Holiday houses in East Windsor

4.99 out of 5 average rating, 152 reviews

Home in Vernon

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.

4.98 out of 5 average rating, 188 reviews

Guest suite in Vernon

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.

5 out of 5 average rating, 137 reviews

Guest suite in Enfield

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

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

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

4.92 out of 5 average rating, 120 reviews

Guesthouse in Vernon

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

4.97 out of 5 average rating, 246 reviews

Loft in Tolland

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!

4.93 out of 5 average rating, 214 reviews

Home in Manchester

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 suite in East Granby

4.85 out of 5 average rating, 360 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

4.91 out of 5 average rating, 445 reviews

Treehouse in Willington

Treehouse - Countryside - Farm Animals - Fire Pit

4.99 out of 5 average rating, 238 reviews

Apartment in Enfield

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.

4.91 out of 5 average rating, 149 reviews

Home in South Windsor

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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Other great holiday rentals in East Windsor

5 out of 5 average rating, 3 reviews

Home in Windsor Locks

Warm Woodland Retreat

DaniRating, 5 stars6 days ago

Zach is really proactive and kind. He left me alone , which is what I needed for this short trip, but made me feel like if I needed anything (recommendations, assistance, communications) he would be responsive and quick. The place is a cool New England house with a lot of charm. The neighbors are respectful and quiet. Youre minutes away from a lot of great Connecticut icons and Uber is accessible and cheap. I hope to stay here agin when I return in Sept. The upstairs room is challenging if there are mobility concerns - I would try to book the lower levels. All was wonderful and Zach was kind.

Guest suite in Ellington

4.83 out of 5 average rating, 134 reviews

Luxury basement suite w/ master bedroom and bath

KatieRating, 5 stars16 months ago

My 14 year old son and I spent one on one time at Gina’s and it was wonderful. We cooked dinner together and played games in front of the fire. Was not even a bother that there was no tv, just made the visit even more memorable. I would highly recommend Gina’s to families looking for some relaxing family time. Gina was very easy to contact and extremely flexible with the checkout. We will definitely be staying there again. Thank you Gina!

4.69 out of 5 average rating, 16 reviews

Apartment in Manchester

Crested One Place - Heat & Free Parking included

JuanRating, 5 stars2 months ago

Godfrey was an incredibly responsive host! We arrived earlier than planned, and he was very accommodating. The home was spotless, well-organized, and the bed was exceptionally comfortable. Thank you for hosting us!

5 out of 5 average rating, 4 reviews

Home in Enfield

Nest&Rest Escape

DorsenRating, 5 stars1 week 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.

Apartment in East Windsor

4.85 out of 5 average rating, 81 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.

4.9 out of 5 average rating, 20 reviews

Apartment in Simsbury

Newly Renovated Apartment

BrendaRating, 5 stars2 weeks 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.

4.8 out of 5 average rating, 66 reviews

Home in Ellington

Cheerful 3 bedroom home with large back yard

Olga MariaRating, 5 stars1 week 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.