Find short term rentals in Massachusetts at the best prices

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

Apartment ∙ 2 Bedrooms ∙ 7 Guests - Massachusetts
No reviews

Apartment ∙ 2 Bedrooms ∙ 7 Guests

apartment, Plymouth
Captain's Cottage, a pet-friendly holiday home in a quiet Plymouth neighbourhood, is situated approximately 8km from Plymouth city centre, 6.4km from the Pinehills Golf Course and Mirabeau Inn & Spa, and 12km from the Plymouth to Provincetown ferry.
This two-bedroom property sleeps seven, boasting a fully equipped kitchen, in-unit laundry, private beach access with chairs, a fenced backyard with fire pit, and parking for four to five cars; nearby attractions include the Plymouth to Provincetown Ferry and the Pinehills Golf Course.
Charming 1-br Apartment In Conway, Wifi/ac - Massachusetts
10 4 reviews

Charming 1-br Apartment In Conway, Wifi/ac

apartment, Conway
This spacious one-bedroom apartment in Conway, Massachusetts, is situated in a historic Victorian mansion dating back to the 1880s, a 16-kilometre drive from I-91 and approximately 32-40 kilometres from Greenfield, Amherst, Northampton, and Berkshire East.
The self-catering flat, sleeping up to six guests, boasts vintage features including marble fireplaces, high ceilings, and a unique ‘wildscaped’ yard with a pond; laundry facilities are available by arrangement, and high-speed internet access is provided.
Luxury Spacious 2br  King & Queen Beds  2 Baths - Massachusetts
9.5 137 reviews

Luxury Spacious 2br King & Queen Beds 2 Baths

apartment, Shrewsbury
This comfortable home is situated in a pleasant neighbourhood in Shrewsbury, just a short distance from Dean Park and with convenient access to local amenities. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The two-bedroom house comfortably accommodates up to four guests and features a well-equipped kitchen, a spacious garden, and private parking. You can enjoy a relaxing stay with amenities such as air conditioning, high-speed Wi-Fi, and entertainment options including a Roku TV and Netflix.
Lake Views From Hot Tub Propane Fire Pit 4 Kayaks - Massachusetts
10 166 reviews

Lake Views From Hot Tub Propane Fire Pit 4 Kayaks

apartment, Southwick
This Southwick holiday home is situated near North Pond, less than 1.6km from the Southwick Rail Trail, and within 32km of Bradley International Airport and attractions including Six Flags New England and The Big E.
The 140m² property sleeps up to eight guests in three bedrooms and two bathrooms, offering a modern kitchen, a hot tub overlooking the lake, kayaks for exploring North Pond, and family-friendly amenities such as a high chair and child life jackets.

Top cities

Best Massachusetts lodging with a balcony

3 Bedroom, 40 Min To Salem, Walk 2 Beach, Fire Pit - Massachusetts
9.8 188 reviews

3 Bedroom, 40 Min To Salem, Walk 2 Beach, Fire Pit

apartment, Newbury
This Newbury flat is conveniently located within a short walk of two beautiful beaches, Plum Island Beach and Newbury Beach, and is also close to Parker River National Wildlife Refuge and Salisbury Beach State Reservation. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom flat offers 98 square metres of space, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a balcony, free Wi-Fi, a garden, and parking.
Josiah Keith House - Massachusetts
9.8 61 reviews

Josiah Keith House

B&B, Easton
This Easton bed and breakfast is conveniently located just 2.9 kilometres from The Fellowship Church, with Stonehill College, Borderland State Park, the Children's Museum in Easton, and Watson Pond State Park all within 10 kilometres.
Guests can enjoy a complimentary full English breakfast, free Wi-Fi in public areas, and a garden with a picnic area, as well as laundry facilities and concierge services.
New England Charm & Easy City Access Charming Apt In Leicester - Massachusetts
9.4 13 reviews

New England Charm & Easy City Access Charming Apt In Leicester

apartment, Leicester
This Leicester apartment is situated near Worcester, approximately 9.6km away, offering easy access to major highways and Worcester Airport.
The 102 square metre property features a spacious three-bedroom layout sleeping five, a fully equipped kitchen with dishwasher, and includes in-unit laundry facilities, parking, and access to a spa.
Beach Chic Chatham Retreat-mins Walk Private Beach - Massachusetts
10 134 reviews

Beach Chic Chatham Retreat-mins Walk Private Beach

apartment, Chatham
This family-friendly holiday home is located in South Chatham, a short 15-minute walk from the Chatham Chamber of Commerce and Cape Cod Beaches. The property has received excellent ratings for location, cleanliness, and user experience.
The spacious 139 square metre property can accommodate up to 10 guests. This self-catering accommodation offers a range of amenities including a swimming pool, tennis court, spa, and water park, making it ideal for a fun-filled family holiday.

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 the Freedom Trail, Faneuil Hall Marketplace, and the Boston Tea Party Ships & Museum. Then, head to Salem for its rich maritime history and witch trial legacy. Consider a day trip to Plymouth to learn about the Pilgrims at Plimoth Patuxet Museums. For nature, visit the Berkshires, hiking in the stunning mountains and exploring charming towns like Lenox and Stockbridge. If time allows, explore the Cape Cod National Seashore's beaches and charming towns like Provincetown.
  • 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's must-sees (Museum of Fine Arts, Isabella Stewart Gardner Museum), explore its diverse neighborhoods like Beacon Hill and the North End. Spend several days on Cape Cod, enjoying its beaches, lighthouses (Highland Light, Race Point Light), and charming towns like Chatham and Nantucket. Explore the Berkshires thoroughly, visiting Tanglewood (summer music venue), Norman Rockwell Museum, and hiking Mount Greylock. Consider a trip to the islands of Martha's Vineyard and Nantucket for a quintessential New England experience. Don't forget the historical sites in Salem and Plymouth.
  • 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 stunning autumn foliage, typically peaking in mid-to-late October, depending on elevation and location. The Berkshires are particularly renowned for their vibrant fall colors. Cherry blossoms are less prominent than in some other areas, but you can find them blooming in various locations across the state in late April and early May, with the Arnold Arboretum in Boston being a popular spot.
  • 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 like farmers' markets (many towns have weekly markets), visit historical societies in smaller towns to learn about local history, and explore the many independent shops and restaurants throughout the state. Conversation with shopkeepers and restaurant staff often reveals a lot about local culture. Consider taking a food tour to sample regional specialties and learn about local culinary traditions.
  • 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! Many towns offer pottery classes, painting workshops, and cooking classes focused on New England cuisine. Salem offers witch-themed activities and historical reenactments. The Berkshires have numerous art galleries and studios offering workshops and classes. Check local event listings for specific offerings during your visit.
  • 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 Auburn Cemetery in Cambridge is a beautiful Victorian-era cemetery with stunning architecture and landscaping. The Crane Estate in Ipswich offers breathtaking ocean views and a unique Great House. Explore the charming coastal towns along the North Shore, like Rockport and Gloucester, known for their art galleries and fishing heritage. The many smaller islands off the coast of Massachusetts, beyond Nantucket and Martha's Vineyard, offer secluded beaches and unique experiences.
  • 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, especially during shoulder seasons. A raincoat or umbrella is always a good idea. Sunscreen and insect repellent are also helpful, depending on the time of year.
  • 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 celebration of the city's witch trial history. Many towns and cities host their own unique festivals throughout the year, celebrating everything from food to arts and culture. Check local listings for specific dates and events.
  • Where should one try the best local food in Massachusetts?

    The North End in Boston is famous for its Italian restaurants and bakeries. Quincy Market in Boston offers a variety of food options. Explore the many clam shacks along the coast for fresh seafood. The Berkshires offer farm-to-table dining experiences. Seek out local breweries and cideries for a taste of regional beverages. Remember to explore smaller towns and villages for unique culinary finds.

Nearby regions

Best Massachusetts lodging with a kitchen

Quiet Athol Stay|feels Like Home - Massachusetts
9.3 30 reviews

Quiet Athol Stay|feels Like Home

apartment, Athol
This Athol apartment, perfect for families or groups of up to six, offers two bedrooms, one bathroom, a garden, parking, and internet access.
The self-catering flat includes a fridge, microwave, and air conditioning, ensuring a comfortable stay with all necessary amenities.
Unique Island Stay W/ Dock! Southwick Lake House - Massachusetts
No reviews

Unique Island Stay W/ Dock! Southwick Lake House

cabin, Southwick
This Southwick waterfront lodge provides views of Middle Pond, with Six Flags New England 13 kilometres away and the Naismith Basketball Hall of Fame 15 kilometres away.
This 111 square metre cottage sleeps seven guests and features three bedrooms, two bathrooms, a well-equipped kitchen, air conditioning, a terrace, garden, parking, and direct access to Congamond Lakes for boating and fishing, with an on-site fire pit and proximity to the Southwick Rail Trail (1.6 kilometres) and The Ranch Golf Club (8 kilometres).
Hidden Gem Lake House (3br, 2.5ba) - Massachusetts
9.8 33 reviews

Hidden Gem Lake House (3br, 2.5ba)

apartment, Holbrook
This Holbrook lake house, situated in a peaceful neighbourhood approximately 30-48 kilometres from Boston landmarks such as the TD Garden, Gillette Stadium, and the Xfinity Center, offers a tranquil retreat. This three-bedroom property sleeps eight, boasting a fully equipped kitchen, private dock, firepit, on-site gym, and two TVs with Roku streaming, perfect for family getaways or group trips.
Luxury Boston Home +Free Parking +5 Mins To Casino - Massachusetts
9.8 211 reviews

Luxury Boston Home +Free Parking +5 Mins To Casino

apartment, Everett
This three-bedroom flat in Everett is ideally located within a 3-mile radius of popular attractions like Encore Boston Harbor, LEGOLAND® Discovery Center, and Assembly Row. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property features a fully equipped kitchen, a comfortable living area with a TV and stereo system, and a private bathroom. Guests can enjoy amenities such as air conditioning, parking, and internet access, making it a convenient and comfortable choice for families or groups visiting Everett.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts lodging with laundry available

2bed, 15bath, Multi-level Townhouse, Sleeps 6 - Massachusetts
9.0 2 reviews

2bed, 15bath, Multi-level Townhouse, Sleeps 6

apartment, Cambridge
This Cambridge apartment, a multi-level townhouse near Central Square, is less than 2.5 kilometres from Inman Square, MIT, and Harvard University.
The 84-square-metre property offers one bedroom, one bathroom, sleeps six guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, and a spa; nearby attractions include the Central Square Theatre and Peabody Museum.
Great Pond House - 1 Minute Walk To Private Beach - Massachusetts
9.8 14 reviews

Great Pond House - 1 Minute Walk To Private Beach

apartment, Falmouth
This Falmouth seaside property, located within 1.6-3.2km of Menauhant Beach and Falmouth Heights Beach, offers easy access to Main Street and Cape Cod's beaches.
The 102 square metre house features two bedrooms, one bathroom, and sleeps four, boasting a private garden, patio, barbecue, and fully equipped kitchen including a fridge and microwave.
Private Basement Apartment With Private Entrance - No Shared Spaces - Massachusetts
10 2 reviews

Private Basement Apartment With Private Entrance - No Shared Spaces

apartment, Berkley
This Berkley flat is situated a 6-minute drive from Bristol County Court House and Taunton Green.
This one-bedroom flat, accommodating up to three guests, features a garden with a fire pit, complimentary Wi-Fi, air conditioning, a kitchenette equipped with a fridge and microwave, and an in-unit washer and dryer, with nearby access to Gertrude M. Boyden Wildlife Refuge and Dighton Rock State Park.
#302 Cozy King Bed - Massachusetts
9.5 134 reviews

#302 Cozy King Bed

apartment, Waltham
This Waltham guest house is located just 6 kilometres from Boston, with a grocery store and bus stop within a 10-minute walk.
This one-bedroom property features a fully equipped kitchen, ensuite bathroom, and a dining room, living room and laundry facilities for guests to share, accommodating up to 4 people.
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