Compare Vacation Rentals & Airbnb in Massachusetts

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Massachusetts vacation rentals
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61432 Rentals and Airbnb in Massachusetts

Best family friendly Massachusetts vacation rentals

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

Modern Comfort - Massachusetts
9.6 5 reviews

Modern Comfort

apartment, Boston
This three-bedroom apartment in Boston, Massachusetts, is conveniently located a short drive (approximately 10km) from the Museum of Fine Arts, Fenway Park, and the Massachusetts Institute of Technology.
The 177 square metre property offers free Wi-Fi, private parking, a fully equipped kitchen, and can comfortably accommodate up to nine guests.
Near Boston / Everett  Historic Two-bedroom - Massachusetts
10 790 reviews

Near Boston / Everett Historic Two-bedroom

apartment, Malden
This family-friendly apartment is located in Malden, just 5km from attractions like Encore Boston Harbor, Assembly Row, and LEGOLAND® Discovery Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has 2 bedrooms and 1 bathroom, covering 111 square metres. It includes a fully equipped kitchen, a private garden, a terrace, and parking, making it a comfortable and convenient choice for families or groups.
Cozy 2-bed Room Apartment - Massachusetts
9.0 1 review

Cozy 2-bed Room Apartment

apartment, Middleborough
This serviced apartment is located in a quiet residential area of Middleborough, offering easy access to local amenities and a short drive to the town centre.
This two-bedroom flat can accommodate up to seven guests and features air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher, and complimentary private parking.
Hidden Gem Lake House (3br, 2.5ba) - Massachusetts
9.8 33 reviews

Hidden Gem Lake House (3br, 2.5ba)

apartment, Holbrook
This Holbrook lake house, situated in a peaceful neighbourhood approximately 30-48 kilometres from Boston landmarks such as the TD Garden, Gillette Stadium, and the Xfinity Center, offers a tranquil retreat. This three-bedroom property sleeps eight, boasting a fully equipped kitchen, private dock, firepit, on-site gym, and two TVs with Roku streaming, perfect for family getaways or group trips.

Top cities

Best pet friendly Massachusetts vacation rentals

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

Modern Studio Apartment - Massachusetts
9.0 4 reviews

Modern Studio Apartment

studio, Boston
This Boston studio apartment is situated near Back Bay, a 13-minute walk from the Museum of Fine Arts, Boston, and within 2km of Fenway Park and the Massachusetts Institute of Technology.
The 29-square-metre self-catering apartment sleeps two, features a fully equipped kitchenette with a dishwasher, air conditioning, and free Wi-Fi.
Relaxing Getaway: Entire 3 Bedroom House - Massachusetts
9.8 92 reviews

Relaxing Getaway: Entire 3 Bedroom House

house, Marlborough
This charming bed and breakfast is located in a peaceful residential area of Marlborough, just a short walk (1 kilometer) from the town centre and its shops and restaurants. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The accommodation offers three bedrooms and two bathrooms, all with private access. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden, a fitness centre, and complimentary Wi-Fi.
Sweet + Sunny 2br Cottage 5-min Walk To The Beach - Massachusetts
10 49 reviews

Sweet + Sunny 2br Cottage 5-min Walk To The Beach

apartment, Plymouth
This Plymouth holiday home is situated a short 0.8km walk from both Priscilla Beach and White Horse Beach.
The self-catering property sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, air conditioning, private patio with grill, and outdoor shower; ideal for families exploring Plymouth's coastline.
4 Seasons Lake View Cabin Holland - Massachusetts
9.7 228 reviews

4 Seasons Lake View Cabin Holland

cabin, Holland
This charming cabin is situated in a peaceful hillside setting near Brimfield, Massachusetts, just a short drive from popular attractions like Brimfield Markets, Sturbridge Village, and Tree House Brewery. The cabin has received excellent ratings for its location, cleanliness, and overall guest experience.
The cosy cottage has two small bedrooms, accommodating up to three guests, and features a well-equipped kitchen, a private lake beach with a canoe and inflatable tubes, and amenities like Wi-Fi, Roku TV, and a DVD player.

Frequently Asked Questions about vacation rentals in Massachusetts

  • What are the must-see sights in Massachusetts?

    Massachusetts boasts a rich history and diverse landscapes. For history buffs, a trip to Boston is essential, including a walk along the Freedom Trail, visiting Faneuil Hall Marketplace, and exploring the historic neighborhoods of Beacon Hill and the North End. Plymouth, the site of the Pilgrims' landing, offers a glimpse into early American history. Salem's maritime history and connection to the Salem Witch Trials are captivating. Beyond the cities, 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 2bed/2bath Apt At Waltham Landing - Middle Unit 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?

    While Massachusetts doesn't have massive geological wonders like some western states, its coastline offers unique natural beauty. The dramatic cliffs of the North Shore, the sandy beaches of Cape Cod, and the rocky shores of Martha's Vineyard and Nantucket are all worth exploring. The diverse ecosystems of the Berkshires, including forests and mountains, also offer unique natural experiences.
  • 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, as you'll likely be doing a lot of exploring on foot, especially in Boston. Layers are key, as Massachusetts weather can be unpredictable. A light jacket or raincoat is always a good idea, even in summer. Sunscreen and insect repellent are also recommended, depending on the time of year and your activities. Don't forget a camera to capture the beautiful scenery and historical sites.
  • 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-renowned athletic event. The Boston Harborfest is a large-scale celebration of Boston's maritime history. Numerous smaller town festivals and fairs take place across the state, celebrating local culture and produce. Specific dates vary yearly, so checking local event calendars closer to your travel dates is recommended.
  • 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.
  • Where can you find the best restaurants serving local dishes in Massachusetts, and what are the must-try specialties?

    The North End in Boston is known for its excellent Italian restaurants, with many family-owned establishments serving classic dishes. Seafood is a staple in coastal areas; try clam chowder, lobster rolls, and fresh oysters. In the Berkshires, you'll find farm-to-table restaurants showcasing local produce and meats. Look for restaurants specializing in New England fare to experience regional specialties.
  • 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.
  • What are some less-famous attractions in Massachusetts that are worth the visit?

    The Plimoth Patuxet Museums offer a more immersive experience of the 17th-century Plymouth Colony than just a quick visit to Plymouth Rock. The charming towns of Newburyport and Rockport on the North Shore offer beautiful coastal scenery and unique shops. The Mount Greylock State Reservation, home to the highest point in Massachusetts, provides stunning hiking trails and panoramic views.
  • 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. Exploring smaller towns and engaging with shopkeepers and restaurant owners can provide insights into local life. Attending local events and festivals allows for interaction with the community. Consider taking a walking tour led by a local guide to gain a deeper understanding of the area's history and culture.
  • What unique natural landscapes and terrain features can travelers explore in Massachusetts?

    Massachusetts offers a variety of landscapes. The coastline, with its diverse beaches, cliffs, and harbors, is a major draw. The Berkshires provide opportunities for hiking and exploring mountains, forests, and lakes. Cape Cod's unique geography, formed by glacial activity, offers beautiful beaches and marshes. The islands of Martha's Vineyard and Nantucket offer distinct coastal environments.
  • How many days are ideal for visiting Massachusetts, and what are some itinerary suggestions?

    The ideal length of a trip depends on your interests. A long weekend (3-4 days) can focus on Boston and its surrounding areas. A week allows for exploring both Boston and another region, like Cape Cod or the Berkshires. Two weeks would enable a more comprehensive exploration of the state's diverse offerings. Possible itineraries could focus on historical sites, coastal exploration, or a combination of both.
  • How is the weather in Massachusetts in high season?

    Massachusetts' high season is summer (June-August). Expect warm temperatures, often in the 20-30°C range, with occasional humidity. However, the weather can be unpredictable, with periods of sunshine interspersed with showers. Coastal areas tend to be cooler than inland areas. Packing layers is recommended to adapt to changing conditions.

Nearby regions

Best Massachusetts vacation rentals with a pool

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

Minutes To Menauhant Beach - July & August Availability Clubhouse Heated Pool. - Massachusetts
9.2 35 reviews

Minutes To Menauhant Beach - July & August Availability Clubhouse Heated Pool.

apartment, Falmouth
This Falmouth holiday home is situated near the sea, within 3 miles of Waquoit Bay National Estuarine Research Reserve, Cape Cod Beaches, and Cape Cod Winery, offering a peaceful retreat close to popular attractions. The property has received excellent user ratings, highlighting its appeal and quality.
This 149 square metre house comfortably accommodates up to 8 guests across its 4 bedrooms and 2 bathrooms. The property boasts a range of amenities including a swimming pool, Jacuzzi, terrace, garden, and barbecue grills, providing everything you need for a relaxing and enjoyable stay.
Hyatus Luxury Residences Salem - Massachusetts
No reviews

Hyatus Luxury Residences Salem

apartment, Salem
This recently renovated two-bedroom flat in Salem offers a convenient base, situated 19 kilometres from Logan Airport, a 15-minute walk to Glendale Cove Beach, 2.2 kilometres from the Peabody Essex Museum, and 3 kilometres from The House of the Seven Gables.
This 112 square metre property accommodates up to nine guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, WiFi, a seasonal swimming pool, fitness centre, and parking.
Spacious 2br Apartment Near Bradford & Merrimack Valley Parking Included. - Massachusetts
10 5 reviews

Spacious 2br Apartment Near Bradford & Merrimack Valley Parking Included.

apartment, Haverhill
This Haverhill apartment, conveniently located near the Small Works Gallery and John Greenleaf Whittier Homestead, offers easy access to local attractions.
The 88 square metre self-catering flat features two bedrooms with queen-size beds, one bathroom, a private patio, pool and fire pit access, designated parking, and sleeps up to four guests.
Privacy & Relaxation On Martha's Vineyard - Massachusetts
10 12 reviews

Privacy & Relaxation On Martha's Vineyard

apartment, Tisbury
This six-bedroom Vineyard Haven holiday home, sleeping twelve, is ideally located within 3.2km of Lake Tashmoo, Tisbury Town Beach, and the Vineyard Haven ferry terminal.
The property boasts a private pool, tennis court, spa, and fully equipped kitchen, alongside free Wi-Fi and a DVD player, making it perfect for large families or groups seeking a luxurious self-catering stay.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Cozy First Floor Apartment - Massachusetts
9.7 15 reviews

Cozy First Floor Apartment

apartment, Chicopee
This Chicopee apartment is conveniently located just 14 kilometres from the Eastern States Expo Center and 14 kilometres from The Big E, making it a great choice for visitors to these attractions. The apartment has excellent user ratings and very good location and cleanliness ratings.
The two-bedroom apartment comfortably sleeps four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. The apartment also has a private balcony, free parking, and free Wi-Fi, ensuring a comfortable and convenient stay.
Sleeps 5, King Beds Near Ferry, Train To Boston L2 - Massachusetts
9.6 110 reviews

Sleeps 5, King Beds Near Ferry, Train To Boston L2

apartment, New Bedford
This New Bedford apartment, located five minutes from the city's historic downtown area, offers easy access to local beaches (16km), Martha's Vineyard (ferry under 8 minutes), and is within a 40km and 96km radius of Providence and Boston respectively.
The two-bedroom, one-bathroom flat features a brand-new kitchen with GE smart appliances, a Jacuzzi, garden, parking, and a 55-inch smart TV; guests can enjoy self check-in via a smart lock and benefit from proximity to restaurants, parks, and grocery stores.
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.
Flip Flop, Salisbury Beach, Melo's Beach House - Massachusetts
9.7 137 reviews

Flip Flop, Salisbury Beach, Melo's Beach House

apartment, Salisbury
This beachside apartment is located just a short walk from Salisbury Beach State Reservation, offering easy access to the sandy shores and the nearby Seabrook Beach. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a two-bedroom, one-bathroom property with a floor area of 48 square metres and a capacity of five guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a patio for outdoor relaxation, and access to BBQ grills for social gatherings.
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