Holiday Rentals in Massachusetts

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Massachusetts holiday rentals
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Best Holiday rentals and Airbnb offers in Massachusetts

Best family friendly Massachusetts holiday rentals

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

Beautifully Renovated First-floor Apartment Getaway - Massachusetts
9.2 5 reviews

Beautifully Renovated First-floor Apartment Getaway

apartment, Springfield
This charming four-bedroom apartment is situated in Springfield, just 1.5 kilometres from Forest Park and a 6-minute drive from the Naismith Memorial Basketball Hall of Fame, making it a convenient base for exploring the city.
The apartment can comfortably accommodate up to eight guests and features a fully equipped kitchen, air conditioning, a Jacuzzi, and a barbecue for outdoor dining. The apartment also has a washer and dryer, free Wi-Fi, and on-site parking.
Warham Beach House - Massachusetts
8.9 8 reviews

Warham Beach House

house, Wareham
Wareham Beach House enjoys direct beach access in Wareham, Massachusetts, and is within 32 kilometres of attractions including Plimoth Patuxet Museums, the New Bedford Whaling Museum, Sandwich Glass Museum, and Heritage Museums & Gardens.
This 167 square metre property sleeps up to 19 guests in one bedroom and one bathroom, boasting a fully equipped kitchen, terrace with sea views, private beach access, free Wi-Fi, parking, and a fireplace.
Barefoot 50!! - Massachusetts
9.0 2 reviews

Barefoot 50!!

house, Marshfield
This beachfront residence in Marshfield offers direct access to Duxbury Beach, located approximately 24 kilometres from Plimoth Plantation.
This spacious dwelling, spanning 2400 square metres, accommodates up to 15 guests with one bedroom and three bathrooms, featuring a fully equipped kitchen, air conditioning, a fitness room, and barbecue facilities, with free WiFi and private parking available.
Onset Beach, Cape Code.private Waterfront  Cottage - Massachusetts
9.6 209 reviews

Onset Beach, Cape Code.private Waterfront Cottage

apartment, Wareham
This charming waterfront cottage is located in Wareham, just a short drive from Tobey Hospital, Swifts Beach, Water Wizz, and Lyman Reserve, offering easy access to attractions and activities. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage provides comfortable accommodation for up to four guests, with a spacious 74 square meters of living space. Enjoy a range of amenities including a private pool, a terrace, a garden, and free Wi-Fi, perfect for relaxing and enjoying the beautiful surroundings.

Top cities

Best pet friendly Massachusetts holiday rentals

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

Central Boston 2br Retreat Near Harvard & Transit - Massachusetts
No reviews

Central Boston 2br Retreat Near Harvard & Transit

apartment, Boston
This Central Boston flat is located 1.4 kilometres from Harvard Square and 1.4 kilometres from Harvard University, offering convenient access to Cambridge's academic centres.
This 76 square metre flat accommodates up to 9 guests, featuring 2 bedrooms, 1 bathroom, a fully equipped kitchen with a dishwasher and microwave, air conditioning, and access to a communal garden and fitness centre.
웃️유 Private Studio - Safe Gorgeous Hideout - Massachusetts
9.6 572 reviews

웃️유 Private Studio - Safe Gorgeous Hideout

apartment, Dudley
This Dudley studio apartment is conveniently located near Harrington Healthcare hospital, approximately 6.4km away.
The self-catering unit, sleeping up to four guests, offers a fully equipped kitchen, private bathroom, high-speed Wi-Fi, and summer access to a shared pool, barbecue, and garden, plus free on-street parking.
Gorgeous Huge Duplex 3 Baths Sleeps 6  Parking - Massachusetts
9.5 416 reviews

Gorgeous Huge Duplex 3 Baths Sleeps 6 Parking

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.
Right Near Convention Center And Train Station - Massachusetts
9.8 197 reviews

Right Near Convention Center And Train Station

apartment, Boston
This South Boston flat is situated a short distance from the Boston Convention and Exhibition Centre, next to Broadway Red Line station, offering easy access to Logan International Airport and the Seaport District.
The two-bedroom, one-bathroom property sleeps seven guests, boasting a newly renovated kitchen with stainless steel appliances, in-unit laundry, and a living room with a sofa bed and 55" smart TV; nearby attractions include the Boston Convention and Exhibition Centre and the Seaport District.

Frequently asked questions about holiday rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    For must-see sights in Massachusetts, you've got plenty of options! In Boston, you absolutely have to visit the Freedom Trail, a 4-kilometre-long path that takes you past 16 historical landmarks like the Boston Common, Paul Revere's House, and the Old North Church. Then there's Plymouth, with Plymouth Rock and Plimoth Patuxet Museums, offering a glimpse into the early days of the colony. Further afield, Salem's Witch Museum and historical sites are fascinating, and the Berkshires offer stunning natural beauty and cultural attractions like Tanglewood.
  • What are the best Airbnb and vacation 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 vacation rentals in Massachusetts among travelers.

  • Are there unique natural phenomena in Massachusetts?

    Massachusetts boasts some interesting natural features. The dramatic cliffs and coastline of the North Shore are a highlight, particularly around Gloucester and Rockport. The Berkshires offer stunning mountain scenery, perfect for hiking and exploring. While not a unique phenomenon globally, the autumn foliage in the state is spectacular and draws many visitors.
  • 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! Massachusetts can experience varied conditions, even within a single day. Comfortable walking shoes are a must, as you'll likely be doing a lot of exploring on foot. Layers of clothing are essential, including a waterproof jacket. Don't forget sunscreen, a hat, and sunglasses, especially during the summer months. A reusable water bottle is also highly recommended.
  • What are the best vacation rentals with a pool in Massachusetts?

  • What famous events or festivals are happening in Massachusetts?

    The Boston Marathon is a world-famous event held annually in April. In the summer, the Boston Harborfest celebrates the city's maritime history with various events. The state also hosts numerous local town fairs and festivals throughout the year, many celebrating harvests and local traditions. Specific dates vary, so checking local 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?

    For classic New England fare, look for restaurants in Boston's North End for excellent Italian-American food. Seafood is a staple, and you'll find many fantastic restaurants along the coast serving fresh catches. Try clam chowder (a creamy soup with clams), lobster rolls (lobster meat in a toasted bun), and Boston baked beans (slow-cooked beans in molasses). Many restaurants throughout the state offer regional variations on these dishes.
  • 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?

    Consider exploring the charming towns of the Berkshires, like Lenox and Stockbridge, offering beautiful scenery and quaint shops. The Plimoth Patuxet Museums, while known, often get overlooked in favour of Plymouth Rock. The Arnold Arboretum in Boston is a beautiful botanical garden with a vast collection of trees and plants. The Cape Cod National Seashore offers stunning beaches and hiking trails beyond the usual tourist hotspots.
  • 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 a local event or festival can provide insights into community life. Striking up conversations with people in smaller towns and villages can lead to interesting interactions. Exploring local pubs and restaurants offers opportunities to experience the social side of Massachusetts culture.
  • What unique natural landscapes and terrain features can travellers explore in Massachusetts?

    Massachusetts has a diverse landscape. The coastline offers dramatic cliffs, sandy beaches, and rocky inlets. The Berkshires provide mountainous terrain perfect for hiking and exploring. Cape Cod's unique geography, a long, narrow peninsula, provides a distinct coastal experience. The state's many islands, such as Martha's Vineyard and Nantucket, offer unique natural beauty and wildlife.
  • How many days are ideal for a trip to Massachusetts, and what are some itinerary suggestions?

    The ideal length of stay depends on your interests. A long weekend (3-4 days) allows for exploring Boston and its surroundings. A week (7 days) enables a more in-depth exploration of Boston, a day trip to Salem, and perhaps a visit to Cape Cod or the Berkshires. Two weeks or more would allow for a more relaxed pace and exploration of more remote areas.

Nearby regions

Best Massachusetts holiday rentals with a pool

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

Quiet, Upscale Boston Suburb Stay-fast Access To Boston Hub & Hospitals Str25-22 - Massachusetts
10 14 reviews

Quiet, Upscale Boston Suburb Stay-fast Access To Boston Hub & Hospitals Str25-22

apartment, Newton
This charming house is located in Newton, a quiet suburb of Boston, just eight miles from Copley Square and within easy reach of Boston College and Boston University. The property offers a peaceful retreat from the hustle and bustle of the city, while still being close enough to enjoy all that Boston has to offer.
The house has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a swimming pool, fireplace, massage chair, and home theatre seating.
Modern 4-bedroom House With Private Swimming Pool - Massachusetts
9.9 68 reviews

Modern 4-bedroom House With Private Swimming Pool

apartment, Edgartown
This Edgartown holiday home is situated a short walk from Edgartown Public Library, the Vincent House Museum, and the Old Whaling Church, and within 3.2km of Lighthouse Beach and Bend in the Road Beach.
This spacious 232 square metre property boasts four bedrooms sleeping nine, a private pool, jacuzzi, tennis court, and fully equipped kitchen, ideal for families seeking a luxurious seaside getaway.
Luxury Salem 2br Apartment | Pool  Gym  Parking - Massachusetts
8.4 5 reviews

Luxury Salem 2br Apartment | Pool Gym Parking

apartment, Salem
This centrally located Salem flat offers convenient access within 500 meters of downtown attractions, the waterfront, dining, and shopping, with key landmarks like the Peabody Essex Museum and Salem Common a short walk away.
This 111 square meter flat, accommodating up to 5 guests, features 2 bedrooms and 2 bathrooms, complemented by amenities including a seasonal heated outdoor swimming pool, a rooftop terrace with panoramic views, a modern fitness centre, and secure garage parking.
1 Full Bed  Ada/tub - Massachusetts
No reviews

1 Full Bed Ada/tub

apartment, Leominster
This Leominster motel offers a convenient base, located 21 kilometres from Wachusett Mountain Ski Area and 10 kilometres from Fort Devans.
This one-bedroom apartment, suitable for two guests, provides 19 square metres of living space with air conditioning, complimentary Wi-Fi, cable TV, and on-site laundry facilities, alongside access to an outdoor swimming pool.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts holiday rentals with parking

Spacious 4br Stay Ideal For Groups! - Massachusetts
9.2 147 reviews

Spacious 4br Stay Ideal For Groups!

house, Watertown Town
This spacious house is located in Watertown, just 8 km from Boston and Cambridge, and a 3-minute walk from Victory Field Park, offering a peaceful retreat close to city attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house spans 130 square metres and comfortably accommodates up to 6 guests across 3 bedrooms and 1 bathroom. Enjoy a modern kitchen with all the necessary appliances, a dedicated office/sunroom, and a terrace/balcony perfect for relaxing, all within a beautifully renovated, light-filled space.
The Cape Cod Loft | Near Beaches & Canal - Massachusetts
10 25 reviews

The Cape Cod Loft | Near Beaches & Canal

apartment, Bourne
This Bourne apartment, near Cape Cod Bay beaches, is a short drive (approx. 1.3km) from Scusset Beach and the Cape Cod Canal, and within walking distance of a park with tennis, pickleball courts, and a playground.
The self-catering flat offers one bedroom, one bathroom, sleeps three (with an air mattress option), and includes a queen-size bed, 65-inch Smart TV, mini-fridge, Keurig, and Nespresso machine; nearby attractions include the Sandwich Glass Museum and Heritage Museums & Gardens.
Guest Suite, 1 Bedroom, Living Room, Dining Area, Shower, Off Street Parking - Massachusetts
9.6 23 reviews

Guest Suite, 1 Bedroom, Living Room, Dining Area, Shower, Off Street Parking

apartment, Hull
This Hull apartment, situated two blocks from Nantasket Beach and a short walk from local restaurants and shops, offers easy access to the ferry to Boston.
The self-catering flat boasts a queen bed and sofa bed, sleeping up to four guests, and includes amenities such as Wi-Fi, air conditioning, and a private deck overlooking gardens.
Home Away From Home! - Massachusetts
9.9 103 reviews

Home Away From Home!

apartment, New Bedford
This New Bedford house, sleeping eight guests across four bedrooms and two bathrooms, is located in an unspecified area of the city; its precise distance from local attractions such as the Whaling Museum or the New Bedford Harbor is unknown.
The self-catering property boasts a spacious open-plan kitchen-living area, a garden, parking, air conditioning, and excellent guest reviews, making it ideal for family holidays or group getaways.
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