Vacation Rentals in Massachusetts

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Massachusetts holiday rentals
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61432 Holiday rentals and Airbnb in Massachusetts

Best family friendly Massachusetts holiday rentals

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

Walk To The Private Beach - Kayak - Central A/c -  Optional Pool/restaurant Club - Massachusetts
9.8 40 reviews

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

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.
3 Bedroom Apt Walk To Beach With Yard & Fire Pit - Massachusetts
9.7 106 reviews

3 Bedroom Apt Walk To Beach With Yard & Fire Pit

apartment, Newbury
This smoke-free apartment building is located just a 1.6km walk from two beautiful beaches, Plum Island Beach and Newbury Beach, and is also close to Parker River National Wildlife Refuge and Salisbury Beach State Reservation. The apartment has received excellent ratings for location, cleanliness and user experience.
This 3-bedroom apartment offers 98 square metres of space and comfortably accommodates up to 6 guests. The apartment comes with a fully equipped kitchen, a terrace or balcony, a garden, parking, air conditioning, and internet access.
Kimball Upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley - Massachusetts
9.8 409 reviews

Kimball Upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

apartment, Amherst
This family-friendly property is located in a peaceful rural area of Amherst, just 3km from the University of Massachusetts Amherst and Puffers Pond South Beach. It has received excellent ratings for location, cleanliness, and overall experience.
This 2-bedroom house offers 84 square metres of space, comfortably accommodating up to 4 guests. It features a well-equipped kitchen, a relaxing spa tub, a private garden, and a terrace, perfect for enjoying the fresh air.
Country Home With Babbling Brook And Pond View- Minutes To Berkshire East Resort - Massachusetts
9.6 136 reviews

Country Home With Babbling Brook And Pond View- Minutes To Berkshire East Resort

apartment, Hawley
This smoke-free holiday home is situated in the mountains, just 15 kilometres from Swift River, Hawley Bog Preserve, and Berkshire East Ski Resort, offering a peaceful escape in a stunning natural setting. It has received excellent user ratings, making it a popular choice for families and groups.
The three-bedroom property, with its 107 square metres of space, comfortably accommodates up to eight guests. It boasts a garden, barbecue facilities, a fireplace, and modern amenities like a fully equipped kitchen and a DVD player, ensuring a relaxing and enjoyable stay.

Top cities

Best pet friendly Massachusetts holiday rentals

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

A Country Retreat-enhanced Studio Apartment - Massachusetts
9.9 220 reviews

A Country Retreat-enhanced Studio Apartment

apartment, Conway
This spacious studio apartment is located in Conway, Western Massachusetts, just 5km from the charming tourist town of Shelburne Falls and close to Route 91, Amherst, Northampton, and Greenfield. It has received excellent ratings for location, cleanliness, and overall experience.
The self-catering studio has a separate bedroom alcove with a queen-sized bed, a well-equipped kitchen, and a comfortable living area with a futon and loveseat, accommodating up to two guests. Guests can enjoy the private front yard, adjacent woods, a fire pit area, and access to local attractions, including the charming town of Shelburne Falls.
2 Full Beds  Micfridge - Massachusetts
No reviews

2 Full Beds Micfridge

apartment, Chicopee
This studio flat is located in Chicopee, within 2 kilometres of Murphy Pond and the Basketball Hall of Fame, and 3 kilometres from the Springfield Museum.
This 19 square metre studio apartment accommodates up to 4 guests and features air conditioning, a microwave, fridge, flat-screen TV, and complimentary WiFi, with an outdoor swimming pool available.
1 Queen Bed  Premium Deluxe - Massachusetts
No reviews

1 Queen Bed Premium Deluxe

apartment, Tewksbury
This ground floor flat in Tewksbury is located 22 kilometres from Laurence G. Hanscom Field Airport, 30 kilometres from Minute Man National Historical Park, 41 kilometres from Cambridge College, and 43 kilometres from Harvard University.
This pet-friendly studio apartment offers 19 square metres of space with air conditioning, a Queen Bed, microwave, refrigerator, and private bathroom for up to two guests, with WiFi available in public areas and a 24-hour front desk.
Treetop Haven - Massachusetts
9.8 44 reviews

Treetop Haven

apartment, Greenfield Town
This one-bedroom flat is located a few blocks from Greenfield town centre, atop a hill within a historic Victorian mansion, offering a tranquil escape.
Guests can enjoy a secluded setting with access to a zen garden, meditation bench, and trails leading to Highland Park and the Connecticut River, with an internet connection and air conditioning provided.

Frequently asked questions about holiday rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    Massachusetts boasts a wealth of historical and cultural attractions. For history buffs, a visit to Boston is essential, exploring sites like 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 association with the Salem Witch Trials are captivating. Beyond the cities, the charming towns of Nantucket and Martha's Vineyard offer beautiful beaches and quaint New England architecture.
  • What are the best Airbnb and holiday 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 holiday rentals in Massachusetts among travellers.

  • Are there unique natural phenomena in Massachusetts?

    While Massachusetts doesn't have dramatic geological features like massive canyons, its natural beauty is subtle yet striking. The coastline offers dramatic cliffs and sandy beaches. The Berkshires region provides stunning mountain scenery, perfect for hiking and scenic drives. The diverse ecosystems support a wide variety of plant and animal life. Specific locations include the dramatic cliffs of the North Shore and the rolling hills of the Pioneer Valley.
  • 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, as Massachusetts experiences varied conditions throughout the year. Comfortable walking shoes are a must, especially for exploring Boston and other historic towns. Layers of clothing are recommended, as temperatures can fluctuate. Don't forget sunscreen, a hat, and sunglasses, particularly during the summer months. A reusable water bottle is also a good idea, to stay hydrated while exploring.
  • What are the best holiday rentals with a pool in Massachusetts?

    Captain Gosnold Village, The Cozy Carriage House - A+ Location - Luxking and Berkshire Mountain Lodge are the best holiday rentals with a pool in Massachusetts.

  • What famous events or festivals are happening in Massachusetts?

    Massachusetts hosts numerous events throughout the year. The Boston Marathon is a world-renowned athletic event. The Salem Haunted Happenings festival celebrates the city's spooky history. Numerous smaller town festivals and fairs take place throughout the summer and autumn, celebrating local produce and crafts. Specific dates vary annually, so checking local event listings closer to your travel dates is advisable.
  • 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?

    Numerous restaurants across Massachusetts showcase local cuisine. In Boston, look for places specialising in New England clam chowder, lobster rolls, and Boston baked beans. Many restaurants in coastal towns offer fresh seafood. The Berkshires region features farm-to-table restaurants using locally sourced ingredients. Specific restaurant recommendations would require more detail on your preferred location and cuisine.
  • 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?

    Beyond the well-known sites, explore the charming towns of the Berkshires, such as Lenox and Stockbridge, offering beautiful scenery and cultural attractions. The Plimoth Patuxet Museums provide a more immersive experience of early colonial life than just Plymouth Rock. The Cape Cod National Seashore offers stunning beaches and hiking trails away from the more crowded areas.
  • What are the best activities for engaging with locals and understanding their culture in Massachusetts?

    Visiting local farmers' markets provides a great opportunity to interact with residents and sample regional produce. Attending smaller town festivals and fairs offers a chance to experience local traditions and customs. Exploring neighbourhoods beyond the main tourist areas, such as the North End in Boston or the Back Bay, allows for a more authentic experience of daily life.
  • What unique natural landscapes and terrain features can travellers explore in Massachusetts?

    Massachusetts offers diverse landscapes. The coastline features dramatic cliffs, sandy beaches, and salt marshes. Inland, the terrain varies from rolling hills and farmland to the mountainous regions of the Berkshires. The state's many forests and parks provide opportunities for hiking, biking, and wildlife viewing. Specific areas include the Cape Cod National Seashore, the Berkshires, and the Quabbin Reservoir.
  • How many days are ideal for a trip to Massachusetts, and what are some itinerary suggestions?

    The ideal length of a trip depends on your interests. A long weekend (3-4 days) could focus on Boston and its surrounding areas. A week-long trip could incorporate Boston, a coastal town like Salem or Plymouth, and a day trip to a location like the Berkshires. Two weeks would allow for a more in-depth exploration of the state's diverse regions.

Nearby regions

Best Massachusetts holiday rentals with a pool

Among the 61432 accommodations in Massachusetts, here are the 4 best rentals with a pool

Hyatus Luxury Residences Salem - Massachusetts
No reviews

Hyatus Luxury Residences Salem

apartment, Salem
This recently renovated two-bedroom flat in Salem offers a convenient base, situated 19 kilometres from Logan Airport, a 15-minute walk to Glendale Cove Beach, 2.2 kilometres from the Peabody Essex Museum, and 3 kilometres from The House of the Seven Gables.
This 112 square metre property accommodates up to nine guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, WiFi, a seasonal swimming pool, fitness centre, and parking.
Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym. - Massachusetts
10 27 reviews

Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym.

apartment, Walpole
This Walpole house is situated in a peaceful rural setting, just a short drive from Medfield Rhododendrons, Legacy Place, and Moose Hill Wildlife Sanctuary. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious four-bedroom home, with a floor area of 567 square metres, comfortably accommodates up to 12 guests. The house offers a range of amenities to ensure a comfortable stay, including a private pool, a fitness centre, a tennis court, and a fully equipped kitchen.
Impressive Unique Waterfront Pool Resort Country Estate - Massachusetts
9.8 59 reviews

Impressive Unique Waterfront Pool Resort Country Estate

apartment, Southbridge Town
This waterfront property is located just 14 kilometres from Westville Recreation Area, Old Sturbridge Village, and St. Anne's Shrine, making it a great base for exploring the surrounding area. The house has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
This spacious six-bedroom home provides ample room for up to 20 guests, with a total floor area of 511 square metres. The property offers a range of amenities, including a private swimming pool, a fitness centre, and a garden, perfect for relaxing and enjoying the beautiful surroundings.
Winnetu Oceanside Resort At South Beach - Massachusetts
9.8 41 reviews

Winnetu Oceanside Resort At South Beach

resort, Edgartown
Winnetu Oceanside Resort at South Beach in Edgartown, Massachusetts enjoys an oceanfront location on South Beach, a short distance from Edgartown's town centre and its historic sites.
The resort offers comfortable lodgings with selected rooms including towels, promising a relaxing stay near Edgartown's shops, restaurants, and various attractions.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

3 Bed / 1.5 Bath Townhome - Massachusetts
9.7 94 reviews

3 Bed / 1.5 Bath Townhome

apartment, Holden
This apartment is conveniently located in the centre of Holden, within easy walking distance of all the main attractions. It has received excellent ratings for location, cleanliness and overall experience.
The apartment has three bedrooms, comfortably accommodating up to six guests. It comes with a fully equipped kitchen, air conditioning, a garden and parking, making it perfect for a relaxing and enjoyable stay.
Our Pondside Cabin - A Charming Retreat With Modern Amenities Near Wachusett Mtn - Massachusetts
10 37 reviews

Our Pondside Cabin - A Charming Retreat With Modern Amenities Near Wachusett Mtn

cabin, Westminster
This charming log cabin is located just 3 kilometres from Wachusett Mountain's skiing and hiking trails, a short drive from Great Wolf Lodge, and offers a peaceful retreat in the heart of Westminster. Guests have consistently rated this property as excellent, praising its comfortable and welcoming atmosphere.
The cabin has three bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It offers a fully equipped kitchen, a spacious living area, and a private garden with a terrace, ideal for enjoying the surrounding nature and the fresh air.
Falmouth - Walk To Beach, Walking Path, Close To Downtown, Private Yard - Massachusetts
9.9 110 reviews

Falmouth - Walk To Beach, Walking Path, Close To Downtown, Private Yard

apartment, Falmouth
This Falmouth holiday home is located on the Maravista peninsula, just 1.6 kilometres from Great Bay beach and a scenic walking path leading to Bristol and Falmouth beaches. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms, one bathroom and can accommodate up to six guests in a total floor area of 111 square metres. Amenities include a fully equipped kitchen, a spacious backyard with a fire pit and outdoor shower, a tennis court, a ping pong table, high-speed internet and parking.
Newly Renovated Victorian Close To Salem - Massachusetts
10 142 reviews

Newly Renovated Victorian Close To Salem

apartment, Swampscott
This one-bedroom flat is situated in a historic building in central Swampscott, just a short walk from the beach, parks, and the town centre. The apartment has consistently received excellent reviews for its location, cleanliness, and overall experience.
The flat can comfortably accommodate up to three guests and features a well-equipped kitchen, a private deck, and off-street parking for two vehicles. Guests can enjoy modern amenities like Wi-Fi and a fireplace, as well as family-friendly features like pack n plays and a shared access to beach chairs.
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