Massachusetts vacation rentals

We found 16,322 vacation rentals — enter your dates for availability

Discover a selection of 1771 homes, 1584 apartments, and other vacation rentals in Massachusetts that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you expect for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Massachusetts destinations on Vrbo

Boston (and vicinity)

Boston (and vicinity)
Boston (and vicinity)

Holiday rentals with weekly discounts - Massachusetts

Showing deals for:Sep 18 - Sep 25

Image gallery for Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!

Pool
9.8 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)

Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!

Barre

13% off
Price is $1,159
$8,111 for 7 nights
All fees included
Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!

Find spaces that suit your style

Find out more about Massachusetts

Why visit Massachusetts

  • Historic Landmarks: Explore the rich history of Massachusetts, from the Freedom Trail in Boston to the iconic Plymouth Rock.
  • Beautiful Beaches: Enjoy the stunning coastline with scenic beaches perfect for relaxation and outdoor activities.
  • Charming Towns: Discover quaint towns in western and central Massachusetts, offering a warm local vibe and unique attractions.
  • Outdoor Adventures: Engage in various outdoor activities, including hiking, biking, and exploring vibrant urban parks.
  • Diverse Accommodations: Choose from a range of vacation rentals, from cozy cottages to luxurious beach houses.

Popular types of accommodation in Massachusetts

Discover your perfect getaway with vacation rentals in Massachusetts. From charming houses and cozy cottages to stylish condos, you'll find a variety of options to suit your needs. Whether you're searching for a beach house rental along the stunning coastline or a villa nestled in the picturesque countryside, Massachusetts has something for everyone. Explore our selection and make your next trip unforgettable.

  • Houses: These spacious and comfortable homes are the top choice for travelers seeking a home-away-from-home experience in Massachusetts, ideal for families or groups.
  • Cottages: Quaint and charming, cottages provide a cozy retreat, perfect for those wanting a peaceful escape by the coast or countryside.
  • Condos: Offering modern amenities and often located in vibrant areas, condos are great for travelers wanting convenience and style.
  • Apartments: Versatile and budget-friendly, apartments cater to solo travelers and couples looking for a central location.
  • Cabins: Rustic and inviting, cabins are perfect for nature lovers seeking a tranquil getaway in the beautiful landscapes of Massachusetts.**

Top attractions in Massachusetts

Massachusetts offers a perfect blend of outdoor adventures, stunning scenery, and romantic getaways. Visitors can explore beautiful beaches, vibrant urban parks, and renowned medical centers, making it ideal for families and culture enthusiasts alike. Don't miss the chance for sightseeing across this historic state, where each attraction promises unique experiences and memorable moments.

  • Fenway Park: A historic sports stadium, Fenway Park is a must-visit for sports enthusiasts. Home to the Boston Red Sox, it radiates a vibrant atmosphere filled with rich baseball history and passionate fans.
  • Boston Common: This urban park offers a family-friendly escape in the heart of the city. With lush green spaces, walking paths, and playgrounds, it's perfect for outdoor activities and relaxation.
  • Copley Square: A modern square that showcases stunning architecture and cultural landmarks. It's a bustling hub with shops, cafes, and events, providing a quintessential city vibe.

Things to do recommended for couples

Planning a romantic getaway in Massachusetts? Enjoy luxury vibes at Crumpin-Fox Golf Club, Cape Cod Country Club, or Westborough Country Club. Each offers a serene atmosphere perfect for couples looking to relax and connect amidst beautiful surroundings.

Things to do recommended for families

Families will delight in exploring the interactive exhibits at the Boston Children's Museum, enjoying the rides at Six Flags New England, or discovering the wonders of nature at the Franklin Park Zoo. Don't miss the scenic beaches of Cape Cod for a perfect family day out.

Things to do recommended for groups

Explore the Freedom Trail in Boston for a history-filled walk, or take a whale-watching tour from Provincetown to witness these majestic creatures. Enjoy a winery tour in the Berkshires for local tastings, or venture to Salem for a spooky history lesson on witch trials.

*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 traveling with a group, with family, bringing your pets, or seeking extended stays, it's important to prioritize your filters appropriately. Here are some helpful tips for booking on Vrbo.

  • Traveling to Massachusetts with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily refine your search to include all these options and more on Vrbo.
  • Traveling to Massachusetts with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Massachusetts: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Massachusetts: If you're in search of vacation rentals that offer discounts 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. You might also want to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Massachusetts

Massachusetts offers a captivating blend of history, romance, and family-friendly fun. Explore the idyllic shores and charming towns of western and central Massachusetts, where friendly locals welcome you to cool evenings filled with outdoor adventures. Discover historical landmarks, scenic landscapes, and vibrant neighborhoods that cater to every traveler’s vibe. Whether you’re seeking a romantic getaway or a family adventure, Massachusetts promises unforgettable experiences in every corner of the state.

  • Boston: Boston is a vibrant metropolis steeped in history and culture, located in the heart of Massachusetts. Visitors flock to this city for its rich educational heritage and lively atmosphere, making it an ideal destination for families and culture enthusiasts alike. Explore the historic sports stadiums and events held at conference venues, or immerse yourself in the local music scene. Shopping at renowned malls and taking leisurely strolls through historic neighborhoods are popular activities that showcase the city's charm. The blend of modern attractions and historical landmarks makes Boston a must-visit.
  • Cape Cod: Cape Cod is a picturesque region known for its stunning beaches and scenic landscapes, perfect for those seeking outdoor adventures. Located along the southeastern coast of Massachusetts, this area offers a relaxed atmosphere ideal for families looking to unwind. Enjoy a day of fun at local water parks or indulge in a round of golf at one of the many beautiful courses. The iconic beaches and charming family-friendly shores provide the perfect backdrop for a memorable vacation in the great outdoors.
  • Nantucket: Nantucket is an enchanting island city that invites travelers to experience its breathtaking beaches and natural beauty. Situated off the coast of Massachusetts, Nantucket is perfect for those looking for a serene getaway. Outdoor enthusiasts can take advantage of the island's golf courses or enjoy a day on the slopes at nearby ski fields. The inviting beaches and family-friendly coastal areas make it an attractive destination for relaxation and exploration. Nantucket's unique charm and stunning scenery make it a hidden gem in Massachusetts.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 Vrbo is a breeze

Are you hoping to save on your next adventure? One great way to do that is by being flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the ideal option.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board feature offers you a convenient way to plan your travels. You can create new trips, pick up where you left off, or easily view and organize your travel plans. You’ll find the properties you’ve saved and booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Everything you need to know about Massachusetts vacation rentals 

Bring the past to life at Massachusetts' historic sites 

Boston's Faneuil Hall Marketplace and Cambridge's Harvard Square have been popular gathering places for centuries—and with Massachusetts rental homes mere minutes away from both, you couldn't be better placed to explore them. With the state containing various sites associated with the American Revolution (like Lexington Green), a Massachusetts house rental isn't just a place to stay—It's a place to experience the past. Ramp that experience up a notch with houseboat rentals in Massachusetts or Massachusetts lake house rentals for a truly unforgettable trip. 

Visit attractions around Massachusetts 

Immerse yourself in undersea worlds at the New England Aquarium or commune with nature at the Massachusetts Horticultural Society's Gardens. However you spend your time, there are sure to be vacation homes in Massachusetts nearby. With house rentals in Massachusetts available in both major cities like Boston and more rural locales (not to mention houseboat rentals on Massachusetts' scenic rivers), you can tailor your stay to your preferences. 

Explore Massachusetts' beaches and other natural features 

With the state home to the famed sands of Cape Cod and Nantucket, it's no surprise that there are lots of beach house rentals in Massachusetts. Massachusetts beach house rentals range from compact wallet-friendly cabins to luxuriously spacious properties, so there's something for everyone. Massachusetts has more to offer than just its coastline, though, with the glassy Walden Pond, verdant Boston Common and expansive Cochituate State Park just waiting to be explored from your base in nearby Massachusetts homes for rent. If you really want to get close to nature, check out cabin rentals and farmhouse rentals in Massachusetts to make unforgettable memories in 2026. 

Transportation to and around Massachusetts 

Boston is where you'll find the state's largest airport—and plenty of Massachusetts vacation homes, too, so you can hit the ground running when you arrive. If you're more about trains than planes, Lincoln Station, Concord Station, and Weston Silver Hill Station are the names to know. Have a look at homes for rent in Massachusetts nearby to make your arrival and departure smoother. Once you're there, the metro stops at West Concord Station, Riverside Station, or Woodland Station make getting around a breeze. With countless house rentals in Massachusetts on offer in the vicinity, getting some R&R after a long day's exploring couldn't be easier. 

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Frequently asked questions

What is the best area to stay in Massachusetts when booking a vacation rental?
If you're on your way to Massachusetts, Provincetown is among the more desired locations to book a vacation rental. While you're here, visit awesome sights like Commercial Street and Provincetown Art Association and Museum.
What is the most popular type of vacation rental accommodation in Massachusetts?
According to our data, apartments are the most desirable property type in Massachusetts. But as you might expect, everyone's idea of an epic stay differs. Vrbo has vacation rentals with every shape, size and budget in mind, and we'll help you find your ideal match.
How much does it cost to rent a vacation rental in Massachusetts?
A range of things affect what you'll pay for your vacation rental in Massachusetts, such as the type of property, season and length of stay. But, all Vrbo homes have one thing in common — unbeatable value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Massachusetts?
Prices for beach houses in Massachusetts will vary depending on the type and size of the property and time of year you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use our filter tool to narrow your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Massachusetts?
Yes, there are. You'll have a choice of 1,705 vacation rentals that cater to pets in Massachusetts. Plenty of our pet-friendly vacation rentals have a garden for your fur baby to play around in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect vacation home on Vrbo.
Are there large group vacation rentals in Massachusetts?
There are 2,195 properties in Massachusetts that can host 10 or more guests. Whether you're planning a get-together with extended family or a special event, there's ample space to get your group together under the same roof.
What are the top attractions for families in Massachusetts?
Keep the kids amused at these popular family-friendly attractions in Massachusetts:

  • New England Aquarium
  • TD Garden
  • Fenway Park

Are there one-bedroom vacation rentals in Massachusetts?
Yes, Massachusetts has 1,879 one-bedroom rentals available. Often located in sought-after areas due to their smaller size, a one-bedroom vacation rental is perfect if you're traveling with your partner or a friend. And with comforts such as WiFi and more privacy, you'll be able to kick back while sightseeing around this exciting destination.
Can I find two-bedroom vacation rentals in Massachusetts?
Massachusetts has 2,659 two-bedroom properties to pick from. Enjoy a vacation home with all the privacy and comfort you need at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Massachusetts?
Massachusetts has 4,780 vacation rentals with WiFi, so you'll be able to stay connected while you're on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to scrolling social media, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Massachusetts?
Massachusetts has 10,689 vacation rentals where you can relax in air-conditioned comfort. To find a property on Vrbo featuring this amenity, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Massachusetts?
The minimum age allowed can differ across properties on Vrbo, so be sure to check the rules of the vacation rental in Massachusetts you want to book. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Massachusetts for?
The amount of time you can stay in a Massachusetts vacation rental for depends on each property. Simply put in your dates of travel to view options offering extended stays. They include everything you need to make your extended break more convenient and comfortable, like kitchens and backyards. Some vacation rentals may also offer weekly or monthly discounts, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Massachusetts?
On Vrbo, we've got some fantastic bargains and discounts for Massachusetts. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're planning a short getaway or an extended stay, Vrbo has a variety of options for all styles and budgets.

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