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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

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod. - Massachusetts
9.6 14 reviews

Walking Distance To Private Beach! Charming Cottage North Of Cape Cod.

cottage, Wareham
This charming cottage is located in the heart of Wareham, just an eight-minute walk from Swifts Beach and a short drive from Cape Cod. The cottage has consistently received excellent ratings from previous guests, making it a popular choice for travelers seeking a comfortable and convenient stay.
The cottage offers two bedrooms and one bathroom, providing ample space for up to six guests. Enjoy modern amenities like a 65-inch Smart TV, a fully equipped kitchen, air conditioning, and a relaxing spa, along with outdoor entertainment options like a pergola and access to water activities like jet skiing and kayaking.
Home In The Woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows - Massachusetts
9.2 33 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.
Quincy Beach Home Next To Boston & T, Free Parking - Massachusetts
10 195 reviews

Quincy Beach Home Next To Boston & T, Free Parking

apartment, Quincy
This Quincy apartment is conveniently located near popular attractions like Granite Links Golf Club, University of Massachusetts Boston, and the John F. Kennedy Presidential Library and Museum, all within a 6-mile radius. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This 3-bedroom apartment comfortably sleeps 6 guests. Enjoy a private yard, furnished patio, fully equipped kitchen, and access to a community garden and barbecue grills.
Beautiful Renovated Townhome W/parking - Massachusetts
9.4 19 reviews

Beautiful Renovated Townhome W/parking

apartment, Holden
This Holden vacation home is conveniently located within 9 miles of Rutland State Park, Cascading Waters, and attractions like the Jewish Healthcare Center and Moore State Park.
This 1,350-square-foot house features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, free Wi-Fi, a patio, and on-site playground.

Top cities

Best Massachusetts lodging with a balcony

Lorenzo Inn - Massachusetts
9.6 5 reviews

Lorenzo Inn

apartment, Boston
This 2-bedroom, 2-bathroom apartment in Boston's Dorchester neighborhood is an 8-9 minute drive from the Boston Convention and Exhibition Center and Copley Square.
This residence offers on-site parking, a garden, a veranda, and a fully equipped kitchen, accommodating up to 4 guests with Wi-Fi and air conditioning.
The Cammie Cabana | Pet Friendly | Walk To Beach - Massachusetts
9.6 14 reviews

The Cammie Cabana | Pet Friendly | Walk To Beach

apartment, Salisbury
This dog-friendly apartment is located just one block from Salisbury Beach and two blocks from the Salisbury Center, offering easy access to the beach, shops, restaurants, and entertainment. It has received excellent user ratings, making it a popular choice for travelers.
The apartment is perfect for families or groups, with two bedrooms, one bathroom, and a spacious 830 square feet of living space that can accommodate up to six guests. Enjoy the convenience of a fully equipped kitchen, a private patio with a gas grill, high-speed internet, smart TVs, and a dedicated work-from-home desk area.
Charming 1br Apt In Boston With Free Parking - Massachusetts
9.7 6 reviews

Charming 1br Apt In Boston With Free Parking

apartment, Boston
This 810 sq ft, 1-bedroom condo in Boston offers convenient access to Cambridge, located approximately 2 miles from John F. Kennedy Park and Brattle Theatre, and about 2.5 miles from Harvard Square and Central Square.
This unit features complimentary WiFi, air conditioning, a private balcony, and a fully equipped kitchen with a dishwasher, accommodating up to 7 guests with included parking.
1br Downtown Salem | Parking |Steps 2 Witch Museum - Massachusetts
9.0 2 reviews

1br Downtown Salem | Parking |Steps 2 Witch Museum

apartment, Salem
This downtown Salem condo is located a 6-minute walk from the Peabody Essex Museum and offers easy access to historic sites such as The House of the Seven Gables and Dead Horse Beach.
This 1-bedroom, 1-bathroom rental accommodates up to 7 guests and includes a private garden, terrace, patio, complimentary WiFi, and free private parking.

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

Stylish Downtown Studio In The Southend, C.ave# 2 - Massachusetts
9.2 312 reviews

Stylish Downtown Studio In The Southend, C.ave# 2

studio, Boston
This studio apartment is located in Boston's South End neighborhood, a short walk from Back Bay and the Hynes Convention Center, offering easy access to popular attractions and a quiet, charming atmosphere. It consistently receives excellent ratings for cleanliness, location, and overall experience.
The studio features a separate bedroom and bathroom, providing privacy and comfort in a space of 250 square feet, comfortably accommodating up to 2 guests. The studio is equipped with a fully functional kitchenette, a flat-screen TV, and free Wi-Fi, ensuring a pleasant and convenient stay.
Relax & Unwind: Spacious Home W/ Private Entrance - Massachusetts
9.7 13 reviews

Relax & Unwind: Spacious Home W/ Private Entrance

apartment, Whitman
This 2-bedroom, 1-bathroom residence in Whitman offers a private entrance and is located in a quiet, safe neighborhood, just 5 minutes from the commuter rail (purple line) and a grocery store.
This apartment features a full kitchen, air conditioning, a swimming pool, jacuzzi, fitness center, and free parking, with a spacious backyard for outdoor enjoyment and a guest capacity of 3.
Modern 1br Near Boston -- Easy Transit Access - Massachusetts
No reviews

Modern 1br Near Boston -- Easy Transit Access

apartment, Malden
This Malden dwelling is located 3.4 miles from Cambridge College and within 5.6 miles of TD Garden and Logan Airport.
This 590 square foot, 1-bedroom rental accommodates up to 5 guests and features a full kitchen with a dishwasher, air conditioning, and on-site private parking, with WiFi included.
Maple Suite- Private Ground Floor Apartment - Massachusetts
9.8 164 reviews

Maple Suite- Private Ground Floor Apartment

apartment, Northampton
This apartment is located just a 5-minute walk from Smith College and its Botanic Garden, offering a quiet and peaceful setting with easy access to both academic and cultural attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment features a comfortable layout with 750 square feet of space, a bedroom, a bathroom, and can accommodate up to 3 guests. Amenities include a fully equipped kitchen, a garden, parking, and a smoke-free environment, ensuring a convenient and enjoyable stay.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts lodging with laundry available

2br/2.5bath|king Suite|balcony|reserved Parking! - Massachusetts
9.8 40 reviews

2br/2.5bath|king Suite|balcony|reserved Parking!

apartment, Rockport
This Rockport apartment rental is steps from Front Beach and Bearskin Neck, a short 10-minute walk from the Rockport commuter rail station for easy Boston access.
The two-bedroom, three-bathroom unit features a fully equipped kitchen, private balcony, in-unit laundry, high-speed Wi-Fi, and off-street parking for two cars; it comfortably sleeps four guests and is located in a beautifully renovated pre-1900 home.
Blueground South End Gym Wd Nr Groceries Bos-1022 - Massachusetts
No reviews

Blueground South End Gym Wd Nr Groceries Bos-1022

apartment, Boston
This South End Boston apartment is located 1.2 miles from the Boston Tea Party Ships & Museum and a 19-minute walk from Boston Common, offering easy access to major attractions. This 780-square-foot unit features one bedroom, one bathroom, accommodates four guests, and includes amenities such as an in-unit washer/dryer, a fully equipped kitchen, and access to a shared lounge, indoor pool, sauna, and fitness center.
805c Downtown Boston New Condo King Bed By Subway - Massachusetts
10 10 reviews

805c Downtown Boston New Condo King Bed By Subway

apartment, Cambridge
This newly renovated studio apartment is situated in Downtown Boston, steps from Boston Commons and within 500 feet of multiple MBTA subway stops, offering convenient access to Mass General and Tufts Medical.
This private, luxurious urban dwelling accommodates up to three guests with a fully-stocked kitchen, private upgraded bathroom, air conditioning, and on-site delivery access, ideal for professionals and mid-term stays.
Attractive Lower Level Guest Suite With Private Entrance - Massachusetts
10 3 reviews

Attractive Lower Level Guest Suite With Private Entrance

B&B, Northbridge
This Whitinsville guesthouse in Northbridge, Massachusetts, offers convenient access to Worcester Regional Airport (17 miles) and the DCU Center (14 miles).
The 700-square-foot private suite features a fully equipped kitchen, in-unit laundry, a patio, free Wi-Fi, parking, and accommodates up to 11 guests.
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