Holiday Rentals in Massachusetts

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Massachusetts holiday rentals
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Best Holiday rentals and Airbnb offers in Massachusetts

Best family friendly Massachusetts holiday rentals

Among the 41544 accommodations in Massachusetts, here are the 4 best family friendly rentals

17 - 4br Randolph - Cozy Single House - Massachusetts
9.0 2 reviews
Massachusetts
03/07 – 05/07
£1032/nighttotal: £2064 (2 )

17 - 4br Randolph - Cozy Single House

4 19
apartment , Randolph
This four-bedroom Randolph apartment, situated 19 kilometres from the John F. Kennedy Presidential Library and Museum and 21 kilometres from the Museum of Fine Arts, Boston, offers convenient access to major attractions.
The 139-square-metre property boasts a fully equipped kitchen, three bathrooms, a private garden, parking, and accommodates up to 39 guests, making it ideal for large groups or families.
Charming 2-bedroom Condo In Delightful Chelsea With Wifi, Ac - Massachusetts
10 3 reviews
Massachusetts
03/07 – 08/07
£287/nighttotal: £1435 (5 )

Charming 2-bedroom Condo In Delightful Chelsea With Wifi, Ac

2 2
apartment , Chelsea
This two-bedroom Chelsea apartment, situated in a rural area, offers easy access to attractions such as Faneuil Hall Marketplace and Quincy Market, though precise distances are unspecified.
The self-catering property sleeps six, features a fully equipped kitchen including a lobster pot, a spa, parking, complimentary Wi-Fi, air conditioning, and is pet-friendly, allowing guests to enjoy bird watching, motor boating, and whale watching opportunities nearby.
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Massachusetts
Massachusetts
01/07 – 15/09
£149/nighttotal: £11324 (76 )

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Waltham
This newly furnished luxury apartment in Waltham offers a sophisticated and serene interior, conveniently located within a modern development with easy access to local amenities.
This 70 square meter residence accommodates up to two guests and features one bedroom and one bathroom, complete with a fully equipped kitchen, air conditioning, and access to extensive outdoor facilities including a swimming pool, fitness centre, and tennis court.
The Maybrook: Lake & Sauna - Massachusetts
9.9 66 reviews
Massachusetts
19/08 – 21/08
£249/nighttotal: £498 (2 )

The Maybrook: Lake & Sauna

2 4
apartment , Holland
Maybrook Cottage, near Sturbridge, Massachusetts, is situated 21 kilometres from Old Sturbridge Village and 24 kilometres from Treehouse Brewery.
This two-bedroom, one-bathroom holiday home sleeps four, boasting lake access with kayaks and paddleboards, a private beach, infrared sauna, jacuzzi, a fully equipped kitchen including an espresso machine, and a spacious back deck with a fire table and Weber grill.

Top cities

Best pet friendly Massachusetts holiday rentals

Among the 41544 accommodations in Massachusetts, here are the 4 best pet friendly rentals

Washer Dryer In-unit Close To Mgh And Beacon Hill - Massachusetts
9.0 2 reviews
Massachusetts
03/07 – 15/07
£364/nighttotal: £4368 (12 )

Washer Dryer In-unit Close To Mgh And Beacon Hill

2 4
apartment , Boston
This Boston apartment, situated in a prime location minutes from the Freedom Trail, Beacon Hill, and the Old State House, offers easy access to Boston's historical heart.
The 200 square metre (2153 square foot) flat features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with microwave and dishwasher, in-unit laundry, and free Wi-Fi.
Wonderful 1br In Mission Hill - Massachusetts
8.3 3 reviews
Massachusetts
27/06 – 04/07
£205/nighttotal: £1435 (7 )

Wonderful 1br In Mission Hill

1 2
apartment , Boston
This one-bedroom flat in Mission Hill, Boston, is situated 2.6 kilometres from Fenway Park, 3.5 kilometres from Back Bay's shops and restaurants, and 3.7 kilometres from MIT.
This 50-square-metre apartment accommodates up to three guests and features a fully equipped kitchen with a dishwasher, complimentary WiFi, and on-site laundry facilities.
Spacious And Bright , Very Close To Beach! - Massachusetts
9.8 226 reviews
Massachusetts
10/11 – 08/12
£173/nighttotal: £4844 (28 )

Spacious And Bright , Very Close To Beach!

3 2
apartment , Wareham
This apartment is situated in Wareham, just a short walk from the beautiful Onset Beach and Shell Point Beach, perfect for enjoying the seaside. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bedrooms, one bathroom, and can accommodate up to six guests, offering plenty of space for families or groups of friends. It features a fully equipped kitchen, a terrace, a swimming pool, a spa, and a garden, providing a relaxing and enjoyable stay.
Boston Vacation,longwood Medical,mins To Mbta,pkg - Massachusetts
9.0 3 reviews
Massachusetts
27/08 – 25/09
£139/nighttotal: £4031 (29 )

Boston Vacation,longwood Medical,mins To Mbta,pkg

1 2
apartment , Brookline
This Brookline apartment, near the Longwood Medical Area and within 4km of Fenway Park and the Museum of Fine Arts, offers easy access to Boston's attractions via the MBTA.
This 60 square metre self-catering flat features one bedroom, one bathroom, sleeps seven, and includes a fully equipped kitchen, in-unit laundry, and free Wi-Fi; pets are welcome (subject to prior agreement).

Frequently asked questions about holiday rentals in Massachusetts

  • What are the must-see sights in Massachusetts, United States?

    Massachusetts boasts a wealth of historical and cultural attractions. For history buffs, a trip to Boston is essential, including a visit to the Freedom Trail, Faneuil Hall, and the Boston Tea Party Ships & Museum. 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 also captivating. Beyond Boston, the charming coastal towns of Cape Cod and the Berkshires offer stunning scenery and quaint villages.
  • What are the best Airbnb and holiday rentals in Massachusetts?

    Near Boston Historic Two-bedroom With Modern Amenities, Luxurious Renovated House and Your Home For The Holidays are the most popular Airbnb and holiday rentals in Massachusetts among travellers.

  • Are there any unique natural phenomena in Massachusetts, United States?

    While Massachusetts doesn't have dramatic geological features like geysers, its coastline is remarkably diverse. The dramatic cliffs of the North Shore, the sandy beaches of Cape Cod, and the rocky shores of the islands offer unique coastal experiences. The Berkshires offer stunning mountain scenery and opportunities for hiking and exploring forests. The state's numerous ponds and lakes, like Walden Pond, are also noteworthy.
  • What are the most popular Airbnbs in Massachusetts?

  • What essentials should you bring to Massachusetts, United States?

    Packing for Massachusetts depends on the season. Comfortable walking shoes are a must, as exploring many of the historical sites and towns involves a lot of walking. Layers are recommended as the weather can be unpredictable, particularly near the coast. In the colder months, pack warm clothes, including a hat, gloves, and scarf. Sunscreen and insect repellent are also advisable, regardless of the season.
  • What are the best holiday rentals with a pool in Massachusetts?

  • What famous events or festivals are happening in Massachusetts, United States?

    The Boston Marathon, held annually in April, is a world-famous event. The Head of the Charles Regatta, a major rowing competition, takes place in October. Numerous smaller festivals and events occur throughout the year, celebrating everything from local produce to music and arts. Specific dates vary each year, so it is best to check local event listings closer to your travel dates.
  • What are the best rentals for families and kids in Massachusetts?

  • Where can you find the best restaurants serving local dishes in Massachusetts, United States, and what are the must-try specialties?

    The North End in Boston is renowned for its Italian-American cuisine. Try classic dishes like clam chowder, lobster rolls, and Boston cream pie. Many restaurants throughout the state offer fresh seafood, reflecting Massachusetts' coastal location. Farm-to-table restaurants in the Berkshires showcase regional produce. Exploring local farmers' markets is a great way to discover regional specialties.
  • What are the best rentals or Airbnbs with a jacuzzi in Massachusetts?

  • What are some less-famous attractions in Massachusetts, United States that are worth a visit?

    The Plimoth Patuxet Museums offer a more immersive experience of 17th-century life than Plymouth Rock alone. The Mount Greylock State Reservation, the highest point in Massachusetts, provides stunning views. The charming town of Lenox in the Berkshires offers a tranquil escape. The many lighthouses along the coast, such as the Race Point Lighthouse on Cape Cod, provide picturesque settings and historical insights.
  • What are the best activities for engaging with locals and understanding their culture in Massachusetts, United States?

    Visiting local farmers' markets allows interaction with producers and a taste of regional produce. Attending local events and festivals provides opportunities to experience the community spirit. Exploring smaller towns and villages away from major tourist hotspots allows for a more authentic interaction with residents. Striking up conversations in local pubs and cafes can lead to interesting encounters.
  • What unique natural landscapes and terrain features can travellers explore in Massachusetts, United States?

    Massachusetts offers a diverse range of landscapes. The dramatic coastline, with its cliffs, beaches, and islands, is a key feature. The rolling hills and mountains of the Berkshires provide opportunities for hiking and scenic drives. The state's many ponds and lakes offer opportunities for swimming, boating, and fishing. The diverse forests provide habitats for a wide range of flora and fauna.
  • How many days are ideal for visiting Massachusetts, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of the state's highlights. A possible itinerary could include three days in Boston, two days exploring Cape Cod, and two days in the Berkshires. Alternatively, focus on a specific region for a deeper experience. A shorter trip could focus solely on Boston and its surrounding areas.

Nearby regions

Best Massachusetts holiday rentals with a pool

Among the 41544 accommodations in Massachusetts, here are the 4 best rentals with a pool

Pool Escape In East Falmouth - Massachusetts
Massachusetts
02/08 – 14/08
£812/nighttotal: £9744 (12 )

Pool Escape In East Falmouth

3 3
apartment , Falmouth
This East Falmouth residence, a detached house, is located by the sea, providing easy access to Cape Cod Beaches, Inkwell Beach, and the Woods Hole Ferry Terminal, all within 2 kilometres.
This detached house accommodates up to seven guests with three bedrooms and two bathrooms, featuring a private garden with a swimming pool, air conditioning, and a fully equipped kitchen including a dishwasher, making it ideal for a family holiday with opportunities for jet skiing and hiking nearby.
Golden Slumbers - Massachusetts
Massachusetts
19/07 – 24/07
£507/nighttotal: £2535 (5 )

Golden Slumbers

1 4
, Bourne
The Fisher: City Access • Kitchen • Gym • W/d - Massachusetts
9.7 46 reviews
Massachusetts
26/06 – 28/06
£231/nighttotal: £462 (2 )

The Fisher: City Access • Kitchen • Gym • W/d

1 2
apartment , Boston
This Boston apartment rental is conveniently located near Boston College, Harvard University, and the Massachusetts Institute of Technology (MIT), with a 5-minute walk to the T subway providing easy access to the city centre.
The one-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, two Roku TVs, and access to a large complex with shared amenities including a swimming pool, fitness centre, and multiple lounges.
A Timeless Retreat At Historic Crompton House - Massachusetts
Massachusetts
31/08 – 07/09
£330/nighttotal: £2310 (7 )

A Timeless Retreat At Historic Crompton House

2 2
house , Worcester
This holiday home is situated in Worcester, a short walk from Worcester Polytechnic Institute and the DCU Centre Arena & Convention Centre, and 1.8 kilometres from Worcester, MA Station.
This property offers 158 square metres of living space for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, air conditioning, an outdoor swimming pool, a hot tub, and a well-equipped kitchen.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Prime Central 1brm In North End Boston - Massachusetts
9.8 219 reviews
Massachusetts
27/06 – 04/07
£265/nighttotal: £1855 (7 )

Prime Central 1brm In North End Boston

1 2
apartment , Boston
This one-bedroom flat is located in Boston's North End, a short walk from Paul Revere House, TD Garden, and the New England Aquarium. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The flat can comfortably accommodate up to three guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher. It also offers free Wi-Fi, air conditioning, parking, and a smoke-free environment.
Beverly/salem! Dwtn/water/train - Massachusetts
8.6 7 reviews
Massachusetts
27/06 – 30/06
£236/nighttotal: £708 (3 )

Beverly/salem! Dwtn/water/train

2 3
apartment , Beverly
This Beverly flat is situated near the John Cabot House (a 14-minute walk or 2.24 km) and the Salem Witch Museum (a 3-minute drive or 2.4 km), offering easy access to local historical attractions.
The 900 square metre (9688 square feet) property comprises three bedrooms, one bathroom, a fully equipped kitchen including oven, hob, fridge, microwave, and dishwasher, plus on-site parking, air conditioning, and Wi-Fi; ideal for families or groups of up to six.
Modern 1br Near Encore Boston Ps4f - Massachusetts
10 1 review
Massachusetts
27/06 – 04/07
£192/nighttotal: £1344 (7 )

Modern 1br Near Encore Boston Ps4f

1 2
apartment , Everett
This Everett apartment, a short 1.6km walk from the Encore Boston Harbor casino, offers easy access to Boston's Seaport district (17.7km) and major universities (16-24km).
The 65 square metre, one-bedroom flat sleeps three, boasting a fully equipped kitchen, free on-site laundry, designated parking, and self-check-in.
Cozy Getaway - 10 Miles To Mount Wachusett Skiing! - Massachusetts
9.7 27 reviews
Massachusetts
03/08 – 06/08
£193/nighttotal: £579 (3 )

Cozy Getaway - 10 Miles To Mount Wachusett Skiing!

1 2
apartment , Leominster
This one-bedroom flat is located in Leominster, a short drive from Mount Wachusett, Tower Hill Botanic Garden, and Nashoba Valley, offering easy access to outdoor activities and attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 84 square metre flat comfortably accommodates up to four guests and features a fully equipped kitchen with a dishwasher, a washing machine, and free Wi-Fi. Enjoy the peaceful atmosphere of Leominster, relax in the garden, and take advantage of the convenient parking.
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