Family-friendly vacation rentals in Marlborough

4.98 out of 5 average rating, 133 reviews

A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.

Home in Framingham

Cozy en suite w/ high ceilings

Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

Indoor spacesKitchenNearby

4.97 out of 5 average rating, 156 reviews

Home in Framingham

1BR Loft | 25 Mins to Boston | Quiet Neighborhood

Welcome to The Loft! 100% Private 1-Bedroom Place Queen Bed — Pillowtop Mattress Full Kitchen — Stove, Fridge, Dishwasher, Pots/Pans, Utensils & Essentials Dining Area — Table & Chairs Living Room — Leather Sofa 49" SmartTV — Netflix + Sling Live TV Bathroom — Shower, Plush Towels & Natural Bath Products Private 2nd Floor Entrance Heated Outdoor Stairs Your Own Driveway Quiet & Safe Neighborhood Deep Cleaned & Sanitized 2 Min Walk to Park 25 Mins to Boston Easy Access —Route 9 & 90-Mass Pike

KitchenIndoor spacesCondition

4.98 out of 5 average rating, 138 reviews

The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.

Home in Holliston

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 126 reviews

An outdoor lounge area features a circular table surrounded by curved sofas adorned with cushions. Soft curtains frame the space, while potted flowers add vibrant color. Natural light filters through the overhead structure, creating a relaxed atmosphere for gatherings.

Home in Worcester

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

Indoor spacesKitchenAccess

4.97 out of 5 average rating, 247 reviews

Cottage in Stow

White Pine Cottage – Cozy 3BR w/ Fireplace

Welcome to White Pine Cottage - a cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are coming to the area to visit family, work or a weekend getaway. Located in quiet wooded neighborhood with very little traffic. Relax by the fireplace and enjoy a soak in the whirlpool tub. Convenient to local farms, orchards, golfing, wooded trails and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Indoor spacesKitchenLocation

4.82 out of 5 average rating, 118 reviews

A spacious bedroom features a large bed with a quilted taupe cover and decorative pillows. Framed artwork hangs on the walls alongside window treatments, while warm table lamps provide gentle lighting on both sides of the bed. Soft textiles create a calming atmosphere.

Condo in Shrewsbury

Luxury Spacious 2BR • King & Queen Beds • 2 Baths

Family-Friendly 2BR Getaway! Spacious stay with a 🛏️ King & Queen bed, ☀️ outdoor patio, 👶 baby crib! 🐶 pet-friendly neighborhood! Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Close to beautiful Dean Park—perfect for walks, playtime, or just soaking up nature. We’d love to host you!

FamilyIndoor spacesValue

4.98 out of 5 average rating, 128 reviews

The bedroom features a spacious bed adorned with navy bedding and accented by decorative pillows. Nightstands with lamps are positioned on either side. Natural light enters through a window, illuminating the warm wooden flooring.

Guest suite in Stow

Sisu Suite: Private one bedroom suite

Private suite with separate entrance. Locked door between suite and home. Sitting room with love seat, folding wall-mounted table/desk and chairs, tv, and kitchenette. Kitchenette includes mini fridge, microwave, coffeemaker, water kettle, and toaster. Bedroom with queen sized bed. New bathroom. 25 miles west of Boston. Minutes from pick-your-own apple orchards, winery, cider breweries, and golf courses. Backyard connects to conservation land trails. 3.3 miles from S. Acton Rail station.

KitchenFamilyParking

4.95 out of 5 average rating, 179 reviews

An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 4 futons/mattresses. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

Indoor spacesFamilyOutdoor spaces

4.82 out of 5 average rating, 107 reviews

Apartment in Framingham

Comfy Cute lovely 1 BR 1 bed APT w/Private Access.

Cozy and lovely 1 bedroom 1 bed apartment in Framingham with private access and parking. Everything nearby is perfect for solo adventures, couples, and business travelers, with groceries, restaurants, train stations, shopping centers, Natick Mall, and Framingham State University just minutes away. You can get around Boston and Providence with ease! Occupancy: Maximum 2 adults. Property type One-bedroom apartment or guest suite Property type: Entire house/apartment

FamilyIndoor spacesQuiet

Place to stay in Sherborn

A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.

4.98 out of 5 average rating, 356 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!

FamilyIndoor spacesQuiet

4.91 out of 5 average rating, 606 reviews

A spacious living area features a dark gray futon adorned with patterned cushions, accompanied by a wooden coffee table. A rustic wooden cabinet houses a television, while natural light is invited through the glass doors leading to an exterior space.

Apartment in Hudson

Newly Renovated Apartment Near Downtown Hudson

Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

FamilyIndoor spacesHeating

4.81 out of 5 average rating, 110 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

Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.

KitchenIndoor spacesDecor

Popular amenities for Marlborough family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 165 reviews

A historic stone farmhouse is set on a spacious green lawn, complemented by a vibrant red barn in the background. Tall trees provide shade, and a carefully arranged stone border outlines the lush garden area, creating a tranquil outdoor setting.

Farm stay in Hopkinton

1790 Stone Manor Farm

FamilyIndoor spacesQuiet

4.95 out of 5 average rating, 153 reviews

Cottage in Mendon

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

KitchenFamilyGrill

Farm stay in North Andover

The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.

4.93 out of 5 average rating, 301 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

FamilyIndoor spacesTV

5.0 out of 5 average rating, 261 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

KitchenFamilyBeach

4.95 out of 5 average rating, 183 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

FamilyKitchenLaundry

4.92 out of 5 average rating, 234 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 137 reviews

A spacious bedroom is presented with a king-sized bed dressed in patterned bedding. A wooden bench sits at the foot of the bed, and a decorative cabinet is visible in the corner. Natural light filters through a nearby window covered by dark curtains.

Guest suite in Fitchburg

Private sanctuary in the city w/ patio & backyard

KitchenIndoor spacesEV charging

4.98 out of 5 average rating, 217 reviews

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

KitchenFamilyHot tub

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 132 reviews

Home in Wayland

Spacious 4 bedroom home with large yard

KitchenIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 421 reviews

A spacious yard is surrounded by tall trees, showcasing a playground with a slide and swings. A garden area is interspersed with colorful flowers and is set against the backdrop of lush greenery. A trampoline is visible in the distance, along with a greenhouse.

Farm stay in Rutland

Farm Living

FamilyKitchenAir conditioning

5.0 out of 5 average rating, 112 reviews

The charming exterior of a two-story house is showcased, featuring a gray façade with white trim and an inviting front porch. American flags adorn the porch, while well-maintained shrubs and a grassy area complement the space. A brick pathway leads toward the entrance.

Home in Worcester

Charming Large Entire Home Spacious 3 Bed 2.5 Bath

Indoor spacesKitchenSleep quality

4.88 out of 5 average rating, 478 reviews

Barn in Carlisle

Private Studio w/ Loft Center Historic Carlisle

Indoor spacesFamilyValue

4.93 out of 5 average rating, 133 reviews

A pathway leads down to the tranquil waters of Lake Quinsig, surrounded by lush greenery. Soft clouds drift across a bright blue sky, reflecting light on the calm surface of the lake. Boat docks are visible, inviting leisurely activities.

Home in Worcester

Million-Dollar View - Great Location/Sleeps 9

FamilyIndoor spacesGetting around

4.97 out of 5 average rating, 206 reviews

The home is nestled among trees in a wooded setting, with a deck visible in the distance. Sunlight filters through the foliage, casting dappled light on the ground, while an array of green leaves and flowering plants create a natural frame around the structure.

Guest suite in Bolton

Vaughn Hill Hideaway & Sauna

Indoor spacesKitchenLayout

4.9 out of 5 average rating, 144 reviews

Apartment in Shrewsbury

Clean & Cozy 2BR | Great Central Location

KitchenFamilyPool

4.82 out of 5 average rating, 131 reviews

Home in Framingham

Near Boston Beautiful 3 Bedroom in Framingham, MA

KitchenIndoor spacesAir conditioning

Family-friendly home rentals with a pool

Guest suite in Hubbardston

A cozy living area is featured with a brown sofa adorned with patterned cushions. A small coffee table sits on a patterned rug, and a lamp is positioned beside a side table. In the background, the kitchen is visible, showcasing stainless steel appliances and additional cabinetry.

4.98 out of 5 average rating, 218 reviews

In-law Apartment, Full Kitchen, Near Mt Wachusetts

HospitalityCleanlinessComfortLocationIndoor spacesSleep qualityAmenitiesAccuracyKitchenQuietCheck-inDecorBathroomAccessValueWifiFamilyParkingConditionSkiingGetting aroundPetsNearbyTVWalkabilityBackyardCheckoutParksHeatingPoolBreakfastBeachNoise

5.0 out of 5 average rating, 107 reviews

A spacious exterior view showcases a two-story light gray house with a brick chimney, set against a backdrop of lush greenery and a mix of trees. A charming barn is visible in the distance, complementing the well-maintained gardens and open lawn.

Apartment in Groton

Farmhouse Guest Apartment

HospitalityCleanlinessLocationComfortKitchenIndoor spacesOutdoor spacesQuietPoolAmenitiesNearbyViewConditionGetting aroundDecorFamilyBreakfastSleep qualityAir conditioningBathroomHikingAccuracyAccessBikingTVHeatingWalkabilityValueCheck-in

4.94 out of 5 average rating, 253 reviews

A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.

Guesthouse in Newton

Charming 2-story private Guesthouse

HospitalityLocationComfortCleanlinessIndoor spacesPoolFamilyQuietOutdoor spacesBathroomKitchenGetting aroundBackyardSleep qualityAmenitiesAccuracyDecorBreakfastNearbyParkingConditionWalkabilityLong stayPetsTVCheck-inWifiAir conditioningHeatingValueViewCheckoutGrillAccessLayoutLaundryNoiseShared spaces

Guesthouse in West Roxbury

A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.

4.95 out of 5 average rating, 215 reviews

Country Cottage in the City

HospitalityLocationPoolQuietComfortCleanlinessNearbyOutdoor spacesGetting aroundIndoor spacesAccuracySleep qualityDecorFamilyValueBathroomKitchenParkingAccessWifiLong stayCheck-inTVViewAmenitiesConditionAir conditioningCheckoutGrillHeatingLaundrySolo travelWalkabilityBreakfastNoise

4.95 out of 5 average rating, 100 reviews

Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

HospitalityCleanlinessLocationComfortIndoor spacesAmenitiesFamilyAccuracyParkingGetting aroundCheck-inKitchenNearbyBathroomQuietPoolDecorOutdoor spacesLaundryWalkabilityConditionSleep qualityAccessValueLayoutViewTVGrillLong stayNoiseEV chargingAir conditioning

4.92 out of 5 average rating, 274 reviews

The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.

Home in Woodstock

Cedar Ridge: House

HospitalityFamilyCleanlinessLocationViewOutdoor spacesPoolComfortIndoor spacesAmenitiesKitchenQuietSleep qualityNearbyAccuracyConditionBackyardBathroomDecorHikingAccessGrillGetting aroundCheckoutCheck-inTVLayoutParkingLaundryLong stayNoiseParksHeatingWifiWalkability

4.97 out of 5 average rating, 443 reviews

A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.

Apartment in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

HospitalityCleanlinessComfortLocationSleep qualityGetting aroundIndoor spacesAccuracyQuietParkingLaundryCheck-inDecorAmenitiesBathroomNearbyFamilyPoolWalkabilityKitchenCheckoutAccessValueOutdoor spacesBackyardHeatingAir conditioningPetsLong stayTVConditionNoiseLayoutWifi