Family-friendly holiday rentals in Bristol

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

Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

KitchenFamilyHot tub

4.99 out of 5 average rating, 134 reviews

Home in Plymouth

Cozy escape w/private hot tub & backyard skatepark

Relax, unwind, and make lasting memories at this one-of-a-kind getaway! Whether you’re soaking in the private hot tub under the stars, enjoying the peaceful wooded setting, or skating in the unique backyard concrete skatepark, there’s something for everyone. This unique 4 bedroom home has everything you need for a relaxing, cozy stay. Nestled in a quiet neighborhood, you’ll enjoy the perfect balance of privacy while being close to restaurants, grocery stores, shopping, and local attractions.

Indoor spacesKitchenDecor

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

Welcome to our clean, bright, and private home, just a 15-minute drive from the heart of Hartford! Designed with your comfort and convenience in mind, this cozy retreat is perfect for families, couples, and professionals looking for a peaceful yet central stay! Prime Location, WHOLE HOUSE – Explore New Britain & Beyond! Guest Access: ✔ Private driveway for easy parking ✔ Enclosed garage with keyless entry for secure parking ✔ Keyless pad entry at the front door (host will provide the code)

FamilyKitchenLong stay

4.89 out of 5 average rating, 123 reviews

A welcoming living area is shown, featuring a wall-mounted television displaying a tropical beach scene. A sleek white media console holds decorative items and a small plant. Soft lighting from a floor lamp enhances the overall brightness, with a doorway leading to a bedroom visible in the background.

Apartment in Bristol

2 Bedroom Apartment Near Bristol Center

Ultra clean, 1st floor 890 squarefoot apartment. Offers 2 bedrooms, 1 full bathroom, New Samsung washer and dryer in the apartment. Recently everything renovated and updated. Private entrance, self check in (code will be sent prior to arrival). 2 free off street parking spaces available - more if needed. Walking distance to downtown Bristol. Less than 30 minutes to hartford, around 40 minutes from Bradley International Aeroport, 1 hour 50 minutes to New York, 1 hour 50 minutes from Boston

FamilyKitchenCondition

4.94 out of 5 average rating, 151 reviews

A wooden dock extends over calm lake waters, framed by vibrant hues of pink and purple in the sunset sky. Two adirondack chairs are positioned on the dock, inviting relaxation while enjoying the serene views, with softly glowing lanterns along the water's edge.

Cottage in Plymouth

Cozy Oasis, Lakefront with Stunning Sunset Views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

KitchenIndoor spacesSleep quality

4.95 out of 5 average rating, 137 reviews

The living room features refinished hardwood floors and a neutral colour palette. A spacious sofa and an armchair are arranged around a coffee table, facing a large flat-screen TV mounted above a decorative fireplace. Light streams in through large windows, enhancing the airy feel.

Home in Plymouth

Charming 3BR Hill House *Remodeled* w/Arcade

The Lindan Hill House is a perfect AirBnb balance of luxury and value! Stay and play as you enjoy our 5 Star remodeled charming home in Terryville. This quaint and comfy home has everything you need to enjoy your stay including 3 BR with a King/Queen/2 Twin beds with premium bedding. The cozy remodeled basement is perfect for popcorn and movies, dinner and drinks at the bar, and has a game/arcade room with foosball, checkers/chess, and tons of board games! See below for a video tour.

Indoor spacesFamilyNearby

4.84 out of 5 average rating, 120 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

Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

FamilyIndoor spacesGetting around

4.96 out of 5 average rating, 171 reviews

The spacious loft features a sloped ceiling with exposed beams, accommodating a king-size bed and a cozy sofa. A work table is positioned beside a large window that allows natural light to fill the room. A flat-screen TV is mounted on the opposite wall.

Cottage in Collinsville

The Carriage House Wine Vineyards nearby

Newly built contemporary light filled spacious 700 ft carriage house/Loft. It is walking distance to the Farmington river and downtown historic Collinsville. Just off the cycling "rails to trails" river trail, you'll find places to also kayak, SUP, fish and swim. CT Wine Trail and Brignole Vineyards nearby where you'll find food trucks and live music along with award winning wine! Skiing nearby. Conveniently close to Farmington, Avon, Simsbury, West Hartford and 84 highway.

FamilyKitchenLocation

4.92 out of 5 average rating, 235 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

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

KitchenIndoor spacesSleep quality

4.99 out of 5 average rating, 139 reviews

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

Home in Canton

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

FamilyKitchenCheck-in

4.95 out of 5 average rating, 284 reviews

Apartment in New Britain

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.

FamilyIndoor spacesWi-Fi

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

Very charming private farmhouse tastefully decorated situated in rural West Simsbury CT. Learn every day farm life from helping gather the 200 eggs daily and morning chores of caring for and feeding the petting zoo animals. Please note you are welcome to help the farmer as a family, but please do not leave children unsupervised.

FamilyKitchenBarbecue

Popular amenities for Bristol family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.83 out of 5 average rating, 117 reviews

The outdoor area is highlighted by a heated pool surrounded by lounge chairs and a well-maintained garden featuring a mix of hedges and trees. A spa is situated near the pool, with a stone patio providing additional seating under a blue sky dotted with clouds.

Home in Litchfield

The Getaway-HOST & Co.

KitchenFamilyLocation

4.87 out of 5 average rating, 410 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

Indoor spacesKitchenOutdoor spaces

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

KitchenIndoor spacesLong stay

4.93 out of 5 average rating, 350 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 spacesNearby

4.87 out of 5 average rating, 173 reviews

A comfortable living space is presented, combining a light-colored sofa and a larger grey sectional couch. A wooden coffee table sits centrally, with artwork displayed on the wall above. Soft lighting is provided by overhead fans, enhancing the cozy atmosphere.

Guest suite in Waterbury

Private cozy getaway

KitchenIndoor spacesView

4.99 out of 5 average rating, 168 reviews

The entrance showcases a wooden door with a rustic design and a blue frame. A yellow flower arrangement hangs from the door, welcoming guests. The space beyond is an open-concept living area with natural light filtering through sheer curtains, revealing a sectional sofa and wood ceiling beams.

Cottage in Bethlehem

Cozy Cottage |Quintessential CT | Pet Friendly

KitchenFamilyAmenities

4.88 out of 5 average rating, 128 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

FamilyIndoor spacesCheckout

4.99 out of 5 average rating, 248 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

KitchenIndoor spacesGetting around

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 351 reviews

A geodesic dome is situated amid a wooded area, featuring a shingled exterior and a green door with multiple panes. Surrounding stones create a natural base, and a mixture of bare trees and underbrush complements the serene setting.

Dome in Bethlehem

Geodesic Dome in the Wooods

KitchenFamilyAmenities

4.89 out of 5 average rating, 123 reviews

Home in West Hartford

Home away from home

KitchenFamilyGetting around

4.94 out of 5 average rating, 126 reviews

A charming red cabin is nestled among trees, showcasing white-framed windows and a welcoming entrance. The surrounding landscape is adorned with autumn foliage, presenting a picturesque contrast to the cabin's vibrant color. A wooden fence lines the path leading to the cabin.

Cabin in Avon

Charming Cabin on Farmington River

KitchenIndoor spacesComfort

4.86 out of 5 average rating, 258 reviews

A comfortable living area features a sectional sofa adorned with colorful cushions, a small table, and a cozy throw blanket. Natural light enters through a window, illuminating the stone fireplace and surrounding furniture on a polished tile floor.

Guest suite in Waterbury

Waterbury Cozy, Private In-Law Suite

FamilyKitchenAccuracy

4.88 out of 5 average rating, 150 reviews

The red yurt is set among tall trees, showcasing a spacious wooden deck surrounded by a lattice railing. Large windows allow natural light to enter, while the soft curves of the yurt blend harmoniously into the wooded landscape.

Yurt in Guilford

Hartwoods Yurt

Indoor spacesFamilyComfort

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

Indoor spacesFamilyGetting around

Cabin in Litchfield County

A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.

4.94 out of 5 average rating, 156 reviews

Blackberry Cottage

FamilyKitchenAccuracy

4.85 out of 5 average rating, 131 reviews

A charming red homestead is surrounded by a light coating of snow, with a wooden staircase leading to the entrance. Leafless trees are visible in the foreground, and a convenience store can be seen in the background, enhancing the house's accessibility.

Home in Torrington

Charming Home in Litchfield County on a MAIN ROAD!

KitchenFamilyLong stay

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 265 reviews

An aerial view showcases the antique farm property set within a spacious landscape. Surrounding areas feature a mix of treed land and open fields. The main house, along with additional structures and a large yard, is visible alongside winding roads, emphasizing the rural setting.

Barn in Bethel

Escape to a Restored New England Antique Milk Barn

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 213 reviews

A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.

Guest suite in Monroe

Garden Level Suite with Beautiful Pool

Indoor spacesKitchenQuiet

5 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 spacesGetting around

4.89 out of 5 average rating, 462 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.

Indoor spacesKitchenAir conditioning

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

FamilyKitchenComfort

Guest suite in Farmington

5 out of 5 average rating, 61 reviews

The Cottage at Apple Hill

Indoor spacesFamilyDecor

4.97 out of 5 average rating, 117 reviews

A spacious bedroom is presented with a comfortable bed, layered in plush white linens and accented with dark pillows. A wooden dresser sits in front of a large window, allowing natural light to fill the room, while art decorates the walls.

Apartment in New Haven

King 1BR W/ Parking, Pool & Gym

FamilyKitchenGetting around