Massachusetts Short term rentals

38375 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Massachusetts short term rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Massachusetts

Best family friendly Massachusetts Short term rentals

Among the 38375 accommodations in Massachusetts, here are the 4 best family friendly rentals

Private, Convenient & Cozy Stay Near Boston - Massachusetts
9.3 16 reviews
Massachusetts
24/07 – 27/07
£89/nighttotal: £267 (3 )

Private, Convenient & Cozy Stay Near Boston

1 2
B&B , Andover
This Andover guesthouse is situated approximately 32km from Boston's major landmarks, including Harvard University and Cambridge, offering easy access to both city attractions and Andover's local amenities.
The 30 square metre property features one bedroom, one bathroom, and sleeps up to nine guests, with free Wi-Fi, parking, and a garden; linen and towels are available upon request.
Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi - Massachusetts
9.4 12 reviews
Massachusetts
01/09 – 28/02
£135/nighttotal: £24300 (180 )

Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi

1 1
apartment , Weymouth Town
This apartment is situated in Weymouth, just 35 kilometres from Boston's Convention and Exhibition Centre and Copley Square, offering easy access to the city's attractions while enjoying a quieter, more relaxed setting. It has received excellent reviews from previous guests.
The flat has one bedroom, one bathroom and can accommodate up to two guests, with a total floor space of 65 square metres. It comes with a range of amenities including a kitchen, air conditioning, a terrace and private parking, ideal for a comfortable and enjoyable stay.
Stay In Comfort And Style! Encore Private Suite + Free Parking! Close To Boston! - Massachusetts
9.6 15 reviews
Massachusetts
31/08 – 25/09
£175/nighttotal: £4375 (25 )

Stay In Comfort And Style! Encore Private Suite + Free Parking! Close To Boston!

1 2
apartment , Everett
This one-bedroom flat is located in Everett, just 3.4 kilometres from Encore Boston Harbor and within a 10-kilometre radius of attractions like TD Garden, Boston Harbor, Harvard University, and MIT. It's situated in a quiet neighbourhood, offering a peaceful escape from the city's hustle and bustle. This apartment has received excellent user reviews, making it a popular choice for travellers.
The 84 square metre flat comfortably sleeps two guests and features a fully equipped kitchen, a modern bathroom, and a relaxing fireplace. You'll also have access to free Wi-Fi, a smart TV, a washing machine, and parking, ensuring a comfortable and convenient stay.
Lake Waterfront With Beach & Dock. Min 31 Nights. - Massachusetts
10 1 review
Massachusetts
01/08 – 30/04
£135/nighttotal: £36720 (272 )

Lake Waterfront With Beach & Dock. Min 31 Nights.

3 3
apartment , Lunenburg
This mid-century modern detached house in Lunenburg offers a serene lakeside retreat with a private beach and dock, located conveniently with train access to Cambridge and Boston.
This spacious property accommodates up to nine guests and features three bedrooms, two bathrooms, a well-equipped updated kitchen, air conditioning, and a half-acre garden, providing ample parking, a rowboat, and fishing equipment for a relaxing stay.

Top cities

Best Massachusetts short term rentals with a balcony

New! Family-friendly Getaway -1 Mi To Dtwn Salem W Roof Deck & Tiki Bar - Massachusetts
9.7 219 reviews
Massachusetts
03/07 – 05/07
£825/nighttotal: £1650 (2 )

New! Family-friendly Getaway -1 Mi To Dtwn Salem W Roof Deck & Tiki Bar

3 12
apartment , Salem
This family-friendly apartment in Salem is conveniently located within walking distance of the downtown area, placing you close to shops, restaurants, and attractions like the Peabody Essex Museum and The House of the Seven Gables. The property has received excellent ratings for location, cleanliness, and overall experience.
The three-bedroom apartment offers ample space for up to 12 guests across its 1000 square metres. You'll enjoy modern amenities such as a fully equipped kitchen, air conditioning, a private garden, and a swimming pool, ensuring a comfortable and enjoyable stay.
130 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests - Massachusetts
Massachusetts
28/06 – 29/06
£671/nightfor 1 night

130 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests

3 2
apartment , Billerica
This Billerica house, situated in a peaceful residential area, is a short walk from the Turnpike Market and 2.4 kilometres from Billerica Centre.
The 130-square-metre property boasts three bedrooms sleeping eight, a private hot tub, BBQ grill, and free parking for three vehicles, all within easy reach of Nutting Lake and the Purple Line commuter rail.
Just Renovated-spacious 2 Bedroom-downtown Plymouth-cozy Get Away - Massachusetts
9.8 34 reviews
Massachusetts
10/08 – 31/08
£303/nighttotal: £6363 (21 )

Just Renovated-spacious 2 Bedroom-downtown Plymouth-cozy Get Away

2 2
apartment , Plymouth
This two-bedroom flat is situated in Plymouth's Cultural District, a short walk from the town centre and the Plymouth Farmers' Market. It has received excellent user ratings, making it a popular choice for travellers.
The 121 square metre apartment comfortably accommodates four guests with a separate living room, kitchenette, and dining area. It comes fully equipped with a fridge, microwave, air conditioning, a terrace, parking, and internet access, providing everything you need for a relaxing stay.
Historic 1855 Victorian Home Near Fifa World Cup - Massachusetts
Massachusetts
03/07 – 05/07
£218/nighttotal: £436 (2 )

Historic 1855 Victorian Home Near Fifa World Cup

1 2
B&B , Middleborough
This historic 1855 Victorian guesthouse in Middleborough is located 27 kilometres from Plimoth Plantation and New Bedford Regional Airport, and 45 kilometres from Brown University and the Rhode Island School of Design.
This family-friendly B&B offers one bedroom and one bathroom, accommodating up to three guests, with amenities including air conditioning, Wi-Fi, a garden, a bar, and terrace access, with check-out between 08:00 and 11:00.

Frequently asked questions about short term rentals in Massachusetts

  • What attractions should one visit during a week-long stay in Massachusetts?

    A week in Massachusetts offers a good taste of the state. Start in Boston, exploring historical sites like the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. Then, head to Salem for its witch history and charming architecture. Consider a day trip to Plymouth to learn about the Pilgrims at Plimoth Patuxet Museums. For nature, visit the Berkshires, hiking or exploring the stunning scenery. Depending on the time of year, a visit to a Cape Cod beach is a must.
  • What are the best short term rentals in Massachusetts?

  • What types of short-term rentals are available in Massachusetts?

    When you are planning to book short-term rentals in Massachusetts you can browse through the wide range of options you can find. These rental apartments and condos are better than hotel rooms especially if you prefer comfort and privacy. Also, if you are travelling with your pet you can find pet-friendly short-term rentals which make things easier and more convenient. These rental properties are available in the neighbourhood of your choice and therefore you can stay as and when you like. When you book these short-term rental properties you can also get all modern kitchen and bathroom facilities and amenities that make your holiday experiences better.
  • What attractions should one visit when spending a month in Massachusetts?

    A month allows for a deeper exploration. Beyond Boston, Salem, and Plymouth, explore the Berkshires more extensively, perhaps visiting Norman Rockwell Museum or Tanglewood. Spend time on Cape Cod, exploring different towns like Provincetown and Chatham. Consider visiting the islands of Martha's Vineyard or Nantucket for a relaxed island vibe. Explore the Pioneer Valley, visiting historic sites and enjoying the natural beauty. Don't forget the charming towns of the North Shore.
  • What are the best short term rentals with a pool in Massachusetts?

  • What are the best kid-friendly attractions in Massachusetts?

    1. Six Flags New England - When you have kids with you Six Flags New England is one of the top attractions in Massachusetts. This is where you can provide your kids with a fun-filled day of activities and adventure and games and thrilling rides.

    2. W. Russell Blake Planetarium - If your kid has an interest in the solar system and space you can head to W. Russell Blake Planetarium where kids can enjoy 4K full dome movies and gaze at a ceiling filled with stars and galaxies and planets.

    3. Worcester Art Museum - Kids love activities and Worcester Art Museum is the best place which allows kids to engage and learn through interactive exhibits.
  • Can visitors to Massachusetts witness any unique natural cycles, such as cherry blossom season or autumn colours?

    Absolutely! Massachusetts boasts stunning autumn foliage, typically peaking in October, with vibrant reds, oranges, and yellows across the state's forests and hills. Cherry blossoms are less prominent than in some other parts of the world, but you can find them in various parks and gardens around Boston and other cities during spring.
  • What are the best short term rentals with a jacuzzi in Massachusetts?

    The best short term rentals with a jacuzzi in Massachusetts are Gorgeous Ski On/off 2 Br Sleeps 8 Jiminy-must See Luxury, Innseason Resorts Surfside and Eastwood At Provincetown.

  • What's the best place to stay close to Boston?

    If you do not want to stay in Boston you can choose to stay in Brookline where you can find plenty of accommodation options. You can find hotels and rentals which allow you to stay as and when you prefer. Brookline is a part of the Boston Metropolitan Area and it borders six neighbourhoods of Boston which makes it a great place to stay close to the city centre. You can connect to Boston and also explore other places outside the city. Hence, this provides you with a great option to explore Massachusetts at your convenience and choice.
  • What are the most meaningful ways to engage with locals and discover the culture in Massachusetts?

    Attend local events like farmers' markets (many towns have weekly ones), visit independent shops and bookstores, and strike up conversations with people you meet. Consider taking a food tour focusing on local cuisine, or visiting historical sites with guided tours led by knowledgeable locals. Exploring smaller towns and villages offers a more authentic experience.
  • What are the best short term rentals for families and kids in Massachusetts?

  • What are the best shopping malls in Massachusetts?

    1. Natick Mall - When you are shopping in Massachusetts you want to shop at Natick Mall which is one of the premier shopping destinations in Greater Boston. This is one of the largest shopping malls in Boston and the surrounding areas.

    2. Assembly Square - If you are looking for hours of shopping experience for top brands you want to head to Assembly Square where you can find a wide range of variety in terms of products.

    3. Patriot Place - If you are looking for a family-friendly place where you can do more than just shopping you can head to Patriot Place. This is where you can shop, dine and even watch movies and go for bowling activities.
  • Are there any distinctive cultural activities or hands-on workshops in Massachusetts?

    Yes, there are many! Salem offers witch-themed workshops and historical reenactments. The Berkshires have numerous art galleries and studios offering workshops in various crafts. Boston and other cities have cooking classes focusing on New England cuisine. Many museums offer hands-on activities and workshops, particularly those geared towards children and families.
  • What is the best place to book a short-term rental for the Boston Book Festival in Massachusetts?

    When you are visiting The Bay State for the Boston Book Festival you must choose the right accommodations which would allow you to get the right experiences. Boston has plenty of short-term rentals and therefore you can book the best ones that suit your preferences and choices. To begin with, you can book for short-term rentals in Downtown Boston where you can stay close to the venue and attend the Boston Book Festival. Apart from Downtown Boston, you can also look for neighbourhoods like Back Bay and Fenway-Kenmore to help you stay close to the venue. Also, when you are here you can explore the local attractions and even eat at some of the recommended restaurants and cafes and breweries.
  • What are some secret spots or hidden treasures to visit in Massachusetts?

    The exact definition of 'secret' is subjective, but some lesser-known gems include the Mount Greylock State Reservation (Massachusetts' highest peak), the charming town of Stockbridge in the Berkshires, and the Crane Estate in Ipswich (with its stunning coastal views and grand house). Exploring smaller coastal towns beyond the well-known Cape Cod areas can also reveal hidden treasures.
  • What should not be left out of one's suitcase if one is going to Massachusetts?

    Comfortable walking shoes are essential, as exploring many attractions involves walking. Layers of clothing are recommended, as the weather can be unpredictable, especially during shoulder seasons. A waterproof jacket is also a good idea. Don't forget sunscreen, even on cloudy days, and insect repellent, particularly during warmer months.
  • What are some of the most popular festivals in Massachusetts?

    The Boston Harborfest is a large-scale celebration of Boston's maritime history. The Salem Haunted Happenings is a month-long event in October. Many towns and cities host their own smaller festivals throughout the year, often celebrating local produce, arts, or crafts. Check local event listings closer to your travel dates for specific details.
  • Where should one try the best local food in Massachusetts?

    For classic New England clam chowder, head to a seafood restaurant on the coast. Boston's North End offers excellent Italian food. The Berkshires have farm-to-table restaurants showcasing local ingredients. Exploring farmers' markets will allow you to sample local produce and artisanal foods. Each region of Massachusetts has its own culinary specialties to discover.

Nearby regions

Best Massachusetts short term rentals with a kitchen

9 Mi To Wachusett Mtn! Family Base W/ Porch - Massachusetts
Massachusetts
03/07 – 05/07
£245/nighttotal: £490 (2 )

9 Mi To Wachusett Mtn! Family Base W/ Porch

3 7
apartment , Fitchburg
This Fitchburg flat is ideally situated for exploring North Central Massachusetts, offering easy access to Leominster Trails, Wachusett Mountain, and family attractions such as Great Wolf Lodge (6 kilometres) and Coggshall Park (3 kilometres).
This spacious 121-square-metre condo accommodates up to 9 guests across 3 bedrooms and a bonus room, featuring a furnished enclosed porch, a dining table, 2 Smart TVs, free WiFi, in-unit laundry, and dedicated parking for 2 vehicles, with 4 steps required for entry.
Family Home | Flexible Layout | Walkable Town - Massachusetts
9.7 98 reviews
Massachusetts
27/06 – 04/07
£144/nighttotal: £1008 (7 )

Family Home | Flexible Layout | Walkable Town

4 5
apartment , Greenfield Town
This Greenfield family home, centrally located on a main street yet set back from the road, offers easy access to Deerfield Academy, Northfield Mount Hermon, and the Five Colleges.
The four-bedroom, one-bathroom property sleeps five guests and boasts a private balcony with hammock, Goshen stone patio, and high-end amenities including a dishwasher, microwave, fridge and freezer, plus Wi-Fi and air conditioning; regular professional cleaning is available for longer stays (at extra cost).
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Massachusetts
Massachusetts
28/06 – 29/06
£699/nightfor 1 night

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 2
apartment , Boston
This South Boston apartment, near Broadway station, offers easy access to the North End, Seaport District, and Newbury Street, lying within 1.6km of the Boston Convention and Exhibition Centre.
The three-bedroom, one-bathroom property sleeps six guests, features a private backyard with a BBQ and fireplace, and includes a fully equipped kitchen, air conditioning, and free internet access; nearby attractions include Fenway Park and the beaches.
Cozy Cambridge Apartment In College Town! - Massachusetts
Massachusetts
01/08 – 30/04
£147/nighttotal: £39984 (272 )

Cozy Cambridge Apartment In College Town!

2 3
apartment , Cambridge
This Cambridge apartment, situated in the Riverside neighbourhood, is conveniently located 1.1km from Harvard Square, 1.6km from the Massachusetts Institute of Technology, and 0.5km from the River Cam.
The 70 square metre flat comprises two bedrooms, one bathroom, and accommodates four guests, offering amenities including a fully equipped kitchen with air fryer, in-unit laundry, keyless entry, and parking (subject to availability).

Neighborhoods and points of interest in Massachusetts

Best Massachusetts short term rentals with laundry available

Charming Apartment In Historic 1800's Home - Massachusetts
9.7 112 reviews
Massachusetts
27/06 – 04/07
£151/nighttotal: £1057 (7 )

Charming Apartment In Historic 1800's Home

1 2
apartment , Danvers
This apartment is located in Danvers, within 5km of the Rebecca Nurse Homestead, Lahey Medical and Lahey Medical Center. It has excellent user, location and cleanliness ratings.
The self-catering apartment is 55 square metres and has one bedroom and bathroom. It comes with a range of amenities including a swimming pool, garden, barbecue grills, free Wi-Fi, a washing machine and a kitchen with a refrigerator and microwave.
Luxury 1br Near Broadway Southie 0637 - Massachusetts
9.3 44 reviews
Massachusetts
27/06 – 04/07
£225/nighttotal: £1575 (7 )

Luxury 1br Near Broadway Southie 0637

1 2
apartment , Boston
This South Boston flat is ideally located near the Broadway Red Line station, a 4 km walk from Boston Common and Emerson College, and a 3.2 km walk from the Seaport District.
The one-bedroom apartment, sleeping up to two guests, boasts a fully equipped kitchen, in-unit laundry, and access to a rooftop terrace with city views; nearby attractions include numerous restaurants and shops.
Curated Designer Retreat • Pool • Gym • Dining - Massachusetts
9.9 70 reviews
Massachusetts
27/06 – 04/07
£298/nighttotal: £2086 (7 )

Curated Designer Retreat • Pool • Gym • Dining

1 5
apartment , Everett
This modern two-bedroom, two-bathroom flat in Everett offers easy access to Encore Boston Harbor and Assembly Row, with major motorways nearby for travel across Greater Boston.
Guests can enjoy a seasonal courtyard swimming pool (June-September), a 24/7 fitness centre, resident lounges, and co-working spaces, with an indoor pet wash station and a creative maker space also available.
Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield - Massachusetts
9.8 16 reviews
Massachusetts
28/06 – 29/06
£300/nightfor 1 night

Cozy Cottage Steps To Beach Sleeps 5 With Wifi, Ac In Charming Marshfield

1 2
cottage , Marshfield
This Marshfield beachfront holiday home offers direct access to a secluded cove beach and is a short walk from Brant Rock's restaurants.
Sleeping five comfortably, the self-catering property boasts one bedroom with three twin beds and a queen-size sofa bed, plus amenities including Wi-Fi, air conditioning, a gas grill, and parking for two cars.
©2026 cozycozy.com