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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

Sisu Suite: Private One Bedroom Suite - Massachusetts
10 131 reviews

Sisu Suite: Private One Bedroom Suite

B&B, Stow
This private suite is located in Stow, Massachusetts, about 25 miles west of Boston and 3.3 miles from the South Acton Rail station, offering easy access to attractions like pick-your-own apple orchards, a winery, cider breweries, and golf courses.
The suite features a separate entrance, a locked door for privacy, a sitting room with a love seat, a folding table/desk, a TV, and a kitchenette equipped with a mini fridge, microwave, coffeemaker, water kettle, and toaster.
Home In The Woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows - Massachusetts
9.2 34 reviews

Home In The Woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

apartment, Monson
This Monson apartment is located in a peaceful rural setting, just a short drive from Minnechaug Mountain Conservation Area and Chicopee Memorial State Park. The apartment consistently receives excellent guest reviews, making it a popular choice for travelers seeking a tranquil escape.
The three-bedroom dwelling comfortably accommodates up to five guests, providing ample space for families or groups. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, and parking, making it a perfect base for exploring the surrounding area.
Clear Pond Suite - Massachusetts
9.5 263 reviews

Clear Pond Suite

apartment, Plymouth
The Clear Pond Suite apartment is located in Plymouth, Massachusetts, just a short drive from Plimoth Plantation and Heritage Museums & Gardens. The apartment has earned excellent ratings for location, cleanliness, and overall experience.
The one-bedroom suite offers 800 square feet of comfortable living space. Guests can enjoy access to a swimming pool, a private beach, a terrace, and a fully equipped kitchen, plus a range of activities like fishing, canoeing, and bike rentals.
The Mansion At Ocean Edge Resort & Golf Club - Massachusetts
8.2 96 reviews

The Mansion At Ocean Edge Resort & Golf Club

manor house, Brewster
The Mansion at Ocean Edge, a manor house in Brewster, is located on the waterfront, offering proximity to natural attractions and situated within a 15-minute drive of Cape Cod Beaches and Cape Cod National Seashore, with Mayflower Beach 9.8 miles away and Ocean Dunes Golf Club 0.7 miles away.
This family-friendly resort provides a private beach, an 18-hole golf course, a full-service spa, multiple dining options including a restaurant and bars, a fitness center, a swimming pool, and 121 guest rooms with balconies or patios.

Top cities

Best Massachusetts lodging with a balcony

West Falmouth Family Retreat Near Chapoquoit Beach - Massachusetts
No reviews

West Falmouth Family Retreat Near Chapoquoit Beach

apartment, Falmouth
This West Falmouth residence is located just over 1 mile from Chapoquoit Beach and minutes from the Shining Sea Bikeway.
This 5-bedroom, 3-bathroom house spans 1980 square feet and accommodates up to 10 guests, featuring a full kitchen, air conditioning, a deck with a grill, and parking.
Quick Walk To Private Beach From This Brand New 3-bedroom Cottage - Massachusetts
9.6 11 reviews

Quick Walk To Private Beach From This Brand New 3-bedroom Cottage

cottage, Wareham
This Wareham vacation home is conveniently located near Tobey Hospital (2.1 miles) and the Porter Thermometer Museum (3.1 miles), offering easy access to Water Wizz and Onset Beach (within 6 miles).
This three-bedroom, two-bathroom house sleeps six and features a fully equipped kitchen, in-unit laundry, air conditioning, a swimming pool, and a smoke-free environment.
Luxury Apartments By Hyatus Boston Somerville - Massachusetts
No reviews

Luxury Apartments By Hyatus Boston Somerville

aparthotel, Somerville
Aparthotel listing. You will stay in Somerville.
Services and facilities include a dish washer, a fitness center and air conditioning. Take advantage of the terrace in this accommodation!
Lantana House - Massachusetts
8.7 46 reviews

Lantana House

B&B, Rockport
Lantana House, a historic B&B in Rockport, is located a 2-minute walk from Front Beach, with the Peabody Essex Museum and The House of the Seven Gables situated 21 miles away.
This accommodation offers 1 bedroom and 1 bathroom, accommodating up to 3 guests with air conditioning, free WiFi, and on-site parking, and is located 34 miles from Logan Airport.

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

Cozy Apartment On Cape Cod Ma - Massachusetts
10 2 reviews

Cozy Apartment On Cape Cod Ma

apartment, Mashpee
This Falmouth apartment is located in Mashpee, a short drive from the beautiful beaches of Cape Cod and the upscale Mashpee Commons shopping mall. The apartment has received excellent user ratings, making it a popular choice for travelers.
The apartment features a self-contained master suite with a kitchen and living room, perfect for families or couples seeking privacy. It offers a separate entrance, parking, and can accommodate up to two guests. Amenities include air conditioning, internet, and a kitchen equipped with a microwave. You can also enjoy nearby attractions like the Mashpee River Reservation and Cape Codder Water Park.
Cozy N Quiet Near I-84, Brimfield & Sturbridge - Massachusetts
9.3 3 reviews

Cozy N Quiet Near I-84, Brimfield & Sturbridge

B&B, Holland
This Holland bed and breakfast is located 8.1 miles from Old Sturbridge Village and offers convenient access to I-84.
This 330 sq ft lodging features one bedroom and one bathroom, accommodating up to 7 guests with amenities including free WiFi, air conditioning, a kitchenette with a fridge and microwave, and on-site parking.
Generous 6br Milton Getaway - Pet-friendly Near I-93 & Blue Hills 172 - Massachusetts
No reviews

Generous 6br Milton Getaway - Pet-friendly Near I-93 & Blue Hills 172

apartment, Milton
This spacious 6-bedroom apartment in Milton is located 6 miles from the Boston Museum of Fine Arts and 6.4 miles from the JFK Presidential Library & Museum.
This 18,300 square foot residence accommodates up to 45 guests, offering a full kitchen, air conditioning, a terrace, and on-site parking, with pets allowed for a nightly fee.
Cheerful Cottage By Little Alum Lake & Sturbridge - Massachusetts
10 99 reviews

Cheerful Cottage By Little Alum Lake & Sturbridge

cottage, Brimfield
This Brimfield cottage offers deeded lake access to Little Alum Lake, minutes from the Brimfield Flea Market and a short drive (approximately 15 minutes) to Old Sturbridge Village.
The two-bedroom, one-bathroom house sleeps six guests and features an open-concept layout with a country-style kitchen, sunroom, private fenced courtyard, and two kayaks for guest use; air conditioning, internet, and parking are also provided.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts lodging with laundry available

Inviting Summer Village Cottage: Golf Cart & More! - Massachusetts
No reviews

Inviting Summer Village Cottage: Golf Cart & More!

cottage, Westford
This Westford summer house is conveniently located near The Butterfly Place (2 miles) and MIT Haystack Observatory (2.7 miles), with easy access to Westford Town Common and the J.V. Fletcher Library (within 6 miles).
This 800-square-foot vacation rental boasts three bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, swimming pool, hot tub, tennis court, and in-unit laundry.
The Watkins : Elevated Cozy  W/d  Amenities - Massachusetts
9.6 117 reviews

The Watkins : Elevated Cozy W/d Amenities

apartment, Boston
This studio apartment is conveniently located near Boston College and Harvard, just a 5-minute walk from the T (public transportation). The surrounding area offers easy access to major universities, public transportation, and local attractions.
This one-bedroom apartment comfortably sleeps up to 3 guests. The studio features a fully equipped kitchen, a private entrance, a washer and dryer, and a comfortable queen-sized bed. Guests also have access to a complex of four buildings with shared amenities, including lounges, kitchens, meeting spaces, a gym, and a renovated chapel with pool tables, coffee, hot chocolate, and shuffleboards.
Comfortable Studio In Back Bay, Newbury St. #7 - Massachusetts
9.3 286 reviews

Comfortable Studio In Back Bay, Newbury St. #7

studio, Boston
This studio apartment is located in Boston's Back Bay neighborhood, just a short walk from Newbury Street's shops and restaurants, the Hynes Convention Center, and Fenway Park. It has received excellent ratings for its location, cleanliness, and overall experience.
The studio has one bedroom, one bathroom, and can accommodate two guests comfortably. It features a kitchenette with a microwave and toaster, free Wi-Fi, air conditioning, and a walk-in shower with a hair dryer.
The Franklin: Wellness  Aesthetic  W/d  Gym - Massachusetts
9.7 124 reviews

The Franklin: Wellness Aesthetic W/d Gym

apartment, Boston
This studio apartment is conveniently located near both Boston College and Harvard, just a short walk from the T (public transportation). Enjoy a peaceful stay in a quiet neighborhood, perfect for exploring the city's academic and cultural hubs.
The studio apartment comfortably sleeps up to four guests and includes a room divider to create a more private sleeping area. You'll have access to a fully equipped kitchen, a washer and dryer, and a range of amenities including a swimming pool, fitness center, and a shared garden.