Massachusetts holiday rentals

We found 16,227 holiday rentals — enter your dates for availability
Discover a selection of 1915 homes, 1479 apartments and other holiday rentals in Massachusetts that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Popular Massachusetts destinations on Stayz

Holiday rentals with weekly discounts – Massachusetts

Showing deals for:6 Nov - 13 Nov

Why visit Massachusetts

  • Rich historical heritage: Explore Massachusetts' storied past, from revolutionary landmarks to charming colonial towns.
  • Distinctive coastal charm: Enjoy scenic beaches and serene coastal strolls along the Atlantic seaboard.
  • Lush outdoor escapes: Revel in verdant landscapes and urban parks perfect for family outings and romantic picnics.
  • Vibrant urban experiences: Discover the dynamic cultural and modern atmosphere of bustling city hubs.
  • Versatile holiday stays: Find a range of cosy holiday homes, cottages, and apartments to suit every traveller's needs.

Popular types of accommodation in Massachusetts

If you are unsure what type of accommodation you can expect in Massachusetts, we have you covered. These are the most popular types of accommodation here, including private holiday homes, cottages, and condos. Discover a range of Massachusetts holiday rentals, holiday apartments in Massachusetts, holiday rentals, holiday rental options, and cosy holiday homes. Enjoy exploring the rich history, iconic landmarks, and vibrant experiences that Massachusetts, United States of America has to offer.

  • Private Holiday Homes: The top choice for visitors, offering exclusive and stylish accommodation for a memorable Massachusetts holiday.
  • Cottages: A charming and cosy option, ideal for those seeking a traditional and quaint retreat in the region.
  • Condos: Modern and comfortable spaces, perfect for travellers desiring a blend of convenience and contemporary living.
  • Apartments: Versatile and practical units, offering a homely ambience for an authentic local experience.
  • Cabins: Rustic yet comfortable accommodations, providing a unique escape amid natural surroundings.**

Top attractions in Massachusetts

Massachusetts offers a delightful mix of outdoor adventures and cultural experiences. Enjoy its scenic beaches, urban parks, and nature reserves ideal for romantic getaways, family outings, and explorations of local heritage. The state promises a memorable holiday with activities catering to varied interests, from coastal strolls to leisurely park picnics, all set within a rich historical backdrop.

  • Fenway Park: Home to the Boston Red Sox, Fenway Park is a historic sports stadium renowned for its charming atmosphere and passionate fans. Experience the excitement of a live game and savour the local cuisine at the concession stands.
  • Boston Common: As America’s oldest public park, Boston Common offers a serene escape in the heart of the city. Enjoy leisurely walks, picnics, and family-friendly activities amidst beautiful greenery and historic landmarks.
  • Copley Square: This vibrant urban square is surrounded by stunning architecture, including the Boston Public Library and Trinity Church. It's a perfect spot for people-watching and enjoying local events and markets.

Things to do recommended for couples

Explore romantic Massachusetts with your partner. Enjoy a scenic stroll in historic Boston, savour artisanal delights at local markets, and embark on a ferry ride along the coast. Experience the charm and warmth of New England in a truly memorable way.

Things to do recommended for families

Families will delight in exploring the interactive exhibits at the Boston Children's Museum, enjoying the beautiful beaches of Cape Cod, or taking a scenic stroll through the historic streets of Salem. Don't miss out on the thrilling rides at Six Flags New England for a day of fun.

Things to do recommended for groups

Group travellers in Massachusetts can experience thrilling motorRacing events at Palmer Motorsports Park and Seekonk Speedway, alongside an adventurous ziplineRopesCourse at The Adventure Park at Heritage Museums & Gardens.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Massachusetts

If you're travelling with a group, enjoying a family holiday, bringing your pets along, or seeking longer stays, be sure to filter your options according to your key priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Massachusetts with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Massachusetts with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with ensuring that suitable amenities, like a private swimming pool, are available. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Massachusetts: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, take a look at Stayz accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Massachusetts: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Massachusetts

Massachusetts offers a delightful mix of verdant landscapes in western Massachusetts, coastal charm along its sandy beaches, and the historical allure of Boston. Wander through picturesque towns, enjoy family-friendly attractions and immerse yourself in a romantic, yet business-savvy atmosphere. Discover a variety of outdoor experiences, from serene coastal strolls to vibrant urban explorations, making your visit an unforgettable blend of history, nature, and modern conveniences.

  • Boston: Boston is a vibrant metropolis rich in history and culture, making it a prime destination for travellers seeking an urban experience. Known for its iconic landmarks, such as the historic Freedom Trail and Fenway Park, visitors can immerse themselves in the city’s storied past while enjoying modern attractions like bustling shopping centres and live music venues. The excellent public transport system makes navigating Boston easy, allowing for leisurely explorations of its diverse neighbourhoods, each offering unique dining and entertainment options. Whether you’re interested in education, sports, or cultural events, Boston promises an engaging and enriching experience.
  • Cape Cod: Cape Cod is a picturesque region famed for its stunning beaches and charming seaside towns. Perfect for those seeking relaxation and outdoor adventures, travellers can bask in the sun on pristine shores or explore scenic coastal trails. The area is also home to various attractions, such as water parks and golf courses, catering to families and outdoor enthusiasts alike. With its enchanting landscapes, quaint lighthouses, and vibrant local markets, Cape Cod offers a delightful escape into nature, making it an ideal spot for leisurely retreats and memorable family outings.
  • Nantucket: Nantucket is a captivating island renowned for its breathtaking beaches and scenic beauty. This charming destination provides an ideal backdrop for outdoor activities, from golfing to beachcombing along its sandy shores. Visitors can explore the island’s rich maritime history and enjoy its quaint cobblestone streets lined with boutique shops and galleries. With stunning vistas at every turn and a relaxed atmosphere, Nantucket is perfect for those looking to unwind while experiencing nature and culture in harmony. The island’s distinct character and warm hospitality make it a must-visit for any holiday itinerary.

Best time to go to Massachusetts

If you're planning a trip to Massachusetts, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.3°F (-2.6°C)Light RainMostly SunnySlightly LowSlightly Low
February27.3°F (-2.6°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.4°C)Light RainMostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November38.8°F (3.8°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly SunnySlightly LowAverage

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay frequently results in significant savings. To discover the ideal Stayz property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's innovative Trip Board offers you a dedicated space to plan new trips, pick up from where you last left off, or organise your travel arrangements. You can easily access properties you have previously saved or booked, now conveniently categorised under Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The historical area of Massachusetts awaits your stay

Enjoy the area's museums, history and live music with a rental holiday home in Massachusetts. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. Harvard Square and Faneuil Hall Marketplace are a couple of places to search for that perfect souvenir. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Massachusetts

Are you hoping to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Massachusetts has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (16 mi / 25.7 km)
  • New England Aquarium (17.3 mi / 27.9 km)
  • Honey Pot Hill Orchards (6.7 mi / 10.8 km)
  • Fun and Games Family Entertainment Center (7.5 mi / 12.1 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (9.7 mi / 15.6 km)
  • Nashoba Valley Ski Area (9.9 mi / 15.9 km)

Exploring the beaches and other natural features in Massachusetts

Whether you're an outdoor enthusiast or just want to take in the scenery, Massachusetts is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (16.5 mi / 26.6 km)
  • Copley Square (16.1 mi / 26 km)
  • Boston Harbor (17.2 mi / 27.8 km)
  • Walden Pond (3 mi / 4.9 km)
  • DeCordova Sculpture Park and Museum (3.9 mi / 6.2 km)
  • Minute Man National Historical Park (5.3 mi / 8.5 km)

Transport to and around Massachusetts

Fly into Bedford, MA (BED-Laurence G. Hanscom Field), the closest airport, located 6.3 mi (10.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is 18.4 mi (29.5 km) away.

If you're travelling by train, Lincoln Station, Concord Station and Weston Silver Hill Station are the main stations in the area. You can see more of Massachusetts by jumping on the metro at West Concord Station, Riverside Station or Woodland Station.

Frequently asked questions

What is the best area to stay in Massachusetts when booking a holiday home?
Dennis is one of the most popular locations to select a holiday home in Massachusetts. Looking for some awesome things to do here? Be sure to visit Cape Cod Museum of Art and Mayflower Beach.
What is the most popular type of holiday home accommodation in Massachusetts?
Houses are the most popular style of holiday home in Massachusetts, according to our data. Even if you have a different idea about what you'd like, Stayz has properties in a variety of sizes and shapes. Compare our options to find your perfect pad.
How much does it cost to rent a holiday home in Massachusetts?
The average price for a holiday home in Massachusetts depends on a number of factors, like time of year, length of stay and property type. Whether you're thinking about a sprawling villa with lots of space or a cosy cabin for just you and your sweetheart, just enter your travel dates to view stays with terrific value.
How much does it cost to rent a beach house in Massachusetts?
Prices for beach houses in Massachusetts differ depending on the type and size of the property and when you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use our filters to tailor your search by ratings, amenities and more.
What are popular home amenities in Massachusetts?
When it comes to home amenities that people are on the lookout for in Massachusetts, a microwave oven, a stovetop and a fridge rank highest. With Stayz holiday homes, you'll have options to suit your style and taste, whether you're going on a holiday with your partner, family members or even pets.
Are there large group holiday homes in Massachusetts?
Massachusetts has 1 ,822 holiday homes that can cater to 10 or more guests. These stays come with the privacy and space you need to enjoy good times with friends and family.
What are the top attractions for families in Massachusetts?
You'll find lots of exciting things to see and do with the family in Massachusetts, including:

  • New England Aquarium
  • Fenway Park
  • TD Garden

Can I find two-bedroom holiday homes in Massachusetts?
Massachusetts has 2 ,455 two-bedroom holiday homes to choose from. Enjoy a holiday home with all the privacy and comfort you want at an attractive price on Stayz.
Are there holiday homes with WiFi in Massachusetts?
Whether you want to keep up with the latest headlines, make a video call or update your social media, there are 3 ,853 holiday homes with WiFi in Massachusetts. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in Massachusetts?
The minimum age allowed can differ between properties on Stayz, so be sure to look at the rules of the holiday home in Massachusetts you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Massachusetts for?
It's really down to the Massachusetts property. To view all available options offering extended stays, just enter your travel dates and guest number into the Stayz search page. Look forward to having the place to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where the kids can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.