Holiday Rentals in Massachusetts

41544 available vacation rental offers

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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

Studio Allston Hotel Boston - Massachusetts
8.5 6037 reviews
Massachusetts
09/11 – 09/13
HK$2703/nightTotal: HK$5406 (2 )

Studio Allston Hotel Boston

1 2
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.
Family/business | Yard + Bbq + Parking | Game Room - Massachusetts
8.9 7 reviews
Massachusetts
06/27 – 07/04
HK$16827/nightTotal: HK$117789 (7 )

Family/business | Yard + Bbq + Parking | Game Room

8 15
apartment , Somerville
This 7-bedroom, 5-bathroom luxurious apartment in Somerville offers prime positioning, being a mere 500 to 1000 metres on foot from Tufts University and the local subway station.
This exceptionally rated residence provides ample space for up to 16 guests, featuring a modern kitchen with integrated appliances, air conditioning, on-site laundry facilities, and outdoor seating, making it ideal for families visiting Somerville.
Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways - Massachusetts
10 3 reviews
Massachusetts
07/19 – 10/17
HK$2642/nightTotal: HK$237780 (90 )

Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways

3 1
apartment , Boston
This Dorchester, Boston flat is conveniently located near the Shawmut subway station (a 4-minute walk) and offers easy access to the Boston Convention and Exhibition Centre (a 14.5-kilometre drive) and Copley Square (also a 14.5-kilometre drive).
The three-bedroom, one-bathroom property sleeps up to 13 guests, features a fully equipped kitchen including a dishwasher, in-unit laundry, and free on-site parking, alongside air conditioning and Wi-Fi.
Quaint Colonial With Short Walk To Harbor And Restaurants - Massachusetts
9.7 174 reviews
Massachusetts
10/04 – 10/31
HK$2763/nightTotal: HK$74601 (27 )

Quaint Colonial With Short Walk To Harbor And Restaurants

3 2
apartment , Cohasset
This charming colonial house is located in the village of Cohasset, just a short walk from the harbour, restaurants, shops, and the town common. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and one bathroom, comfortably accommodating up to five guests. It features a fully equipped kitchen, a private garden, a deck, and an outdoor shower, perfect for relaxing after a day at the beach or exploring the nearby harbour.

Top cities

Best pet friendly Massachusetts holiday rentals

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

Lux 2br In Assembly Square | Pool & Fitness Center - Massachusetts
10 4 reviews
Massachusetts
08/12 – 08/14
HK$5529/nightTotal: HK$11058 (2 )

Lux 2br In Assembly Square | Pool & Fitness Center

6 5
apartment , Somerville
This six-bedroom flat is centrally located in Somerville, a short walk of 500 meters from Assembly Row shopping and LEGOLAND Discovery Centre, with convenient five-minute access to the Assembly subway station for exploring Boston.
This 98 square meter residence accommodates up to five guests and features a communal swimming pool, garden, barbecue area, pool table, air conditioning, a well-equipped kitchen with a dishwasher, and in-unit laundry facilities.
Lovely Studio Apt South End - Massachusetts
9.3 3 reviews
Massachusetts
07/01 – 09/15
HK$1763/nightTotal: HK$133988 (76 )

Lovely Studio Apt South End

1 1
studio , Boston
This South End studio apartment offers a prime location in Boston, a 13-minute walk from both the Museum of Fine Arts and the Hynes Convention Centre, and within 3.2 kilometres of Fenway Park.
The 24-square-metre self-contained unit features a separate bedroom, sleeps two guests, includes a kitchenette, air conditioning, free Wi-Fi, and allows pets.
Charming 1 Bedroom Apt Laundry In Unit - Massachusetts
9.4 14 reviews
Massachusetts
07/31 – 08/02
HK$2242/nightTotal: HK$4484 (2 )

Charming 1 Bedroom Apt Laundry In Unit

1 2
apartment , Boston
This Boston apartment is situated in the historic district, a 3-minute walk from the Freedom Trail and 0.6 km from Beacon Hill.
The 60 square metre flat offers one bedroom, one bathroom, sleeps three, and includes in-unit laundry, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave.
2 Bed, In Unit Laundry, Boston College, Balcony - Massachusetts
8.7 9 reviews
Massachusetts
06/26 – 08/03
HK$2801/nightTotal: HK$106438 (38 )

2 Bed, In Unit Laundry, Boston College, Balcony

1 5
apartment , Boston
This Boston apartment, near Boston College, is conveniently located approximately 4.2km from Fenway Park and 4.8km from Boston University, offering easy access to key attractions.
This two-bedroom, one-bathroom flat boasts 71 square metres of floor space, sleeps up to 10 guests, and includes a fully equipped kitchen, in-unit laundry, a private balcony, air conditioning, free Wi-Fi, and access to a garden and spa.

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

Luxury Coastal Retreat With Pool  Jacuzzi  10-min Walk To Semi-private Beach - Massachusetts
Massachusetts
06/27 – 06/30
HK$13429/nightTotal: HK$40287 (3 )

Luxury Coastal Retreat With Pool Jacuzzi 10-min Walk To Semi-private Beach

4 3
apartment , Plymouth
This four-bedroom, three-bathroom flat in Plymouth offers ample space for up to ten guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, a swimming pool, jacuzzi, and parking.
Conveniently situated near Atlantic Country Club and Pinehills Golf Club, this property is also a short distance from Plymouth Farmers' Market and Colony Place, with Doran Park and Onset Bay Center - Buzzards Bay Coalition easily accessible for entertainment.
The Eliot Noyes - Massachusetts
8.6 24 reviews
Massachusetts
08/03 – 08/06
HK$16460/nightTotal: HK$49380 (3 )

The Eliot Noyes

1 2
house , Chilmark
The Eliot Noyes is located in Chilmark, just 11 kilometres from Martha's Vineyard Airport and 24 kilometres from Falmouth, offering easy access to the island's beauty and charm. The house has received very good user ratings and excellent scores for location and cleanliness.
This 156 square metre property offers four bedrooms and can accommodate up to eight guests. The house provides a fully equipped kitchen, a private bathroom for each unit, a swimming pool, a terrace, a garden, parking, internet and complimentary toiletries.
Cody's Place  Winthrop Boston Logan Airport  Beaches - Massachusetts
9.9 372 reviews
Massachusetts
06/26 – 06/28
HK$2351/nightTotal: HK$4702 (2 )

Cody's Place Winthrop Boston Logan Airport Beaches

1 2
apartment , Winthrop Town
This basement flat is directly across the road from the Atlantic Ocean, offering stunning sea views and easy access to Winthrop's beach and the charming Winthrop Arms Hotel/Restaurant. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom flat, spanning 33 square metres, comfortably accommodates two guests. It features a well-equipped kitchen, a private bathroom, a terrace, a garden, a swimming pool, a spa, and parking. You'll also enjoy access to a shared pool and yard, perfect for relaxing or socialising.
Lux 2br W Gym Pool Sleep 7 In Assembly Square - Massachusetts
10 3 reviews
Massachusetts
07/19 – 07/24
HK$3572/nightTotal: HK$17860 (5 )

Lux 2br W Gym Pool Sleep 7 In Assembly Square

2 4
apartment , Somerville
This two-bedroom, two-bathroom flat is situated in Assembly Square, a district in Somerville, offering convenient access to local attractions.
This well-appointed residence accommodates up to six guests and includes a fully equipped kitchen, private balcony, in-unit laundry, and access to building amenities such as a swimming pool, garden, and fitness centre, with parking also available.

Best Massachusetts holiday rentals with parking

Cozy En Suite With High Ceilings - Massachusetts
10 4 reviews
Massachusetts
09/11 – 09/13
HK$1265/nightTotal: HK$2530 (2 )

Cozy En Suite With High Ceilings

1 2
apartment , Framingham
This Framingham apartment, conveniently located for exploring the town, offers private garden access and a terrace with garden views.
The self-contained flat features one bedroom, one bathroom, sleeps five guests, and includes free Wi-Fi, private parking, and a fully equipped kitchen.
Sun-filled Unit, Elevator, Pool, Boston College - Massachusetts
8.0 3 reviews
Massachusetts
07/01 – 09/15
HK$1402/nightTotal: HK$106552 (76 )

Sun-filled Unit, Elevator, Pool, Boston College

1 1
apartment , Boston
This Boston apartment is situated near Boston College, approximately 6.4 kilometres from Boston University and several museums, offering easy access to public transport and a quieter residential setting.
The 58-square-metre flat features one bedroom, one bathroom, and sleeps seven, boasting a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, and access to a swimming pool and spa within the building complex.
Newly Built Barn Loft In Pioneer Valley - Massachusetts
9.6 27 reviews
Massachusetts
08/07 – 08/11
HK$1686/nightTotal: HK$6744 (4 )

Newly Built Barn Loft In Pioneer Valley

1 2
apartment , Belchertown
This Belchertown flat is conveniently located approximately 1.6km from Green Acres Equestrian Centre, under 5km from the Quabbin Reservoir Watershed Reservation and the University of Massachusetts Experimental Forest.
The one-bedroom self-catering apartment, sleeping two guests, includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a Smart TV, and a private garden; nearby activities include horse riding, hiking, and golfing at Mill Valley Golf Links (approx. 5km away).
32 Nights Tax Free ! Getaway 4 - Massachusetts
9.8 191 reviews
Massachusetts
07/01 – 09/15
HK$1296/nightTotal: HK$98496 (76 )

32 Nights Tax Free ! Getaway 4

1 1
apartment , Wilmington
This one-bedroom flat is situated in Wilmington, just a short walk from the train station providing easy access to Boston. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat offers an open plan layout, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, in-unit laundry, high-speed internet, and a private garden, ensuring a comfortable and enjoyable stay.
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