
Holiday houses in Glastonbury
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Top-rated holiday rentals in Glastonbury
Guests agree: these stays are highly rated for location, cleanliness and more.

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Bright, clean studio in charming Old Wethersfield
Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

Unique luxurious private building in historic area
Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Quiet 2 bed room apt w/ private entrance.
NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

Classic Farm House on a Working Farm & Vineyard
This quaint farmhouse will be your home away from home. Enjoy the scenery and explore local attractions. The farm house is situated just feet from Joseph Preli Farm and Winery (also owners of the farmhouse) with its bountiful grapevines, fruits and vegetables. The farm and vineyard is known for it's old-world Italian charm. Family owned for 100 years, they respect history by using traditional farming methods and antique tractors. See updates about the farm and winery at @jprelifarm

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

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 a comfy king bed, twin bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast! Near malls, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. See The Hide Away https://www.airbnb.com/h/atrockfarm

Spacious Cozy Guest Suite
This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

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.

Loft - Queen Anne Row House in a historic district
Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

Charming Barn Apartment
Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Cozy 1 bedroom clean and quiet
Experience the charm of Manchester CT in this fully furnished 1 bedroom apartment! Available now. Pet-friendly, with laundry facilities conveniently located within the unit. Enjoy easy access to highways from this centrally located apartment while being just minutes away from quaint downtown area amenities.
Popular amenities for Glastonbury holiday rentals
Other great holiday rentals in Glastonbury

"Sunset Shores" Lakeside Oasis

Crested One Place - Heat & Free Parking included

Studio Cum Laude

Serene Apartment in Glastonbury

Your Own Barn Loft Suite Among the Treetops

John Hollister home on the farm

Country retreat 25min to Hartford/15min to UCONN

Connecticut Waterfront Cottage
Quick stats about holiday rentals in Glastonbury
Total rentals
60 properties
Nightly prices starting at
$70 NZD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Walnut Public Beach
- Blue Shutters Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sandy Beach
- Wildemere Beach
- Kent Falls State Park
- Mystic Seaport Museum
- Seaside Beach
- Groton Long Point South Beach
- Harveys Beach
- Giants Neck Beach
- Grove Beach
- Bushnell Park
- Brimfield State Forest
- Bayview Beach
- Benson Avenue Beach