
Family-friendly holiday rentals in Glastonbury
Find and book unique family-friendly homes on Airbnb
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.

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 star gazing 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

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.

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.

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.

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 studio loft
Escape to a peaceful wooded retreat in our cozy studio loft apartment, tucked away from the road and surrounded by nature. Large windows fill the space with natural light, and wildlife is often spotted nearby. Perfect for remote work, a relaxing getaway, or a short stay. Located just minutes from the University of Connecticut and close to antique shops, scenic countryside, and Stafford Motor Speedway.

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)

Your home away from home for Comfort & Convenience
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.

Historic Farmhouse by the River (Duplex)
This renovated apartment is the perfect getaway. Enjoy all that our family farm has to offer, take a walk down to the river, or explore some of the amazing attractions in South Glastonbury. This is the perfect place for a weekend trip or a longer term stay.
Popular amenities for Glastonbury family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy private apt 8 mins from UCONN - solar powered

Luxury cottage by the sea with hot tub and pool

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cottage 5 minutes from UConn

The Creation Station

Luxe Bolton Lake

Cozy Cottage |Quintessential CT | Pet Friendly

Peaceful Lake Views from Private Hot Tub & Kayaks
Family- and pet-friendly home rentals

Lake Beseck cottage

Beautiful lakefront home, 4bed 2.5ba

River Barn, Sidewalk Stroll into Essex Village

Private Cozy Suite, 0 Fees, Pets Welcome, EV Plug

The Cottage at Indian Cove

Hartwoods Yurt

Blackberry Cottage

Charm + location. Walk to beach, town, & harbor.
Family-friendly home rentals with a pool

Casino Wine Down House with Winter Igloo

Cedar Ridge: House

Charming apartment with breathtaking view!

Hilltop House/HOST &Co.

Peaceful Oasis steps from Mohegan Sun

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

The Pond Mill Retreat w/ 2 Bdrms & Pool

mid century ranch style house on farmland
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 AUD | $247 AUD | $244 AUD | $232 AUD | $247 AUD | $247 AUD | $257 AUD | $261 AUD | $247 AUD | $261 AUD | $283 AUD | $276 AUD |
| 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 holiday rentals that are family-friendly in Glastonbury

Total holiday rentals
Explore 20 holiday rentals in Glastonbury

Nightly prices starting at
Glastonbury holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Glastonbury holiday rentals include Wi-Fi 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
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Mohegan Sun
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Mount Southington Ski Area
- Yale University Art Gallery
- Sleeping Giant State Park
- Burlingame State Park
- Ski Sundown
- Orient Beach State Park
- Ocean Beach
- Mystic Aquarium
- University of Connecticut
- Bluff Point State Park
- Napatree Point Conservation Area
- Wesleyan University
- Devil's Hopyard State Park
- Mount Holyoke College




