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

Welcome To The Cape! Cute, Quiet And Clean Apartment Ready For Your Stay. - Massachusetts
10 26 reviews

Welcome To The Cape! Cute, Quiet And Clean Apartment Ready For Your Stay.

apartment, Bourne
This Bourne apartment is located just a short distance from the beautiful Cape Cod Beaches and Scusset Beach State Reservation, perfect for exploring the natural beauty of the area.
The one-bedroom apartment can accommodate up to four guests and features a fully equipped kitchen with a dishwasher, a private garden, and comfortable sleeping arrangements with a king-size bed and a fold-down sofa bed.
74l - 2br Quincy - Cozy Couple Hideout Near Wollaston Beach - Massachusetts
9.7 3 reviews

74l - 2br Quincy - Cozy Couple Hideout Near Wollaston Beach

apartment, Quincy
This Quincy apartment, situated a short 6.4km drive from Boston's South Station and Back Bay, offers easy access to Wollaston Beach, a 10-minute walk away.
This two-bedroom, one-bathroom flat boasts a spacious 1100 square metre floor area, sleeps up to 18 guests, and includes a fully equipped kitchen, private parking, and a terrace with garden access.
Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi - Massachusetts
9.4 15 reviews

Cozy 1-bedroom House In Delightful Weymouth With Ac, Wifi

apartment, Weymouth Town
This apartment is situated in Weymouth, just 35 kilometres from Boston's Convention and Exhibition Centre and Copley Square, offering easy access to the city's attractions while enjoying a quieter, more relaxed setting. It has received excellent reviews from previous guests.
The flat has one bedroom, one bathroom and can accommodate up to two guests, with a total floor space of 65 square metres. It comes with a range of amenities including a kitchen, air conditioning, a terrace and private parking, ideal for a comfortable and enjoyable stay.
Updated Plymouth Home < 2 Miles To Waterfront! - Massachusetts
9.6 154 reviews

Updated Plymouth Home < 2 Miles To Waterfront!

house, Plymouth
This Plymouth house is located just 3.8 kilometres from Plimoth Plantation and 1.9 kilometres from Stephens Field Beach, offering easy access to key attractions. It has excellent user, location and cleanliness ratings.
The property boasts four bedrooms and two bathrooms, spanning 111 square metres. It comes with a fully equipped kitchen, air conditioning, a private entrance, a garden, a spa, parking, and free Wi-Fi.

Top cities

Best pet friendly Massachusetts holiday rentals

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

2 Full Beds  Ada/tub - Massachusetts
No reviews

2 Full Beds Ada/tub

apartment, Leominster
This Leominster motel offers a convenient location in Massachusetts, situated 9.6 kilometres from Wachusett Mountain Ski Area and 6 kilometres from Fort Devans.
This apartment, measuring 19 square metres, features one bedroom, one bathroom, and accommodates up to four guests with air conditioning, a swimming pool, and complimentary Wi-Fi.
2 Queen Beds  Newly Redesigned Non-smoking - Massachusetts
No reviews

2 Queen Beds Newly Redesigned Non-smoking

apartment, Danvers
This Motel 6 in Danvers, Massachusetts, is centrally located on Boston's North Shore, providing convenient access to the Peabody Museum of Natural History and the Salem Witch Museum, both less than 9.7 kilometres away, and is a short drive from Boston Harbour and downtown Boston.
This pet-friendly studio apartment offers a floor area of 19 square metres with one bedroom and one bathroom, accommodating up to four guests with air conditioning, complimentary basic WiFi, and an indoor heated pool for relaxation.
Big Farmhouse In The Foothills Of The Berkshires - Massachusetts
10 149 reviews

Big Farmhouse In The Foothills Of The Berkshires

apartment, Russell
This pet-friendly house in Russell, Massachusetts, is situated within 9.6km of the Westfield River, Tekoa Park, and Westfield State University.
This 149 square metre property sleeps eight guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen with fridge and microwave, a private garden with barbecue, patio, and a DVD player; enjoy outdoor relaxation and cookouts.
Fairhaven Harbor-front Gem - Steps From The Water! - Massachusetts
9.9 65 reviews

Fairhaven Harbor-front Gem - Steps From The Water!

apartment, Fairhaven
This Fairhaven holiday home is situated just a short distance from the historic district and the scenic Fort Phoenix State Reservation, offering easy access to the town's attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cosy cabin features a bedroom with a queen bed, a loft with twin and full beds, and a twin daybed with a trundle in the office area, comfortably sleeping up to 7 guests. The home is well-equipped with modern amenities including a fully fitted kitchen, air conditioning, free Wi-Fi, and a private deck with a gas grill and fire pit.

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

Sunset Cove Retreat - Massachusetts
No reviews

Sunset Cove Retreat

house, Wareham
Holiday house rental. Your accommodation will be based in Wareham.
Facilities and services include a barbecue, air conditioning and a fridge. This house also has a terrace!
Codys Place  Heated Pool  Boston  Logan  Beaches  Free Parking - Massachusetts
9.9 385 reviews

Codys Place Heated Pool Boston Logan Beaches Free Parking

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.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Massachusetts
9.6 40 reviews

Norwood Luxe Suite- Pet Friendly & Commuter Friendly

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.
Family Friendly South End Suite - Massachusetts
No reviews

Family Friendly South End Suite

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.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Stylish Apartment In Malden. 20 Min From Boston - Massachusetts
9.0 156 reviews

Stylish Apartment In Malden. 20 Min From Boston

apartment, Malden
This Malden flat is located just 4.7 km from Cambridge College, 6.1 km from Inman Square, and 6.7 km from the Peabody Museum, offering easy access to local attractions and a peaceful setting away from the hustle and bustle of Boston. The flat has received excellent ratings for cleanliness, location, and overall experience, making it a great choice for travellers seeking a comfortable and convenient stay.
The flat has one bedroom and one bathroom, providing a comfortable space for a single traveller or a couple. Amenities include air conditioning, a fully equipped kitchen with a fridge, microwave, and dishwasher, and free parking, ensuring a comfortable and convenient stay.
2ndfl 1-bedroom In-law Apartment, Full Kitchen & Bathroom, Private Entry - Massachusetts
No reviews

2ndfl 1-bedroom In-law Apartment, Full Kitchen & Bathroom, Private Entry

apartment, Waltham
This 1-bedroom flat in Waltham's Piety Corner district offers convenient access to major roads and is a 2-minute walk to public transport, with the Berklee College of Music and Boston Museum of Fine Arts within easy reach.
This self-contained apartment accommodates up to three guests with a queen bed and a sofa bed, featuring a full kitchen, air conditioning, and Wi-Fi, providing a comfortable base for exploring local attractions like Fenway Park.
Cottage By The Castle Downtown Spencer - Massachusetts
10 3 reviews

Cottage By The Castle Downtown Spencer

house, Spencer
This cottage in Downtown Spencer offers convenient access to attractions, being just 19 kilometres from the DCU Centre Arena & Convention Centre and Old Sturbridge Village.
The property provides complimentary WiFi, air conditioning, a fully equipped kitchen, and a terrace, with free private parking for up to seven guests.
Historic Huntington Home - Walk To Westfield River - Massachusetts
8.5 47 reviews

Historic Huntington Home - Walk To Westfield River

house, Huntington
This charming house is situated in Huntington, a short distance from the Westfield River and within easy reach of attractions like The Big E, Eastern States Expo Center, and Cranwell Spa & Golf Club. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house offers three bedrooms and two bathrooms, accommodating up to six guests comfortably within its 279 square metres of floor space. Guests can enjoy a well-equipped kitchen, a private patio with river views, a garden, free Wi-Fi, and parking.
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