Family-friendly holiday rentals in Manchester

5.0 out of 5 average rating, 162 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.

FamilyKitchenValue

4.88 out of 5 average rating, 190 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,

FamilyIndoor spacesGetting around

4.93 out of 5 average rating, 238 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.

KitchenFamilyLocation

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, 291 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).

KitchenIndoor spacesHeating

4.87 out of 5 average rating, 178 reviews

A charming kitchenette is showcased with colorful cabinetry and floral wallpaper. Pendant lights hang above the counter, illuminating the space. A dining area with two chairs and a small table is visible, while decor items add character to the walls and shelves.

Guesthouse in Vernon

Cozy private one bedroom guest apt suite

Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

FamilyKitchenNearby

4.9 out of 5 average rating, 110 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!

KitchenFamilyBarbecue

5.0 out of 5 average rating, 108 reviews

The exterior of the cottage is characterized by a charming stone chimney and a vibrant green door. The white siding contrasts with lush greenery, while a small seating area features two colorful chairs on the well-maintained lawn. A stone pathway leads toward the entrance.

Cottage in East Haddam

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

Indoor spacesKitchenLocation

4.97 out of 5 average rating, 151 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 spacesComfort

4.99 out of 5 average rating, 812 reviews

The exterior of a historic brick house is showcased, featuring a rounded turret and a welcoming front porch. Lush greenery and colorful flower beds surround the entry stairs, which lead to the front door. A small garden area adds to the inviting atmosphere of the home.

Loft in Hartford

Loft - Queen Anne Row House in a historic district

Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices and several universities. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

Indoor spacesFamilyGetting around

4.8 out of 5 average rating, 166 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.

FamilyKitchenNearby

4.94 out of 5 average rating, 117 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

Spacious 3BR Home | Sleeps 8 | Near Hartford & 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.

KitchenIndoor spacesHospitality

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.

4.93 out of 5 average rating, 234 reviews

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.

FamilyKitchenBreakfast

Popular amenities for Manchester family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 184 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

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 171 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

FamilyIndoor spacesLocation

4.96 out of 5 average rating, 238 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

KitchenIndoor spacesWi-Fi

4.98 out of 5 average rating, 189 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

KitchenIndoor spacesQuiet

4.91 out of 5 average rating, 128 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!

FamilyIndoor spacesLocation

4.9 out of 5 average rating, 250 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

KitchenFamilyBarbecue

4.93 out of 5 average rating, 345 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!

Indoor spacesKitchenParks

5.0 out of 5 average rating, 258 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

FamilyKitchenQuiet

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 219 reviews

Cottage in Windsor

In-law apartment in Farmington River Cottage

KitchenFamilyCheck-in

Apartment in East Windsor

A cozy studio space features a spacious bed with a light coverlet and decorative pillows. A neutral rug lies beneath, complementing the wooden flooring. Decorative wall art and plants are displayed throughout, while a workspace with a desk and chair is neatly arranged nearby.

4.86 out of 5 average rating, 122 reviews

Modern Cozy Studio

KitchenFamilySkiing

4.88 out of 5 average rating, 118 reviews

Home in West Hartford

Home away from home

KitchenFamilyValue

4.91 out of 5 average rating, 105 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

Island Vibes

Indoor spacesKitchenLaundry

Farm stay in West Simsbury

A rustic farmhouse exterior showcases a wooden façade with red double doors and a welcoming balcony adorned with potted flowers. The balcony is accessed by wooden steps, leading to a charming outdoor seating area. Seasonal foliage decorates the surrounding landscape.

4.96 out of 5 average rating, 555 reviews

Flamig Farm Staycation

KitchenIndoor spacesCheckout

4.98 out of 5 average rating, 341 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

Indoor spacesFamilyPets

4.94 out of 5 average rating, 136 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

KitchenIndoor spacesGetting around

4.91 out of 5 average rating, 330 reviews

A cozy living space is presented, featuring a blue couch, a small wooden dining table with four chairs, and access to a bedroom and kitchen. Natural light enters through multiple windows, while neutral walls and beige carpet enhance the inviting atmosphere.

Guest suite in Coventry

Country retreat 25min to Hartford/15min to UCONN

Indoor spacesFamilyParks

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 138 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

Indoor spacesFamilyHiking

4.99 out of 5 average rating, 334 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

Indoor spacesFamilyView

4.93 out of 5 average rating, 577 reviews

A charming property is illuminated with colorful lights during the evening. The spacious deck is adorned with festive decorations, and a Christmas tree can be seen through large windows. The surrounding area is dark, emphasizing the warm glow of the lights.

Bungalow in Easthampton

The Creation Station

KitchenFamilyQuiet

4.96 out of 5 average rating, 157 reviews

A cozy bedroom features a dark upholstered headboard with an arrangement of plush pillows. Soft lighting is provided by a bedside lamp, creating a serene ambiance. Above the bed, three art pieces depict a sun motif, adding warmth to the neutral wall color.

Home in Norwich

Cozy Condo in Norwich- Minutes from Mohegan Sun

KitchenFamilyAccess

4.82 out of 5 average rating, 109 reviews

A spacious bedroom features a large bed adorned with a patterned green and white quilt. Natural light floods the room through multiple windows, highlighting a small desk and ergonomic chair. Soft lighting is provided by sconces on the walls.

Guesthouse in Worcester

Quiet Oasis In The City

Indoor spacesFamilyView

4.98 out of 5 average rating, 359 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

KitchenIndoor spacesPool

4.91 out of 5 average rating, 252 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

KitchenFamilyAccuracy