Compare Vacation Rentals & Airbnb in Massachusetts

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Massachusetts vacation rentals
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61432 Rentals and Airbnb in Massachusetts

Best family friendly Massachusetts vacation rentals

Among the 61432 accommodations in Massachusetts, here are the 4 best family friendly rentals

Stylish Stay By Beach & Shops - Massachusetts
9.1 26 reviews

Stylish Stay By Beach & Shops

apartment, Beverly
This Beverly flat is located near Dane Street Beach (a 10-minute walk) and Patch Beach (2.4km), offering easy coastal access.
The 93 square metre self-catering apartment sleeps 11 guests and includes a fully equipped kitchen with fridge, microwave, and dishwasher, free Wi-Fi, and a flat-screen TV.
Charming Groton Farmhouse Apartment - Massachusetts
8.0 1 review

Charming Groton Farmhouse Apartment

apartment, Groton
This Groton holiday home, a 13-minute drive (approx. 8km) from the MIT Haystack Observatory and 15-minute drive (approx. 9km) from Kimball Farm, offers a peaceful rural retreat near Beaver Brook Reservation and Silver Lake State Park.
The 102 square metre (1100 sq ft) property comprises one bedroom, one bathroom, a fully equipped kitchen including dishwasher, and a private garden with outdoor furniture; Wi-Fi, air conditioning, a fireplace, and on-site parking are also provided.
Peaceful Back Bay Studio - Massachusetts
8.4 34 reviews

Peaceful Back Bay Studio

apartment, Boston
This Boston flat is located on the southeastern edge of Back Bay, bordering the South End and opposite Massachusetts Avenue from Northeastern University, placing it approximately 1.6 kilometres from the Boston Medical Area.
This 26 square metre studio apartment, suitable for two guests, offers a private bathroom, a fridge, and an oven, with pack-n-plays available on request for families, and is within walking distance of numerous Boston attractions and the Southwest Corridor Park.
Newly Renovated Single Family Home - Massachusetts
10 1 review

Newly Renovated Single Family Home

house, Springfield
This detached house is located in a quiet district of Springfield, offering convenient access to Springfield's renowned landmarks.
This accommodation for 23 guests provides complimentary high-speed Wi-Fi, free private parking, a fully equipped kitchen, two bathrooms, and a flat-screen TV, with a strictly non-smoking environment.

Top cities

Best pet friendly Massachusetts vacation rentals

Among the 61432 accommodations in Massachusetts, here are the 4 best pet friendly rentals

Modern Apt In Kendall Square With Gym - Massachusetts
No reviews

Modern Apt In Kendall Square With Gym

apartment, Cambridge
This two-bedroom Cambridge apartment is ideally situated in Kendall Square, a short distance from the Massachusetts Institute of Technology (MIT) and the Kendall/MIT MBTA Red Line station, offering easy access to Boston.
The 72 square metre (77 square meters) property boasts a spacious corner layout, sleeping up to five guests, and includes amenities such as a dishwasher, air conditioning, and access to a building terrace, fireside lounge, and pet spa.
1 Queen Bed  Premium Deluxe - Massachusetts
No reviews

1 Queen Bed Premium Deluxe

apartment, Tewksbury
This ground floor flat in Tewksbury is located 22 kilometres from Laurence G. Hanscom Field Airport, 30 kilometres from Minute Man National Historical Park, 41 kilometres from Cambridge College, and 43 kilometres from Harvard University.
This pet-friendly studio apartment offers 19 square metres of space with air conditioning, a Queen Bed, microwave, refrigerator, and private bathroom for up to two guests, with WiFi available in public areas and a 24-hour front desk.
Renovated Sunny 2br By Longwood & Green Line - Massachusetts
8.8 70 reviews

Renovated Sunny 2br By Longwood & Green Line

apartment, Brookline
This apartment is situated in Brookline, just 1.8 kilometres from Fenway Park and 2.4 kilometres from the Boston Museum of Fine Arts. It has received excellent ratings for location, cleanliness, and user experience.
The property is a two-bedroom flat with a floor area of 59 square metres. It features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as free Wi-Fi, air conditioning, and private parking.
Cabin Camp Valley Retreat - Massachusetts
9.9 36 reviews

Cabin Camp Valley Retreat

cabin, Pelham
This Pelham retreat, a secluded timber-framed cottage, is situated in a valley near Amherst, a short drive (approximately 10km) from Amherst Centre and within walking distance of Buffam Falls, offering easy access to Mount Orient hiking trails.
Sleeping up to six guests, this self-catering lodge boasts a queen-size loft bed, a full pull-out sofa bed, a composting toilet, an outdoor fire pit, and a propane stove, with the added benefit of a nearby host for assistance.

Frequently Asked Questions about vacation rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    Massachusetts boasts a rich history and diverse landscapes. For history buffs, a trip to Boston is essential, including a walk along the Freedom Trail, visiting Faneuil Hall Marketplace, and exploring the historic neighborhoods of Beacon Hill and the North End. Plymouth, the site of the Pilgrims' landing, offers a glimpse into early American history. Salem's maritime history and connection to the Salem Witch Trials are captivating. Beyond the cities, the Berkshires offer stunning natural beauty and cultural attractions like Tanglewood.
  • What are the best Airbnb and vacation rentals in Massachusetts?

    Near Boston Historic Two-bedroom With Modern Amenities, Luxurious Renovated House and 2bed/2bath Apt At Waltham Landing - Middle Unit are the most popular Airbnb and vacation rentals in Massachusetts among travelers.

  • What types of vacation rentals are available in Massachusetts?

    If you are planning to visit Massachusetts you need to look for the right accommodations to help you get the right stay. When you are on holiday you need to look for vacation rentals which would provide you with the right experiences. Vacation rentals are available in different types including apartments, lofts, condos, townhouses and even entire homes and cottages. Hence, you need to decide what's best based on your preferences and needs. These apartments and condos are furnished with all modern kitchen and bathroom facilities and amenities offering you the right comfort and convenience.
  • Are there unique natural phenomena in Massachusetts?

    While Massachusetts doesn't have massive geological wonders like some western states, its coastline offers unique natural beauty. The dramatic cliffs of the North Shore, the sandy beaches of Cape Cod, and the rocky shores of Martha's Vineyard and Nantucket are all worth exploring. The diverse ecosystems of the Berkshires, including forests and mountains, also offer unique natural experiences.
  • What are the most popular Airbnbs in Massachusetts?

  • What are the unmissable activities to do in Massachusetts?

    1. Explore the Cape Cod National Seashore - If you are heading to Massachusetts with your partner you can head to Cape Cod National Seashore where you can explore the stunning beaches and park areas of this national park. This is a great way to enjoy a good romantic weekend.

    2. Explore Halibut Point State Park - When you are looking for adventure and activities you can head to Halibut Point State Park where you can do hiking and biking and even camp and make the most of your trip.

    3. Visit Old Sturbridge Village - If you are interested in the history of the state you can visit the Old Sturbridge Village which recreates the life of New Englanders from the 1790s to the 1830s. This is the biggest outdoor history museum in the entire Northeast where you can explore 200 acres of land.
  • What essentials should you bring along for a trip to Massachusetts?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot, especially in Boston. Layers are key, as Massachusetts weather can be unpredictable. A light jacket or raincoat is always a good idea, even in summer. Sunscreen and insect repellent are also recommended, depending on the time of year and your activities. Don't forget a camera to capture the beautiful scenery and historical sites.
  • What are the best vacation rentals with a pool in Massachusetts?

    Captain Gosnold Village, The Cozy Carriage House - A+ Location - Luxking and Berkshire Mountain Lodge are the best vacation rentals with a pool in Massachusetts.

  • Where is the best place to stay in Massachusetts?

    When you are visiting Massachusetts for the first time you would want to choose Boston as your place to stay. This is because Boston can provide you with the best hotels and rental apartments and condos you can find. Being the largest and the capital city of the state you can ensure that you can find plenty of options to move around. Boston, itself has plenty of local attractions which you can cover. However, it is well connected to other cities and towns which makes it an ideal location to stay when you are in Massachusetts with limited knowledge about how to move around.
  • What famous events or festivals are happening in Massachusetts?

    Massachusetts hosts many events throughout the year. The Boston Marathon is a world-renowned athletic event. The Boston Harborfest is a large-scale celebration of Boston's maritime history. Numerous smaller town festivals and fairs take place across the state, celebrating local culture and produce. Specific dates vary yearly, so checking local event calendars closer to your travel dates is recommended.
  • What are the best rentals for families and kids in Massachusetts?

  • What are popular theme parks in Massachusetts?

    1. Six Flags New England - When you are in Massachusetts you want to ensure that you experience Six Flags New England which is the largest theme park in the state. Also, with tons of thrilling and heart-pumping rides, you can have a great time here even with kids.

    2. Edaville Family Theme Park - If you are looking for family-friendly fun and adventurous day you can head to Edaville Family Theme Park. This is where you can enjoy bumper boats, carousels, roller coasters and even heritage railroad experiences.

    3. Boundless Adventure Zipline and Aerial Park - If you are looking for some zip line adventures you can head to Boundless Adventure Zipline and Aerial Park where you can test your aerial skills and stamina.
  • Where can you find the best restaurants serving local dishes in Massachusetts, and what are the must-try specialties?

    The North End in Boston is known for its excellent Italian restaurants, with many family-owned establishments serving classic dishes. Seafood is a staple in coastal areas; try clam chowder, lobster rolls, and fresh oysters. In the Berkshires, you'll find farm-to-table restaurants showcasing local produce and meats. Look for restaurants specializing in New England fare to experience regional specialties.
  • What are the best rentals or Airbnbs with a jacuzzi in Massachusetts?

  • What are the best events in Massachusetts?

    1. Boston Harborfest - If you are in Massachusetts for the Fourth of July celebrations you can head to Boston for the Boston Harborfest which is one of the largest celebrations. With plenty of family-friendly activities, live entertainment, boat tours and food, drinks and music you can make the most of the event.

    2. Memorial Day Weekend Festival - Memorial Day events are plenty but when you are in Massachusetts you can head to West Tisbury for the Memorial Day Weekend Festival which will provide you with plenty of fun, food, music and live entertainment.

    3. Boston Book Festival - Book lovers can rejoice and make the most of this annual event where you can celebrate the power of words. This event brings together some of the popular authors and speakers and gets more than 30,000 visitors.
  • What are some less-famous attractions in Massachusetts that are worth the visit?

    The Plimoth Patuxet Museums offer a more immersive experience of the 17th-century Plymouth Colony than just a quick visit to Plymouth Rock. The charming towns of Newburyport and Rockport on the North Shore offer beautiful coastal scenery and unique shops. The Mount Greylock State Reservation, home to the highest point in Massachusetts, provides stunning hiking trails and panoramic views.
  • What are the best activities for engaging with locals and understanding their culture in Massachusetts?

    Visiting local farmers' markets is a great way to interact with residents and sample regional produce. Exploring smaller towns and engaging with shopkeepers and restaurant owners can provide insights into local life. Attending local events and festivals allows for interaction with the community. Consider taking a walking tour led by a local guide to gain a deeper understanding of the area's history and culture.
  • What unique natural landscapes and terrain features can travelers explore in Massachusetts?

    Massachusetts offers a variety of landscapes. The coastline, with its diverse beaches, cliffs, and harbors, is a major draw. The Berkshires provide opportunities for hiking and exploring mountains, forests, and lakes. Cape Cod's unique geography, formed by glacial activity, offers beautiful beaches and marshes. The islands of Martha's Vineyard and Nantucket offer distinct coastal environments.
  • How many days are ideal for visiting Massachusetts, and what are some itinerary suggestions?

    The ideal length of a trip depends on your interests. A long weekend (3-4 days) can focus on Boston and its surrounding areas. A week allows for exploring both Boston and another region, like Cape Cod or the Berkshires. Two weeks would enable a more comprehensive exploration of the state's diverse offerings. Possible itineraries could focus on historical sites, coastal exploration, or a combination of both.
  • How is the weather in Massachusetts in high season?

    Massachusetts' high season is summer (June-August). Expect warm temperatures, often in the 20-30°C range, with occasional humidity. However, the weather can be unpredictable, with periods of sunshine interspersed with showers. Coastal areas tend to be cooler than inland areas. Packing layers is recommended to adapt to changing conditions.

Nearby regions

Best Massachusetts vacation rentals with a pool

Among the 61432 accommodations in Massachusetts, here are the 4 best rentals with a pool

Walk To Village Location, New Pool, Family Compound! - Massachusetts
9.6 5 reviews

Walk To Village Location, New Pool, Family Compound!

apartment, Edgartown
This family-friendly holiday home is located in Edgartown, just a short distance from the town's historic landmarks, including the Edgartown Public Library, Vincent House Museum, and Old Whaling Church, and within easy reach of Lighthouse Beach and Edgartown Lighthouse. It has received excellent reviews from previous guests.
This spacious property offers four bedrooms and four bathrooms, accommodating up to 16 guests comfortably, and is spread over 288 square metres. The home features a private pool, garden, terrace, barbecue facilities, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Curated Designer Retreat  Pool  Gym  Dining - Massachusetts
9.8 26 reviews

Curated Designer Retreat Pool Gym Dining

apartment, Everett
This Everett flat is centrally located, offering convenient access to Encore Boston Harbor (approximately 640 metres) and LEGOLAND Discovery Center (approximately 960 metres).
This 92 square metre residence accommodates up to 5 guests with 6 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, garden, spa, and covered parking, with an 11:00 check-out time.
South End Escape Your Family's Dream Getaway - Massachusetts
No reviews

South End Escape Your Family's Dream Getaway

apartment, Boston
This South End flat is a 16-minute walk from Boston South Station and 1.1 kilometres from Back Bay, placing you close to attractions such as the Freedom Trail and Boston Common.
This 111 square metre residence offers three bedrooms, two bathrooms, a fireplace, and a water park, with on-site amenities including a fitness centre and swimming pool, and allows pets.
Luxury 2br Apartment With Pool, Balcony & Parking - Massachusetts
9.4 10 reviews

Luxury 2br Apartment With Pool, Balcony & Parking

apartment, Cambridge
This Cambridge apartment, ideally situated 1.9km from Old North Church and a 17-minute walk from Cambridge College, offers easy access to Boston's North Station, TD Garden, and Beacon Hill.
The 88-square-metre property boasts two bedrooms, two bathrooms, accommodates up to nine guests, and includes a fully equipped kitchen, swimming pool, fitness centre, and terrace; nearby recreational facilities include billiards and bike rentals.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Ocean View Cozy Stay 4 - Massachusetts
10 2 reviews

Ocean View Cozy Stay 4

apartment, Hull
Ocean View Cozy Stay 4 is a one-bedroom flat located in Hull, offering direct access to Nantasket Beach and situated approximately 26 kilometres from the JFK Presidential Library & Museum and 29 kilometres from the Freedom Trail in Boston.
This air-conditioned apartment, covering 70 square metres and accommodating up to seven guests, features a fully equipped kitchen, free WiFi, complimentary private parking, and a private balcony and terrace.
Chic & Modern Studio Lakefront House With Loft - Massachusetts
9.7 88 reviews

Chic & Modern Studio Lakefront House With Loft

apartment, Sturbridge
This Sturbridge lake house, situated on Cedar Lake, offers direct access to the lake with a private dock, providing convenient fishing and boating opportunities.
The self-catering property sleeps four, boasting a fully equipped kitchen, a three-season porch, and patio overlooking the lake, alongside a garden and parking.
Country Home With Babbling Brook And Pond View- Minutes To Berkshire East Resort - Massachusetts
9.6 138 reviews

Country Home With Babbling Brook And Pond View- Minutes To Berkshire East Resort

apartment, Hawley
This smoke-free holiday home is situated in the mountains, just 15 kilometres from Swift River, Hawley Bog Preserve, and Berkshire East Ski Resort, offering a peaceful escape in a stunning natural setting. It has received excellent user ratings, making it a popular choice for families and groups.
The three-bedroom property, with its 107 square metres of space, comfortably accommodates up to eight guests. It boasts a garden, barbecue facilities, a fireplace, and modern amenities like a fully equipped kitchen and a DVD player, ensuring a relaxing and enjoyable stay.
Cheerful Cottage By Little Alum Lake & Sturbridge - Massachusetts
10 99 reviews

Cheerful Cottage By Little Alum Lake & Sturbridge

cottage, Brimfield
This Brimfield holiday cottage boasts deeded lake rights to Little Alum Lake, is minutes from the Brimfield Flea Market, and a short drive (approximately 8 km) from Sturbridge and its Old Sturbridge Village.
The self-catering property offers two bedrooms sleeping up to six guests, a country-style kitchen, open-plan living area, four-season sunroom, private courtyard, two kayaks, and access to a fitness centre; professional cleaning ensures a comfortable stay.
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