Holiday Rentals in Massachusetts

41544 available vacation rental offers

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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

3br Executive Suite: Extended,relocation & Renovation Stays  Pet-friendly - Massachusetts
10 1 review
Massachusetts
01/08 – 30/09
£155/nighttotal: £9300 (60 )

3br Executive Suite: Extended,relocation & Renovation Stays Pet-friendly

3 2
apartment , Boston
This spacious 93 square metre, three-bedroom flat in Roxbury, Boston, offers convenient access to downtown Boston, major motorways, and is a short distance from landmarks such as the Museum of Fine Arts and Fenway Park.
This family-friendly residence accommodates up to six guests and includes a dedicated workspace, air conditioning, and Wi-Fi, with nearby amenities including grocery stores, pharmacies, and cafes, and is within 3 kilometres of Boston Medical Center and Brigham and Women's Hospital.
Heart Of Downtown! Walk To Beach, Shops, Restaurants & Steps To The Harbor! - Massachusetts
9.9 304 reviews
Massachusetts
23/12 – 30/12
£429/nighttotal: £3003 (7 )

Heart Of Downtown! Walk To Beach, Shops, Restaurants & Steps To The Harbor!

5 6
apartment , Plymouth
This Plymouth house, situated in the downtown area, is a short walk from Plymouth Harbour and the historic Barbican, offering easy access to Plymouth's attractions.
The 151 square metre property boasts five bedrooms, two bathrooms, a fully equipped kitchen, and a private courtyard, comfortably sleeping seven guests and including access to a rentable activity centre with bikes, scooters, and a barbecue.
Spacious Apartment! Easy On & Off Of I-91 & I-90 - Massachusetts
9.8 207 reviews
Massachusetts
03/07 – 06/07
£136/nighttotal: £408 (3 )

Spacious Apartment! Easy On & Off Of I-91 & I-90

2 4
apartment , Holyoke
This Holyoke apartment on Northampton Street offers convenient access to major highways (I-91, I-90, and Route 391), situated near Holyoke Mall and a park with walking trails, approximately 0.5 km from a Walgreens pharmacy.
The two-bedroom flat sleeps five guests comfortably, boasting a private kitchen with dishwasher, laundry facilities, a balcony, and free on-street parking; nearby attractions include the Holyoke Mall and a park with playground and dog park.
Boston Area Hub By Train Station, Gillette Stadium - Massachusetts
9.4 18 reviews
Massachusetts
01/09 – 28/02
£147/nighttotal: £26460 (180 )

Boston Area Hub By Train Station, Gillette Stadium

2 1
apartment , Stoughton
This apartment is located in Stoughton, within a 3 km radius of the Stoughton Book Shop and New England Sinai Hospital, and 4 km from Curahealth Hospital Stoughton. It has received excellent user ratings, making it a popular choice for travellers.
This two-bedroom flat is 130 square metres in size and can accommodate up to seven guests. The apartment offers a fully equipped kitchen, free Wi-Fi, and parking, as well as a comfortable living area with a sofa bed and a TV.

Top cities

Best pet friendly Massachusetts holiday rentals

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

Entire 2 Bedroom Apartment #D - Massachusetts
10 2 reviews
Massachusetts
29/06 – 14/07
£91/nighttotal: £1365 (15 )

Entire 2 Bedroom Apartment #D

2 1
apartment , Amherst
This two-bedroom flat in central Amherst offers convenient access to downtown, situated approximately 1.6 kilometres from UMass and Amherst College, with shops and eateries within easy walking distance.
The property includes a full kitchen, coin-operated laundry facilities, and accommodates up to two guests, providing a peaceful base for exploring the area.
Modern 5br Everett Home | Game Room + Lounge - Massachusetts
10 1 review
Massachusetts
27/06 – 04/07
£457/nighttotal: £3199 (7 )

Modern 5br Everett Home | Game Room + Lounge

1 7
apartment , Everett
This recently refurbished five-bedroom, four-and-a-half-bathroom flat in Everett offers convenient access to Boston, situated just a 5-minute drive from Encore Boston Harbor and a 10-15 minute drive from Downtown Boston.
This spacious residence, ideal for groups of up to eleven guests, boasts a fully finished basement with a private entrance, perfect for a home office or gym, and includes amenities such as air conditioning, high-speed Wi-Fi, and a well-equipped kitchen with a dishwasher.
Quiet Oasis In The City - Massachusetts
9.6 100 reviews
Massachusetts
19/07 – 24/07
£186/nighttotal: £930 (5 )

Quiet Oasis In The City

1 4
house , Worcester
This charming two-bedroom home is located in a peaceful, nature-filled area of Worcester, just a short distance from the city centre and its attractions. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The house comfortably accommodates four guests and features a fully equipped kitchen, a spacious living area and a private garden. Guests can enjoy a relaxing swim in the heated outdoor pool (available May to October), unwind in the Jacuzzi, or simply enjoy the serene surroundings.
Granby Home With Deck Less Than Half Mi To Aldrich Lake! - Massachusetts
9.7 110 reviews
Massachusetts
03/07 – 05/07
£652/nighttotal: £1304 (2 )

Granby Home With Deck Less Than Half Mi To Aldrich Lake!

3 12
house , Granby
This Granby vacation home is situated just under 800 metres from Aldrich Lake, 11 kilometres from Amherst College, and 27 kilometres from the Eastern States Expo Center. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This 3-bedroom property spans 307 square metres and provides a comfortable and spacious retreat. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden, a spa, and air conditioning, as well as access to free Wi-Fi and a washing machine.

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

Magnificent Waterfront Home With Pool - Massachusetts
10 44 reviews
Massachusetts
31/08 – 07/09
£944/nighttotal: £6608 (7 )

Magnificent Waterfront Home With Pool

3 2
apartment , Newburyport
This waterfront holiday home is located just a kilometre from Newbury Beach, Plum Island Beach, and Salisbury Beach State Reservation, providing easy access to the beautiful coastline of Newburyport. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has three bedrooms, accommodating up to seven guests, and boasts a range of amenities including a swimming pool, terrace, garden, and fireplace. Guests can enjoy stunning views, relax by the pool, prepare meals in the fully equipped kitchen, or explore the nearby Plum Island Point and Parker River National Wildlife Refuge.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Massachusetts
9.6 29 reviews
Massachusetts
04/10 – 31/10
£367/nighttotal: £9909 (27 )

Norwood Luxe Suite- Pet Friendly & Commuter Friendly

4 2
apartment , Norwood
This family-friendly Norwood house, situated 14.5km from Legacy Place and within easy walking distance of Norwood Depot and Norwood Central stations, offers a convenient base for exploring the area.
This 227 square metre property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a private pool, spa, fully equipped kitchen, and outdoor barbecue facilities.
Clear Pond Getaway - Massachusetts
9.3 163 reviews
Massachusetts
03/08 – 06/08
£236/nighttotal: £708 (3 )

Clear Pond Getaway

2 2
apartment , Plymouth
Clear Pond Getaway is a beachfront flat located in Plymouth, just 6.1 miles from Plimoth Plantation and 22 miles from Heritage Museums & Gardens, making it a great base for exploring the area. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This self-catering property features a fully equipped kitchen, a private terrace, and access to a swimming pool and garden. Guests can enjoy a range of activities on-site, including snorkeling, cycling, and fishing, as well as relax by the outdoor fireplace.
Ferry Harbor Cottage - Massachusetts
9.4 86 reviews
Massachusetts
04/10 – 31/10
£340/nighttotal: £9180 (27 )

Ferry Harbor Cottage

1 2
house , Falmouth
Ferry Harbor Cottage is located in Falmouth, just a short walk from Bristol Beach and a short drive from other popular beaches, attractions like Heritage Museums & Gardens, and South Cape Beach State Park. This family-friendly property has received excellent user and location ratings and a good cleanliness rating.
The cottage offers 155 square metres of space and can accommodate up to 6 guests in its three bedrooms. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, parking, and free Wi-Fi.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Welcoming 1br Near Encore Boston Pnln - Massachusetts
Massachusetts
29/06 – 14/07
£185/nighttotal: £2775 (15 )

Welcoming 1br Near Encore Boston Pnln

1 1
apartment , Everett
This Everett apartment, near Encore Boston Harbor casino (a 10-minute walk), offers easy access to Boston's Seaport district (an 11-minute, 18 km drive) and major universities (a 10-15 minute, 16-24 km drive).
The 65 square metre flat sleeps three comfortably, boasting three bedrooms, one bathroom, a fully equipped kitchen, free on-site parking (restrictions apply), a washer/dryer, and elevator access to the fifth floor.
Mattapoisett Home On 7 Acres With Private Beach! - Massachusetts
8.1 25 reviews
Massachusetts
27/06 – 04/07
£426/nighttotal: £2982 (7 )

Mattapoisett Home On 7 Acres With Private Beach!

7 7
house , Mattapoisett
This Mattapoisett holiday home boasts seven acres with private beach access, situated approximately 17.7 kilometres from New Bedford Regional Airport and 45 kilometres from Heritage Museums & Gardens and the Sandwich Glass Museum.
The 279-square-metre property offers three bathrooms, a well-equipped kitchen, a terrace, garden, parking, and accommodates guests with free Wi-Fi and cable TV; enjoy on-site outdoor dining and explore the nearby attractions.
Roslindale Village Condos - Massachusetts
9.0 323 reviews
Massachusetts
03/07 – 06/07
£296/nighttotal: £888 (3 )

Roslindale Village Condos

2 4
apartment , Boston
This apartment is located in the Roslindale neighbourhood of Boston, approximately 8 kilometres from the Boston Museum of Fine Arts and Fenway Park, offering a peaceful retreat from the city centre. The property has received excellent ratings for cleanliness and user experience, with a very good location rating.
The apartment features a terrace or balcony, a seating area and a fully equipped kitchen with a microwave and coffee machine. Guests can enjoy complimentary Wi-Fi, bikes for exploring the city, air conditioning, satellite TV and access to nearby golfing and hiking opportunities.
Cozy 2-floor Apartment With Garage Access - Massachusetts
9.6 28 reviews
Massachusetts
31/07 – 07/08
£107/nighttotal: £749 (7 )

Cozy 2-floor Apartment With Garage Access

1 1
apartment , Worcester
This one-bedroom flat is situated in Worcester, a short distance from the Hanover Theatre and the Worcester Historical Museum. It has received excellent guest reviews and is a great option for travellers looking for a comfortable and convenient base to explore the city.
The flat is a spacious studio with a separate kitchen and a dedicated nook for relaxing. It can accommodate two guests and offers a range of amenities including a private bathroom, laundry facilities, parking, and smart features like a TV and air conditioning.
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