Family-friendly holiday rentals in Bloomfield

Guest suite in Bloomfield

4.94 out of 5 average rating, 139 reviews

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

A private cozy suite for you powered by solar! Better than a hotel & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Keurig machine. Separate Wifi for remote work. Powered by solar! Less than 20 minutes to the airport and Hartford. No cost EV charger. No cleaning fees!

FamilyIndoor spacesParking

4.94 out of 5 average rating, 155 reviews

Cabin in Bloomfield

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary

Welcome to Otter Falls Inn! Nestled in the trees directly above the brook and hidden off the main road sits our cozy, vintage eco cottage. Just 8 minutes from all major conveniences, our property is a hidden oasis- an urban nature sanctuary where we are restoring native habitat and the waterway. We lovingly restored and updated the cottage to offer a unique, relaxing, romantic getaway where guests can slow down and enjoy connecting to each other and nature in this stylish, eco conscious home.

Indoor spacesKitchenPets

4.98 out of 5 average rating, 120 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

With over 500 five star guest reviews, Mark Chu Rentals is known for exceptional hospitality, thoughtful details, and memorable stays. Enjoy the perfect blend of historic charm and modern comfort in the heart of West Hartford Center. Relax on the spacious private deck with a gas fire pit and grill, or take a short walk to Blue Back Square for boutique shopping, restaurants, cafés, and entertainment. The nearby Delamar Hotel makes this an ideal location for business and leisure travelers alike.

Indoor spacesKitchenNearby

4.92 out of 5 average rating, 108 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

Come and enjoy a tranquil stay with an island vibe. This 3 bedroom, 2 bath home will comfortably accommodate up to 8 persons. Large kitchen and living space for everyone. Situated in a quiet suburb on the outskirts of downtown Hartford, it is 12 minutes from Bradley International Airport, 20 minutes from the Basketball Hall of Fame and Springfield Museums Quadrangle. In the region is the Connecticut Science Museum, The Mark Twain House, Wadsworth Atheneum Museum of Art, and much more.

FamilyIndoor spacesAccess

4.89 out of 5 average rating, 220 reviews

Cottage in Windsor

In-law apartment in Farmington River Cottage

If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

KitchenFamilyOutdoor spaces

4.9 out of 5 average rating, 115 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!

KitchenFamilyLocation

4.97 out of 5 average rating, 139 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

Come sleep above the horses at Bloombury Hill Farm. With stunning mountaintop views, this immaculate 2 BR apartment is spacious and boasts over 2000 square feet. Bask in the sunshine at the pool (open Memorial Day through Labor Day from 11a-5pm.) Close to thriving West Hartford Center with loads of restaurants and shopping. Hiking trails, local breweries and wineries, and farm stands are all located close by. All the ingredients for a magical weekend getaway.

Indoor spacesFamilyQuiet

Guest suite in East Granby

4.85 out of 5 average rating, 430 reviews

10 Hillcrest

So we were offline for a few months but we now have a totally new remodeled space. Lots more light and upgrades we think you will enjoy! The perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street! Many, many farms, wineries, breweries and eateries just minutes down the road. We are also just minutes from Bradley International Airport

KitchenFamilyDecor

4.99 out of 5 average rating, 815 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.

FamilyIndoor spacesShared spaces

4.94 out of 5 average rating, 122 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.

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 110 reviews

A spacious room is highlighted by large windows dressed with floral curtains, allowing natural light to fill the space. A cozy seating area features a patterned armchair and a modern sofa, alongside a wooden table and chair. A round mirror adds dimension to the decor.

Guest suite in Simsbury

Powder Forest Guest House Room 1

Powder Forest Guest House offers 6 unique accommodations near the center of Simsbury, each with a private bathroom, microwave, mini fridge, and modern amenities. The fully remodeled, Guest House is situated between the pond at Millwrights Restaurant and Illumina Day Spa, both within walking distance. There is a public pay for use, level 2 EV charger 530 feet from the building in the Mill Commons Apartments.

FamilyIndoor spacesHospitality

4.89 out of 5 average rating, 125 reviews

Home in West Hartford

Home away from home

Enjoy this stylish third-floor apartment with two cozy bedrooms, each featuring a queen bed. The space includes a fully equipped kitchen, modern full bathroom, and a private balcony—perfect for relaxing. Just steps from Joey’s Pizza Pie and Park Lane Pizza, you’ll be in the heart of West Hartford’s best dining. Ideal for work trips or getaways, this apartment offers comfort, convenience, and charm.

FamilyIndoor spacesHiking

Popular amenities for Bloomfield 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, 191 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

FamilyKitchenQuiet

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

Indoor spacesKitchenBeach

4.98 out of 5 average rating, 167 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 Hot Tub Propane Fire Pit 4 Kayaks

FamilyIndoor spacesLocation

4.87 out of 5 average rating, 411 reviews

The charming cottage, with its white siding and red door accents, is set amidst lush greenery. A well-maintained yard features grass and flowering plants, while a stone wall frames the scene, adding to the property's rustic appeal.

Cottage in Litchfield

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

KitchenFamilySolo travel

4.99 out of 5 average rating, 249 reviews

A cozy living room features a brown sofa positioned centrally, paired with an ottoman. Striped armchairs flank the space, with two lamps providing soft illumination. Warm wood paneling and large windows contribute to a welcoming ambiance, complemented by a decorative area rug underneath.

Home in Colebrook

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

KitchenFamilyWalkability

4.96 out of 5 average rating, 132 reviews

Two sheep sit comfortably on a bed of soft wood shavings. Their woolly coats provide contrast, with one sheep displaying a predominantly white fleece and the other featuring a patch of black on its face. The interior of a vehicle is visible in the background.

Guest suite in Granby

Onomea Farm

Indoor spacesFamilyPets

4.92 out of 5 average rating, 131 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!

Indoor spacesKitchenView

4.96 out of 5 average rating, 308 reviews

The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.

Home in Monterey

Jaw dropping mountain & lake views

KitchenFamilyHospitality

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 194 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

Indoor spacesKitchenWi-Fi

4.84 out of 5 average rating, 121 reviews

A bright living area features a teal sofa paired with a light gray armchair, accented by a round coffee table at the center. Natural light floods in through large windows, with soft curtains enhancing the serene atmosphere. Art pieces adorn the walls, complementing the hardwood floor.

Home in Bristol

Stylish & Luxurious 3 BDR home with Play Station

FamilyKitchenGetting around

4.98 out of 5 average rating, 350 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 spacesKitchenSleep quality

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, 293 reviews

Premium Private Suite • Entry • Wrkspace • Parking

KitchenIndoor spacesTV

4.95 out of 5 average rating, 118 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

Indoor spacesKitchenAir conditioning

4.92 out of 5 average rating, 237 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

FamilyIndoor spacesWalkability

4.93 out of 5 average rating, 364 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

FamilyKitchenLong stay

4.97 out of 5 average rating, 153 reviews

Apartment in Manchester

Peaceful Pet-Friendly Retreat Near Hartford and MA

Indoor spacesKitchenAccess

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 100 reviews

Guesthouse in Enfield

Close AirPort|SixFlags|Big E|Free Private Parking

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 339 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

KitchenFamilyWalkability

4.93 out of 5 average rating, 212 reviews

A serene view of the pool is presented, framed by lush greenery and vibrant plant life. The clear water reflects the sky, while distant hills and a pond are visible at the horizon, creating a peaceful outdoor retreat.

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Indoor spacesFamilyValue

5.0 out of 5 average rating, 178 reviews

A light-filled living area features a cozy sofa and elegant chairs arranged around a delicate coffee table. A decorative fireplace serves as a focal point, complemented by soft curtains and a tasteful chandelier. An ornate mirror reflects the natural light streaming through the large windows.

Guest suite in Enfield

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

KitchenIndoor spacesValue

4.88 out of 5 average rating, 129 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Indoor spacesFamilyAccuracy

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.

KitchenFamilyCheck-in

4.97 out of 5 average rating, 34 reviews

The spacious bedroom features a large bed with a navy blue comforter, complemented by two decorative pillows. A dark wooden dresser and two nightstands with lamps are present. Natural light enters through a window and a skylight above. A geometric patterned area rug enhances the floor space.

Home in East Hartford

Family Retreat Near Hartford – Year-Round Getaway

Indoor spacesFamilySleep quality