Massachusetts Short term rentals

38375 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
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

Lovely 'The Buoys Cottage' On Annisquam River! - Massachusetts
9.8 25 reviews
Massachusetts
20/06 – 23/06
2055 ﺩ.ﺇ/nighttotal: 6165 ﺩ.ﺇ (3 )

Lovely 'The Buoys Cottage' On Annisquam River!

3 6
apartment , Gloucester
This waterside holiday cottage in Gloucester is located on the Annisquam River marsh, offering direct riverfront access and convenient proximity to Stage Fort Park and Half Moon Beach, both within 800 metres, and is 3.2 kilometres from downtown Gloucester.
This family-friendly apartment spans 74 square metres with three bedrooms and one bathroom, comfortably accommodating up to six guests, and features a fully equipped eat-in kitchen, air conditioning, Wi-Fi, private parking, and a rear garden with seating for outdoor dining, with nearby opportunities for whale watching and exploring the coastline.
The Suite At Liberty Woods - Massachusetts
9.9 16 reviews
Massachusetts
18/07 – 19/07
995 ﺩ.ﺇ/nightfor 1 night

The Suite At Liberty Woods

1 2
B&B , Belchertown
The Suite at Liberty Woods, a guest house in Belchertown, Massachusetts, is conveniently located 15km from Amherst College and 13km from Hampshire College, offering easy access to these institutions and the Eastern States Exposition (approximately 32km away).
This 700 square metre property features one bedroom, one bathroom, and can accommodate eight guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and a garden.
Hyatus Luxury Residences Boston Everett Premier Collection - Massachusetts
9.8 10 reviews
Massachusetts
20/06 – 27/06
2179 ﺩ.ﺇ/nighttotal: 15253 ﺩ.ﺇ (7 )

Hyatus Luxury Residences Boston Everett Premier Collection

2 3
apartment , Everett
This two-bedroom, two-bathroom flat in Everett is situated 4.5 kilometres from Cambridge College and 5.9 kilometres from North Station, with Boston Logan International Airport just 4 kilometres away.
This 93 square metre apartment accommodates up to nine guests and features air conditioning, complimentary Wi-Fi, a fully equipped kitchen with a fridge and microwave, a swimming pool, a bar, and a fitness centre.
Boston Area Hub By Train Station, Gillette Stadium - Massachusetts
9.4 18 reviews
Massachusetts
03/07 – 05/07
1218 ﺩ.ﺇ/nighttotal: 2436 ﺩ.ﺇ (2 )

Boston Area Hub By Train Station, Gillette Stadium

2 2
apartment , Stoughton
This apartment is located in Stoughton, within a 3 km radius of the Stoughton Book Shop and New England Sinai Hospital, and 4 km from Curahealth Hospital Stoughton. It has received excellent user ratings, making it a popular choice for travellers.
This two-bedroom flat is 130 square metres in size and can accommodate up to seven guests. The apartment offers a fully equipped kitchen, free Wi-Fi, and parking, as well as a comfortable living area with a sofa bed and a TV.

Top cities

Best Massachusetts lodging with a balcony

98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - Massachusetts
Massachusetts
26/06 – 03/08
2341 ﺩ.ﺇ/nighttotal: 88958 ﺩ.ﺇ (38 )

98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

2 5
apartment , Boston
Apartment rental listing for up to 5 guests. You will stay in Boston.
Facilities and services include a swimming pool, a kitchen and a freeze. Take advantage of the Free Parking with this accommodation in Boston!
1.2 Acre Estate | Pool | Close To Beaches | Games - Massachusetts
10 4 reviews
Massachusetts
19/06 – 22/06
6850 ﺩ.ﺇ/nighttotal: 20550 ﺩ.ﺇ (3 )

1.2 Acre Estate | Pool | Close To Beaches | Games

6 9
apartment , Bourne
This six-bedroom Bourne property, a Victorian estate near Falmouth (a 24km drive), boasts a 300 square metre floor area and is situated 3km from beaches and local marinas.
The self-catering house sleeps twelve, offering a private pool (open mid-May to mid-September), a fully equipped kitchen, games room, and access to the Mashpee River Reservation and Cape Cod Children's Museum.
3 Bed Moreland St · Stunning 3+bd Under 10 Mins To Bos W/parking & W/d - Massachusetts
9.8 22 reviews
Massachusetts
12/08 – 14/08
2814 ﺩ.ﺇ/nighttotal: 5628 ﺩ.ﺇ (2 )

3 Bed Moreland St · Stunning 3+bd Under 10 Mins To Bos W/parking & W/d

1 5
apartment , Medford
This Somerville apartment, less than 6.4 km from central Boston and a 1.6 km from Tufts University, offers easy access to Harvard (4 km) and MIT (4.8 km).
The ground-floor flat features four bedrooms, three bathrooms, parking for two cars, and a private entrance; it comfortably sleeps six guests and includes a fully equipped kitchen, gas fireplace, and terrace.
4br Family-friendly Worcester Home - Near Parks - Perfect Summer Base 16-2 - Massachusetts
9.2 4 reviews
Massachusetts
03/07 – 05/07
3629 ﺩ.ﺇ/nighttotal: 7258 ﺩ.ﺇ (2 )

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

4 10
apartment , Worcester
This four-bedroom family house in Worcester is situated on a quiet street, a 19-minute walk from Fitton Football Stadium and 1.9 kilometres from the DCU Center Arena & Convention Centre.
This spacious 93-square-metre apartment offers accommodation for up to 27 guests, featuring a fully equipped kitchen with an oven, air conditioning, complimentary WiFi, and private parking, with a terrace and patio for your use.

Frequently Asked Questions about short term rentals in Massachusetts

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

    A week in Massachusetts offers a taste of its diverse offerings. In Boston, explore the Freedom Trail, walk the historic streets of Beacon Hill, and visit the Museum of Fine Arts. Outside Boston, consider a day trip to Salem to explore its witch history or to Plymouth to learn about the Pilgrims. For nature lovers, a visit to the Berkshires offers stunning scenery and hiking trails in places like Mount Greylock State Reservation. Depending on the time of year, whale watching tours from Plymouth or Gloucester are also a popular option.
  • 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 you visit if you spend a month in Massachusetts?

    A month gives you ample time to explore Massachusetts thoroughly. Start with Boston's iconic landmarks like Fenway Park and the John F. Kennedy Presidential Library and Museum. Then, venture out to explore the Cape Cod National Seashore, enjoying its beaches and charming towns like Provincetown. Head west to explore the Berkshires, visiting cultural institutions like Tanglewood and hiking the Appalachian Trail. Consider visiting the Plimoth Patuxet Museums for a deeper understanding of early American history, and explore the charming towns along the coast, such as Newburyport and Marblehead.
  • 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, with stunning displays in the Berkshires and along the Pioneer Valley. Cherry blossoms are less prominent than in some other areas, but you can still find beautiful displays in parks and gardens across the state, generally in late April or early May. The timing varies slightly each year depending on weather conditions.
  • 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?

    To engage with locals, visit farmers' markets throughout the state – many towns have weekly markets showcasing local produce and crafts. Attend a local sporting event, like a Red Sox game in Boston, or explore smaller towns and chat with shopkeepers and residents. Consider taking a walking tour focused on a specific neighborhood or historical event, which often includes interactions with knowledgeable guides and locals.
  • 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?

    Massachusetts offers a rich array of cultural experiences. Consider attending a performance at the Boston Symphony Orchestra or a show at the American Repertory Theater in Cambridge. For hands-on activities, look for pottery classes, glassblowing workshops, or even historical reenactment experiences in Salem or Plymouth. Many museums offer interactive exhibits, particularly those focused on maritime history or early American life.
  • 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?

    Beyond the well-known attractions, explore the charming coastal towns of Rockport and Gloucester, known for their artistic communities and beautiful harbors. The Crane Estate in Ipswich offers breathtaking ocean views and stunning architecture. For a quieter natural escape, consider hiking in the Mount Monadnock State Park or exploring the diverse trails of the Blue Hills Reservation, both offering stunning views and peaceful landscapes.
  • What should not be left out of your suitcase if you are going to Massachusetts?

    Pack comfortable walking shoes – you'll be doing a lot of walking, especially in Boston. Layers are essential as the weather in Massachusetts can be unpredictable. Bring a raincoat or umbrella, especially if traveling during the shoulder seasons. And don't forget sunscreen, even on cloudy days, as the sun can be strong, particularly near the coast.
  • What are the most popular festivals in Massachusetts?

    Massachusetts hosts numerous festivals throughout the year. The Boston Harborfest is a large-scale celebration of Boston's maritime history. The Salem Haunted Happenings is a popular autumn event. Many towns and cities have their own unique local festivals celebrating everything from food to music and arts. Check local event listings closer to your travel dates for a full picture.
  • Where should you 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 a plethora of Italian restaurants, many family-run and serving traditional dishes. Explore the diverse culinary scene in Cambridge, known for its farm-to-table restaurants and international cuisine. Don't forget to sample local craft beers at breweries across the state.

Nearby regions

Best Massachusetts lodging with a kitchen

World Cup Group Stay 5br Sleeps 16 Near Train Downtown\n - Massachusetts
9.4 381 reviews
Massachusetts
19/06 – 22/06
3970 ﺩ.ﺇ/nighttotal: 11910 ﺩ.ﺇ (3 )

World Cup Group Stay 5br Sleeps 16 Near Train Downtown\n

3 9
apartment , Boston
This charming house is conveniently located in Dorchester, just a short distance from the University of Massachusetts Boston, Northeastern University, and the Boston Museum of Fine Arts. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers.
The accommodation offers five bedrooms, making it ideal for larger groups or families. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a restaurant, and parking, as well as access to barbecue grills and free WiFi.
Pet-friendly Luxury | Near Boston + Parking - Massachusetts
9.8 33 reviews
Massachusetts
18/06 – 21/06
905 ﺩ.ﺇ/nighttotal: 2715 ﺩ.ﺇ (3 )

Pet-friendly Luxury | Near Boston + Parking

1 2
apartment , Reading
This Reading apartment offers convenient access to Boston via the commuter rail, located directly opposite the station.
The self-catering flat features a king-size bed, fully equipped kitchen with dishwasher, in-unit laundry, and access to a building gym with Peloton bike, accommodating two guests comfortably.
Suite At House Of L: Near Boston, Hospitals & Casino  Fast Wifi, Driveway - Massachusetts
9.3 91 reviews
Massachusetts
30/07 – 01/08
1157 ﺩ.ﺇ/nighttotal: 2314 ﺩ.ﺇ (2 )

Suite At House Of L: Near Boston, Hospitals & Casino Fast Wifi, Driveway

1 2
apartment , Chelsea
The Suite at House of L is situated in Chelsea, just a short distance from Boston's main attractions, offering a peaceful retreat from the city centre. It has consistently received excellent ratings for location, cleanliness and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with a kitchen, air conditioning, Wi-Fi, a garden and parking, ensuring a comfortable and convenient stay.
Elegant 2br - 2ba Oasis With Pool & Gym - Massachusetts
10 3 reviews
Massachusetts
12/08 – 14/08
1751 ﺩ.ﺇ/nighttotal: 3502 ﺩ.ﺇ (2 )

Elegant 2br - 2ba Oasis With Pool & Gym

3 5
apartment , Everett
This centrally located Everett apartment offers easy access to Encore Boston Harbor (a 4-minute drive) and Assembly Row (a 6-minute drive), and is a 14-minute walk from Chelsea station.
The 93-square-metre (1000 sq ft) property boasts six bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a swimming pool, garden, and a fully equipped kitchen.

Best Massachusetts lodging with laundry available

Whole House Steps From Pleasant Pond - Massachusetts
9.4 52 reviews
Massachusetts
21/06 – 23/06
1053 ﺩ.ﺇ/nighttotal: 2106 ﺩ.ﺇ (2 )

Whole House Steps From Pleasant Pond

2 3
apartment , Wenham
This charming house is located in Wenham, just a short drive from the Wenham Museum and other local attractions, making it a great base for exploring the area. The property has received excellent reviews from previous guests, highlighting its comfort and convenience.
The house has one bedroom and two bathrooms, comfortably accommodating up to four guests. It offers a range of amenities, including a swimming pool, terrace, garden, and parking, as well as modern kitchen appliances, laundry facilities, and internet access.
Victorian Near Beaches, 2nd Floor Of 2 Family Home - Massachusetts
9.9 381 reviews
Massachusetts
26/07 – 31/07
1120 ﺩ.ﺇ/nighttotal: 5600 ﺩ.ﺇ (5 )

Victorian Near Beaches, 2nd Floor Of 2 Family Home

1 4
apartment , Beverly
This charming two-bedroom flat is situated in a quiet residential neighbourhood in Beverly, just a short walk from three beaches, a park, a local market and the train station for easy access to Boston. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat is spacious and bright, comfortably accommodating up to four guests. The well-equipped kitchen includes a gas stove, full fridge, dishwasher and other amenities such as a coffee maker, Keurig, hairdryer, iron, ironing board, washing machine and dryer. Guests can also enjoy the unique attic loft with a sailboat v-birth platform bed, a front porch with seating, and beach towels provided for trips to the nearby beaches.
Rare, Private 2-bed Near Historic Wayside Inn! - Massachusetts
9.9 39 reviews
Massachusetts
12/07 – 08/08
908 ﺩ.ﺇ/nighttotal: 24516 ﺩ.ﺇ (27 )

Rare, Private 2-bed Near Historic Wayside Inn!

1 4
apartment , Marlborough
This apartment is situated in a peaceful location just 1.6 kilometres from the historic Wayside Inn district, offering a tranquil retreat in a quiet setting. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The self-catering property comprises two bedrooms with queen-sized beds, a living room, dining area, kitchen, and a bathroom with a large shower. Guests can enjoy amenities such as dedicated heating and AC units in each bedroom, blackout shades for a good night's sleep, and access to a washer and dryer in the basement.
2 Bedroom Pet-friendly Apt Steps To The Beach - Massachusetts
9.6 201 reviews
Massachusetts
20/06 – 27/06
1526 ﺩ.ﺇ/nighttotal: 10682 ﺩ.ﺇ (7 )

2 Bedroom Pet-friendly Apt Steps To The Beach

3 2
apartment , Salisbury
This family-friendly apartment is located in Salisbury, a short distance from the beautiful beaches of Salisbury Beach State Reservation, Salisbury Beach, and Seabrook Beach. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, a bathroom, and a living area, providing ample space for up to six guests. It also offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, and a terrace, ensuring a comfortable and enjoyable stay.
©2026 cozycozy.com