Family-friendly vacation rentals in Glastonbury

4.97 out of 5 average rating, 357 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guesthouse in Portland

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.

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 134 reviews

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

Breathtaking home with unforgettable views & pool!

This spacious 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!

KitchenFamilyHiking

Guest suite in Wethersfield

The spacious studio features a queen-sized bed with a patterned duvet, a comfortable futon, two chairs, and a dining table. A gas fireplace adds warmth, while natural light fills the room through two windows, complemented by light, flowing curtains.

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.

FamilyKitchenBreakfast

4.99 out of 5 average rating, 375 reviews

4.99 out of 5 average rating, 186 reviews

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

Home in Vernon

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!

KitchenFamilyLaundry

4.93 out of 5 average rating, 243 reviews

A comfortable sleeping area features a dark tufted headboard and a soft, neatly arranged bedding with multiple pillows. A lamp is positioned on a bedside table, while a floor lamp provides additional light. A floral wall art piece adds a subtle touch above the bed.

Home in Manchester

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.

FamilyIndoor spacesCleanliness

4.76 out of 5 average rating, 110 reviews

The kitchen features stainless steel appliances, including an oven and stovetop, with a granite countertop. Storage cabinets are available for cookware and dishware. A bar-style seating area with high stools is positioned along one side, and a variety of cooking utensils are organized on the wall.

Home in East Hartford

New!Quaint & Convenient Hideaway: Great Location

Spend your days visiting CT Science Center, Bushnell Park, and Case Mountain, then look forward to retiring to this charming house for some family time, a restful sleep, or a movie night! Whatever your heart desires, this vacation rental is ready to accommodate it! Fitted with 3 bedrooms, 1 bathroom, a backyard, and a well-stocked kitchen, this home offers the perfect launching point for all your Connecticut bucket list items! You're sure to leave this home feeling rejuvenated and at ease!

KitchenIndoor spacesParking

4.89 out of 5 average rating, 463 reviews

An open living space showcases a wooden table with candles, surrounded by wooden chairs. A white sofa with decorative cushions is positioned next to a reddish armchair. A coffee table sits central, with a small plant atop a patterned rug. Light illuminates the cozy atmosphere.

Apartment in Glastonbury

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.

FamilyKitchenTV

4.97 out of 5 average rating, 118 reviews

The farmhouse is depicted with a well-maintained exterior, featuring a symmetrical design and light-colored siding. Vibrant purple and pink flowers bloom in front, adding color to the landscape. A rustic barn is visible in the background, surrounded by lush greenery and a clear blue sky.

Farm stay in Glastonbury

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

KitchenIndoor spacesGetting around

4.9 out of 5 average rating, 119 reviews

A spacious living area features a red sectional sofa and a small round coffee table with a plant centerpiece. The open layout connects to a well-lit kitchen in the background, visible through a doorway, blending comfort and functionality.

Home in Manchester

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!

Indoor spacesFamilyLayout

4.96 out of 5 average rating, 160 reviews

Apartment in Manchester

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.

FamilyKitchenTV

Guesthouse in Glastonbury

The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.

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.

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 237 reviews

4.93 out of 5 average rating, 549 reviews

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

Treehouse - Countryside - Farm Animals - Fire Pit

FamilyKitchenAccuracy

Popular amenities for Glastonbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 182 reviews

The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.

Home in Coventry

Cozy cottage 5 minutes from UConn

KitchenFamilyLayout

4.95 out of 5 average rating, 244 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

Indoor spacesFamilySolo travel

4.98 out of 5 average rating, 195 reviews

A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.

Cottage in Burlington

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

FamilyKitchenComfort

4.93 out of 5 average rating, 361 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 231 reviews

The farmhouse, constructed in 1856, is showcased with its classic white exterior and black accents. Large windows allow natural light to fill the space, while lush greenery surrounds the property. A pebble pathway leads to the entrance, enhancing the inviting atmosphere.

Home in Old Lyme

Modern Farmhouse with Hot Tub in Old Lyme, CT

KitchenFamilyPets

5.0 out of 5 average rating, 264 reviews

The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.

Farm stay in Thompson

Rustic Farmette Studio w/yearround Hot Tub

FamilyIndoor spacesHiking

4.99 out of 5 average rating, 113 reviews

Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Indoor spacesKitchenBackyard

4.95 out of 5 average rating, 211 reviews

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

FamilyIndoor spacesSleep quality

Family- and pet-friendly home rentals

4.77 out of 5 average rating, 124 reviews

An enclosed porch features an orange accent wall, complemented by a light gray wall. The area includes a comfortable sofa, two armchairs, and a stylish area rug. A ceiling fan is mounted above, and large windows provide ample natural light.

Home in Manchester

Modern ~ 3 Bedroom ~ Sleeps 8 ~11 mins to Hartford

FamilyIndoor spacesHeating

4.92 out of 5 average rating, 111 reviews

A spacious living area features high ceilings with exposed beams and wooden flooring. Comfortable seating includes sofas and chairs arranged around a central coffee table. A large television is set against one wall, and plants add a touch of greenery to the room.

Home in Windsor

A Tranquil Getaway Wrapped in Island Vibes

FamilyIndoor spacesCheck-in

4.95 out of 5 average rating, 122 reviews

A welcoming living room features a comfortable couch and two textured armchairs, arranged around a central round coffee table. Natural light filters through large windows, highlighting a cozy atmosphere. A small side table displays a plant and a soft throw blanket.

Home in New Britain

Bright & Private WHOLE HOUSE 4 YOU Near Everything

FamilyIndoor spacesBackyard

4.93 out of 5 average rating, 367 reviews

A modern home is set against a backdrop of colorful autumn foliage. The façade features large windows and a welcoming front porch. A well-maintained lawn stretches out in front, and the surrounding hills are visible in the distance under a cloudy sky.

Farm stay in Coventry

Luxury Secluded Home on Equestrian Estate

FamilyIndoor spacesAccess

4.86 out of 5 average rating, 149 reviews

A serene lakeside house is framed by lush greenery, with a wooden dock leading to the water. The porch, adorned with large windows, provides an inviting entrance. The structure features a classic design, complemented by natural surroundings, ideal for enjoying scenic views and outdoor activities.

Home in East Hampton

Beautiful lakefront home, 4bed 2.5ba

KitchenFamilyAmenities

4.86 out of 5 average rating, 198 reviews

A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.

Home in South Windsor

Spacious 3 Bedroom Ranch With Office

KitchenFamilyOutdoor spaces

4.86 out of 5 average rating, 209 reviews

A charming two-bedroom cottage is set amidst greenery, featuring a welcoming front porch with a railing. A stone pathway leads to the entrance, and landscaping is visible around the base of the home. Large windows allow natural light to enhance the inviting exterior.

Cottage in Hebron

Welcome to The Holly at Amston Lake

FamilyKitchenBackyard

4.94 out of 5 average rating, 109 reviews

Home in East Hampton

Clean private home near Lake Pocotopaug!

KitchenFamilyDecor

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 143 reviews

A large farmhouse is depicted in the background, featuring a broad balcony and distinctive architectural details. Sunflowers are prominently featured in the foreground, with bright yellow petals and green leaves, surrounded by lush grass and trees providing a serene atmosphere.

Barn in Bloomfield

Farm Stay with Horses & Pool | Mountaintop Views

KitchenFamilySleep quality

4.99 out of 5 average rating, 344 reviews

A bright living area features a dark sofa with multiple cushions, flanked by two patterned chairs. A wooden coffee table is positioned in the center, and a laptop is placed on it. Natural light enters through the two windows, adorned with dark curtains.

Apartment in Enfield

FROG Suite Apartment

KitchenIndoor spacesCheck-in

4.9 out of 5 average rating, 105 reviews

Guesthouse in Enfield

Close AirPort|SixFlags|Big E|Free Private Parking

KitchenFamilyValue

4.92 out of 5 average rating, 260 reviews

A serene bedroom features a spacious bed adorned with white bedding and decorative pillows. Nightstands with lamps flank the bed, and a cozy couch with patterned cushions offers additional seating. Natural light filters through sheer curtains, enhancing the calming environment.

Condo in Norwich

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

KitchenFamilyCheckout

4.91 out of 5 average rating, 262 reviews

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

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

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 372 reviews

A comfortable living area features a gray sectional sofa with a chaise lounge, positioned across from a minimalist entertainment unit. Natural light filters through sliding glass doors that lead to a patio. A dining area is visible in the background, accompanied by bar stools.

Condo in Norwich

Top Rated Villa located near Mohegan Sun & Mystic

Indoor spacesFamilyWalkability

4.94 out of 5 average rating, 242 reviews

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

KitchenFamilyWifi