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

Historic Huntington Home - Walk To Westfield River - Massachusetts
No reviews

Historic Huntington Home - Walk To Westfield River

house, Huntington
Book this vacation rental. You will stay in Huntington.
Facilities and services include an iron, a fridge and air conditioning. Enjoy free parking with this accommodation in Huntington!
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.
Great Wolf Lodge Boston / Fitchburg, Ma - Massachusetts
8.6 1001 reviews

Great Wolf Lodge Boston / Fitchburg, Ma

resort, Fitchburg
Great Wolf Lodge Boston / Fitchburg, Ma is a family-friendly resort located in Fitchburg, within walking distance of Wachusett Station and a short drive from major attractions. It features a very good user rating and cleanliness rating.
The resort offers multiple indoor pools, a water park, a restaurant, a bar, a fitness center, room service, and free parking. Guests can enjoy free access to the adjacent Great Wolf Lodge Waterpark, which features four indoor pools and a variety of water slides and attractions. The resort also offers a poolside bar, a snack bar/deli, and proximity to attractions like the waterpark.
Wampanoag Waters | Kayak, Firepit & Grill - Massachusetts
9.9 62 reviews

Wampanoag Waters | Kayak, Firepit & Grill

house, Plymouth
This lake house is located near Plymouth, offering stunning lake views and easy access to outdoor adventures. The property enjoys excellent ratings for cleanliness, location, and user experience.
This 2-bedroom, 2-bathroom dwelling can accommodate up to 6 guests. Amenities include a fully equipped kitchen, a cozy living room, a dedicated workspace, a garden, and parking, plus kayaks and a pedal boat for exploring the lake.

Top cities

Best pet friendly Massachusetts vacation rentals

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

2 Full Beds  Ada/ri Shower/premium/micfridge - Massachusetts
No reviews

2 Full Beds Ada/ri Shower/premium/micfridge

apartment, Danvers
This Danvers motel offers convenient access to historic sites like the Salem Witch Museum and the House of the Seven Gables, as well as dining and outdoor recreation at Crystal Lake and Abbott Park.
This 200 square foot, one-bedroom unit accommodates up to four guests and features an indoor swimming pool, air conditioning, complimentary Wi-Fi, and an in-room microwave and fridge.
Spacious Mission Hill Studio - Massachusetts
8.5 2 reviews

Spacious Mission Hill Studio

studio, Boston
This Mission Hill studio apartment in Boston is located 1.6 miles from Fenway Park, 2.3 miles from MIT, and a 14-minute walk to the Boston Museum of Fine Arts.
This 540 square foot apartment accommodates up to 3 guests and features a full kitchen with a dishwasher and microwave, air conditioning, and complimentary WiFi, with dogs allowed for a cleaning fee.
Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking - Massachusetts
9.4 70 reviews

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

apartment, Boston
This one-bedroom apartment is located in a peaceful residential area of Boston, just a short drive from attractions like the Museum of Fine Arts and Fenway Park. Guests consistently rate the apartment excellent for cleanliness and location, making it a comfortable and convenient choice.
The 600-square-foot apartment comfortably accommodates two guests and features a fully equipped kitchen, a private entrance, free parking, and a washing machine. Enjoy amenities like free Wi-Fi, air conditioning, and a garden, perfect for relaxing after a day exploring Boston.
Modern Comfort - Massachusetts
10 1 review

Modern Comfort

apartment, Marlborough
This Marlborough apartment, named Modern Comfort, is located conveniently for accessing the DCU Center Arena & Convention Center, 15 miles away, and Minute Man National Historical Park, 19 miles away.
This one-bedroom, one-bathroom apartment accommodates up to seven guests and includes a full kitchen, free private parking, and complimentary Wi-Fi, with a balcony for added enjoyment.

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

The Creation Station - Massachusetts
9.9 656 reviews

The Creation Station

bungalow, Easthampton Town
The Creation Station bungalow is located in Easthampton, just a short walk from the town's cultural district with its breweries, music venues, and art studios. This charming bungalow has received excellent ratings for its location, cleanliness, and overall experience.
The bungalow is a spacious 1600 square foot open-plan space perfect for families or groups. Enjoy a range of amenities including a swimming pool, jacuzzi, garden, and a stage with a sound system for outdoor entertainment, all set within a unique and rustic ambiance.
Luxury Apt With City Views And Pool - Massachusetts
No reviews

Luxury Apt With City Views And Pool

apartment, Boston
This one-bedroom condo in Boston's Bulfinch Triangle Historic District is located within walking distance of TD Garden and offers immediate access to the Rose Kennedy Greenway.
This 633 sq. ft. unit features a gourmet kitchen island and floor-to-ceiling windows, with amenities including a pool, fitness center with classes, and a dog park, all easily accessible via the MBTA Silver Line and South Station.
Luxury Apt Heart Of Seaport Walk Downtown - Massachusetts
No reviews

Luxury Apt Heart Of Seaport Walk Downtown

apartment, Boston
This 1-bedroom condo is located in Boston's Seaport district, a 10-minute walk from South Station and a 5-minute walk to the MBTA Silver Line at Courthouse, offering convenient access to downtown Boston and Logan International Airport.
This 610 sq ft apartment accommodates up to 3 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, parking, and a state-of-the-art fitness center.
Magnificent Waterfront Home With Pool - Massachusetts
9.9 46 reviews

Magnificent Waterfront Home With Pool

apartment, Newburyport
This waterfront vacation home is located in Newburyport, within a 10-minute walk of three beautiful beaches: Newbury Beach, Plum Island Beach, and Salisbury Beach State Reservation. The property has received excellent ratings for location, cleanliness, and user experience, making it a desirable choice for travelers.
This three-bedroom rental can accommodate up to seven guests, offering comfortable and spacious living quarters. The house features a private yard, a balcony, a pool, and barbecue grills, providing plenty of opportunities for relaxation and outdoor entertainment.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Shared Hot Tub: Historic Cottage, Walk To Elm Park - Massachusetts
10 28 reviews

Shared Hot Tub: Historic Cottage, Walk To Elm Park

cottage, Worcester
This charming cottage is located in Worcester, just a short walk from Mechanics Hall and Elm Park, offering easy access to the city's cultural attractions and green spaces. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient location.
The 1190 square foot cottage comfortably sleeps four guests in its two bedrooms and two bathrooms. Enjoy modern amenities like air conditioning, a fully equipped kitchen, and a private garden, perfect for relaxing after a day exploring Worcester's attractions.
Manomet Bluffs Beach Bungalow - 2 Min Walk To Private Beach - Massachusetts
9.6 51 reviews

Manomet Bluffs Beach Bungalow - 2 Min Walk To Private Beach

apartment, Plymouth
This Plymouth vacation home is located just a mile and a half from Manomet Beach and within a three-mile radius of White Horse Beach and Priscilla Beach Theatre, offering easy access to some of the area's most popular attractions. The property has earned excellent user ratings, suggesting a comfortable and enjoyable stay.
This 5-bedroom, 4-bathroom home comfortably accommodates up to 16 guests in its 3,000 square feet of living space. Enjoy modern amenities, a private water park, a swimming pool, a terrace, a garden, and a spa, perfect for relaxation and entertainment.
Beachside Bliss | Beach Access | Parking | A/c - Massachusetts
No reviews

Beachside Bliss | Beach Access | Parking | A/c

apartment, Salisbury
This Salisbury condo offers direct beach access in a quiet coastal setting, just a short drive from Newburyport, MA, and Portsmouth, NH.
This newly renovated 3-bedroom unit accommodates up to 6 guests and features a fully-equipped kitchen, in-unit laundry, and a four-season porch, with fast WiFi ideal for remote professionals.
Modern 2br Retreat | Private Garage | Near Boston. - Massachusetts
10 4 reviews

Modern 2br Retreat | Private Garage | Near Boston.

apartment, Lawrence
This two-bedroom, one-bathroom apartment is located in central Lawrence, a short walk from downtown and Mass Street's shops and restaurants, and a brief drive or bus ride from the University of Kansas campus.
This apartment offers air conditioning, internet, parking, and a kitchen equipped with a fridge and microwave, accommodating up to 5 guests for a quiet stay.
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