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

Modern 3br/ Close To Encore- Everett #2 - Massachusetts
8.8 46 reviews

Modern 3br/ Close To Encore- Everett #2

apartment, Everett
This modern apartment is located in Everett, just a short distance from the Encore Boston Harbor and Flynn Cruiseport Boston, making it a convenient base for exploring the city. Guests have consistently rated it as "very good" for its central location and amenities.
The 1000 square foot apartment comfortably accommodates up to 8 guests in its 3 bedrooms and 1 bathroom. You'll enjoy a range of amenities including a fully equipped kitchen, a private terrace, and high-speed Wi-Fi, perfect for relaxing after a day of exploring the city.
Kamp Kilowatt On Lake Tashmoo, Vineyard Haven, Ma - Massachusetts
9.5 43 reviews

Kamp Kilowatt On Lake Tashmoo, Vineyard Haven, Ma

apartment, Tisbury
This waterfront house is located on Lake Tashmoo in Tisbury, just one mile from downtown Vineyard Haven, which offers shops, theaters, grocery stores, and the town library. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has four bedrooms and can accommodate up to nine guests. Enjoy private beach access, a peaceful lakefront setting, an outdoor shower, canoe access, a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa.
The Clipper - 1747 Isaac Pierce House 1st Floor - Massachusetts
9.9 80 reviews

The Clipper - 1747 Isaac Pierce House 1st Floor

apartment, Somerset
This Fall River apartment is located just a short walk from Pierce Beach and Playground, offering easy access to the waterfront and a peaceful atmosphere. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment features a spacious 1400 square feet of living space, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, modern amenities like WiFi and a Smart TV, and access to outdoor amenities like a garden and barbecue grills.
Marvelous 2-bedroom Condo In South Boston With Private Parking - Massachusetts
10 2 reviews

Marvelous 2-bedroom Condo In South Boston With Private Parking

apartment, Boston
This recently renovated South Boston condo, near Broadway's shops and restaurants and within walking distance of the Seaport District and the Boston Convention and Exhibition Center (BCEC), offers a convenient location for exploring Boston. This two-bedroom unit sleeps six, features a 75" TV, massage chair, off-street parking, and mechanically adjustable beds with massage options; nearby attractions include Boston Harbor, Faneuil Hall Marketplace, and TD Garden.

Top cities

Best pet friendly Massachusetts vacation rentals

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

Blueground | Back Bay, Gym, Nr Esplanade - Massachusetts
10 2 reviews

Blueground | Back Bay, Gym, Nr Esplanade

apartment, Boston
This Boston apartment is located in the Back Bay neighborhood, just a short walk from popular attractions like Boylston Street, Copley Square, and Copley Place. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The one-bedroom apartment comfortably accommodates two guests. It offers a range of amenities, including a fully equipped kitchen, a fitness center, a garden, and a convenient location near public transportation.
Stylish 1br In Assembly Square | Pool, Gym & Views - Massachusetts
10 5 reviews

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

apartment, Somerville
This Somerville apartment is located downtown, a 5-minute walk from Assembly Row and LEGOLAND Discovery Center, with Assembly subway station just a 2-minute walk away.
This 600 sq ft dwelling accommodates up to 4 guests with 5 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a swimming pool, garden with barbecue, and on-site billiards.
Apartments In Salem - Massachusetts
9.0 759 reviews

Apartments In Salem

apartment, Salem
These Salem apartments are conveniently located on the North Shore, just a short walk from the city's historic district and waterfront, providing easy access to Salem's most famous landmarks. Guests consistently rate the apartments as very good for location, cleanliness, and overall experience.
The spacious apartments feature three bedrooms and one bathroom, perfect for families or groups of friends. Enjoy modern amenities like a full kitchen, flat-screen TV, air conditioning, free Wi-Fi, a private terrace or balcony, a garden, and on-site parking.
Near I-95 & Rhode Island Border! Pet-friendly Home - Massachusetts
10 1 review

Near I-95 & Rhode Island Border! Pet-friendly Home

apartment, Attleboro
This Attleboro rental unit provides convenient access to the Pawtucket Arts & Entertainment District and Providence's WaterFire, located in a quiet neighborhood ideal for exploring New England, with Slater Memorial Park 3 miles away and Capron Park Zoo 6 miles away.
This 960 sq ft apartment accommodates up to 4 guests, featuring 3 bedrooms, 1 bathroom, hardwood floors, a kitchen with a fridge and microwave, air conditioning, on-site laundry, a private yard, and 2 off-street parking spaces.

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

Elegant Oasis With Pool And Gym - Massachusetts
9.6 14 reviews

Elegant Oasis With Pool And Gym

apartment, Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor and Assembly Row, a 14-minute walk from Chelsea Station providing easy access to public transportation.
The 1000-square-foot apartment features two bedrooms, one bathroom, accommodates six guests, and includes a private garden, in-unit laundry, and a fully equipped kitchen with modern appliances.
Luxury Cape Escape Steps From The Beach+pool - Massachusetts
10 1 review

Luxury Cape Escape Steps From The Beach+pool

apartment, Harwich
This Harwich, Cape Cod condo rental boasts direct access to a private Nantucket Sound beach and is less than a mile from the Cape Cod Rail Trail.
The 3-bedroom, 2-bathroom unit features a modern kitchen, in-unit laundry, smart TVs, and accommodates up to 8 guests, with access to a community saltwater pool, tennis and pickleball courts, and a residents-only restaurant.
Edgartown Village Home W/ Pool.  4bdrm / 3.5bth - Massachusetts
10 9 reviews

Edgartown Village Home W/ Pool. 4bdrm / 3.5bth

apartment, Edgartown
This Edgartown vacation home is a 15-minute walk from the Old Whaling Church, Vincent House Museum, and Edgartown Public Library, and within 2 miles of Lighthouse Beach and the Edgartown Lighthouse.
This four-bedroom, four-bathroom house sleeps eight guests and features a fully equipped kitchen, in-house laundry, a swimming pool, and outdoor barbecue grills; enjoy easy access to Edgartown's historical sites and beaches.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Massachusetts
9.8 37 reviews

Norwood Luxe Suite- Pet Friendly & Commuter Friendly

apartment, Norwood
This Norwood, Massachusetts vacation home is conveniently located near Norwood Depot and Norwood Central stations, providing easy access to public transportation and is within 9 miles of Legacy Place, Blue Hills Reservation, and the Arnold Arboretum.
This 2440-square-foot house features four bedrooms, two bathrooms, accommodates up to ten guests, and includes a private pool, fully equipped kitchen, free Wi-Fi, and laundry facilities.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Little House Inn - Private Home - Secluded - Ware - 2 Bedroom, Sleeps 6 - Massachusetts
9.6 20 reviews

Little House Inn - Private Home - Secluded - Ware - 2 Bedroom, Sleeps 6

apartment, Ware
The Little House Inn, a private home in Ware, Massachusetts, offers a secluded rural setting on 1.5 acres surrounded by wetlands and woods, providing peace and privacy while being 3 miles from the Quabbin Reservoir and 11 miles from the Brimfield Antique show. This 800 square foot, 2-bedroom, 1-bathroom rental sleeps 6 guests and features a well-equipped kitchen, a fire pit, a deck with woodland views, and is conveniently located near major routes for easy travel throughout Massachusetts.
Exquisite Private Suite - Massachusetts
9.8 49 reviews

Exquisite Private Suite

apartment, Malden
This Malden private suite, near a bus stop providing easy access to Malden's attractions, offers a convenient location for exploring the city.
The one-bedroom, one-bathroom apartment includes a full kitchen with a fridge and microwave, in-unit laundry, and can accommodate up to two guests (with an optional air mattress for an extra fee); dedicated parking is also provided.
Serene Modern Family Retreat In Wayland, Ma - Massachusetts
10 1 review

Serene Modern Family Retreat In Wayland, Ma

apartment, Wayland
This 3-bedroom, 2-bathroom Wayland house, suitable for up to 5 guests, is located on a quiet, tree-lined street, offering a 20-25 minute commute to Boston and easy access to local shopping and natural attractions.
This pet-friendly rental boasts a private backyard with a patio, outdoor dining, and a high-end grill, a dedicated office space with a large monitor, and a fully equipped kitchen, with driveway parking for 2-3 vehicles and free street parking.
Dot's Place - Rockport's Best-kept Secret - Massachusetts
8.5 2 reviews

Dot's Place - Rockport's Best-kept Secret

apartment, Rockport
This Rockport apartment rental is centrally located on a quiet lane, within walking distance of Old Garden Beach, Front Beach, and Bearskin Neck.
The one-bedroom, one-bathroom unit sleeps two, features a fully equipped kitchen (fridge, microwave, dishwasher), private parking, a garden, and is close to shops, restaurants, and the Shalin Liu Performance Center.
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