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

Tlc Boston- Private Unit In Family Home. - Massachusetts
9.7 136 reviews

Tlc Boston- Private Unit In Family Home.

apartment, Randolph
This Randolph basement flat, situated 0.3km from the highway and 24km from Logan International Airport, offers easy access to Boston, Foxboro Stadium, and Cape Cod.
The self-contained unit sleeps four, featuring a queen-size bed, a modular sofa bed, a small kitchenette with microwave and Keurig coffee maker, and private parking; nearby attractions include the Blue Hills Reservation.
Riverfront Boston Retreat W/parking & Backyard! - Massachusetts
10 4 reviews

Riverfront Boston Retreat W/parking & Backyard!

apartment, Medford
This four-bedroom house in Medford offers a prime Mystic Riverfront location, providing direct access to walking trails and situated conveniently opposite the Medford Farmer's Market and Condon Shell, with downtown Boston just 15 minutes away and Tufts University less than 1 kilometre distant.
This family-friendly property accommodates up to nine guests with a fully equipped kitchen, air conditioning, a garden with a gas grill, and private off-street parking for three vehicles, ideal for those seeking a comfortable stay with easy access to local attractions and universities.
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.
Studio Allston Hotel Boston - Massachusetts
8.5 6111 reviews

Studio Allston Hotel Boston

studio, Boston
The Studio Allston Hotel Boston is located in Allston, close to Harvard University and the Charles River, offering easy access to both. The hotel has received very good ratings for location, cleanliness, and overall user experience.
This studio apartment is spacious and comfortable. Guests can enjoy a range of amenities including a swimming pool, fitness centre, restaurant, bar, and parking.

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Best pet friendly Massachusetts vacation rentals

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

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.
3 Mi To Main Street: Newly Renovated Wareham Apt! - Massachusetts
9.0 4 reviews

3 Mi To Main Street: Newly Renovated Wareham Apt!

apartment, Wareham
This Wareham apartment, a short drive (approx. 6.4km) from Onset Beach and Water Wizz water park, offers convenient access to local attractions including the Porter Thermometer Museum and Aptucxet Trading Post Museum.
The 42 square metre self-catering flat features one bedroom, one bathroom, sleeps six, and includes parking, Wi-Fi, air conditioning, and a fully equipped kitchen with grilling facilities nearby.
1 Queen Bed - Massachusetts
No reviews

1 Queen Bed

apartment, Tewksbury
This Tewksbury apartment is situated conveniently, 22 kilometres from Laurence G. Hanscom Field Airport, and offers easy access to attractions such as Minute Man National Historical Park, 30 kilometres away, Cambridge College, 41 kilometres distant, and Harvard University, 43 kilometres from the property.
This pet-friendly studio apartment, covering 19 square metres and accommodating up to two guests, features air conditioning, a private bathroom, and complimentary public area WiFi, with ground floor units providing direct access and a Queen Bed.
Walk To Town From This Cozy Home All To Yourself - Massachusetts
9.9 22 reviews

Walk To Town From This Cozy Home All To Yourself

apartment, Northampton
This renovated 1890s farmhouse, a 10-minute walk (approx. 1.6km) from Northampton town centre, Smith College, and Northampton railway station (with direct trains to/from New York City), offers a pet-friendly apartment rental.
The two-bedroom, two-bathroom property sleeps five guests and includes a fully equipped kitchen with dishwasher, air conditioning, a jacuzzi, garden, parking, and EV charging; Google Home is also available.

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

Luxurious 2br - 2ba Apt At Hyatus - Massachusetts
9.6 28 reviews

Luxurious 2br - 2ba Apt At Hyatus

apartment, Somerville
This Somerville apartment, ideally located near Davis Square, Union Square, and Assembly Row, offers easy access to the Orange Line and is within walking distance of numerous shops and restaurants.
The 93 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a swimming pool, spa, and secure parking; the building also features a fitness centre and co-working spaces.
Gorgeous Apt With Pool Views - Massachusetts
10 1 review

Gorgeous Apt With Pool Views

apartment, Boston
This Boston apartment, a short 1.1km walk from the Old State House and 1.1km from Boston South Station, provides easy access to the Boston Tea Party Ships & Museum and the Boston Convention and Exhibition Centre.
The 57-square-metre flat features one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, access to a swimming pool and fitness centre.
5br Waterfront Beach, Swim Pool, Tennis, Dock Panoramic Views Two Primary Suites - Massachusetts
9.6 59 reviews

5br Waterfront Beach, Swim Pool, Tennis, Dock Panoramic Views Two Primary Suites

apartment, Bourne
This luxury waterfront home is situated in the Handy Point Neighbourhood Association in Bourne, just a short walk from the Chart Room restaurant and a short drive to Monument Beach. The property has received excellent user ratings, making it a popular choice for travellers.
The five-bedroom, four-bathroom apartment spans 390 square metres and comfortably accommodates up to 14 guests. The spacious accommodation boasts a private heated swimming pool, large decks overlooking the harbour, a fully equipped kitchen, fireplaces, a game room with a pool table, and access to a private association beach and dock, as well as tennis courts.
Elegant 2br - 2ba Oasis With Pool & Gym - Massachusetts
10 7 reviews

Elegant 2br - 2ba Oasis With Pool & Gym

apartment, Everett
This centrally located Everett apartment offers easy access to Encore Boston Harbor (a 4-minute drive) and Assembly Row (a 6-minute drive), and is a 14-minute walk from Chelsea station.
The 93-square-metre (1000 sq ft) property boasts six bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a swimming pool, garden, and a fully equipped kitchen.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Romantic 2br Quincy Retreat  Pet-friendly  Wollaston Beach & Red Line 74r - Massachusetts
9.2 22 reviews

Romantic 2br Quincy Retreat Pet-friendly Wollaston Beach & Red Line 74r

apartment, Quincy
This Tirrel Street flat in Quincy, Massachusetts is conveniently located near Wollaston Beach and Quincy Centre, offering easy access to local amenities.
The 106 square metre, two-bedroom property sleeps up to nine guests and includes a fully equipped kitchen, parking, and a terrace; popular Boston attractions such as Faneuil Hall Marketplace and Fenway Park are also within reach.
Western Mass Retreat! - Massachusetts
10 162 reviews

Western Mass Retreat!

apartment, Wilbraham
This studio apartment is situated in Wilbraham, just 10km from GreatHorse Country Club and 20km from Springfield, MA, offering a convenient base for exploring the local area. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The self-contained unit can accommodate up to 2 guests and features a comfortable queen sleeper sofa, a reading nook, and a dining area. Guests can enjoy a private garden, parking, and a kitchen equipped with a fridge, freezer, microwave, and basic kitchenware.
Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 27 reviews

Shared Hot Tub: Historic Cottage, Walk To Elm Park

cottage, Worcester
This charming cottage is located in Worcester, just a 1.3 kilometre walk from Mechanics Hall and a 0.8 kilometre stroll from Elm Park, making it a great base for exploring the city. It has consistently received excellent reviews from previous guests.
The cottage offers 111 square metres of space, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private garden, a shared swimming pool, and a range of other amenities for a relaxing and enjoyable stay.
The Islander | Steps From Water, Fire Pit, Ac - Massachusetts
9.9 453 reviews

The Islander | Steps From Water, Fire Pit, Ac

apartment, Mashpee
This family-friendly cottage in Mashpee is conveniently located within 5km of Cape Cod Children's Museum, South Cape Beach State Park, and South Cape Beach, offering easy access to popular attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom cottage is spacious, with a floor area of 93 square metres, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a private garden, a swimming pool, and a spa, providing a relaxing and enjoyable stay.
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