Vacation rentals in East Windsor

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Top-rated vacation rentals in East Windsor

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Top guest favorite

Home in Vernon

4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

Past guests rave about the Luxe! Enjoy beautiful Middle Bolton Lake, and relax in the stylish comfort of our 3 bedroom/3 bathroom architecturally-designed home. The Luxe features an expansive direct waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower/tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make lasting memories.

Top guest favorite

A private deck area is shown, featuring a sturdy railing and a smooth wooden floor. A comfortable chair is set beside a planter with vibrant flowers. Lush greenery is visible in the background, enhancing the serene atmosphere.

Guest suite in Vernon

4.98 out of 5 average rating, 187 reviews

Laura's Loft and Gallery, private suite

Unique and roomy space with private entrance, two bedrooms, full bath with tub shower, and plenty of room to relax. Kitchen space has mini fridge, microwave, toaster oven, hot plate, and crock pot. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup for your breakfast included, and homemade scones in seasonal flavors.

Top guest favorite

The pool area features a clear, inviting swimming pool surrounded by a spacious patio. Lounge chairs are arranged beside the water, and a waterslide is visible at one end. Lush greenery and a fenced yard create a private atmosphere for relaxation and leisure.

Guest suite in Enfield

5 out of 5 average rating, 135 reviews

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Superhost

A bedside table positioned beside a wooden bed frame features a small plant in a ceramic pot. A cluster of black notebooks rests on the table, topped by a decorative woven pendant light hanging above, casting gentle shadows on the wall.

Apartment in Windsor Locks

4.85 out of 5 average rating, 166 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

Top guest favorite

The kitchen space features organized storage including wooden shelves displaying a variety of spice jars, each labeled with different colors. A wooden box is placed on a counter next to measuring tools, indicating a prepared cooking area.

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 favorite

Guesthouse in Vernon

4.92 out of 5 average rating, 120 reviews

Cozy private one bedroom guest apt suite

Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

Guest favorite

A compact bathroom corner is showcased, featuring a white toilet alongside a small waste bin. A wall-mounted toilet paper holder is positioned nearby, while a decorative framed artwork adds a subtle touch to the light-colored walls.

Loft in Tolland

4.97 out of 5 average rating, 245 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

The bathroom features a modern design with a glass block wall separating the shower area. A sleek sink rests on a dark countertop, complemented by a round mirror above. Soft textiles and a textured rug add comfort to the space.

Cottage in Windsor

4.9 out of 5 average rating, 191 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

A modern bathroom features a large, white jetted tub surrounded by elegant marble walls. The tub includes built-in controls and a handheld showerhead mounted on the wall. Shelving inset into the wall displays toiletries, creating an organized appearance.

Home in Manchester

4.93 out of 5 average rating, 214 reviews

Paradise On The Hill Luxury Apartment.

Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

Guest favorite

An iron archway frames a charming garden space filled with various decorative items and plants. A red barn serves as a backdrop, while clouds drift above in a blue sky. Pathways made of stone create a welcoming atmosphere leading into the garden area.

Guest suite in East Granby

4.85 out of 5 average rating, 358 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

Top guest favorite

A large inground pool is surrounded by a paved patio, featuring a set of steps leading into the water. Lush greenery lines the perimeter, creating a secluded atmosphere. A small floating toy is visible on the surface, with a hose lying on the ground nearby.

Apartment in Enfield

4.99 out of 5 average rating, 237 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Guest favorite

Home in South Windsor

4.91 out of 5 average rating, 148 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. Take advantage of 2 full bathrooms. Fully stocked kitchen awaits your inspiration. Many stores are within 10 minutes away from you. BDL is 20 minutes away,

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Popular amenities for East Windsor vacation rentals

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Other great vacation rentals in East Windsor

Guest favorite

A lofted sleeping area is seen above the kitchen, featuring wooden railings and a mattress. The ceiling has a tall, sloped design with green paint, and a ceiling fan is mounted at the peak. Natural light enters through a window adjacent to the kitchen.

Guest suite in Windsor

4.85 out of 5 average rating, 146 reviews

Rustic Loft Apartment

AichaRating, 5 stars3 weeks ago

The lodge was clean & well furnished& equipped. Linda is a great host. Communicative & proactive. Very friendly. We'll return for a longer stay.

Superhost

A coffee station is presented with a sleek black coffee maker alongside a selection of tea bags and coffee pods. An array of flavored tea options is visible, providing a choice for guests. A sign humorously states the importance of coffee for enjoyment.

Home in Enfield

5 out of 5 average rating, 3 reviews

Nest&Rest Escape

DorsenRating, 5 stars6 days ago

My girlfriend and I had a truly lovely stay at this B&B. From the moment we arrived, it was clear the space was maintained with great care—the place was absolutely pristine. The amenities were thoughtful and well-appointed, making the entire stay feel effortless and comfortable. We especially appreciated the privacy of the location—it felt like our own peaceful retreat, tucked away just enough to disconnect while still being accessible. The hosts went above and beyond to accommodate us, even setting aside a beautiful arrangement of flowers for my girlfriend’s birthday. It was a thoughtful gesture that did not go unnoticed. Communication was excellent throughout—responsive, clear, and genuinely warm. Every interaction felt intentional, with attention to detail that made us feel welcome and valued. Highly recommended for couples looking for a quiet, intimate escape with top-tier hospitality.

Guest favorite

Floating shelves display neatly arranged dishes and glassware, complemented by decorative plants and kitchen essentials. A compact toaster oven rests on the countertop next to a sink, with clean towels folded on the lower shelf, creating a functional and organized kitchenette.

Apartment in Broad Brook

4.85 out of 5 average rating, 80 reviews

Modern Cozy Studio

PaulRating, 5 stars2 weeks ago

Pleasant stay in a clean, cozy space. There is a bit of noise from traffic on the nearby road, but not a big issue for us. Would stay here again.

Guest favorite

The modern kitchen features sleek white cabinetry and stainless steel appliances. A large island provides additional counter space, with a light-colored rug placed in front. Ample storage is available, and the backsplash displays unique mosaic tiles that enhance the overall design.

Apartment in Simsbury

4.9 out of 5 average rating, 20 reviews

Newly Renovated Apartment

BrendaRating, 5 stars1 week ago

We stay here each time we come to Connecticut. It is so neat and clean and has everything you need in it. It is close enough to our son’s place and all the things we want to do. He has been so helpful whenever we have a question we highly recommend staying here.

Superhost

A modern kitchen features white cabinetry and granite countertops. Natural light enters through nearby windows, illuminating the space. A stainless steel refrigerator stands beside a large sink with a contemporary faucet. A trash can is positioned discreetly along the wall, enhancing the kitchen's functionality.

Home in Ellington

4.8 out of 5 average rating, 66 reviews

Cheerful 3 bedroom home with large back yard

Olga MariaRating, 5 stars4 days ago

Mr. Andrew was great! Made sure we didn't go without. On my next trip I would LOVE to come back. I felt right at home.

Guest favorite

A rustic interior features a sliding barn door made of wood, accented by a white rocking chair positioned nearby. A small potted plant adds a touch of greenery, while a cozy fireplace with stacked logs sits invitingly in the corner.

Home in Broad Brook

4.97 out of 5 average rating, 62 reviews

Farmhouse Broad Brook: Comfort & Charm.

KristinaRating, 5 stars1 month ago

The home was exquisite and everything you need for a stay is provided. The description of the home is true in every aspect. It is easy to communicate with Jean Paul the host as he reaches out to see how things are going and if any supplies are required. It is definitely worth the money and visiting again.

Guest favorite

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

4.91 out of 5 average rating, 445 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

SamanthaRating, 5 stars1 week ago

I can’t rave enough how amazing this experience was, AN ABSOLUTE MUST RENT!

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

4.96 out of 5 average rating, 56 reviews

Old Firehouse 2 Bedroom

TylerRating, 5 stars1 day ago

What an awesome place! solidly redesigned old firehouse office space turned into a two bedroom and two bathroom condo. The separation between the two bedrooms, both of which included their own private en suites was a big hit that offers two couples a place to share but privacy well. The firehouse decor was perfect and not overly done. I'd stay here again next time I am in the area!

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Vacation rentals in East Windsor

Top-rated vacation rentals in East Windsor

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Popular amenities for East Windsor vacation rentals

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