Search short-term rentals in Massachusetts from 100+ sites!

38375 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Massachusetts short term rentals
Choose the perfect vacation 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

️Upscale, Zen Pool Retreat For Non-smokers - Massachusetts
9.9 166 reviews
Massachusetts
07/26 – 07/31
$350/nighttotal: $1750 (5 )

️Upscale, Zen Pool Retreat For Non-smokers

1 4
apartment , Worcester
This Worcester apartment is conveniently located just an 8-minute drive from the city center, offering easy access to shops, restaurants, and cafes. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 1300 square foot unit can comfortably accommodate up to 6 guests and features 3 bedrooms and 1 bathroom. The apartment offers a range of amenities including a private pool, a patio, a fully equipped kitchen, and a state-of-the-art sound system.
Hyatus Luxury Residences Boston Assembly Row - Massachusetts
9.8 9 reviews
Massachusetts
06/20 – 06/27
$837/nighttotal: $5859 (7 )

Hyatus Luxury Residences Boston Assembly Row

2 2
aparthotel , Somerville
Luxury Apartments by Hyatus in Somerville offers a contemporary condo hotel experience, located 1.1 miles from Cambridge College and 2.6 miles from Inman Square, with Logan Airport 6.8 miles away.
This 1050 square foot, 2-bedroom, 2-bathroom aparthotel accommodates up to 9 guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, garden, and free WiFi.
Dont Get Stucked In Boston Traffic - Massachusetts
9.6 52 reviews
Massachusetts
06/20 – 06/23
$748/nighttotal: $2244 (3 )

Dont Get Stucked In Boston Traffic

5 6
apartment , New Bedford
This family-friendly vacation home in New Bedford is within walking distance of the New Bedford Museum of Glass, a popular tourist attraction. The house has been rated excellent by users, for its location, cleanliness, and overall experience.
The house has 5 bedrooms, a fully equipped kitchen, free WiFi, and a sofa bed for additional sleeping arrangements. Guests can enjoy the barbecue grills, fitness center, tennis court, and garden. The house also offers parking, air conditioning, and a terrace or balcony.
Hadley Hay House | No Cleaning Fees! - Massachusetts
9.9 148 reviews
Massachusetts
06/20 – 06/27
$275/nighttotal: $1925 (7 )

Hadley Hay House | No Cleaning Fees!

1 2
B&B , Hadley
This Hadley apartment is conveniently located between Northampton and Amherst, just minutes from I-91 and directly across from the Connecticut River, offering easy access to local attractions and scenic beauty. It has excellent ratings for location, cleanliness, and overall user experience.
The entire second floor of the building is dedicated to this two-bedroom, one-bathroom apartment, which can comfortably accommodate up to four guests. Amenities include a fully-equipped kitchen, a private porch, a shared backyard, a Peloton in the second bedroom, a fire pit, and access to walking trails in the surrounding fields.

Top cities

Best Massachusetts lodging with a balcony

4br Family-friendly Worcester Home - Near Parks - Perfect Summer Base 16-2 - Massachusetts
9.2 4 reviews
Massachusetts
07/03 – 07/05
$988/nighttotal: $1976 (2 )

4br Family-friendly Worcester Home - Near Parks - Perfect Summer Base 16-2

4 10
apartment , Worcester
This 4-bedroom family home in Worcester is located within a 19-minute walk of Fitton Football Stadium and 1.2 miles from Fitton Baseball Field, with the DCU Center Arena & Convention Center 1.9 miles away.
This spacious 1000 square foot apartment offers 4 bedrooms, 2 bathrooms, a full kitchen with an oven, air conditioning, and a patio, with free parking and WiFi provided.
Painter's Perch: Rocky Neck - Massachusetts
Massachusetts
06/20 – 06/27
$674/nighttotal: $4718 (7 )

Painter's Perch: Rocky Neck

2 5
apartment , Gloucester
Painter's Perch, a two-bedroom Gloucester rental in the Rocky Neck arts district, is within walking distance of galleries, shops, and restaurants, offering easy access to Gloucester Harbor and nearby beaches.
This 1460-square-foot apartment features a fully equipped eat-in kitchen, two full bathrooms (one with laundry), a private patio, deck, and balcony, plus a spacious backyard, accommodating up to five guests with stunning views of Rocky Neck and Smith Cove.
Historic 1803 Salem 1br L Walk To Haunted Happenings L Small Dog Friendly - Massachusetts
10 3 reviews
Massachusetts
07/09 – 07/10
$498/nightfor 1 night

Historic 1803 Salem 1br L Walk To Haunted Happenings L Small Dog Friendly

1 2
apartment , Salem
This pet-friendly vacation rental is situated in downtown Salem, offering sea views and a 4,224-foot walk to The Witch House and a 6,336-foot walk to the Witch Dungeon Museum.
This 700-square-foot apartment accommodates two guests and features a kitchen with a fridge and microwave, air conditioning, a terrace, garden, and on-site parking.
New Luxury 2 Bed/2 Bath Apt With Ev Charger - Massachusetts
10 1 review
Massachusetts
06/18 – 06/21
$459/nighttotal: $1377 (3 )

New Luxury 2 Bed/2 Bath Apt With Ev Charger

2 2
apartment , Somerville
This Somerville condo is located in the Winter Hill neighborhood, offering easy access to Tufts University and a short commute to Boston landmarks such as Fenway Park, Boston Harbor, and Boston Common.
This two-bedroom, two-bathroom unit sleeps six guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, parking, and a living room with a fireplace and sofa bed.

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 taste of New England! Start in Boston, exploring historical sites like Faneuil Hall, the Freedom Trail, and the Boston Tea Party Ships & Museum. Then, head to Salem to delve into its witch history at the Salem Witch Museum and the Witch History Museum. Consider a day trip to Plymouth to learn about the Pilgrims at Plimoth Patuxet Museums. For nature, visit the Berkshires, exploring charming towns like Lenox and Stockbridge, and hiking in the stunning natural landscapes. Don't forget to enjoy some of Boston's fantastic seafood!
  • 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 gives you time for a deeper dive! Beyond Boston and Salem, explore the Cape Cod National Seashore, enjoying its beaches and charming towns like Provincetown and Chatham. Visit the islands of Martha's Vineyard and Nantucket, known for their beautiful scenery and upscale charm. Explore the Berkshires more thoroughly, perhaps taking in a performance at Tanglewood. Consider visiting the Harvard University campus in Cambridge and exploring its museums. For history buffs, the John F. Kennedy Presidential Library and Museum in Boston is a must. Drive the scenic Mohawk Trail in the western part of the state. A month allows for a truly comprehensive experience of Massachusetts' diverse offerings.
  • 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, like cherry blossom season or autumn colors?

    Absolutely! Massachusetts boasts vibrant autumn foliage typically peaking in October, varying slightly by location. The Berkshires are particularly stunning during this time. Cherry blossoms are less prominent than in some other regions, but you can find displays in various parks and gardens across the state, usually in late April or early May.
  • What are the best short term rentals with a jacuzzi in Massachusetts?

  • 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 and festivals. Many towns and cities host farmers' markets where you can interact with vendors and sample regional produce. Visit local breweries and distilleries for a taste of the craft beverage scene and a chance to chat with the people who make them. Explore smaller towns outside of major cities to experience a more authentic New England feel. Consider taking a cooking class focused on New England cuisine.
  • 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! Consider a glassblowing workshop at a local studio, a pottery class, or a quilting workshop. Many museums offer hands-on activities, especially those geared toward children. Salem offers numerous witch-themed experiences, including workshops on herbalism or historical reenactments. The Berkshires have a thriving arts scene with numerous opportunities for workshops and classes in various creative fields.
  • 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 Mount Greylock State Reservation offers breathtaking views from the highest point in Massachusetts. The charming town of Stockbridge, in the Berkshires, is known for its quaint atmosphere and art galleries. Explore the many lighthouses along the coast of Cape Cod, each with its own unique history. Visit the Norman Rockwell Museum in Stockbridge to see his iconic American illustrations. Seek out hidden beaches along the Cape Cod coastline.
  • What should not be left out of your suitcase if you are going to Massachusetts?

    Comfortable walking shoes are essential, as much of the sightseeing involves walking. Layers of clothing are recommended, as the weather can be unpredictable. A light rain jacket is a must, even during summer months. Sunscreen and insect repellent are also advisable, depending on the time of year. A reusable water bottle is helpful, especially during warmer months.
  • What are some of the most popular festivals in Massachusetts?

    The Boston Harborfest is a large summer celebration with historical reenactments and performances. The Salem Haunted Happenings in October is a month-long festival celebrating the city's witch history. The Northampton Jazz Festival features various jazz artists. Many smaller towns and cities host their own unique festivals throughout the year, celebrating local culture and produce.
  • Where should one try the best local food in Massachusetts?

    For fresh seafood, visit the many restaurants along the coast, particularly in Boston and on Cape Cod. In Boston's North End, you'll find excellent Italian food. The Berkshires offer farm-to-table dining experiences showcasing local produce. Explore the many food halls and ethnic enclaves in Boston for diverse culinary options. Don't forget to try a classic New England clam chowder!

Nearby regions

Best Massachusetts lodging with a kitchen

Studio Walking Distance To Mgh And Tufts Medical - Massachusetts
9.7 3 reviews
Massachusetts
07/01 – 07/10
$265/nighttotal: $2385 (9 )

Studio Walking Distance To Mgh And Tufts Medical

1 2
studio , Boston
This Boston studio apartment is centrally located near South Station, offering easy access to the Freedom Trail, Massachusetts General Hospital, and Tufts Medical Center.
The 540-square-foot unit sleeps three guests and features a fully equipped kitchen with a dishwasher, in-unit laundry, air conditioning, and free Wi-Fi.
Ocean Spray Inn - Massachusetts
8.1 12 reviews
Massachusetts
07/03 – 07/05
$1005/nighttotal: $2010 (2 )

Ocean Spray Inn

4 13
B&B , Winthrop Town
This Ocean Spray Inn bed and breakfast is located in Winthrop, directly across from Winthrop Beach, 1.2 miles from Logan Airport, and 6.2 miles from TD Garden and Old North Church.
This B&B offers 1 bedroom, 1 bathroom, and accommodates up to 7 guests, featuring air conditioning, a private terrace, parking, and allows pets.
Beautiful Priscilla Beach Few Min.walk To Beach! - Massachusetts
9.8 115 reviews
Massachusetts
06/20 – 06/23
$637/nighttotal: $1911 (3 )

Beautiful Priscilla Beach Few Min.walk To Beach!

2 6
apartment , Plymouth
This Plymouth vacation rental is located just a short walk from two popular beaches, Priscilla Beach Theatre and White Horse Beach, and a short drive from Manomet Beach and Plymouth Long Beach. The house has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
This two-bedroom home offers 1,000 square feet of space and can accommodate up to seven guests. Amenities include a fully equipped kitchen, a fireplace, a private yard, a tennis court, and a jacuzzi, providing plenty of space for relaxation and entertainment.
Boston Landing Stays - Massachusetts
8.0 92 reviews
Massachusetts
07/03 – 07/05
$953/nighttotal: $1906 (2 )

Boston Landing Stays

6 13
apartment , Boston
This renovated Boston apartment, located approximately 10 minutes from the city center and near Cambridge, offers easy access to Harvard Square (1.9 miles) and the Brattle Theatre (2 miles).
The 810-square-foot unit features a fully equipped kitchen, private patio, free Wi-Fi, air conditioning, and a private bathroom, comfortably accommodating guests with its modern amenities.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts lodging with laundry available

Modern 1br Near Encore 2756 - Massachusetts
9.0 2 reviews
Massachusetts
07/01 – 07/10
$270/nighttotal: $2430 (9 )

Modern 1br Near Encore 2756

1 2
apartment , Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor casino (a 10-minute walk), offering easy access to Seaport Boston and major Boston universities (10-15 minute drive) and Logan International Airport (13-minute drive).
The 700-square-foot one-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen with fridge, microwave, and dishwasher, in-unit laundry, air conditioning, parking, and self-flexible check-in.
Apartment ∙ 3 Bedrooms ∙ 10 Guests - Massachusetts
Massachusetts
06/19 – 06/22
$909/nighttotal: $2727 (3 )

Apartment ∙ 3 Bedrooms ∙ 10 Guests

3 9
apartment , Hadley
This Hadley single-story home offers easy access to UMass Amherst, Amherst College, and Amherst Center, with numerous restaurants and shops a short 5-minute drive away.
The 3-bedroom, 1-bathroom house comfortably sleeps 10 guests and features a fully equipped kitchen (fridge, microwave, dishwasher), in-unit laundry, air conditioning, a terrace, a yard, parking, and is pet-friendly (fees may apply).
4/1 - 3br Worcester - Cozy Apartment Near Clark Uni - Massachusetts
10 1 review
Massachusetts
06/19 – 06/22
$674/nighttotal: $2022 (3 )

4/1 - 3br Worcester - Cozy Apartment Near Clark Uni

3 9
apartment , Worcester
This apartment in Worcester's Main South neighborhood is a 13-minute walk from John J. Binienda Memorial Beach and a 6-minute walk from Burnside Fountain.
This 3-bedroom, 1-bathroom rental accommodates up to 13 guests and features a full kitchen with an oven and refrigerator, complimentary Wi-Fi, an in-unit washer and dryer, and air conditioning.
Little Red House On Bearskin Neck! - Massachusetts
9.9 151 reviews
Massachusetts
07/01 – 07/10
$188/nighttotal: $1692 (9 )

Little Red House On Bearskin Neck!

1 2
cabin , Rockport
The Lil House, a Rockport cottage on Bearskin Neck, offers oceanfront access and is situated 40 miles northeast of Boston.
This cozy 1-bathroom getaway sleeps two, features a full kitchen with microwave and fridge, a private outdoor area with Adirondack chairs, and custom blackout shades.
©2026 cozycozy.com