Holiday Rentals in Massachusetts

61432 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Massachusetts holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Cozy 2 Bdrm Sleeps 5. Walk To Electric Av Beach, Main St, Canal, Mass Maritime. - Massachusetts
10 30 reviews

Cozy 2 Bdrm Sleeps 5. Walk To Electric Av Beach, Main St, Canal, Mass Maritime.

apartment, Bourne
This Bourne holiday home, near Buzzards Bay, is less than 1.6km from Cape Cod beaches and the Cape Cod Canal, and within 3km of the National Marine Life Center, Lyman Reserve, and Massachusetts Maritime Academy.
This 74 square metre property sleeps five, offering two bedrooms, one bathroom, a fully equipped kitchen, a swimming pool, a spa, and free Wi-Fi; enjoy on-site water park fun and barbecue facilities in the garden.
3 Bedroom 1.5 Bath Home Minutes From Boston!! Beautifully Decorated And Cozy. - Massachusetts
9.9 48 reviews

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

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.
Immaculate Coastal Retreat! - Massachusetts
10 82 reviews

Immaculate Coastal Retreat!

apartment, Tisbury
This Tisbury house enjoys a central Vineyard Haven location, within a 2.4km walk of the Vineyard Playhouse, Lake Tashmoo, and Vineyard Haven Terminal, and under 1.6km from the Martha's Vineyard Chamber of Commerce and Martha's Vineyard Film Center.
The two-bedroom, two-bathroom property sleeps four guests and offers amenities including a fully equipped kitchen, Wi-Fi, parking, and a garden; pets are welcome.
Beautiful Beach House With Guest House On White Horse Beach Stunning Ocean Views - Massachusetts
9.8 61 reviews

Beautiful Beach House With Guest House On White Horse Beach Stunning Ocean Views

apartment, Plymouth
This spacious apartment is situated directly across the street from White Horse Beach in Plymouth, offering easy access to the sand and ocean. It has received excellent ratings for location, cleanliness, and overall user experience.
The accommodation has 4 bedrooms and can comfortably sleep up to 10 guests, with a total floor area of 167 square metres. The property includes a main house with a wrap-around porch, a guest house with a porch, an outside shower, a fenced-in yard, and ample parking for up to 8 vehicles.

Top cities

Best pet friendly Massachusetts holiday rentals

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

3 Mi To Main St & Beach: Coastal Cape Cod Escape! - Massachusetts
No reviews

3 Mi To Main St & Beach: Coastal Cape Cod Escape!

apartment, Wareham
This Wareham flat is ideally situated near Onset Beach (4.8km), Swift's Beach (6.4km), Myles Standish State Forest (12.9km), and Water Wizz of Cape Cod (3.2km), offering easy access to various attractions.
The 42 square metre self-catering apartment sleeps four, features a kitchenette with fridge and microwave, two Smart TVs, free Wi-Fi, air conditioning, parking, and a shared gas grill and picnic table.
Walk To Town From This Cozy Home All To Yourself - Massachusetts
9.9 22 reviews

Walk To Town From This Cozy Home All To Yourself

apartment, Northampton
This renovated 1890s farmhouse, a 10-minute walk (approx. 1.6km) from Northampton town centre, Smith College, and Northampton railway station (with direct trains to/from New York City), offers a pet-friendly apartment rental.
The two-bedroom, two-bathroom property sleeps five guests and includes a fully equipped kitchen with dishwasher, air conditioning, a jacuzzi, garden, parking, and EV charging; Google Home is also available.
Great Summer Weeks Available! - Massachusetts
10 127 reviews

Great Summer Weeks Available!

apartment, Mashpee
This family-friendly holiday home in Mashpee is located just a short distance from the sea, within 2 miles of Mashpee Commons and the Cape Cod Children's Museum, offering a peaceful and convenient base for exploring the area. The property has received excellent ratings from previous guests, highlighting its comfortable and well-equipped nature.
The three-bedroom property spans 130 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, a terrace, a garden, and a spa, perfect for relaxing after a day spent exploring the local attractions and enjoying the beautiful beaches.
Egypt Beach Cottage - Massachusetts
9.8 13 reviews

Egypt Beach Cottage

apartment, Scituate
This Scituate apartment is located a 7-minute walk from Egypt Beach, 2.4 kilometres from the shops and restaurants of downtown Scituate, and 3.2 kilometres from Scituate Lighthouse.
This pet-friendly accommodation sleeps up to five guests in two bedrooms, featuring a California King bed, a Queen bed, a jack-and-jill bathroom, a well-equipped kitchen, air conditioning, two fireplaces, and an outdoor deck with a grill and dining area.

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. Outside of Boston, Plymouth's Plimoth Patuxet Museums offer a glimpse into early colonial life. Salem's maritime history and connection to the Salem Witch Trials are captivating, with sites like the Salem Witch Museum and the Witch History Museum. For a different perspective, consider the John F. Kennedy Presidential Library and Museum in Boston.
  • What are the best Airbnb and holiday rentals in Massachusetts?

    Near Boston Historic Two-bedroom With Modern Amenities, Luxurious Renovated House and Your Home For The Holidays 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 geysers, its natural beauty is undeniable. The coastline offers stunning views and diverse ecosystems, from the rocky shores of Cape Cod to the sandy beaches of Nantucket and Martha's Vineyard. The Berkshires region provides opportunities for hiking and exploring stunning forests and mountains. The changing colours of autumn foliage are a significant draw for many visitors.
  • What are the most popular Airbnbs in Massachusetts?

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

    Packing for Massachusetts depends on the time of year. Comfortable walking shoes are a must, as exploring many historical sites and towns involves a lot of walking. Layers are crucial, as the weather can be unpredictable, especially near the coast. In the colder months, pack warm clothing, including a waterproof jacket. Sunscreen and insect repellent are recommended, regardless of the season. Don't forget a reusable water bottle to stay hydrated.
  • What 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 event held annually in April. The Boston Harborfest, a multi-day celebration of Boston's history and maritime heritage, typically takes place in early July. Many towns and cities have their own local festivals and events, often celebrating local produce or cultural traditions. Check local listings closer to your travel dates for specific events.
  • What are the best rentals for families and kids in Massachusetts?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Massachusetts?

    A daily budget in Massachusetts can vary greatly depending on your travel style. Accommodation can range from budget-friendly hostels to luxurious hotels. Food costs can be managed by eating at local eateries or preparing some meals yourself. Public transport is available in Boston and some other cities, but car hire might be necessary for exploring the wider state. A reasonable daily budget could range from £100 to £300 per person, but this is just an estimate.
  • What are the best rentals or Airbnbs with a jacuzzi in Massachusetts?

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

    Massachusetts has a diverse culinary scene. In Boston, you'll find numerous restaurants serving fresh seafood, a regional specialty. Look for clam chowder, lobster rolls, and Boston baked beans. Many restaurants across the state showcase locally sourced ingredients and New England-style cuisine. Exploring different neighbourhoods will reveal hidden gems and local favourites. The North End in Boston is known for its Italian-American restaurants.
  • What are some less-famous attractions in Massachusetts that are worth a visit?

    Beyond the well-known sites, Massachusetts offers many hidden gems. The charming towns of the Berkshires, such as Lenox and Stockbridge, offer beautiful scenery and cultural attractions. The Plimoth Patuxet Museums, while popular, often get overlooked for their depth and detail. Exploring the islands of Martha's Vineyard and Nantucket provides a unique experience beyond the typical tourist trail. The Mount Greylock State Reservation offers stunning views from the highest point in Massachusetts.
  • 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 residents and sample regional produce. Attending smaller, local festivals and events offers a chance to experience community spirit. Exploring different neighbourhoods beyond the main tourist areas provides a more authentic feel. Striking up conversations with people in local shops or cafes can be a rewarding way to learn about the local culture. Consider taking a guided walking tour focusing on specific neighbourhoods or historical aspects.
  • What unique natural landscapes and terrain features can travellers explore in Massachusetts?

    Massachusetts offers a diverse range of landscapes. The coastline, with its rocky cliffs, sandy beaches, and estuaries, is a significant feature. The Berkshires region provides opportunities for hiking and exploring mountainous terrain. Cape Cod's unique geography, formed by glacial activity, is fascinating. The state's many forests and wetlands offer diverse ecosystems for exploration. Consider visiting the Cape Cod National Seashore or the Berkshire Scenic Railway Museum for unique experiences.
  • How many days are ideal for a trip to Massachusetts, and what are some itinerary suggestions?

    The ideal length of a trip to Massachusetts depends on your interests. A long weekend could focus on Boston and its surrounding areas. A week would allow for exploring Boston thoroughly and venturing to other regions like Cape Cod or the Berkshires. Two weeks would offer ample time for a more comprehensive exploration of the state. Possible itineraries could focus on historical sites, coastal exploration, or outdoor activities in the Berkshires, depending on your preferences.

Nearby regions

Best Massachusetts holiday rentals with a pool

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

South End Escape Your Family's Dream Getaway - Massachusetts
No reviews

South End Escape Your Family's Dream Getaway

apartment, Boston
This South End flat is a 16-minute walk from Boston South Station and 1.1 kilometres from Back Bay, placing you close to attractions such as the Freedom Trail and Boston Common.
This 111 square metre residence offers three bedrooms, two bathrooms, a fireplace, and a water park, with on-site amenities including a fitness centre and swimming pool, and allows pets.
Pool Villas- 2 Bedrooms, 2 Baths, Sleeps 4, Heated Pool, Gas Fireplace, Grill - Massachusetts
9.6 44 reviews

Pool Villas- 2 Bedrooms, 2 Baths, Sleeps 4, Heated Pool, Gas Fireplace, Grill

apartment, Mashpee
This Mashpee condo, situated in the Mews Village community, is less than 1.6km from South Cape Beach State Park and South Cape Beach, and 4km from Popponesset Beach.
The 131-square-metre self-catering property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a private patio, swimming pool, spa, and free Wi-Fi.
Pool, Large 4+ Bedroom, Lots Of Room With Private Yard - Massachusetts
9.6 24 reviews

Pool, Large 4+ Bedroom, Lots Of Room With Private Yard

apartment, Sandwich
This family-friendly house is located in Sandwich, within 3 km of Shawme-Crowell State Forest, Hoxie House, and Heritage Museums and Gardens. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has 4 bedrooms and 4 bathrooms, comfortably accommodating up to 10 guests. Amenities include a private pool, a spa tub, a game room, a garden, barbecue grills, and a tennis court.
Curated Designer Retreat  Pool  Gym  Dining - Massachusetts
9.9 107 reviews

Curated Designer Retreat Pool Gym Dining

apartment, Everett
This modern two-bedroom, two-bathroom flat in Everett offers easy access to Encore Boston Harbor and Assembly Row, with major motorways nearby for travel across Greater Boston.
Guests can enjoy a seasonal courtyard swimming pool (June-September), a 24/7 fitness centre, resident lounges, and co-working spaces, with an indoor pet wash station and a creative maker space also available.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Lakeaccess 4 Bed 3 Full Bath Hot Tub - Massachusetts
8.8 5 reviews

Lakeaccess 4 Bed 3 Full Bath Hot Tub

house, Billerica
This recently renovated villa is situated in Billerica, just 18 kilometres from Minute Man National Historical Park and 24 kilometres from Harvard Square, offering a convenient base for exploring the region. The property consistently receives excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
This spacious five-bedroom villa, spanning 279 square metres, comfortably accommodates up to ten guests. The property offers a range of amenities and features, including a fully equipped kitchen, hot tub, private parking, free Wi-Fi, laundry service, and bicycle parking, making it an ideal choice for families or groups seeking a relaxing and convenient getaway.
Lake Access & Pools: Sun-soaked Westford Cottage! - Massachusetts
No reviews

Lake Access & Pools: Sun-soaked Westford Cottage!

house, Westford
This Westford cottage, located approximately 35 kilometres from Minute Man National Historical Park and 47 kilometres from both the Brattle Theatre and the Mall of New Hampshire, offers convenient access to local attractions.
This 74 square metre property sleeps seven guests and boasts two bedrooms, two bathrooms, a private swimming pool and hot tub, a fully equipped kitchen, free Wi-Fi, and a fitness centre, ensuring a comfortable and enjoyable stay.
Cozy Two Bedroom Cottage  With Lake Access - Massachusetts
9.6 69 reviews

Cozy Two Bedroom Cottage With Lake Access

apartment, Holland
This delightful Holland lakeside retreat, situated a short distance from a boat ramp with direct lake access, offers stunning lake views and sunsets.
The two-bedroom, one-bathroom holiday home sleeps four, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, and excellent guest reviews; kayaking and swimming are readily available.
Clear Pond Getaway - Massachusetts
9.3 173 reviews

Clear Pond Getaway

apartment, Plymouth
Clear Pond Getaway is a beachfront flat located in Plymouth, just 6.1 miles from Plimoth Plantation and 22 miles from Heritage Museums & Gardens, making it a great base for exploring the area. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This self-catering property features a fully equipped kitchen, a private terrace, and access to a swimming pool and garden. Guests can enjoy a range of activities on-site, including snorkeling, cycling, and fishing, as well as relax by the outdoor fireplace.
©2026 cozycozy.com