Holiday 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

3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly! - Massachusetts
9.6 53 reviews

3 Bedroom Cottage Just Steps To Private Beach! Pet Friendly!

cottage, Mattapoisett
This charming cottage is located just 1.3 kilometres from Nasketucket Bay State Reservation and within 10 kilometres of Wings & Things and the Haunted House, making it a great base for exploring Mattapoisett. It has consistently received excellent reviews from previous guests.
The cottage has three bedrooms and one bathroom, offering space for up to seven guests across its 111 square metres. It comes with a fully equipped kitchen, a private patio, a garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
The Creation Station Is A Cozy Place So Make Yourself At Home. - Massachusetts
9.9 656 reviews

The Creation Station Is A Cozy Place So Make Yourself At Home.

apartment, Easthampton Town
The Creation Station bungalow is situated in Easthampton, just a short distance from the town's cultural district, offering easy access to breweries, music venues, and art markets. This charming property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The bungalow is a spacious one-room property spanning 149 square metres, offering a bright and airy atmosphere thanks to its numerous windows. Amenities include a swimming pool, jacuzzi, spa, and a garden, with a unique entertainment hub featuring a stage, sound system, and karaoke facilities.
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.
Waterfront New England House On Wickaboag Lake! - Massachusetts
9.8 231 reviews

Waterfront New England House On Wickaboag Lake!

house, West Brookfield
The Waterfront New England House on Wickaboag Lake is situated in West Brookfield, Massachusetts, just 30 kilometres from Worcester Regional Airport and 35 kilometres from the DCU Center Arena & Convention Center, offering a peaceful setting with stunning lake views. This property has received excellent ratings for user experience, location, and cleanliness.
The four-bedroom house spans 232 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a spa bath, a garden, a fitness centre, and a tennis court, making it an ideal choice for families or groups looking for a relaxing and active getaway.

Top cities

Best pet friendly Massachusetts holiday rentals

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

New!! Cape Cod Estate With Access To Private Sandy Beach And Dock! - Massachusetts
10 86 reviews

New!! Cape Cod Estate With Access To Private Sandy Beach And Dock!

apartment, Wareham
This six-bedroom waterfront house in Wareham, Massachusetts, boasts direct access to a private sandy beach on Buzzards Bay and is a short drive from Onset Beach and the Bourne Bridge.
The 408 square metre property offers a spacious layout, accommodating up to twelve guests, and includes a fully equipped kitchen, spa, and access to kayaks and paddleboards; it's ideal for large families or groups.
Quincy Beach Home Next To Boston & T, Free Parking - Massachusetts
10 202 reviews

Quincy Beach Home Next To Boston & T, Free Parking

apartment, Quincy
This three-bedroom apartment in Quincy is ideally located within a 10km radius of attractions such as Granite Links Golf Club, the University of Massachusetts Boston, and the John F. Kennedy Presidential Library and Museum. It has received excellent ratings for location, cleanliness and user experience.
This spacious home is perfect for families or groups of up to six people, and includes a fully equipped kitchen, a private yard, a furnished patio, and a garden with barbecue grills.
Cape Escape  Dog Friendly & Steps To The Sea - Massachusetts
9.6 5 reviews

Cape Escape Dog Friendly & Steps To The Sea

cottage, Sandwich
This Sandwich seaside holiday home is a short walk from The Strand and Cape Cod beaches, and within 5km of the Cape Cod Canal and Scusset Beach State Reservation.
The 59 square metre property sleeps six guests in three bedrooms and one bathroom, and boasts a fully equipped kitchen, swimming pool, on-site parking, and Wi-Fi.
Back-bay 2br Condo W Roof Top, Gym, Parking - Massachusetts
9.6 17 reviews

Back-bay 2br Condo W Roof Top, Gym, Parking

apartment, Boston
This Back Bay apartment in Boston's Bay Village offers easy access to attractions such as Boston Harbour, TD Garden, and Fenway Park, all within a short distance.
The 98 square metre (1,055 square feet) three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, Wi-Fi, and access to a rooftop, gym, and parking; nearby cycling opportunities enhance the stay.

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

Perfect Family Retreat: Pool, Fire Pit - Massachusetts
No reviews

Perfect Family Retreat: Pool, Fire Pit

apartment, Westfield
This historic house in Westfield is situated in a country setting, 21 kilometres from the Five College area and 13 kilometres from Springfield's Basketball Hall of Fame, with easy access to Pioneer Valley attractions and a disc golf course next door.
This 311-square-metre residence accommodates up to eight guests with four bedrooms and two bathrooms, featuring a private garden with an above-ground pool, gas grill, and fire pit, alongside indoor amenities including a sunroom with a Smart TV and a dedicated workspace.
Luxury Apt With Rooftop Terrace And Pool - Massachusetts
10 1 review

Luxury Apt With Rooftop Terrace And Pool

apartment, Waltham
This flat is located in the Piety Corner district of Waltham, offering convenient access to the Charles River, Prospect Hill Park, and is a short commute to downtown Boston, with the Waltham MBTA commuter rail station approximately 1.2 kilometers away for direct travel to the city.
This 99-square-meter apartment accommodates up to five guests, featuring two bedrooms and two bathrooms, with amenities including a microwave, dishwasher, air conditioning, a swimming pool, parking, and a state-of-the-art fitness centre, alongside a pet washing station and a business centre.
The Crawford: Spacious  Elegant  W/d - Massachusetts
9.7 161 reviews

The Crawford: Spacious Elegant W/d

apartment, Boston
This two-bedroom flat is located just 5 kilometres from Boston College and Harvard, offering easy access to public transport and a range of local attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The property sleeps up to seven guests in a comfortable and spacious layout, with two queen beds and a single bed. Guests can enjoy a fully equipped kitchen, a swimming pool, a fitness centre, and a garden, as well as access to a range of shared amenities including a lounge, meeting spaces, and a chapel.
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.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Thomas Sea Suites At Harbourtown - Massachusetts
9.5 601 reviews

Thomas Sea Suites At Harbourtown

apartment, Plymouth
Thomas Sea Suites at Harbourtown is situated near Stephens Field Beach in Plymouth, just a short drive from Plimoth Plantation and Heritage Museums & Gardens. The apartment complex boasts excellent user, location, and cleanliness ratings.
The self-catering accommodation features a fully equipped kitchen with a dishwasher, a private bathroom with a walk-in shower, and a comfortable living area with cable TV. Guests can enjoy free Wi-Fi, on-site parking, and access to a garden, terrace, and air conditioning.
Gorgeous Rare 3br 3ba Duplex  With Free Parking, Rare Gorgeous 3 Bds 3 Baths W/ Parking In Best Loca... - Massachusetts
9.5 416 reviews

Gorgeous Rare 3br 3ba Duplex With Free Parking, Rare Gorgeous 3 Bds 3 Baths W/ Parking In Best Loca...

apartment, Boston
This apartment is located in Boston's Little Italy neighbourhood, just a short walk from Faneuil Hall and Quincy Market, offering a charming Italian-style street with a classic Boston feel. The property has excellent user, location, and cleanliness ratings, making it a great option for travellers.
The apartment is a spacious three-bedroom, three-bathroom duplex with a floor area of 125 square metres and a capacity of six guests. It includes a full-size sleeper sofa, a modern kitchen with granite countertops and stainless steel appliances, parking, high-speed internet, cable TV, central heating and air conditioning, and a washer and dryer.
The Clipper - 1747 Historic Isaac Pierce House 1st Floor - Massachusetts
9.9 82 reviews

The Clipper - 1747 Historic Isaac Pierce House 1st Floor

apartment, Somerset
This two-bedroom flat is situated on the riverbank, just 300 metres from Pierce Beach & Playground and 4 kilometres from Hartley's Pork Pies, offering a tranquil setting close to local attractions. The property consistently receives excellent reviews for its cleanliness, location, and overall experience.
The 130 square metre flat comfortably accommodates up to four guests and features a fully equipped kitchen, a cosy fireplace, a garden, and a tennis court, providing everything you need for a relaxing and enjoyable stay.
New Luxe Downtown Waterfront With Game Room | Free Parking Walkable To Quincy Mkt - Massachusetts
10 2 reviews

New Luxe Downtown Waterfront With Game Room | Free Parking Walkable To Quincy Mkt

apartment, Boston
This family-friendly condominium is located in downtown Boston, a short walk from Faneuil Hall Marketplace and Quincy Market, with public transport easily accessible via the Aquarium and State Street underground stations, situated 457 metres and 549 metres away respectively.
This spacious 279 square metre residence offers three bedrooms, four bathrooms, and accommodates up to fourteen guests, featuring a well-equipped kitchen with a full-sized oven, refrigerator, and dishwasher, alongside in-unit laundry, air conditioning, and on-site parking, with nearby attractions including the New England Aquarium and access to video games and billiards for entertainment.
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