
Family-friendly vacation 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.

Rural Homestead Stay in Your a Private Suite
Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

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.

Getaway on RockFarm, UConn Quiet Retreat in Woods
The Getaway on Rock Farm, a quiet retreat designed for slow mornings, golden hours & deeply restful nights. A 600sf King Studio suite guests love. Option for an adult twin or add 1-2 children on the sofa bed. A living room, kitchen (DIY breakfast), dining & bath w/sundries & amenities. Great connections, WIFI 500 Mbps & ROKU TV. Play yard, outdoor dining, parking. A clean Suite w/superlative hospitality. The Getaway on Rock Farm is for people who don’t want more — they want less, done well.

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.

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

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

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.

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 private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

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.
Popular amenities for Glastonbury family-friendly rentals
Family-friendly home rentals with a hot tub

Breathtaking home with unforgettable views & pool!

Romantic Spa Retreat minutes to Mohegan Sun Casino

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cottage 5 minutes from UConn

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Romantic Getaway at The Lake!

Cozy Cottage |Quintessential CT | Pet Friendly

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Family- and pet-friendly home rentals

Modern Cozy Studio

Clean & quiet 2 bedroom w/office-dog friendly

The Little Red Schoolhouse ~ Circa 1877

Lakeside apartment 2.5 miles from Wesleyan campus!

West Hartford Center Apartment

Clean private home near Lake Pocotopaug!

Premium Private Suite • Entry • Wrkspace • Parking

WeHa Penthouse w/ Private Deck
Family-friendly home rentals with a pool

Casino Wine Down House with Winter Igloo

Private Villa, Pool, New King Bed, close to casino

Luxury cottage by the sea with hot tub and pool

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

The Creation Station

The Vacay Villa

NE Historical Mansion-pets and pet lovers welcome

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,591 GYD | G$36,591 GYD | G$36,173 GYD | G$34,291 GYD | G$36,591 GYD | G$36,591 GYD | G$38,055 GYD | G$38,682 GYD | G$36,591 GYD | G$38,682 GYD | G$41,818 GYD | G$40,773 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 |
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$16,727 GYD per night before taxes and fees

Verified guest reviews
Over 1,180 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

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




