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

Secluded Cottage, West Tisbury, Lambert's Cove Beach Access - Massachusetts
9.0 2 reviews

Secluded Cottage, West Tisbury, Lambert's Cove Beach Access

apartment, West Tisbury
This West Tisbury rental is situated near the Island Alpaca farm, Flying Horses Carousel, Seth's Pond, and the West Tisbury Farmers' Market, with Lambert's Cove Beach an eight-minute drive away.
This 900-square-foot apartment features two bedrooms, a sleeping loft, a full kitchen, AC, Wi-Fi, and a large deck with outdoor dining and a fire pit, comfortably sleeping six guests.
Luxury Spacious 2br  King & Queen Beds  2 Baths - Massachusetts
9.5 134 reviews

Luxury Spacious 2br King & Queen Beds 2 Baths

house, Shrewsbury
This Shrewsbury home is conveniently located just three minutes from Dean Park, offering easy access to UMASS, Route 9, and I-290. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The two-bedroom dwelling comfortably accommodates up to four guests. The kitchen is fully equipped with a refrigerator, freezer, microwave oven, and dishwasher, while the home also boasts air conditioning, a garden, parking, and pet-friendly accommodations.
Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview - Massachusetts
9.6 9 reviews

Waterfront Comfy 2bd Cottage W/ Direct Access To Private Beach & Amazing Bayview

cottage, Wareham
This Onset, Massachusetts beach house is a 10-minute walk from Onset Beach and Shell Point Beach, and within 3 miles of the Porter Thermometer Museum and Lyman Reserve.
This two-bedroom, three-bathroom vacation rental sleeps six, boasts a fully equipped kitchen with dishwasher, air conditioning, a private swimming pool, free Wi-Fi, and a DVD player; nearby attractions include a water park.
Adorable 1 Bedroom With Off Street Parking. - Massachusetts
10 2 reviews

Adorable 1 Bedroom With Off Street Parking.

apartment, Northbridge
This Northbridge apartment rental is conveniently located near Purgatory Chasm State Park (5-minute drive) and Memorial Beach (3-minute drive), offering easy access to other attractions like Breezy Picnic Grounds & Waterslides and Southwick's Zoo.
This one-bedroom, one-bathroom unit sleeps five guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a Smart TV, a terrace, and a private garden.

Top cities

Best pet friendly Massachusetts vacation rentals

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

Cozy Weymouth Cottage, Walk To Beach - Massachusetts
9.6 12 reviews

Cozy Weymouth Cottage, Walk To Beach

apartment, Weymouth Town
This North Weymouth apartment rental is conveniently located a short walk from Wessagusset Beach and within 12 miles of major Boston attractions like the JFK Presidential Library and Museum, South Station, and Logan Airport.
This 700-square-foot unit boasts two bedrooms, one bathroom, sleeps up to 11 guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, free Wi-Fi, and on-site parking.
Walk Everywhere - Seaport, North End, Beacon Hill.  Steps From Mbta Public Transit.  Keyless Entry! - Massachusetts
9.0 2 reviews

Walk Everywhere - Seaport, North End, Beacon Hill. Steps From Mbta Public Transit. Keyless Entry!

apartment, Boston
This professionally designed 1-bedroom apartment is located in Downtown Boston, offering proximity to Boston Harbor, Flynn Cruiseport Boston, Boston Common, and is within 0.5 miles of the New England Aquarium and Museum of Science.
This thoughtfully furnished flat accommodates up to 4 guests with an optional air mattress, features a full kitchen with a fridge, microwave, and dishwasher, and is equipped with air conditioning and internet, with parking available for an additional fee.
Bring Your Pet & Visit Springfield: Westfield Home - Massachusetts
9.5 2 reviews

Bring Your Pet & Visit Springfield: Westfield Home

house, Westfield
This Westfield vacation home is conveniently located near the Eastern States Exposition, approximately 10 miles away, offering easy access to other attractions within a 20-30 mile radius.
This 1,030-square-foot house features three bedrooms, one bathroom, sleeps up to 15 guests, and includes amenities such as a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, air conditioning, and parking.
Great 1 Bed Close To Longwd Med, Fenway, Parkng - Massachusetts
8.0 2 reviews

Great 1 Bed Close To Longwd Med, Fenway, Parkng

apartment, Brookline
This Brookline apartment is located 2.4 miles from Fenway Park and the Boston Museum of Fine Arts, offering convenient access to major attractions.
This 650 sq ft accommodation features 1 bedroom, 1 bathroom, and can host up to 7 guests, with amenities including a full kitchen, air conditioning, Wi-Fi, and on-site parking for an additional fee.

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

Blueground | E Cambridge, Gym & W/d, Nr Lechmere T - Massachusetts
10 1 review

Blueground | E Cambridge, Gym & W/d, Nr Lechmere T

apartment, Cambridge
This apartment in East Cambridge is just a short walk from the Cambridgeside Galleria and the Museum of Science, making it a great choice for exploring the city. The surrounding area is lively and offers easy access to public transportation.
The apartment itself is modern and comfortable, with a fully equipped kitchen and laundry facilities. Enjoy on-site amenities like a fitness center, swimming pool, and BBQ grills, perfect for relaxing after a day of sightseeing.
Courtyard Garden | Pool | Bbq+fire Tbl | Fireplace - Massachusetts
9.9 171 reviews

Courtyard Garden | Pool | Bbq+fire Tbl | Fireplace

apartment, Worcester
This Worcester apartment is conveniently located just an 8-minute drive from the city center, offering easy access to shops, restaurants, and cafes. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 1300 square foot unit can comfortably accommodate up to 6 guests and features 3 bedrooms and 1 bathroom. The apartment offers a range of amenities including a private pool, a patio, a fully equipped kitchen, and a state-of-the-art sound system.
Golf Course-front Townhouse With Private Heated Pool & Poolside Patio - Massachusetts
9.0 6 reviews

Golf Course-front Townhouse With Private Heated Pool & Poolside Patio

apartment, Mashpee
This New Seabury condo in Mashpee provides a golf course-front retreat, located two miles from South Cape Beach and Mashpee Town Beach, and 2.5 miles from the Popponesset Inn.
This 1570 square foot residence accommodates up to six guests with two bedrooms and two bathrooms, featuring a private heated outdoor pool, a galley kitchen with a Keurig, and a separate dining room.
Blueground | Brighton, Gym, Nr T, Shops & Food - Massachusetts
10 1 review

Blueground | Brighton, Gym, Nr T, Shops & Food

apartment, Boston
This Boston apartment is conveniently located in Brighton, just a short walk from St. Elizabeth's Medical Center and within a 3-mile radius of both Harvard University and Boston University. The area offers a mix of residential and commercial spaces, with easy access to public transportation. It has excellent user, location, and cleanliness ratings.
The apartment features one bedroom and one bathroom, comfortably accommodating up to two guests. You'll enjoy modern amenities, including a fully equipped kitchen, a fitness center, and the option for on-demand housekeeping.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts vacation rentals with parking

Luxury Studio King Bed Gym Near Mit Harvard - Massachusetts
8.0 3 reviews

Luxury Studio King Bed Gym Near Mit Harvard

studio, Cambridge
This Cambridge studio apartment is centrally located, a short walk from Central Square and minutes from MIT, Harvard University, and Inman Square.
The 650-square-foot unit features a king-sized bed, accommodates up to six guests, and includes a fully equipped kitchen, in-unit laundry, a private garden, and access to an on-site fitness center.
Digital Nomad Oasis 12 - Massachusetts
9.3 8 reviews

Digital Nomad Oasis 12

apartment, Waltham
This 1-bedroom condo in Waltham offers convenient access, situated minutes from the 90/95 interchange and a short walk to Moody Street's dining, shops, and riverfront paths.
This pet-friendly rental accommodates up to four guests with a sofa bed, features a dedicated workspace with dual monitors, an eat-in kitchen, and on-site laundry, plus an outdoor BBQ grill.
Cozy Third-story Apartment In Dtwn Brockton! - Massachusetts
8.8 21 reviews

Cozy Third-story Apartment In Dtwn Brockton!

apartment, Brockton
This Brockton apartment is located in the downtown area, just a short drive from Boston landmarks like the Museum of Fine Arts and Fenway Park. It has received excellent ratings for cleanliness, location, and overall experience.
The 700-square-foot apartment comfortably sleeps 3 guests in one bedroom and one bathroom. Amenities include air conditioning, free Wi-Fi, cable TV, a fully equipped kitchen, and parking.
Cozy House Stylish Near Harvard Tufts W Parking - Massachusetts
9.5 222 reviews

Cozy House Stylish Near Harvard Tufts W Parking

house, Medford
This Medford house is located close to the Peabody Museum and Cambridge College, with easy access to Inman Square, Harvard Square, and the Brattle Theatre. The house has received excellent ratings for location, cleanliness, and overall user experience. The home offers three bedrooms and one bathroom within 1720 square feet of living space. The house is equipped with a fully stocked kitchen, a garden for outdoor relaxation, air conditioning, and free Wi-Fi.
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