and gorgeous lawn for privacy. The home is just 10 minutes away from UConn and has central air, deck, updated kitchen and bathroom appliances, laundry room, 2-car garage , garden beds , outdoor fire pit , shed, and gazebo, and is pet friendly!

Top guest favourite

Guest house in Portland

5 out of 5 average rating, 200 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favourite

Home in Coventry

4.98 out of 5 average rating, 113 reviews

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a warm morning coffee while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Guest favourite

Cottage in Chaplin

4.89 out of 5 average rating, 142 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".

Guest favourite

Home in Willimantic

5 out of 5 average rating, 5 reviews

4BR Willimantic House | Near ECSU, UConn & Casinos

Welcome to Thread City Escape! This beautifully updated 4-bed, 2-bath home offers 1-gig fiber WiFi, a Roku TV, a desk workspace with a monitor, and a private yard. The kitchen features a pot filler, and the living room boasts a cozy L-shaped couch. Walk to Main Street, ECSU, and Windham Hospital. Minutes to UConn & Mohegan Casino. Enjoy a stand-up tile shower and an oversized soaking tub. Perfect for families, professionals & groups!

Guest favourite

Cabin in Windham

4.84 out of 5 average rating, 159 reviews

Secluded Cabin on Golden Pond

• Cozy Cabin on Golden Pond! • Fire Pit, (free wood)! • Fishing! • Kayak, Paddle Boat Canoe, Row boat! • Hiking! • Swimming! • Sand Beach! • Picnic Table, Chairs! • Grill! • WiFi! • Cooking Utensils, Service 4 six! • Air Conditioning! . Soap Stone Fire Place! . Comfy Couch, Smart T.V.! . Beds: 2 Full, 2 Twin, 1 Queen on Porch! • 14x14 Tent platform at waters edge! (Camping gear not provided) • Secluded! • Wildlife!

Guest favourite

Treehouse in Willington

4.91 out of 5 average rating, 444 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Top guest favourite

Flat in Mansfield

5 out of 5 average rating, 69 reviews

Beautiful one bedroom in convenient location

Keep it simple at this peaceful, centrally-located spot just minutes from both UCONN and Eastern Connecticut State University. Easy access to many hiking trails and Mansfield Hollow State Park. Enjoy some solitude in eastern Connecticut. Our apartment is very well cared-for and has everything a guest might need. Our house is a home, including the space you occupy.

Guest favourite

Tiny home in Scotland

4.9 out of 5 average rating, 21 reviews

Hayfield Hideaway

Located along scenic route 14, this seasonal camper promises to provide you and yours a relaxing accommodation in the historic quiet corner of Connecticut. This seasonal camper provides all the modern amenities nestled in a rural hayfield with lots of space for you and your pet. Nearby: Wrights Mill Farm (Event Venue) Stonehurst at Hampton Valley (Event Venue)