
House holiday rentals in Glastonbury
Find and book unique houses on Airbnb
Top-rated house rentals in Glastonbury
Guests agree: these houses are highly rated for location, cleanliness and more.

Luxe Bolton Lake
Feeling the fuel crunch? Travel locally and enjoy the beautiful Bolton Lakes. The Luxe features expansive 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, fast WiFi, large deck for relaxing, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for guests of all ages, so come stay with us and make memories that will last a lifetime!

Breathtaking home with unforgettable views & pool!
This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

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,

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Paradise On The Hill Luxury Apartment.
Enjoy your own special and separated section of this beautiful, modern colonial home. This spacious home includes central air, an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large, newly renovated bathroom with spa like jets. His and hers closets. Beautiful fully stocked kitchenette, 2 large screen Smart TVs, 55 inch in living room, 42 inch in bedroom, Free WiFi, dining for 6, all for the comfort and convenience of our guests.

Beautiful Lake House on Lake Pocotopaug
Enjoy a relaxing vacation in a beautiful, updated lakefront home on Lake Pocotopaug. Summer =grilling out, kayaking & paddle boarding with family & friends. A lakeside marina offers party boat rides & kayak rentals. Winter=relaxation by the cozy fireplace, games and ice skating when the lake freezes over. Projector Screen, Games, Books, AC, Heat, Outdoor Grill and a working fireplace. All year round, we'd love to have you at our home. which we love and use as a getaway from the city.

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

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 morning coffee or tea while enjoying the lake view from the live edge 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.

Classic Lakehouse~Fire Pit_Canoes_Kayaks & Sunsets
Private lakefront home on Lake Pocotopaug with a fishing dock, kayaks, fire pit, and spectacular sunset views — perfect for family & friend getaways. Welcome to Lakeside Ferns, where you’ll enjoy direct waterfront access and private dock for swimming, fishing, kayaking, canoeing, and boating. Grill dinner, relax in the hammock by the water, and gather around the outdoor fire pit for s’mores under the stars. End each day with breathtaking sunsets over the lake — beautiful in every season.

Modern ~ 3 Bedroom ~ Sleeps 8 ~11 mins to Hartford
Have fun with the family at this stylish and modern house! You will be welcomed with coziness. Kitchen is fully equipped. The bedrooms have queen beds and black out curtains. You will find a sofa bed and twin bed in the enclosed fancy porch making it possible to host 8 people. There is 1 full bathroom on lower lever and another full bathroom on the upper floor. House is equipped with an office desk and chair with WiFi suitable for a home office. Living room & Porch have a smart TV!

Quiet Comfy Getaway 3 BDR home
Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

Best River View, on Rail Trail in Collinsville!
This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!
Popular amenities for house rentals in Glastonbury
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches

The Getaway-HOST & Co.

Cedar Ridge: House

FREE Private Indoor Heated Pool - Mystic Home

Perfect New England Getaway has a pool/ hot tub

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

The Classic #1 @ Ocean Beach: 6 Queen 1 Sofa Bed

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Weekly house rentals

Bull Hill Bungalow

Lakeside Willow

Urban Luxury in Central CT w/ free RV parking

Home away from home

Lovely, peaceful lakefront home.

Guilford Field House

Quarry House: Mid-Century Modern

Fun on the Lake: Games, Dock, Slide, EV Charger
Private house rentals

15 acres! * Pine Pond at Devils Hopyard State Park

Country getaway - pool, huge yard,

Our Little Lakehouse

Grammy's Lake House on Lake Pocotopaug

Pet Friendly Cozy Home for Work/Leisure

Charming Historic Owl House in Old Wethersfield

Berkshires Black Abbey

The Farmhouse Stay
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 SGD | $190 SGD | $204 SGD | $197 SGD | $184 SGD | $184 SGD | $184 SGD | $193 SGD | $167 SGD | $204 SGD | $235 SGD | $233 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Quick stats about house rentals in Glastonbury

Total holiday rentals
Explore 20 holiday rentals in Glastonbury

Nightly prices starting at
Glastonbury holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Glastonbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Glastonbury rentals

4.8 Average rating
Glastonbury stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Yale University
- Six Flags New England
- Ocean Beach Park
- Mohegan Sun
- Kent Falls State Park
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Mohawk Mountain Ski Area
- Yale University Art Gallery
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Mount Southington Ski Area
- Ocean Beach
- Orient Beach State Park
- Ski Sundown
- Burlingame State Park
- University of Connecticut
- Mystic Aquarium
- Napatree Point Conservation Area
- Bluff Point State Park
- Wesleyan University
- Devil's Hopyard State Park
- Mount Holyoke College





