Family-friendly vacation rentals in Chelsea

4.8 out of 5 average rating, 201 reviews

An outdoor shower is presented, featuring a wooden design with natural finishes. The shower head is positioned above a tiled wall, surrounded by potted plants that add greenery to the setting. Pebbles and gravel form the base, enhancing the outdoor ambiance.

Guest suite in Peabody

Cozy place to relax! 14min to Salem - 25 to Boston

Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

4.87 out of 5 average rating, 301 reviews

A light gray living space features a comfortable sofa adorned with decorative pillows. A round coffee table sits in the center, complemented by a soft area rug. Two windows, including a skylight, provide natural light and views of the exterior.

Apartment in Everett

Huge 1BR w/King Bed near Airport, Boston, Salem

Location: Quick 10-20 mins to the center of Boston, 25 mins to Salem. Easy access via multiple major highways, or walk 0.7mi (HILL) to bus, taking you directly into the city. This unit is an upper-level apartment of our home (i.e., STAIRS). Enjoy self-check-in and a reserved parking spot. Living room: Roku enabled TV. Mini-kitchen: Two burner stovetop, microwave, a 4 cu. sqft fridge, and a Keurig. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper.

4.86 out of 5 average rating, 108 reviews

A wooden table featuring a natural, textured surface holds a decorative bowl and a small green plant. A softly lit lamp and a vase with white flowers are also visible. The wall art depicts two silhouettes of deer amid foliage, adding a serene touch.

Guest suite in Revere

Studio Close to Beach, Boston, Airport & Train

Modern and cozy basement studio just 10 minutes drive from Logan Airport, 5 minutes from Revere Beach, and 14 minutes from Downtown Boston. Fully equipped with a kitchenette, full bathroom, high-speed internet, and a 75-inch Smart TV. Enjoy entertainment options like a foosball table, Xbox, and board games. Step outside to a private lounge area with a fireplace and grill. Free driveway parking and plenty of nearby restaurants make this the perfect home base for comfort, convenience, and fun.

A wooden tray is displayed on a light-colored table, featuring a bottle of white wine and two clear wine glasses. A small potted orchid adds a touch of elegance, complemented by a simple mirror in the background.

4.82 out of 5 average rating, 466 reviews

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5

Welcome to our charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, our townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at our townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

4.78 out of 5 average rating, 223 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

4.85 out of 5 average rating, 212 reviews

A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.

Apartment in Beachmont

Stylish and Cozy at Revere Beach

Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

4.95 out of 5 average rating, 996 reviews

An inviting outdoor seating area features a dark wicker sectional sofa and a round, patterned area rug. Potted plants add a touch of greenery. The entrance is marked by a black door with a window, and a sign indicates the listing number.

Guest suite in Winthrop

Cozy studio, near beaches and city skyline views

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

4.92 out of 5 average rating, 568 reviews

The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.

Guest suite in Melrose

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

4.93 out of 5 average rating, 381 reviews

A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.

Home in Everett

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

4.83 out of 5 average rating, 406 reviews

A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.

Home in Chelsea

10 minutes to Airport-Boston-Casino (2G)

(2G)=Your place is on the 2nd floor and your color code is Green. Do Not include it to the address when you navigate to us. We have a beautiful victorian house built in 1858, owned by our family in 1911, big spaces and high ceilings are a blessing! You can stay here with your family and kids, we have a play room with some toys for fun, a living room, a bedroom and a private full bathroom with a pressure shower. Chelsea is a nice quiet place with a lot to offer.

A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.

4.94 out of 5 average rating, 413 reviews

5 minutes to downtown. Charming. Clean. Cozy.

THE CHELSEA HOUSE: A well-maintained 1900s apartment located on the third floor of a quiet, clean three-family brick building on a small one-way street. It features hardwood floors, exposed brick, and slanted loft ceilings creating a charming, warm, and cozy atmosphere. Parking is included. The Chelsea House is our home away from home, and we have decided to share it with others. Thank you in advance!

4.86 out of 5 average rating, 369 reviews

A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.

Apartment in Stoneham

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Popular amenities for Chelsea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 189 reviews

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

4.79 out of 5 average rating, 29 reviews

A well-lit common area features a billiards table at its center, surrounded by comfortable seating. Large windows allow natural light to fill the space, accentuating the hardwood flooring and a decorative rug. A bookshelf showcases a variety of items and books, adding character.

Apartment in Revere

Step Into Spacious Vintage Charm in West Revere

4.93 out of 5 average rating, 124 reviews

A modern kitchen is showcased, featuring gray cabinetry and a large island with seating for four. Stainless-steel appliances are integrated seamlessly, while light reflects off the marble countertops. A dining area is visible in the background, with natural light filtering through a window.

Condo in Brighton

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

4.96 out of 5 average rating, 265 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

Guest suite in Lakeside Marblehead

5 out of 5 average rating, 34 reviews

Headers’ Haven

5 out of 5 average rating, 6 reviews

4Bed AP/5 min walk to T-Logan- downtown to Boston

4.98 out of 5 average rating, 205 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

5 out of 5 average rating, 9 reviews

A spacious kitchen features dark wood cabinetry and a large granite island at its center. Stainless steel appliances include a built-in oven, stovetop, and refrigerator. An adjoining area provides additional dining space, with ample natural light illuminating the hardwood floor.

Home in Framingham

Peaceful Retreat—3BR/2Bath—20 Min to Boston—HotTub

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 1,355 reviews

A cozy living area showcases a light-colored sofa adjacent to a white coffee table with a puzzle setup. A small dining table with two wooden chairs is positioned nearby. A bright entrance door provides natural light, and shelves display maritime-themed decor.

Guest suite in Winthrop

Licensed Boston airport studio 5 stars, subway

4.96 out of 5 average rating, 150 reviews

A spacious bedroom features a large bed dressed in white sheets and a light blue blanket. Nightstands with lamps are positioned on either side of the bed. A subtle area rug adds warmth, while a painting hangs on the wall, complementing the calm color scheme.

Apartment in Beachmont

Spacious 3 Bedroom Apartment with King Bed

4.9 out of 5 average rating, 113 reviews

The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.

Apartment in Malden

3bed, 1 bath - Near Boston - Free parking

4.78 out of 5 average rating, 114 reviews

A serene waterfront view is captured at sunrise, where a clock tower stands alongside a paved walkway. The sun rises above the calm water, casting a warm glow over the scene, while a few distant figures stroll along the shore.

Apartment in Revere

Great location! 3 Bedroom apartment near Boston

4.92 out of 5 average rating, 362 reviews

A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.

Cabin in Cohasset

Lionsgate at Cohasset

4.98 out of 5 average rating, 108 reviews

A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.

Home in Danvers

Large, Comfortable & Conveniently located Home

4.84 out of 5 average rating, 692 reviews

A private entrance is visible, leading into the lower-level apartment. The doorway is flanked by light grey siding, with a small pathway of stepping stones guiding towards the door. A fenced area is seen, offering a grassy yard space.

Guest suite in Salem

Salem House

4.94 out of 5 average rating, 196 reviews

A modern living room features a large, gray sectional sofa positioned in front of a 55-inch smart TV. A small desk with a chair is situated nearby, and a decorative glass coffee table is placed atop a light area rug. Natural light is provided by windows adorned with white blinds.

Apartment in Malden

2-Bedroom Unit w/ Private Parking & Walk to MBTA

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 118 reviews

A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.

Apartment in Brighton

Peaceful suite in Boston with city views

A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.

4.78 out of 5 average rating, 54 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

4.91 out of 5 average rating, 32 reviews

A motor yacht is docked at a marina, featuring a spacious upper deck with a canopy. The exterior showcases a cream-colored hull with large windows and a comfortable layout. A wooden walkway leads to the boat, surrounded by additional boats in the marina.

Boat in Charlestown

Serenity - 36’ Aft Cabin Carver

4.97 out of 5 average rating, 107 reviews

Home in Weston

Spacious vacation unit in premium suburban town

Apartment in Manchester-by-the-Sea

A spacious living area features a large, sectional sofa with neutral upholstery, oriented towards a wooden coffee table. Bright light filters through multiple windows, illuminating the room. A dining area with wooden chairs is visible in the background, along with built-in storage cabinets.

4.9 out of 5 average rating, 183 reviews

Modern Space With Pool Close To Singing Beach

4.87 out of 5 average rating, 102 reviews

A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.

Guest suite in Rockland

Cozy Private Suite halfway between Cape & Boston

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, 205 reviews

Country Cottage in the City