Massachusetts holiday homes

We found 16,211 holiday rentals — enter your dates for availability
Discover a selection of 1889 homes, 1483 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 Bookabach

Holiday rentals with weekly discounts – Massachusetts

Showing deals for:4 Dec - 11 Dec

Living area
Exterior
Living area
Outdoor dining
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
NZ$1,349
for 7 nights, 1 cottage
NZ$193 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Terrace/patio
House facing lake with deck above, canoe and kayak stored on ground level.
Stairway to landing with one LR couch, barstools, kitchen in background
View of lake through window, table for 6 on right, 4 bar stools at counter
Exceptional
(169 reviews)

4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi

Otis

16% off
NZ$3,246
for 7 nights, 1 home
NZ$464 per night
includes taxes & fees
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
Walk to Spring Street and brand new Williams Bookstore
Beautiful period woodwork and Victorian details
Huge wraparound porch is perfect for visiting with family and friends
Gourmet kitchen has everything you need to prepare delicious meals
Exceptional
(154 reviews)

Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Williamstown

7% off
NZ$10,129
for 7 nights, 1 home
NZ$1,447 per night
includes taxes & fees
Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!
Interior
Pool
Exterior detail
Interior
Exceptional
(79 reviews)

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

Barre

13% off
NZ$14,617
for 7 nights, 1 home
NZ$2,088 per night
includes taxes & fees
Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!
Living area
Private kitchen
Interior
Exterior
Very good
(42 reviews)

The Cabin on Chappy!

Edgartown

8% off
NZ$4,197
for 7 nights, 1 cottage
NZ$600 per night
includes taxes & fees
The Cabin on Chappy!
Living area
Peru starry night
photo by Marylea Leuth
Kitchen with all modern appliances
back yard deck
Exceptional
(201 reviews)

Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences

Peru

13% off
NZ$2,902
for 7 nights, 1 home
NZ$415 per night
includes taxes & fees
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
Interior
Exterior
Private kitchen
Living area
Exceptional
(36 reviews)

✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle

8% off
NZ$1,938
for 7 nights, 1 home
NZ$277 per night
includes taxes & fees
✨Private Studio w/ Loft Center Historic Carlisle✨
This is a private home and you will be the only guests.
Breakfast bar
The living room is right next to the kitchen
Side door/guest entrance, enters into the kitchen
Exceptional
(38 reviews)

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Easthampton

5% off
NZ$4,516
for 7 nights, 1 home
NZ$645 per night
includes taxes & fees
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
Back entrance into first floor kitchen, bedroom and bathroom
Stocked kitchen
Exterior
Stocked kitchen
Very good
(35 reviews)

Near Old Silver Beach Falmouth-Two bedroom,private bathroom & kitchenette studio

North Falmouth

8% off
NZ$3,518
for 7 nights, 1 apartment
NZ$503 per night
includes taxes & fees
Near Old Silver Beach Falmouth-Two bedroom,private bathroom & kitchenette studio
Room
Living area
Private kitchen
Room
Exceptional
(13 reviews)

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston

20% off
NZ$9,662
for 7 nights, 1 home
NZ$1,380 per night
includes taxes & fees
Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station
Twin bed with trundle bed in second room in Master Bedroom Suite
View of Spinnaker Island and water from Master Bedroom Suite
Walkway from waterfront to my home at top of stairs
Staircase from waterfront to my home
Excellent
(47 reviews)

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

Hull

8% off
NZ$3,196
for 7 nights, 1 room
NZ$457 per night
includes taxes & fees
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Sitting room
Property grounds
Kitchen
Exterior detail
Exceptional
(20 reviews)

Charming 2-bedroom house with a hidden garden in lovely Cambridge.

Cambridge

7% off
NZ$5,778
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
Charming 2-bedroom house with a hidden garden in lovely Cambridge.
Living area
Exterior detail
Private kitchen
Interior
Exceptional
(34 reviews)

The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

Marblehead

12% off
NZ$5,892
for 7 nights, 1 home
NZ$842 per night
includes taxes & fees
The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!
Interior
Interior
Interior
Outdoor dining
Exceptional
(51 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

19% off
NZ$7,608
for 7 nights, 1 home
NZ$1,087 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs
Dining
Outdoor dining
Living area
Exterior
Exceptional
(8 reviews)

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown

8% off
NZ$4,627
for 7 nights, 1 home
NZ$661 per night
includes taxes & fees
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
kitchen sink winter view
sand dune looking down the beach
#2 queen bedroom
From the beach
Exceptional
(102 reviews)

Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

East Sandwich

7% off
NZ$4,895
for 7 nights, 1 cottage
NZ$699 per night
includes taxes & fees
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Private kitchen
Outdoor dining
Living area
Living area
Exceptional
(126 reviews)

On HGTV! New w/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!

Edgartown

7% off
NZ$6,793
for 7 nights, 1 home
NZ$970 per night
includes taxes & fees
On HGTV! New w/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!
Dining area can seat 8-10 and looks onto patio and water views.
Meals on the patio are a daily delight- sparkly mornings to ocean dipped sunsets
Large, farmhouse fireplace perfect for chillier seasons.
Newly built cedar and mahogany with rain head shower.
Exceptional
(42 reviews)

Sanctuary House: An ocean-view farmhouse retreat

Vineyard Haven

7% off
NZ$8,115
for 7 nights, 1 home
NZ$1,159 per night
includes taxes & fees
Sanctuary House: An ocean-view farmhouse retreat
Patio
Harbor is a 3-5 minute walk from the suite.
Room
Living area
Exceptional
(26 reviews)

Coastal Private Guest Suite

Cohasset

8% off
NZ$2,534
for 7 nights, 1 home
NZ$362 per night
includes taxes & fees
Coastal Private Guest Suite
Slate kitchen island & granite dining room table.
Seating for 10.
Kayaks to paddle around Waquoit Bay to Washburn Island
Open floor plan of Living Room/ Dining room & Kitchen.
Deck with outdoor dining & plenty of flowers.
Wonderful
(66 reviews)

Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.

East Falmouth

8% off
NZ$5,400
for 7 nights, 1 home
NZ$771 per night
includes taxes & fees
Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.
Screen Porch
Living Room & Screen Porch
Kitchen Area
Kids nook & Back Stairs
Exceptional
(48 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

8% off
NZ$20,884
for 7 nights, 1 home
NZ$2,983 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Great kayaking down the street to Washburn Island & Waquoit Bay.
Use of clubhouse heated POOL & tennis courts.
Brand new kitchen with stainless & quartz.
Open dining room, living room, kitchen (brand new) 
 & deck.
Wonderful
(35 reviews)

Minutes to Menauhant Beach - July & August AVAILABILITY clubhouse heated pool.

East Falmouth

8% off
NZ$5,400
for 7 nights, 1 home
NZ$771 per night
includes taxes & fees
Minutes to Menauhant Beach - July & August AVAILABILITY clubhouse heated pool.
Exterior detail
Living area
Exterior detail
Dining
Wonderful
(10 reviews)

FREE Parking & Renovated 3BR 2BA Boston • Near Franklin Park & Red Line 558-3

Boston

8% off
NZ$5,062
for 7 nights, 1 apartment
NZ$723 per night
includes taxes & fees
FREE Parking & Renovated 3BR 2BA Boston • Near Franklin Park & Red Line 558-3
Room
The Fog
Living area
Entrance
Exceptional
(43 reviews)

Tranquil Oasis: A Beautiful Water-Front Home

Forestdale

7% off
NZ$4,814
for 7 nights, 1 home
NZ$688 per night
includes taxes & fees
Tranquil Oasis: A Beautiful Water-Front Home

Why visit Massachusetts

  • Rich Revolutionary History: Wander through Boston’s storied streets, where America’s founding moments come alive.
  • Diverse Natural Landscapes: Enjoy the blend of urban parks, pristine beaches, and scenic nature reserves.
  • Charming Rural Escapes: Discover the serene ambiance of the Berkshires, ideal for a peaceful fall retreat.
  • Family-Friendly Adventures: Explore attractions perfect for all ages, ensuring memorable outings.
  • Vibrant Cultural Experiences: Immerse in the lively neighbourhoods that highlight the East Coast’s friendly spirit.

Top attractions in Massachusetts

Massachusetts offers a delightful mix of scenic outdoor adventures, romantic settings, and cultural explorations. You can enjoy its urban parks, pristine beaches, and nature reserves, all perfect for family outings and outdoor enthusiasts. Whether you’re seeking a leisurely stroll through a park or an active day exploring nature, Massachusetts caters to varied interests, ensuring a memorable holiday experience in this picturesque part of the United States.

  • Newbury Street: Enjoy urban energy with boutique shopping, charming cafes and lively street scenes that capture the essence of Massachusetts city life.
  • Cape Cod Beaches: Experience the quintessential beach vibes, with expansive sandy stretches, gentle waves and a serene coastal atmosphere perfect for a leisurely day out.
  • The Freedom Trail: Walk through history on this well-marked route, passing significant landmarks that narrate the rich cultural heritage and revolutionary spirit of Massachusetts.

Things to do recommended for couples

Discover romantic Massachusetts with a local twist. Enjoy a scenic drive along the coast, a sunset picnic at a hidden beach, and explore charming towns, perfect for creating intimate memories.

Things to do recommended for families

Families exploring Massachusetts can enjoy a fun-filled day at a local museum and interactive science centre, as well as outdoor adventures in state parks, offering engaging activities for kids and plenty of local charm.

Things to do recommended for groups

In Massachusetts, our group can enjoy the thrill of motorRacing at Palmer Motorsports Park and Seekonk Speedway, and embrace the outdoors with ziplineRopesCourse adventures 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

Whether you're journeying with a group, travelling with your whānau, bringing your pets along, or planning an extended stay, ensure you select the appropriate filters. Here are some Vrbo booking tips for you.

  • Traveling to Massachusetts with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Massachusetts with young kids: Travelling with young kids can be quite demanding. It’s important to prioritise their comfort and safety, along with providing suitable amenities, 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 holiday wouldn’t be the same without their beloved furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly options come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Massachusetts: If you're searching for holiday rentals with great 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 features 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 captivating blend of history and natural beauty, making it an irresistible getaway for travellers. From the charming streets of Boston, rich in revolutionary history, to the serene landscapes of the Berkshires, perfect for a fall escape, there's something for everyone. Experience family-friendly attractions, romantic waterfronts, and vibrant neighbourhoods that showcase the friendly spirit of the East Coast. Whether it's a long weekend or a leisurely holiday, Massachusetts promises memorable adventures amidst its verdant scenery.

  • Boston: Boston is a dynamic city within Massachusetts that offers an engaging urban experience for visitors. The city is celebrated for its rich cultural heritage, with numerous educational venues, shopping centres, and music concerts that bring an eclectic mix to the travel scene. Its proximity to historic sports stadiums and event conference venues creates a well-rounded blend of cultural and sporting attractions. Whether you’re exploring the busy streets or enjoying a family outing, Boston provides an immersive city-themed travel experience.
  • Cape Cod: Cape Cod is a charming region known for its stunning beaches, picturesque scenery and outdoor adventures. Located in Massachusetts, it is an ideal destination for those seeking a relaxing getaway with water parks, golf courses and countless opportunities to bask in the natural beauty of the area. Its local landmarks, including expansive family beaches and the cape itself, offer visitors a genuine taste of coastal living, perfect for a leisurely exploration of scenic vistas and outdoor pursuits.
  • Nantucket: Nantucket, a coastal city in Massachusetts, beckons travellers with its breathtaking beach landscapes and scenic outdoor experiences. Famed for its family beaches and captivating capes, Nantucket also features recreational activities such as golf and a nearby ski field. The island’s blend of leisure and adventure ensures a varied travel experience, making it an appealing destination for those looking to enjoy the great outdoors while soaking in the local charm.

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.

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

Booking with Vrbo is a breeze

Looking to save on your next trip? Being flexible with your travel dates can really help, as prices often fluctuate. You might also enjoy considerable savings by booking a longer stay. To find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s innovative Trip Board provides a dedicated space for you to start new journeys, pick up where you last stopped, or review and organise your itinerary. Properties you've previously saved or booked are now available under Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.bookabach.co.nz/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)
  • Butternut Farm Golf Club (6.9 mi / 11.1 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)

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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach, 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 Bookabach 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.

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