Vacation rentals in Massachusetts

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Massachusetts vacation rentals
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Best Vacation rentals and Airbnb offers in Massachusetts

Best family friendly Massachusetts vacation rentals

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

Serene Retreat With Cove Views - Massachusetts
No reviews

Serene Retreat With Cove Views

cottage, Eastham
This Eastham cottage is located directly on Town Cove with private dock access, offering waterfront views and is a short drive to Cape Cod National Seashore, bay and ocean beaches, and scenic bike trails.
This dog-friendly rental accommodates two guests in one bedroom and one bathroom, featuring a full kitchen, air conditioning, internet, parking, and includes complimentary linens and $750 worth of daily free tickets through the Xplorie partnership.
Vineyard Haven Guest House - A/c, Walk To Town - Massachusetts
9.9 136 reviews

Vineyard Haven Guest House - A/c, Walk To Town

apartment, Tisbury
This family-friendly vacation rental is located in Vineyard Haven, just a 15-minute walk from the Vineyard Playhouse, Lake Tashmoo, and the ferry terminal. The home has received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom, 1-bathroom home comfortably accommodates up to 4 guests and has a total floor area of 1150 square feet. The house offers a range of amenities, including a fully equipped kitchen, a private terrace, a garden, a spa, a tennis court, and parking.
Thomas Sea Suites At Harbourtown - Massachusetts
9.5 600 reviews

Thomas Sea Suites At Harbourtown

apartment, Plymouth
Thomas Sea Suites at Harbourtown is located in Plymouth, Massachusetts, just a short drive from Plimoth Plantation and Heritage Museums & Gardens, offering easy access to historical landmarks and attractions. The property consistently receives excellent ratings for cleanliness, location, and overall experience.
Each apartment features a well-equipped kitchen with modern appliances, a comfortable living area, and a private bathroom with all the necessary amenities. Enjoy a relaxing stay with access to free Wi-Fi, parking, and a terrace or balcony.
Stylish 1br In Assembly Square | Pool, Gym & Views - Massachusetts
9.6 56 reviews

Stylish 1br In Assembly Square | Pool, Gym & Views

apartment, Somerville
This studio apartment is situated in Assembly Square, Somerville, providing direct access to Downtown Boston, just 5 miles away.
This family-friendly unit accommodates up to 4 guests and features a full kitchen, air conditioning, a swimming pool, a garden, a fitness center, and in-home laundry.

Top cities

Best pet friendly Massachusetts vacation rentals

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

Garden Level One Bedroom Apartment - Massachusetts
8.4 26 reviews

Garden Level One Bedroom Apartment

apartment, Brockton
This Brockton garden apartment, located approximately 18 miles from Boston attractions like the Boston Convention and Exhibition Center and the Boston Tea Party Ships & Museum, offers convenient access to major tourist sites.
This 5,380-square-foot rental boasts one bathroom, sleeps three guests, and includes free private parking, in-unit laundry, Wi-Fi, a fully equipped kitchen with microwave and refrigerator, and air conditioning.
Private Sandy Beach - Ocean View 4 Bedrooms - Massachusetts
9.0 114 reviews

Private Sandy Beach - Ocean View 4 Bedrooms

apartment, Plymouth
This Plymouth vacation home offers private deeded sandy beach access and is conveniently located near both Plymouth and Cape Cod, bypassing bridge traffic.
The four-bedroom, two-bathroom house sleeps ten, features a fully equipped kitchen with dishwasher, a garden, parking, and excellent guest reviews; enjoy the deck (max 8 people) and proximity to Plymouth's historical attractions and Cape Cod's beaches.
Big Farmhouse In The Foothills Of The Berkshires - Massachusetts
10 150 reviews

Big Farmhouse In The Foothills Of The Berkshires

apartment, Russell
This smoke-free Russell, Massachusetts vacation home is located within six miles of the Westfield River, Tekoa Park, and Westfield State University, offering easy access to local attractions.
This 1600-square-foot house features four bedrooms, two bathrooms, and accommodates up to eight guests, complete with a fully equipped kitchen, patio, fireplace, DVD player, and barbecue grills.
Lux Apartment W/ Rooftop Views & Fitness Center - Massachusetts
No reviews

Lux Apartment W/ Rooftop Views & Fitness Center

apartment, Boston
This Fenway apartment rental is steps from Fenway Park and the Back Bay Fens, offering easy access to the Museum of Fine Arts and Isabella Stewart Gardner Museum.
The 690-square-foot unit features one bedroom, one bathroom, and accommodates three guests, boasting stainless steel appliances, quartz countertops, and building amenities including a fitness center, yoga studio, and rooftop terrace.

Frequently Asked Questions about vacation rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    Massachusetts boasts a ton of iconic sights! For history buffs, there's Plymouth, the site of the Pilgrims' landing, and Boston, with its Freedom Trail showcasing historical landmarks like Faneuil Hall and Paul Revere's House. Then there's Salem, infamous for the witch trials, and the charming coastal towns of Cape Cod and the Islands.
  • 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.

  • What types of vacation rentals are available in Massachusetts?

    If you are planning to visit Massachusetts you need to look for the right accommodations to help you get the right stay. When you are on holiday you need to look for vacation rentals which would provide you with the right experiences. Vacation rentals are available in different types including apartments, lofts, condos, townhouses and even entire homes and cottages. Hence, you need to decide what's best based on your preferences and needs. These apartments and condos are furnished with all modern kitchen and bathroom facilities and amenities offering you the right comfort and convenience.
  • Are there unique natural phenomena in Massachusetts?

    Absolutely! The state has beautiful beaches, dramatic cliffs along the coast, and the stunning Berkshires mountains offering hiking and scenic views. You can also explore the diverse ecosystems of the state's many forests and wetlands. Specific examples include the dramatic coastline of the Outer Cape and the unique glacial landscapes of the Berkshires.
  • What are the most popular Airbnbs in Massachusetts?

  • What are the unmissable activities to do in Massachusetts?

    1. Explore the Cape Cod National Seashore - If you are heading to Massachusetts with your partner you can head to Cape Cod National Seashore where you can explore the stunning beaches and park areas of this national park. This is a great way to enjoy a good romantic weekend.

    2. Explore Halibut Point State Park - When you are looking for adventure and activities you can head to Halibut Point State Park where you can do hiking and biking and even camp and make the most of your trip.

    3. Visit Old Sturbridge Village - If you are interested in the history of the state you can visit the Old Sturbridge Village which recreates the life of New Englanders from the 1790s to the 1830s. This is the biggest outdoor history museum in the entire Northeast where you can explore 200 acres of land.
  • What essentials should you bring along for a trip to Massachusetts?

    Pack comfortable walking shoes – you'll be doing a lot of exploring! Layers are key, as the weather can be unpredictable. Don't forget sunscreen, a hat, and rain gear, especially if you're visiting during the shoulder seasons. A reusable water bottle is also a must.
  • What are the best vacation rentals with a pool in Massachusetts?

    Captain Gosnold Village, The Cozy Carriage House - A+ Location - Luxking and Berkshire Mountain Lodge are the best vacation rentals with a pool in Massachusetts.

  • Where is the best place to stay in Massachusetts?

    When you are visiting Massachusetts for the first time you would want to choose Boston as your place to stay. This is because Boston can provide you with the best hotels and rental apartments and condos you can find. Being the largest and the capital city of the state you can ensure that you can find plenty of options to move around. Boston, itself has plenty of local attractions which you can cover. However, it is well connected to other cities and towns which makes it an ideal location to stay when you are in Massachusetts with limited knowledge about how to move around.
  • What famous events or festivals are happening in Massachusetts?

    Massachusetts hosts many events throughout the year. The Boston Marathon is a world-famous event held annually in April. The Salem Haunted Happenings in October is a popular attraction. Many smaller towns and cities have their own unique festivals and celebrations throughout the year, often tied to local harvests or historical events.
  • What are the best rentals for families and kids in Massachusetts?

  • What are popular theme parks in Massachusetts?

    1. Six Flags New England - When you are in Massachusetts you want to ensure that you experience Six Flags New England which is the largest theme park in the state. Also, with tons of thrilling and heart-pumping rides, you can have a great time here even with kids.

    2. Edaville Family Theme Park - If you are looking for family-friendly fun and adventurous day you can head to Edaville Family Theme Park. This is where you can enjoy bumper boats, carousels, roller coasters and even heritage railroad experiences.

    3. Boundless Adventure Zipline and Aerial Park - If you are looking for some zip line adventures you can head to Boundless Adventure Zipline and Aerial Park where you can test your aerial skills and stamina.
  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Massachusetts?

    A daily budget will vary greatly depending on your travel style. For a budget traveler, you might plan for $100-$150 per day, covering budget-friendly accommodations, local eateries, public transportation, and some free activities. Mid-range travelers might budget $200-$300 per day, and luxury travelers could easily spend $500 or more.
  • What are the best rentals or Airbnbs with a jacuzzi in Massachusetts?

  • What are the best events in Massachusetts?

    1. Boston Harborfest - If you are in Massachusetts for the Fourth of July celebrations you can head to Boston for the Boston Harborfest which is one of the largest celebrations. With plenty of family-friendly activities, live entertainment, boat tours and food, drinks and music you can make the most of the event.

    2. Memorial Day Weekend Festival - Memorial Day events are plenty but when you are in Massachusetts you can head to West Tisbury for the Memorial Day Weekend Festival which will provide you with plenty of fun, food, music and live entertainment.

    3. Boston Book Festival - Book lovers can rejoice and make the most of this annual event where you can celebrate the power of words. This event brings together some of the popular authors and speakers and gets more than 30,000 visitors.
  • Where can you find the best restaurants serving local dishes in Massachusetts, and what are the must-try specialties?

    You'll find fantastic seafood throughout the coastal areas – clam chowder, lobster rolls, and fresh fish are staples. Inland, try New England-style pot roast or baked beans. Specific restaurants vary by region, but many towns have farm-to-table establishments featuring locally sourced ingredients. Look for restaurants in Boston's North End for classic Italian-American fare.
  • 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, known for their art museums and scenic beauty. The Plimoth Patuxet Museums offer a more immersive experience than Plymouth Rock alone. The Mount Greylock State Reservation, home to the highest point in Massachusetts, provides stunning views and hiking trails.
  • 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 sporting event, like a Red Sox game in Boston, offers a fun way to experience the local culture. Exploring smaller towns and engaging with shopkeepers and residents in casual conversation can also provide a glimpse into the local way of life.
  • What unique natural landscapes and terrain features can travelers explore in Massachusetts?

    Massachusetts offers diverse landscapes. The Cape Cod National Seashore boasts pristine beaches and dramatic dunes. The Berkshires provide rolling hills, forests, and mountains perfect for hiking and outdoor recreation. The coastline offers everything from rocky shores to sandy beaches, and the islands off the coast provide unique ecosystems to explore.
  • How many days are ideal for visiting Massachusetts, and what are some itinerary suggestions?

    A week is a good starting point to explore the major attractions. You could spend a few days in Boston, a couple of days on Cape Cod, and perhaps a day or two in the Berkshires. A longer trip of 10-14 days would allow for a more leisurely pace and exploration of the state's smaller towns and islands.
  • How is the weather in Massachusetts during high season?

    Massachusetts' high season (summer) typically sees warm temperatures, often in the 70s and 80s Fahrenheit (20s and 30s Celsius). However, it can be quite humid, and occasional thunderstorms are possible. The weather can vary significantly between the coast and inland areas.

Nearby regions

Best Massachusetts vacation rentals with a pool

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

Luxe Everett 2br2ba W/ Pool, Gym & Parking - Massachusetts
9.0 7 reviews

Luxe Everett 2br2ba W/ Pool, Gym & Parking

apartment, Everett
This Everett rental is centrally located, offering a 5-minute drive to TD Garden and a 7-minute drive to the New England Aquarium, with Chelsea Station a 14-minute walk away for regional travel.
This 900-square-foot unit accommodates up to 5 guests with 6 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, Wi-Fi, a swimming pool, garden with barbecue, and on-site billiards.
Cape Cod Falmouth Getaway, Great Harbors, Pool, Close To Beaches, Very Clean!! - Massachusetts
10 42 reviews

Cape Cod Falmouth Getaway, Great Harbors, Pool, Close To Beaches, Very Clean!!

apartment, Falmouth
This family-friendly vacation home in East Falmouth, just 2 miles from Cape Cod Beaches and Menauhant Beach, is an excellent choice for travelers visiting Falmouth. It has received an excellent user rating.
The house has 3 bedrooms, 2 bathrooms, and a floor area of 1400 square feet. It can accommodate up to 8 guests. Amenities include an outdoor pool, garden, barbecue grills, and free WiFi. It also features a fully equipped kitchen, a patio, and a smoke-free environment.
Spacious 5-bedroom With Salt Water In Ground Pool Surrounded By Coastal Beaches - Massachusetts
No reviews

Spacious 5-bedroom With Salt Water In Ground Pool Surrounded By Coastal Beaches

apartment, Sandwich
This 5-bedroom house in Sandwich offers convenient access to Cape Cod Beaches and Old Silver Beach, with Hyannis Harbor a short drive away.
This spacious 3700 square foot home accommodates up to 12 guests and features 5 bedrooms, 3 bathrooms, air conditioning, a private swimming pool, a garden, and parking.
Luxury Apt Downtown - Massachusetts
No reviews

Luxury Apt Downtown

apartment, Boston
This luxury Boston apartment is steps from North Station and a one-minute walk from TD Garden, placing you in the heart of the city's downtown, near historical sites like the Old North Church and Beacon Hill.
The 590-square-foot unit features one bedroom, one bathroom, accommodates five guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, a swimming pool, and a fitness center.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Peaceful And Cozy Apartment In Great Location - Massachusetts
8.0 1 review

Peaceful And Cozy Apartment In Great Location

apartment, Somerville
This Somerville apartment is located 1.2 miles from Inman Square and a 13-minute walk from Cambridge College, with Logan Airport 4.3 miles away.
This one-bedroom, one-bathroom rental accommodates up to 13 guests and features a kitchen with a fridge and dishwasher, air conditioning, a private balcony, and WiFi.
Estuary View! Couples Haven 2 Mi To Monument Beach - Massachusetts
9.9 112 reviews

Estuary View! Couples Haven 2 Mi To Monument Beach

apartment, Bourne
This Bourne apartment is located just 1.8 miles from Monument Beach and within a short drive of other attractions like Heritage Museums & Gardens and Sandwich Glass Museum, making it a convenient base for exploring the area. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 1,000 square feet of space with one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Stylish 2 Bedroom Retreat Close To City Center - Massachusetts
10 4 reviews

Stylish 2 Bedroom Retreat Close To City Center

apartment, Wareham
This Buzzards Bay condo offers direct access to the Cape Cod Canal and proximity to prime sailing routes, placing you in a world-renowned sailing destination with maritime history.
This 2-bedroom, 1-bathroom apartment accommodates up to 5 guests and features air conditioning, internet, and a full kitchen, with parking available and pets welcome for your seaside adventure.
"Barefeet Retreat" ~ A Family House In Bourne With A Lovely Water View - Massachusetts
10 30 reviews

"Barefeet Retreat" ~ A Family House In Bourne With A Lovely Water View

apartment, Bourne
This Bourne vacation home, a three-minute walk from the beach, offers stunning water views and proximity to attractions like the Atlantic Country Club and Scusset Beach State Reservation.
This 3,000-square-foot house features four bedrooms, five bathrooms, sleeps eight guests, and includes amenities such as a dishwasher, air conditioning, and a private garden with parking.
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