Vacation Rentals in Massachusetts

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Massachusetts holiday rentals
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41544 Holiday rentals and Airbnb in Massachusetts

Best family friendly Massachusetts holiday rentals

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

284 - 5br Boston - Peaceful House Near England Aqua - Massachusetts
9.8 253 reviews
Massachusetts
03/07 – 05/07
A$1963/nighttotal: A$3926 (2 )

284 - 5br Boston - Peaceful House Near England Aqua

5 2
house , Quincy
This five-bedroom house is situated in Quincy, just 16 kilometres from Boston's South Station and within easy reach of the beaches at Wollaston, Post Island and Manet.
The 200 square metre property boasts a fully equipped kitchen, a private garden and free parking, making it ideal for families or groups of friends looking for a comfortable and convenient base in Quincy.
The Fishing Cottage: A Sweetwater Stay - Massachusetts
9.9 290 reviews
Massachusetts
03/08 – 06/08
A$335/nighttotal: A$1005 (3 )

The Fishing Cottage: A Sweetwater Stay

1 2
apartment , Orange
The Fishing Cottage is situated on the shores of Tully Pond in Orange, just a short distance from Tully Mountain and Tully Lake, offering a peaceful escape surrounded by stunning natural scenery. The cottage has received excellent ratings for location, cleanliness, and overall experience, making it an ideal choice for a relaxing getaway.
The cottage is a charming two-bedroom property with one bathroom, comfortably accommodating up to six guests. It features a well-equipped kitchen, a cosy living area, and a garden with parking, making it perfect for families or groups of friends looking for a comfortable and convenient stay.
Ideal Family Skiing, Snow! Xmas Village Charm - Massachusetts
9.5 61 reviews
Massachusetts
18/07 – 24/07
A$902/nighttotal: A$5412 (6 )

Ideal Family Skiing, Snow! Xmas Village Charm

7 4
apartment , Buckland
This charming seven-bedroom house is located in the heart of Buckland, a picturesque New England village, just a two-minute walk from the village centre and a five-minute walk from the river and the Bridge of Flowers. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious home comfortably accommodates up to 14 guests and features a well-equipped kitchen, dining/living area, two sitting rooms, a playroom, a wood stove, cable TV, and wireless internet. Guests can enjoy a private garden, parking, and a range of activities, including swimming, river rafting, hiking, skiing, and zip-lining.
Private Waterfront Home! - Massachusetts
Massachusetts
19/07 – 17/10
A$376/nighttotal: A$33840 (90 )

Private Waterfront Home!

2 1
apartment , Shrewsbury
This waterfront property is situated in Worcester, just a short distance from the University of Massachusetts Medical School, offering a peaceful and convenient location. The home is ideal for those visiting the medical center or exploring the surrounding area.
The apartment is a spacious two-bedroom dwelling with a total floor area of 88 square metres, comfortably accommodating up to four guests. It features a fully equipped kitchen, a modern bathroom with a full-size tub, and a private garden, providing everything you need for a relaxing stay.

Top cities

Best pet friendly Massachusetts holiday rentals

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

Renovated 1-bedroom Apartment In Beautiful Downtown Falmouth Located On Main St - Massachusetts
8.0 5 reviews
Massachusetts
23/06 – 25/06
A$375/nighttotal: A$750 (2 )

Renovated 1-bedroom Apartment In Beautiful Downtown Falmouth Located On Main St

1 2
apartment , Falmouth
This Falmouth apartment is situated less than 2km from Falmouth's Main Street and Cape Cod beaches, with Falmouth Museums on the Green and the College Light Opera Company within a 15-minute drive.
The one-bedroom, one-bathroom flat sleeps four guests and includes amenities such as air conditioning, Wi-Fi, a hairdryer, and an iron and ironing board.
Comfy Back Bay Alcove Studio Apt - Massachusetts
8.8 4 reviews
Massachusetts
01/07 – 15/09
A$359/nighttotal: A$27284 (76 )

Comfy Back Bay Alcove Studio Apt

1 1
studio , Boston
This Back Bay apartment is conveniently located a 2.1km walk from Back Bay station, offering easy access to Boston's public transport network and within 2.4km of Boston's city centre, placing you close to the Museum of Fine Arts and other major attractions.
The 24-square-metre self-catering studio sleeps two, features a fully equipped kitchenette, air conditioning, free Wi-Fi, and a separate bedroom.
Lovely Downtown Oasis ~ Hospitals/colleges/beaches - Massachusetts
9.0 2 reviews
Massachusetts
31/07 – 07/08
A$340/nighttotal: A$2380 (7 )

Lovely Downtown Oasis ~ Hospitals/colleges/beaches

1 1
apartment , Amesbury Town
This Amesbury Town centre flat is conveniently located within a short walk of Lake Gardner Beach, Lowell's Boat Shop, and several breweries, offering easy access to local attractions.
The 750 square metre (approximately 8073 square feet) self-catering apartment features one bedroom, one bathroom, and a king-size bed, comfortably accommodating up to four guests and including a fully equipped kitchen, in-unit laundry, free parking, and a dedicated workspace.
Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly - Massachusetts
9.9 98 reviews
Massachusetts
24/07 – 26/07
A$435/nighttotal: A$870 (2 )

Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly

2 2
apartment , Shelburne
The Kiva Suite is a spacious studio apartment located just two miles from the charming village of Shelburne Falls, nestled in the picturesque Berkshires. This property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a peaceful and comfortable stay.
The suite spans 279 square metres and offers a private entrance, a large open plan layout, and a private garden. Guests can enjoy a range of amenities including a fully equipped kitchen, a private bathroom, air conditioning, and a comfortable sleeping area. The studio is also dog-friendly, perfect for those travelling with their furry companions.

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

Nantasket Beach Resort - Massachusetts
8.7 92 reviews
Massachusetts
10/11 – 08/12
A$334/nighttotal: A$9352 (28 )

Nantasket Beach Resort

1 2
resort , Hull
The Nantasket Beach Resort is situated on Nantasket Beach, a short drive from Plymouth and within easy reach of Boston via the commuter ferry. It has received very good ratings for its location, cleanliness, and overall experience.
The hotel has 33 square metres of floor space, offering a comfortable and well-equipped one-bedroom suite with a spa bath, fireplace, and all the amenities you need. The resort offers a range of facilities, including an indoor-outdoor pool, a restaurant, a bar, a fitness centre, and live music on weekends.
Quaint Beach House With Ac, Pool, Hot Tub Area, Fire Pit, And Ocean Views - Massachusetts
9.0 2 reviews
Massachusetts
27/06 – 04/07
A$3114/nighttotal: A$21798 (7 )

Quaint Beach House With Ac, Pool, Hot Tub Area, Fire Pit, And Ocean Views

6 2
apartment , Mashpee
This Mashpee seaside property is less than 2km from South Cape Beach, South Cape Beach State Park, and Popponesset Beach, and 3.6km from the Cape Cod Children's Museum.
Sleeping 12 guests, this six-bedroom, five-bathroom house boasts a private pool, hot tub, fully equipped kitchen, free Wi-Fi, and barbecue facilities, perfect for families or large groups enjoying nearby beaches.
Beautiful Bright Home With Firepit, Deck & Backyard - Walk To Beach - Massachusetts
9.6 59 reviews
Massachusetts
14/09 – 16/09
A$1962/nighttotal: A$3924 (2 )

Beautiful Bright Home With Firepit, Deck & Backyard - Walk To Beach

1 2
apartment , Falmouth
The Happy Place is located in Falmouth, Massachusetts, just a 10-kilometre drive from Heritage Museums & Gardens and Sandwich Glass Museum. The property has received excellent ratings for location, cleanliness and user experience.
This 6-bedroom, 3-bathroom home offers 260 square metres of space. The property provides a range of amenities, including a swimming pool, spa, garden, and terrace, as well as free Wi-Fi and cable TV.
Blueground | Assembly Square, Pool, Nr Mystic River - Massachusetts
Massachusetts
01/08 – 30/09
A$315/nighttotal: A$18900 (60 )

Blueground | Assembly Square, Pool, Nr Mystic River

1 2
apartment , Somerville
This Assembly Square flat in Somerville, Massachusetts, offers convenient access to attractions such as the Museum of Science and the Boston Museum of Fine Arts, though precise distances aren't specified.
The 62 square metre (667 square foot) one-bedroom apartment, sleeping two, includes a fully equipped kitchen, in-unit laundry, air conditioning, and access to a swimming pool and building amenities; flexible lease terms are available.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

558-3 3br Boston - Modern Nest Near Franklin Park - Massachusetts
9.8 5 reviews
Massachusetts
03/07 – 05/07
A$1642/nighttotal: A$3284 (2 )

558-3 3br Boston - Modern Nest Near Franklin Park

3 12
apartment , Boston
This three-bedroom Boston apartment, situated near the New England Aquarium, is conveniently located approximately 8 kilometres from Fenway Park and South Station.
The 75-square-metre self-catering flat boasts two bathrooms, free Wi-Fi, private parking, and sleeps up to 25 guests, making it ideal for families or large groups visiting the city.
Cottage Close To Long Beach And Good Harbor - Massachusetts
Massachusetts
26/06 – 03/08
A$638/nighttotal: A$24244 (38 )

Cottage Close To Long Beach And Good Harbor

3 5
cottage , Gloucester
This Gloucester holiday home is situated a 13-minute walk from Good Harbour Beach and a 5-minute (8 km) drive from Cape Ann.
The three-bedroom property, sleeping five, boasts a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, private garden with BBQ, and free Wi-Fi; enjoy nearby coastal walks and explore the attractions of Cape Ann.
Comfort, Luxury, Privacy - Massachusetts
9.7 326 reviews
Massachusetts
11/09 – 13/09
A$284/nighttotal: A$568 (2 )

Comfort, Luxury, Privacy

2 2
apartment , Amherst
This apartment is located just half a mile from Puffers Pond South Beach and within three miles of the University of Massachusetts Amherst, Mullins Center, and the Fine Arts Center, offering a peaceful rural escape close to popular attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment provides two bedrooms and one bathroom across 84 square metres, comfortably accommodating up to three guests. It features a fully equipped kitchen, a spa tub, and modern amenities like a Smart TV, coffee/tea maker, and dishwasher, making it ideal for a relaxing and convenient getaway.
2br East Cambridge | Free Parking - Massachusetts
9.8 96 reviews
Massachusetts
12/08 – 14/08
A$818/nighttotal: A$1636 (2 )

2br East Cambridge | Free Parking

1 5
apartment , Cambridge
This Cambridge condo, near Boynton Yards, offers easy walking access to Inman Square (0.8 km), Union Square T station (1 km), MIT (1.4 km), and Harvard University (2.4 km).
The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen, keyless entry, air conditioning, and a private garden, plus free on-site parking.
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