
Family-friendly vacation rentals in Glastonbury
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Glastonbury

Total vacation rentals
Explore 20 vacation rentals in Glastonbury

Nightly prices starting at
Glastonbury vacation rentals start at G$16,728 GYD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Glastonbury vacation rentals include wi-fi access

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

4.7 Average rating
Glastonbury stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Glastonbury
Guests agree: these family-friendly homes 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.

"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

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.

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!

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.

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

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!

Peaceful Pet-Friendly Retreat Near Hartford and MA
Welcome to your home away from home located steps away from downtown Manchester CT! ✔ Private entrance ✔ 1 comfortable bedroom & full bathroom ✔ Fast Wi-Fi for work and entertainment ✔ In-unit washer & dryer ✔ Complimentary coffee ✔ Pet-friendly accommodations ✔ Backyard access ✔ Quiet, residential setting Conveniently located close enough to major events but in a quaint downtown area making it prefect for short or long term stays.

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.

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!
Popular amenities for Glastonbury family-friendly rentals
Family-friendly home rentals with a hot tub

Breathtaking home with unforgettable views & pool!

Cozy cottage 5 minutes from UConn

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Romantic Getaway at The Lake!

Cozy private apt 8 mins from UCONN - solar powered

Casino Stay & Play House w/Hot Tub, Game Room

Walk to Casino with POOL+HOT TUB

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Family- and pet-friendly home rentals

Home away from home

Water Forest Retreat -Octagon

Welcome to The Holly at Amston Lake
Flamig Farm Staycation

Spacious 3 Bedroom Ranch With Office

Country retreat 25min to Hartford/15min to UCONN

Berkshire Treehouse Retreat

Premium Private Suite • Entry • Wrkspace • Parking
Family-friendly home rentals with a pool

Farm Stay with Horses & Pool | Mountaintop Views

Top Rated Villa located near Mohegan Sun & Mystic

FROG Suite Apartment

Rustic Farmette Studio w/yearround Hot Tub

Cozy Condo in Norwich- Minutes from Mohegan Sun

Romantic Spa Retreat minutes to Mohegan Sun Casino

Peaceful Oasis steps from Mohegan Sun

Luxury cottage by the sea with hot tub and pool
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,501 GYD | G$33,456 GYD | G$36,592 GYD | G$34,292 GYD | G$36,592 GYD | G$36,592 GYD | G$38,056 GYD | G$38,683 GYD | G$36,592 GYD | G$38,683 GYD | G$41,820 GYD | G$40,774 GYD |
| 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 |
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
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- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Kent Falls State Park
- University of Connecticut
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Soundview Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Ski Sundown
- Ocean Beach
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- Blue Shutters Beach
- Wesleyan University
- University of Massachusetts Amherst
- Mount Southington Ski Area
- Smith College
- Bluff Point State Park





