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

Luxe Everett 2br2ba W/ Pool, Gym & Parking - Massachusetts
8.8 5 reviews

Luxe Everett 2br2ba W/ Pool, Gym & Parking

apartment, Everett
This Everett flat is centrally located, a 5-minute drive from TD Garden and a 7-minute drive from the New England Aquarium, with Chelsea Station a 14-minute walk away.
This 84 square metre property offers 6 bedrooms, 2 bathrooms, and accommodates up to 5 guests, featuring air conditioning, a fully equipped kitchen, a communal pool, a garden, and on-site barbecue and billiards facilities.
Modern Apt In Seaport 2 Min. Walk Downtown - Massachusetts
No reviews

Modern Apt In Seaport 2 Min. Walk Downtown

apartment, Boston
This 61 square meter one-bedroom flat is located in Boston's Seaport district, offering convenient access to downtown Boston and Logan International Airport via the MBTA Silver Line and South Station, and is within walking distance of Boston Harbor and Flynn Cruiseport Boston.
This pet-friendly apartment features a fully equipped kitchen, air conditioning, and resort-style amenities including an outdoor swimming pool and fitness centre, accommodating up to three guests.
Historic Harvard & Mit Victorian - Massachusetts
9.0 234 reviews

Historic Harvard & Mit Victorian

apartment, Cambridge
This Victorian flat is ideally located in Cambridge, close to both Harvard and MIT, and within easy walking distance of John F. Kennedy Park, Harvard Square, and the Brattle Theatre. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The flat offers two bedrooms, providing comfortable accommodation for couples or small families. You'll also find a living room, a fully equipped kitchen with a dishwasher, and a garden where you can relax and enjoy the fresh air. The property also boasts a spa bath, free Wi-Fi, and parking, making it a great choice for those looking for a comfortable and convenient stay in Cambridge.
Steps To 3 Falmouth Beaches In Our 6+bedroom With Oversized Outdoor Shower - Massachusetts
10 9 reviews

Steps To 3 Falmouth Beaches In Our 6+bedroom With Oversized Outdoor Shower

apartment, Falmouth
This East Falmouth holiday home on Maravista Avenue is a short walk (less than 0.8km) from Maravista and Bristol beaches, and 0.5km from Falmouth Heights beach, and a 7-minute walk from the Shipwrecked restaurant.
Sleeping fourteen guests across six bedrooms (king, two queens, four twins, a full, and two twin trundle beds) and two bathrooms, this property boasts a large kitchen, two patios, a gas grill, an outdoor shower, and a garage stocked with beach equipment; ocean views are available from the front porch.

Top cities

Best pet friendly Massachusetts vacation rentals

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

Gingerbread House | Hot Tub | Dog Friendly - Massachusetts
10 161 reviews

Gingerbread House | Hot Tub | Dog Friendly

house, Rockport
This historic Rockport carriage house, in the downtown area, is a two-minute walk from Rockport's beaches, shops, galleries, parks, and a playground, and a five-minute walk (approx. 0.8 km) from the train station for easy day trips to Salem, Gloucester, and Boston.
This pet-friendly property offers a queen-sized bed, en-suite bathroom, sun room (convertible to extra sleeping space), full kitchen, laundry facilities, private yard, hot tub access, off-street parking, and sleeps up to four guests.
Cozy Garden Level Studio - Massachusetts
10 1 review

Cozy Garden Level Studio

studio, Boston
This Boston studio apartment is conveniently located in the Back Bay district, a 13-minute walk from both the Museum of Fine Arts and the Hynes Convention Centre, and within 2km of Fenway Park.
The 29 square metre self-contained apartment features a separate bedroom, fully equipped kitchenette, free Wi-Fi, and accommodates up to three guests.
Walk To Pawtucket Country Club! Sleek Condo - Massachusetts
No reviews

Walk To Pawtucket Country Club! Sleek Condo

house, Seekonk
This Seekonk flat is located approximately 11 kilometres from Downtown Providence, with T.F. Green Airport 21 kilometres away and several key Providence institutions within a 10-13 kilometre radius.
This spacious two-bedroom, two-bathroom flat, covering 149 square metres and accommodating up to seven guests, offers a fully equipped kitchen, free WiFi, air conditioning, and a cosy fireplace, with a strict policy against parties.
Studio Nestled In Back Bay - Massachusetts
9.1 6 reviews

Studio Nestled In Back Bay

studio, Boston
This Back Bay studio apartment is ideally situated near the Museum of Fine Arts, Boston and the Hynes Convention Centre, within 2km of Fenway Park and Boston Common.
The 29 square metre self-contained flat features a separate bedroom, sleeps three, and includes a fully equipped kitchenette, air conditioning, and free Wi-Fi.

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

Winnetu Oceanside Resort At South Beach - Massachusetts
8.0 2 reviews

Winnetu Oceanside Resort At South Beach

resort, Edgartown
Winnetu Oceanside Resort at South Beach is situated near South Beach in Edgartown, Massachusetts, a short 5.1 km walk from the beach and 5.1 km from Edgartown's Main Street.
The resort, offering studios to four-bedroom suites, some with kitchenettes, boasts seasonal heated pools, a health club, a children's program, tennis courts, The Dunes restaurant with ocean views, and arranges clambakes, lighthouse tours, and kayak trips.
Blueground Kendall Sq Gym Nr Green Line Shop Bos-1010 - Massachusetts
No reviews

Blueground Kendall Sq Gym Nr Green Line Shop Bos-1010

apartment, Cambridge
This Blueground apartment is situated in the Kendall Square district of Cambridge, Massachusetts, approximately 2.4km from the Boston Public Garden and 2.4km from North Station.
The 67 square metre flat offers one bedroom, one bathroom, and sleeps three, featuring a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and access to a building swimming pool and fitness centre.
Fantastic Five Bedroom 3 1/2 Bath House On The Water In Falmouth - Massachusetts
10 18 reviews

Fantastic Five Bedroom 3 1/2 Bath House On The Water In Falmouth

apartment, Falmouth
This East Falmouth house is located just 3 kilometres from Cape Cod Winery and Menauhant Beach, offering a prime location for exploring the region's attractions. The property is highly rated, with guests consistently praising its excellent amenities and comfortable accommodation.
This spacious house features five bedrooms and five bathrooms, comfortably accommodating up to 12 guests. The property boasts a range of amenities, including a private balcony, a swimming pool, a garden, a barbecue area, and free Wi-Fi, ensuring a relaxing and enjoyable stay for families and groups.
Spacious Home For Entertaining, Centrally Located To Beach, Ferry, And Airport. - Massachusetts
10 4 reviews

Spacious Home For Entertaining, Centrally Located To Beach, Ferry, And Airport.

apartment, Edgartown
This six-bedroom Edgartown holiday home is situated within 5km of the Martha's Vineyard Preservation Trust Historic Buildings, Dr Daniel Fisher House, and Long Point Wildlife Refuge.
The property boasts a private pool, fitness centre, and barbecue facilities, comfortably accommodating up to 15 guests with amenities including a fully equipped kitchen and four bathrooms.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Kimball Downstairs - Massachusetts
9.7 331 reviews

Kimball Downstairs

apartment, Amherst
This apartment is located just half a mile from Puffers Pond South Beach and within three miles of the University of Massachusetts Amherst, Mullins Center, and the Fine Arts Center, offering a peaceful rural escape close to popular attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment provides two bedrooms and one bathroom across 84 square metres, comfortably accommodating up to three guests. It features a fully equipped kitchen, a spa tub, and modern amenities like a Smart TV, coffee/tea maker, and dishwasher, making it ideal for a relaxing and convenient getaway.
Sun-drenched 2br Near Cape Cod & Boston Commuter - Massachusetts
9.7 264 reviews

Sun-drenched 2br Near Cape Cod & Boston Commuter

apartment, Bridgewater
This two-bedroom apartment is situated a 0.64km walk from Bridgewater State University in Bridgewater, Massachusetts, offering easy access to the university and its surrounding area.
The property, suitable for up to five guests, features a small kitchen with a fridge, microwave, and dishwasher, a private driveway, and access to a large backyard; free parking is included.
3 Bedroom Home In Minot Beach - Massachusetts
9.7 95 reviews

3 Bedroom Home In Minot Beach

apartment, Scituate
This charming log cabin is situated on Buttonwood Lane in Scituate, just a 1.6km walk from Minot Beach and Hatherly Country Club, offering a peaceful escape close to the coast. The property has received excellent ratings for user experience, location, and cleanliness.
The cabin has three bedrooms and one bathroom, accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, parking, internet access, and a beach cart for easy transport to the beach, as well as a deck with stunning ocean views.
Suite At House Of L: Near Boston Casino Hospitals - Massachusetts
9.2 94 reviews

Suite At House Of L: Near Boston Casino Hospitals

apartment, Chelsea
The Suite at House of L is situated in Chelsea, just a short distance from Boston's main attractions, offering a peaceful retreat from the city centre. It has consistently received excellent ratings for location, cleanliness and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with a kitchen, air conditioning, Wi-Fi, a garden and parking, ensuring a comfortable and convenient stay.
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