Massachusetts Short term rentals

56068 available short term rental offers

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Massachusetts short term rentals
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Best Short term and Weekly rentals in Massachusetts

Best family friendly Massachusetts Short term rentals

Among the 56068 accommodations in Massachusetts, here are the 4 best family friendly rentals

Cozy Harvard/mit Victorian - Massachusetts
9.4 22 reviews

Cozy Harvard/mit Victorian

apartment, Cambridge
This two-bedroom flat is situated in Cambridge's historic Huron Village, a 10-minute walk from Harvard Square and Harvard University, with immediate access to the T for travel to Boston and other Cambridge institutions, and conveniently located opposite a high-end grocery store.
This 76 square metre apartment accommodates up to six guests, featuring a newly remodelled Victorian interior with a Japanese soaking tub, a super-automatic coffee machine, off-street parking, and a private garden.
Cozy N Quiet Near I-84, Brimfield & Sturbridge - Massachusetts
9.5 2 reviews

Cozy N Quiet Near I-84, Brimfield & Sturbridge

B&B, Holland
This B&B is located in Holland, with convenient access to the I-84, Brimfield, and Sturbridge, and is approximately 13 kilometres from Old Sturbridge Village.
This 25 square meter guesthouse offers one bedroom, one bathroom, and can accommodate up to seven guests, featuring air conditioning, complimentary WiFi, private parking, and a kitchenette with a fridge and microwave oven.
3 Bedroom 1.5 Bath Home Minutes From Boston!! Beautifully Decorated And Cozy. - Massachusetts
9.9 48 reviews

3 Bedroom 1.5 Bath Home Minutes From Boston!! Beautifully Decorated And Cozy.

apartment, Randolph
This three-bedroom house in Randolph is conveniently located within a 15-kilometre radius of South Shore Plaza, Granite Links Golf Club, and Legacy Place. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 116 square metre house can comfortably accommodate up to six guests. It comes equipped with a fully fitted kitchen, a patio for outdoor dining, a spa, and free Wi-Fi, as well as parking and a garden.
Sunny Dog Friendly Union Sq 1brm - Massachusetts
9.4 139 reviews

Sunny Dog Friendly Union Sq 1brm

apartment, Somerville
This Somerville flat is perfectly situated, just a short walk from both the Gilman Square and Union Square T stops, making it easy to explore the city. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable stay.
The flat has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a well-equipped kitchen, free parking, and a private outdoor space, perfect for relaxing after a day of exploring the local shops and restaurants.

Top cities

Best Massachusetts short term rentals with a balcony

Beautiful, Spacious And Charming With Something For Everyone. - Massachusetts
10 54 reviews

Beautiful, Spacious And Charming With Something For Everyone.

apartment, Falmouth
This East Falmouth holiday home is situated within 5km of Cape Cod Winery, Menauhant Beach, and Falmouth Heights Beach, and within 10km of other popular beaches.
This 372 square metre property sleeps up to 10 guests, boasting five bedrooms, four bathrooms, a tennis court, private garden, and barbecue facilities, plus a fully equipped kitchen and games room.
Charming 3 Bedroom Home Centrally Located In Worcester - Massachusetts
9.8 6 reviews

Charming 3 Bedroom Home Centrally Located In Worcester

apartment, Worcester
This Worcester apartment, ideally located near major highways providing easy access to Union Station and Salisbury Mansion, offers a peaceful retreat in a convenient setting.
The two-bedroom, three-bathroom dwelling sleeps eight guests and boasts a private backyard, dishwasher, air conditioning, parking and Wi-Fi; nearby recreational options include Green Hill Golf Course and Cyprian Keyes.
Comfy & Chic Apartment For 2026 World Cup Free Parking - Massachusetts
9.5 2 reviews

Comfy & Chic Apartment For 2026 World Cup Free Parking

apartment, Boston
This Boston apartment, situated approximately 10-11 kilometres from attractions such as the Museum of Fine Arts and Fenway Park, offers convenient access to major landmarks.
The 107-square-metre property features three bedrooms, one bathroom, sleeping up to eleven guests, and includes amenities such as a fully equipped kitchen, Wi-Fi, air conditioning, a terrace, and private parking.
Broadway - Massachusetts
10 5 reviews

Broadway

apartment, Rockport
This Rockport flat offers a prime location, being a mere 4-minute walk from Front Beach and within easy reach of downtown Rockport's attractions, with historical sites such as the Peabody Essex Museum and The House of the Seven Gables approximately 32 kilometres away.
This Rockport apartment provides complimentary private parking, free WiFi, air conditioning, and a fully equipped kitchen, making it ideal for self-catering stays.

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

Top 10% Stay | Sleeps 6 | Easy Boston Access - Massachusetts
9.9 148 reviews

Top 10% Stay | Sleeps 6 | Easy Boston Access

apartment, Everett
This two-bedroom flat in Everett is ideally located just a few kilometres from the beach and Encore Casino, and less than 20 kilometres from Boston city centre. The property has received excellent ratings for location, cleanliness and user experience.
The flat is spacious and comfortable, with a living room, well-equipped kitchen and a pull-out sofa bed, comfortably sleeping up to six guests. Amenities include central heating and air conditioning, a large TV with streaming services, a fully equipped kitchen, a dining room with a cocktail cabinet and mixology set, and a private garden.
Bay Village Charm With 99 Walkscore With Short And Long Stays - Massachusetts
10 1 review

Bay Village Charm With 99 Walkscore With Short And Long Stays

apartment, Boston
This Bay Village flat offers superb access to Boston's attractions, being a 1.4km walk from Boston Common and 1.9km from King's Chapel.
The 50 square metre, one-bedroom apartment sleeps three, features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, free Wi-Fi, and is ideal for short or long stays.
Fantastic 1br Apt In Financial District, Boston - Massachusetts
8.0 4 reviews

Fantastic 1br Apt In Financial District, Boston

apartment, Boston
This Boston Financial District flat is a minute's walk from the Custom House, nine minutes from Boston South Station, and under 1.6km from the Freedom Trail, offering easy access to major attractions.
The 180 square metre (1937 square foot) one-bedroom, one-bathroom apartment sleeps three guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and air conditioning.
Vintage 5br Apt | Roku Hdtv | Sleeps 12 - Massachusetts
9.8 63 reviews

Vintage 5br Apt | Roku Hdtv | Sleeps 12

apartment, Boston
This five-bedroom, two-bathroom Boston apartment, listing number STR-599114, offers central accommodation with unspecified proximity to Boston's major attractions.
Sleeping up to 12 guests, the property includes a kitchen, air conditioning, internet access, and parking; further details regarding its size, layout and specific location within Boston are unavailable.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts short term rentals with laundry available

Small Town 3br In Heart Of Millis - Massachusetts
9.8 35 reviews

Small Town 3br In Heart Of Millis

apartment, Millis
This three-bedroom Millis apartment enjoys a central location, within walking distance of several restaurants, a library, spas, and cafes, and a short drive (approximately 16 km) from Gillette Stadium and the Wrentham Village Premium Outlets.
The self-catering property, sleeping up to five guests, features a renovated kitchen and bathroom, private laundry facilities in the basement, and hardwood floors throughout; it's situated on the second floor for easy access.
1br Peaceful Guest House | Hot Tub | Boston 20 Min - Massachusetts
10 48 reviews

1br Peaceful Guest House | Hot Tub | Boston 20 Min

apartment, Framingham
This guest house is located in a peaceful neighbourhood in Framingham, just 32 kilometres from Boston. It has received excellent ratings for location, cleanliness and user experience.
The self-catering apartment has one bedroom and one bathroom, accommodating up to three guests. It features a fully equipped kitchen, a comfortable living area with a smart TV, complimentary laundry service, and a private garden with parking.
Your Boston Retreat - Great Porches - 2/br Sleep 6 - Massachusetts
9.5 26 reviews

Your Boston Retreat - Great Porches - 2/br Sleep 6

apartment, Everett
This apartment is located in Everett, just 4.8 km from Cambridge College and 6.9 km from the Freedom Trail in Boston. It has received very good ratings for user experience, location, and cleanliness.
The apartment has two bedrooms and one bathroom, offering 111 square metres of space and accommodating up to 11 guests. It comes with a fully equipped kitchen, a terrace and balcony, and a garden, making it ideal for a comfortable and enjoyable stay.
Spacious And Cozy- Near T-station-quiet Neighborhood! - Massachusetts
9.0 51 reviews

Spacious And Cozy- Near T-station-quiet Neighborhood!

apartment, Malden
This Malden apartment is ideally located just 7km from Cambridge College and a short drive from Peabody Museum (9km) and Boston North Station (9.3km). It has received excellent ratings for location, cleanliness and user experience.
The apartment is spacious, measuring 139 square metres and comfortably sleeping 8 guests. It boasts a fully equipped kitchen, a private bathroom with a hot tub, as well as a bar, spa, and parking facilities, ensuring a relaxing and enjoyable stay.
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