Vacation rentals in East Windsor

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Top-rated vacation rentals in East Windsor

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

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Top guest favorite

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

Home in Vernon

4.99 out of 5 average rating, 186 reviews

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Superhost

A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.

Home in South Windsor

4.89 out of 5 average rating, 193 reviews

Spacious 3 Bedroom Ranch With Office

Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,

Superhost

A cozy studio space features a spacious bed with a light coverlet and decorative pillows. A neutral rug lies beneath, complementing the wooden flooring. Decorative wall art and plants are displayed throughout, while a workspace with a desk and chair is neatly arranged nearby.

Apartment in East Windsor

4.86 out of 5 average rating, 124 reviews

Modern Cozy Studio

Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond and easy ground-level entry. There are no additional cleaning costs. Your comfort is our priority! As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Superhost

A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.

Apartment in Windsor Locks

4.82 out of 5 average rating, 203 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Guest favorite

A spacious outdoor area is showcased, featuring a well-maintained lawn and a wooden deck leading to a white, single-story house. Surrounded by trees, the private yard includes a white picket fence, providing a sense of seclusion.

Guest suite in South Windsor

4.88 out of 5 average rating, 293 reviews

Premium Private Suite • Entry • Wrkspace • Parking

Welcome 🙏 to our premium private guest suite, designed for comfort, privacy, and a seamless stay. Enjoy a spacious, hotel-style retreat with a separate private entrance, easy self check-in, fast Wi-Fi, dedicated workspace, and free parking—ideal for couples, business travelers, and extended stays. Quiet, beautifully maintained, and thoughtfully designed for an stress-free experience 😊. **NO SMOKING of any kind (including cigarettes, vaping, e-cigarettes, marijuana, or any substances).

Top guest favorite

A serene waterfront view is captured during twilight, reflecting the charming architecture of the restored firehouse and surrounding buildings. Still waters mirror the structures, while lush green foliage lines the shore, enhancing the natural setting.

Apartment in Enfield

4.98 out of 5 average rating, 110 reviews

Old Firehouse 2 Bedroom

1940's retired firehouse recently lovingly restored as a private residence. Conveniently located with easy and quick access to Interstate 91 and Bradley International Airport. Fall asleep to the sounds of the waterfall and wake to the sun rising over the pond. 2 rooms, each with a Queen-size comfy bed, a TV, and a full bathroom. Family-run Italian market next door and restaurants within walking distance. Private keyless entrance. A feel of yesterday with all the modern amenities of today.

Guest favorite

Guesthouse in Enfield

4.94 out of 5 average rating, 100 reviews

Close AirPort|SixFlags|Big E|Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat. Per-person pricing. Please select the correct number of guests when booking.

Guest favorite

A spacious living area features high ceilings with exposed beams and wooden flooring. Comfortable seating includes sofas and chairs arranged around a central coffee table. A large television is set against one wall, and plants add a touch of greenery to the room.

Home in Windsor

4.92 out of 5 average rating, 108 reviews

Island Vibes

Come and enjoy a tranquil stay with an island vibe. This 3 bedroom, 2 bath home will comfortably accommodate up to 8 persons. Large kitchen and living space for everyone. Situated in a quiet suburb on the outskirts of downtown Hartford, it is 12 minutes from Bradley International Airport, 20 minutes from the Basketball Hall of Fame and Springfield Museums Quadrangle. In the region is the Connecticut Science Museum, The Mark Twain House, Wadsworth Atheneum Museum of Art, and much more.

Guest favorite

Cottage in Windsor

4.89 out of 5 average rating, 219 reviews

In-law apartment in Farmington River Cottage

If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Guest favorite

The historic red brick farmhouse is nestled among a field of vibrant yellow dandelions. A grassy area surrounds the house, which features multiple windows and a central door. Trees stand in the background, complementing the serene rural setting.

Home

4.95 out of 5 average rating, 83 reviews

Farmhouse Broad Brook: Comfort & Charm.

@farmhousebroadbrook This 200-year-old farmhouse is fitted with all the comforts of 21st Century living. Just over two hours from NYC by car and three hours by Amtrak! Discover the pride and charm of Northern Connecticut while surrounded by farmland. Close to many seasonal family-friendly activities. Perfect holiday destination or weekend getaway: 3 bedrooms, 3 baths, spacious kitchen & dining room. Enjoy a bonfire outside year-round or cozy up by one of the two original fireplaces.

Superhost

A spacious living area features a red sectional sofa and a small round coffee table with a plant centerpiece. The open layout connects to a well-lit kitchen in the background, visible through a doorway, blending comfort and functionality.

Home in Manchester

4.89 out of 5 average rating, 114 reviews

Charming Cape Home, Close to All

Charming Cape Home in the Heart of Connecticut Enjoy comfort and convenience just 20 mins from Bradley Airport, 10 mins from Hartford, 25 mins from UConn, and 40 mins from New Haven. Nestled on a quiet residential street, our cozy home features multiple beds, fast Wi-Fi, Smart TVs, central air, and a fenced backyard with patio and fire pit. Grocery stores, restaurants, and coffee shops are just 5 minutes away. A perfect retreat for families, professionals, or campus visits!

Top guest favorite

The open-plan kitchen and living area features modern wooden cabinetry and stainless steel appliances. A large kitchen island with seating is complemented by a cozy lounge space with a floral arrangement on a patterned rug. Natural light floods the space through sliding glass doors.

Guesthouse in Suffield

5.0 out of 5 average rating, 25 reviews

Home Away from Home

Newly built !!! Only 10 mins from BDL Airport. Attractions; Six Flags New England, Basketball hall of fame. MGM casino, Trails. Close to Hartford hospital, 2 miles away major highway This serene countryside retreat, rustic charm meets modern comfort. Bask in tranquil vistas, unwind by the fireplace, and savor peaceful seclusion. Amenities: Fast Wi-Fi Private entrance Free parking Fully equipped kitchen Self check in Board games and books Smart Tv Workspace