Holiday Rentals in Massachusetts

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Massachusetts holiday rentals
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Massachusetts holiday rentals: compare the best deals

Best family friendly Massachusetts holiday rentals

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

3 Bedroom 1.5 Bath Home Minutes From Boston!! Beautifully Decorated And Cozy. - Massachusetts
9.9 45 reviews
Massachusetts
07/19 – 07/24
HK$3792/nighttotal: HK$18960 (5 )

3 Bedroom 1.5 Bath Home Minutes From Boston!! Beautifully Decorated And Cozy.

3 4
apartment , Randolph
This three-bedroom house in Randolph is conveniently located within a 15-kilometre radius of South Shore Plaza, Granite Links Golf Club, and Legacy Place. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 116 square metre house can comfortably accommodate up to six guests. It comes equipped with a fully fitted kitchen, a patio for outdoor dining, a spa, and free Wi-Fi, as well as parking and a garden.
73 M² Condo ∙ 2 Bedrooms ∙ 2 Guests - Massachusetts
Massachusetts
07/12 – 09/04
HK$768/nighttotal: HK$41472 (54 )

73 M² Condo ∙ 2 Bedrooms ∙ 2 Guests

2 2
apartment , Worcester
Accommodation for 2 guests. Your accommodation will be based in Worcester.
Facilities and services: a freeze, free parking and an elevator. This apartment in Worcester also has air conditioning!
Global Luxury Suites Downtown Boston - Massachusetts
8.2 2886 reviews
Massachusetts
06/29 – 07/14
HK$2851/nighttotal: HK$42765 (15 )

Global Luxury Suites Downtown Boston

1 1
studio , Boston
This studio apartment is situated in the heart of downtown Boston, just an 8-minute walk from Boston Common and a short distance from the city centre, placing you within easy reach of the city's most popular attractions. The accommodation has consistently received very good ratings for location, cleanliness, and overall experience.
The studio offers a comfortable and well-equipped space for your stay. It features a fully equipped kitchen, a private bathroom, and a comfortable seating area, while the building also boasts a shared lounge, a business centre, and a fitness centre.
Stylish 4br 2 Bathroom Home In Forest Park - Massachusetts
9.7 35 reviews
Massachusetts
07/03 – 07/04
HK$5039/nightfor 1 night

Stylish 4br 2 Bathroom Home In Forest Park

1 8
apartment , Springfield
This fully renovated three-storey home is located in the Forest Park community of Springfield, just 2 kilometres from the Naismith Basketball Hall of Fame, Springfield Museums, and the Springfield Armory. The property has excellent user, location, and cleanliness ratings.
This spacious apartment offers 4 bedrooms and a loft space, comfortably accommodating up to 8 guests. The apartment comes equipped with a modern kitchen, high-speed internet, a TV with streaming capabilities, and free on-street parking, ensuring a comfortable and enjoyable stay.

Top cities

Best pet friendly Massachusetts holiday rentals

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

Near Scenic Fresh Pond, Charles River, Shops,  Harvard Sq Access , Free Parking - Massachusetts
9.3 555 reviews
Massachusetts
11/10 – 12/08
HK$1265/nighttotal: HK$35420 (28 )

Near Scenic Fresh Pond, Charles River, Shops, Harvard Sq Access , Free Parking

1 2
apartment , Cambridge
This one-bedroom flat is located in West Cambridge, just over a mile from Harvard University and Harvard Square, offering a peaceful setting while being close to the city's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 31 square metre flat features a comfortable living space with a fully equipped kitchen, a relaxing garden, and a spa tub. Guests can enjoy amenities such as free Wi-Fi, a patio, and parking.
Thomas's Cozy Duplex - Centrally Located - Massachusetts
8.0 12 reviews
Massachusetts
07/21 – 07/30
HK$1803/nighttotal: HK$16227 (9 )

Thomas's Cozy Duplex - Centrally Located

2 3
apartment , Springfield
This duplex is located near Springfield's main roads and colleges, making it easy to explore the city and its surrounding areas. The property has been highly rated by previous guests, with many praising its modern style and convenient amenities. This spacious home offers two bedrooms and two bathrooms, comfortably accommodating up to five guests. The apartment includes a fully equipped kitchen, a home office space, and a smart TV for entertainment, making it perfect for families or friends travelling together.
Unit 26 Chic Studio In Chelsea - Massachusetts
Massachusetts
08/07 – 08/11
HK$1689/nighttotal: HK$6756 (4 )

Unit 26 Chic Studio In Chelsea

1 2
studio , Chelsea
This Chelsea studio apartment is located 5 kilometres from TD Garden and Boston North Station, with the Old North Church and Cambridge College approximately 5.1 and 5.6 kilometres away respectively.
This one-bedroom flat offers accommodation for up to three guests, featuring air conditioning, free Wi-Fi, and a fully equipped kitchen across its 54 square metres of floor area.
Gorgeouswestwood - Massachusetts
10 1 review
Massachusetts
07/03 – 07/05
HK$1292/nighttotal: HK$2584 (2 )

Gorgeouswestwood

1 2
apartment , Westwood
This one-bedroom flat is situated in Westwood, approximately 21-22 kilometres from Boston landmarks such as Fenway Park and Boston University, with Norwood Memorial Airport located 6.9 kilometres away.
This non-smoking apartment accommodates up to three guests and features a fully equipped kitchen, air conditioning, free private parking, complimentary WiFi, and a terrace or balcony, all within a quiet residential setting with a garden.

Frequently asked questions about holiday rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    For must-see sights in Massachusetts, you've got plenty of options! Boston's Freedom Trail is a classic, taking you past historical landmarks like the Paul Revere House and Boston Common. Then there's Plymouth, where you can explore Plimoth Patuxet Museums and learn about the Pilgrims. For art and culture, the Museum of Fine Arts in Boston is world-renowned, and Salem offers a fascinating glimpse into the city's witch trial history. Don't forget the beautiful beaches on Cape Cod, like those in Chatham or Provincetown.
  • What are the best Airbnb and vacation rentals in Massachusetts?

    Near Boston Historic Two-bedroom With Modern Amenities, Steps To The Green Line & Minutes From Boston #15 and Luxurious Renovated House are the most popular Airbnb and vacation rentals in Massachusetts among travelers.

  • Are there unique natural phenomena in Massachusetts?

    Massachusetts boasts some lovely natural features. The Berkshires offer stunning mountain scenery, perfect for hiking. The coastline is dramatic, with places like the dramatic cliffs of Race Point Beach on Cape Cod. You can also explore the diverse ecosystems of the many state parks and forests, like the Mount Greylock State Reservation, home to the highest point in Massachusetts.
  • What are the most popular Airbnbs in Massachusetts?

  • What essentials should you bring along for a trip to Massachusetts?

    Pack for all types of weather! Massachusetts experiences varied conditions. Comfortable walking shoes are a must, especially if you plan on exploring Boston or hiking. Layers of clothing are recommended, as temperatures can change quickly. Don't forget sunscreen, a hat, and sunglasses, even on cloudy days. A reusable water bottle is also essential, especially during warmer months.
  • What are the best vacation rentals with a pool in Massachusetts?

  • What famous events or festivals are happening in Massachusetts?

    The Boston Marathon is a world-famous event held annually in April. Many smaller, local festivals take place throughout the year, celebrating everything from food to music. Check local listings for specific dates and events during your visit. The Fourth of July celebrations in many towns are also quite spectacular.
  • What are the best rentals for families and kids in Massachusetts?

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

    For delicious local food, explore the North End in Boston for authentic Italian cuisine. You can find classic New England clam chowder and lobster rolls throughout the state. Many restaurants feature fresh seafood, given the state's coastal location. Trying a 'Boston cream pie' is a must for dessert lovers.
  • What are the best rentals or Airbnbs with a jacuzzi in Massachusetts?

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

    Consider visiting the charming town of Lenox in the Berkshires, known for its beautiful scenery and cultural attractions like Tanglewood. The Arnold Arboretum in Boston offers a peaceful escape, showcasing diverse plant collections. The Plimoth Patuxet Museums, while well-known for the Pilgrims, is a great place to experience living history. Also, explore the many lighthouses along the coast.
  • 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 locals and sample regional produce. Attending a local sporting event, like a Red Sox game, provides a taste of the city's passion. Exploring smaller towns outside of Boston gives you a chance to meet people and experience a slower pace of life. Many towns hold festivals and events that are perfect for cultural immersion.
  • What unique natural landscapes and terrain features can travellers explore in Massachusetts?

    Massachusetts offers a diverse range of landscapes. The sandy beaches of Cape Cod contrast sharply with the rocky coastline of the North Shore. The rolling hills of the Berkshires provide opportunities for hiking and scenic drives. The state also has numerous forests, wetlands, and ponds, offering diverse wildlife viewing opportunities. Don't forget the islands, like Martha's Vineyard and Nantucket.
  • How many days are ideal for a trip to Massachusetts, and what are some itinerary suggestions?

    A week is a good amount of time to explore Massachusetts, allowing you to see the main attractions in Boston and venture outside the city. A shorter trip of 3-4 days could focus on Boston and its surrounding areas. A possible itinerary could include 2 days in Boston, 1 day in Salem, and 2 days exploring Cape Cod or the Berkshires.

Nearby regions

Best Massachusetts holiday rentals with a pool

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

Family Friendly South End Suite - Massachusetts
Massachusetts
06/29 – 07/14
HK$11060/nighttotal: HK$165900 (15 )

Family Friendly South End Suite

1 1
apartment , Boston
This South End flat is situated 1.0 kilometre from Boston South Station and 0.96 kilometres from Back Bay, offering proximity to the Boston Tea Party Ship & Museum and the Freedom Trail.
This 111 square metre apartment accommodates up to 15 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and amenities including air conditioning, a swimming pool, and a fitness centre.
Walk To The Private Beach - Kayak - Central A/c -  Optional Pool/restaurant Club - Massachusetts
9.8 40 reviews
Massachusetts
06/27 – 07/04
HK$3183/nighttotal: HK$22281 (7 )

Walk To The Private Beach - Kayak - Central A/c - Optional Pool/restaurant Club

3 2
apartment , Falmouth
This apartment is situated on a private peninsula in East Falmouth, just a short drive from Falmouth's town centre and a variety of attractions, offering a tranquil escape with easy access to both public and private beaches. It has received excellent user ratings, making it a popular choice for travellers.
The three-bedroom property spans 94 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, laundry facilities, a private yard with a hammock and Weber grill, and access to a seasonal pool, tennis court, restaurant, and bar with a weekly membership fee.
Curated Designer Retreat  Pool  Gym  Dining - Massachusetts
10 6 reviews
Massachusetts
06/27 – 07/04
HK$3828/nighttotal: HK$26796 (7 )

Curated Designer Retreat Pool Gym Dining

6 2
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.
Blueground Fenway–kenmore Pool Nr Fenway Park Bos-1244 - Massachusetts
Massachusetts
07/01 – 07/31
HK$2970/nighttotal: HK$89100 (30 )

Blueground Fenway–kenmore Pool Nr Fenway Park Bos-1244

1 2
apartment , Boston
This Boston flat is located in the Fenway-Kenmore district, 700 metres from Fenway Park and conveniently close to Boston University, the Museum of Fine Arts, and the Hynes Convention Centre.
This 66 square metre apartment accommodates up to three guests and features a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and complimentary high-speed WiFi.

Best Massachusetts holiday rentals with parking

Stylish Remodeled 2 Bedroom Property In Enchanting Shelburne Falls Village. - Massachusetts
10 27 reviews
Massachusetts
08/27 – 09/25
HK$1553/nighttotal: HK$45037 (29 )

Stylish Remodeled 2 Bedroom Property In Enchanting Shelburne Falls Village.

2 2
apartment , Shelburne
This Shelburne Falls apartment, a short walk from the Deerfield River and Arms Cemetery, offers easy access to Glacial Potholes, Shelburne Falls, and High Ledges Wildlife Sanctuary within a 2.4km radius.
The two-bedroom, two-bathroom dwelling sleeps four, boasting a fully equipped kitchen, Smart TV, garden access, and limited housekeeping, making it ideal for exploring Shelburne's natural and historical attractions.
Salsvista 2nd Floor Corner Apt - Massachusetts
10 6 reviews
Massachusetts
06/29 – 07/14
HK$1964/nighttotal: HK$29460 (15 )

Salsvista 2nd Floor Corner Apt

2 1
apartment , Worcester
This Forest Grove flat is situated within 1.6km of the American Antiquarian Society, Worcester Polytechnic Institute, and Bancroft Tower, with Worcester Art Museum and Tuckerman Hall less than 3.2km away.
This two-bedroom, one-bathroom apartment sleeps four, boasting a fully equipped kitchen, in-unit laundry, a smart TV, and access to an on-site fitness centre and barbecue facilities.
Harmony Medical Suites Chinatown - Massachusetts
8.2 84 reviews
Massachusetts
07/01 – 07/31
HK$2855/nighttotal: HK$85650 (30 )

Harmony Medical Suites Chinatown

1 2
studio , Boston
This Boston flat is situated in Chinatown, offering convenient access to the city centre within 700 metres, a six-minute walk to Boston South Station and the Freedom Trail, and an eleven-minute walk to the Boston Tea Party Ship & Museum.
This apartment provides air-conditioned accommodation with complimentary WiFi, a kitchen equipped with a fridge, microwave, and dishwasher, and on-site fitness facilities, with parking also available.
Sandy Toes  Salisbury Beach Cottage - Massachusetts
10 7 reviews
Massachusetts
07/07 – 07/16
HK$3860/nighttotal: HK$34740 (9 )

Sandy Toes Salisbury Beach Cottage

2 5
apartment , Salisbury
This Salisbury Beach holiday home is situated just 0.16 kilometres from Salisbury Beach and 0.32 kilometres from the boardwalk, offering easy access to the coast.
The 66 square metre property sleeps six, comprising two bedrooms, one bathroom, an updated kitchen and bathroom, a spacious deck with barbecue, and off-street parking for three to four cars; it also includes Wi-Fi, air conditioning, and marsh views.
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