Family-friendly vacation rentals in Manchester

4.97 out of 5 average rating, 356 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.

KitchenFamilyQuiet

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!

FamilyKitchenQuiet

5.0 out of 5 average rating, 167 reviews

A spacious living area is characterized by high beamed ceilings and large windows that allow natural light. Furnishings include a round dining table surrounded by six chairs and a comfortable seating arrangement, featuring a decorative rug. A large television is positioned on a wooden stand.

Apartment in Coventry

HideAway UConn Coventry RockFarm BnB Breakfast A+

Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms for two couples, 500 Mbps WiFi, Roku TV, private deck, kitchen, laundry, & DIY breakfast. Just 15 minutes to UConn & 2 minutes to Bolton Lakes for fishing & hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Suite, a private space, perfect for a couple.

FamilyIndoor spacesAmenities

4.87 out of 5 average rating, 197 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

Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,

FamilyKitchenNearby

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.

FamilyKitchenBathroom

Guest suite in South Windsor

A spacious outdoor area is showcased, featuring a well-maintained lawn and a wooden deck leading to a white, single-story house. Surrounded by trees, the private yard includes a white picket fence, providing a sense of seclusion.

4.88 out of 5 average rating, 300 reviews

Premium Private Suite • Entry • Wrkspace • Parking

Welcome 🙏 to our premium private guest suite, designed for comfort, privacy, and a seamless stay. Enjoy a spacious, hotel-style retreat with a separate private entrance, easy self check-in, fast Wi-Fi, dedicated workspace, and free parking—ideal for couples, business travelers, and extended stays. Quiet, beautifully maintained, and thoughtfully designed for an stress-free experience 😊. **NO SMOKING of any kind (including cigarettes, vaping, e-cigarettes, marijuana, or any substances).

KitchenFamilyLayout

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 spacesFamilyLaundry

4.92 out of 5 average rating, 110 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

Come and enjoy a relaxing stay in this charming home with a warm island-inspired atmosphere. Featuring 3 bedrooms and 2 bathrooms, this spacious retreat comfortably accommodates up to 8 guests. The large kitchen and open living area provide plenty of space for family and friends to gather, dine, and create lasting memories. Located in a quiet suburban neighborhood just outside downtown Hartford, the home offers the perfect balance of convenience and tranquility.

KitchenFamilyBackyard

4.96 out of 5 average rating, 158 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.

KitchenIndoor spacesHeating

4.8 out of 5 average rating, 171 reviews

A welcoming entryway features a cheerful red front door and a staircase leading to the upper level. Comfortable seating in red and gray tones invites guests to relax. Decorative elements include a small side table with a clock and an arrangement of flowers.

Home in Manchester

4 BDR Cape | 15 mins to Hartford | 25 mins to BDL

I cannot wait to host you at this beautiful Cape! You will be welcomed with modern vibes and coziness. Kitchen is fully equipped. All 4 bedrooms have queen beds and black out curtains. Full bathroom comes with shower/soaking tub combo and superb water pressure. House is equipped with a office desk, chair and reliable WiFi making it suitable for a home office. The smart TV in the living room is perfect for a movie night.

KitchenIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 123 reviews

A spacious living area features a large sectional sofa adorned with decorative pillows, offering comfortable seating. Large windows allow natural light to fill the room, highlighting the wooden floor and a coffee table at the center. A warm ambiance is complemented by tasteful artwork on the walls.

Home in Windsor

Quiet Comfy Getaway 3 BR Home | Close to BDL

Welcome to our newly renovated 3-bedroom home in Windsor, CT! Sleeps up to 8 guests and is perfect for families, business travelers, healthcare professionals, and extended stays. Enjoy fast WiFi, a dedicated workspace, fully equipped kitchen, complimentary coffee bar, washer/dryer, free parking, and spacious bedrooms. Minutes from Hartford, Bradley Airport (BDL), hospitals, shopping, dining, and major highways.

FamilyIndoor spacesLocation

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

Indoor spacesFamilyLocation

Popular amenities for Manchester family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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!

FamilyKitchenTV

4.98 out of 5 average rating, 181 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

Indoor spacesKitchenCheck-in

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

KitchenFamilyValue

4.95 out of 5 average rating, 243 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

KitchenFamilySleep quality

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

FamilyKitchenAmenities

4.98 out of 5 average rating, 168 reviews

A hot tub with bubbling water is showcased under a covered patio, offering a view of the serene lake and surrounding trees. Soft lighting enhances the tranquil setting, while glimpses of the lake's shoreline and distant boats are visible in the background.

Cottage in Southwick

Lake Views from Deck Fire Pit & Hot Tub 4 Kayaks

KitchenIndoor spacesAir conditioning

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

Indoor spacesKitchenLayout

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!

FamilyIndoor spacesCondition

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 121 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

KitchenFamilySleep quality

4.87 out of 5 average rating, 261 reviews

The exterior of a charming red schoolhouse and accessory building is surrounded by vibrant foliage. A white wooden fence outlines the property, leading to a gravel pathway. The buildings feature classic architectural details, with windows framed in white and a backdrop of lush trees.

Cottage in Granby

The Little Red Schoolhouse ~ Circa 1877

FamilyIndoor spacesLayout

4.89 out of 5 average rating, 222 reviews

Cottage in Windsor

In-law apartment in Farmington River Cottage

KitchenIndoor spacesWifi

4.92 out of 5 average rating, 241 reviews

The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.

Home in Bristol

Cozy Family Home - Kid & Pet Friendly

KitchenFamilyHiking

4.98 out of 5 average rating, 123 reviews

An outdoor deck features a large table surrounded by several comfortable chairs. A gas fire pit is centrally located on the table, and a grill is positioned nearby. Lush greenery can be seen in the background, enhancing the outdoor space.

Home in West Hartford

Prime West Hartford Center Location: Historic Gem

KitchenFamilyTV

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

FamilyIndoor spacesDecor

4.94 out of 5 average rating, 140 reviews

The compact kitchen area features a bright red refrigerator and a vintage-style stove. Light blue cabinetry provides storage, while a white sink is positioned under a window overlooking the outside. Wooden floors add warmth to the space, with neatly arranged kitchen essentials visible.

Train in Palmer

Trainmaster's Inn - Caboose

Indoor spacesKitchenBackyard

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

Indoor spacesKitchenAccuracy

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 105 reviews

Guesthouse in Enfield

Close AirPort|SixFlags|Big E|Free Private Parking

Indoor spacesKitchenDecor

4.97 out of 5 average rating, 142 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

KitchenFamilyHot tub

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 spacesLong stay

4.94 out of 5 average rating, 241 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

FamilyKitchenDecor

4.92 out of 5 average rating, 259 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

FamilyIndoor spacesOutdoor spaces

4.81 out of 5 average rating, 321 reviews

A clear, inviting pool is surrounded by lush greenery and mature trees, providing a serene and private atmosphere. The pool features a gently curving shape and is bordered by textured stone paving, with sunlight reflecting off the water's surface.

Apartment in Holyoke

NE Historical Mansion-pets and pet lovers welcome

Indoor spacesFamilyShared spaces

4.88 out of 5 average rating, 259 reviews

A hot tub is situated on a stone patio, surrounded by lush greenery. A short set of steps leads up to its edge, and vibrant flowers add a splash of color in the background. The hot tub's cover is partially open, revealing inviting water.

Home in Montville

Walk to Casino with POOL+HOT TUB

KitchenIndoor spacesView