Viewing 40 of 13,237 rentals in Massachusetts
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Houses in Massachusetts and Holiday rentals - Holiday Lettings - Holiday Rentals Massachusetts
13,237 Holiday homes
“Wonderful house!” Wonderfull house in the beach. Charming and nice decorated. Also well equipted with great kitchen and nice sofa. Only the queenbed was much to soft for two persons and needs to be replaced.
from £223 / night
£1,552 - £3,382 / week
from £125 / night
£876 - £1,433 / week
“Nirvana!” A very special spot on the beach, with views of the tidal salt marsh as well as the bay...sunrises and sunsets at a wonderful and quiet location, in a very comfortable and charming cottage with beautiful new kitchen and cathedral ceiling living room, many large windows and an extra wide space with no house on one side, enhancing the view.
from £295 / night
£2,069 - £3,183 / week
“relaxing, quaint, enjoyable” We enjoyed our stay in your cottage and had a wonderful time. We walked on the beach every day but only swam a few times as the ocean was quite cool. The weather was sunny, hot and humid, just what you want for an oceanside vacation. Thanks again.
from £112 / night
£736 - £2,467 / week
“Adorable Cottage” I was pleasantly surprised when I walked into this cottage. It was immaculate and nicely laid out, and a bit larger than I anticipated. The view of the salt marsh from the deck was beautiful and relaxing. The beach is just steps away across the road. Friendly shops and restaurants are close by and helped to pass the time on the rainy days. My security deposit was returned from Sand Dollar Realty within days after I got home, which was another nice surprise.
from £88 / night
£637 - £995 / week
from £96 / night
£717 - £1,512 / week
“Giant Summer House for the Whole Family” I've rented this house for the past two summers for vacation with my husband's extended family. The house and the property, with two big decks and large yards, are huge, perfect for big gatherings. There are large private bedrooms for three couples (two of those bedrooms would fit parents plus kids), a smaller private bedroom, a walk-through bedroom, and other nooks/rooms -- so there's plenty of space for children, grandparents and single relatives to pile in. The property manager is super easy to deal with, and the owner incredibly accommodating. On the bay side, Sandwich is a bit of a drive from the Cape's more popular towns, restaurants and ocean-side beaches, but being able to fit the whole family comfortably in such a large, charming house for such a great price makes the car ride worth it.
from £199 / night
£1,274 - £3,263 / week
from £144 / night
£955 - £1,910 / week
from £114 / night
£796 - £1,592 / week
“The view from the living room priceless!!!” The cottage was perfect for what we were looking for. The bathroom was just updated and very clean. Bedrooms were small, but who cares, we only slept there.Furniture in living room was not the most comfortable but I guess it served the purpose. Kitchen was small but doable. I think it might be a bit crowded with three or more people but it is cape cod.
from £183 / night
£1,194 - £2,069 / week
from £1,367 / night
£5,740 - £6,378 / week
from £269 / night
£1,640 - £2,757 / week
from £456 / night
£3,189 / week
“Fantastic Weekend Getaway” When my three girlfriends and I wanted to do a short getaway to the Vineyard, I started researching our options for where we could stay - and I am so thrilled I found this little bungalow! David was fantastic, and he was super flexible, organized and just a dream to work with. The home itself was very nice, and comfortable, for the four of us ladies to stay for one evening. I think it would be ideal for for a small family, too. The walk into Vineyard Haven was lovely - not too long, not too short - and that made for a wonderful experience for all four of us. My friends hand't been to the Vineyard, so being able to experience the very best of Vineyard Hospitality from David made our stay that much more enjoyable. Thanks for everything!!
from £210 / night
£1,381 - £2,278 / week
“Perfect place for a large family reunion” It was the perfect place for 4 siblings and spouse to hang out. The rooms are spacious though we draw cards to decide who gets that gorgeous room that walks out to the deck. We won, and that makes the stay more perfect for my husband and I. Having 4 bikes gave us so much freedom to explore. Nantucket is a perfect place to bike, relatively flat except 1 day we had to fight against strong wind. It was a bit hard to find at first, but it is quite convenient to get to the main road. It is not walking distance to any business, so it provides the quiet and seclusion one might look for in vacation. There is everything you need in the kitchen: we boil lobsters and grilled fish, meat and vegetable outside. We feast out and in for 5 days. In case we want to get away from the group to do some work or are fighting for bathroom, we can also spread to the "outhouse" - a very lovely self contained carriage house. Lastly, I really appreciate how helpful Bob has been before our stay and after, ensuring us with a wonderful stay. Though I have never met him, I felt like I know him from our email exchanges. Only complaint, kitchen utensils not always thoroughly cleaned.
from £1,107 / night
£7,745 / week
from £775 / night
£5,422 - £9,567 / week
from £502 / night
£3,189 / week
from £638 / night
£4,465 / week
from £593 / night
£4,146 / week
from £315 / night
£2,729 - £5,463 / week
from £584 / night
£4,082 / week
from £160 / night
£1,413 / week
“Gorgeous in every way” The cottage is tasteful, beautiful, comfortable and convenient. The views of the wonderful working harbor are breathtaking. The sunsets, seen from the deck while relaxing, dining, drinking coffee or something else are singularly spectacular. The color scheme in the cottage, the attention to detail, the artwork - all conspire to make the entire experience of being there as relaxing and enjoyable as it could possibly be. I would recommend Summerwind Cottage to anyone. I hope to return regularly. On top of all its other charms, the owners-Hank and Linda-are delightful people that I would love to see again under any circumstances.
from £274 / night
£1,914 / week
“Fantastic place to stay in the Berkshires” Elaine was a very gracious host, and the...accommodations were lovely and in a great location. The historic house has a lot of charm and many nice updates, especially the clean, updated bathrooms and the huge screened-in porch. ... We had room to spare, and everyone had a room to themselves. The kitchen was well stocked, and the living room very cozy... This would be a great place for skiers. We loved the area and highly recommend Elaine and her charming farmhouse!
from £237 / night
£1,413 - £2,848 / week
from £174 / night
£1,003 / week
from £251 / night
£1,094 / week
Home rental in West Hyannisport with golf nearby
West Hyannisport house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Cape Cod memories to treasure. Beautiful, Clean, Comfortable, Ca” What a way to spend a Cape Cod family vacation. We live in New York City with three small children. We look forward to our escape to the Cape vacation every year. We were incredibly grateful to find a treasure amoungist many. Not only was it the most reasonably priced but the location, size, cleanliness and comfort of the beautiful 4th ave cottage was the best we have stayed yet. After a long drive we were happy to walk into a lovely decorated Cape Cod charm cottage and Strech our legs for a 5 min. stroll to the private beach. Everyday we did something new with this location you are a quick drive to Cape's main attractions and beaches. It was a wonderful week that went by way to quickly but was just want us NYC folks needed. We have already booked for this up coming summer. Thank you to the owners for being so acomidating and hospitable. Best, Megan & Tom Irwin
from £210 / night
£1,458 / week
“Cozy bayside retreat” We enjoyed our stay in #7 Pagodas. We appreciated how responsive the owner and the manager of the property were. The location was perfect and we loved every day of exploring the upper cape and national Province lands. My only suggestion would be to have a document inside the room with descriptions of how to use the cook top, and other info about the area.
from £142 / night
£848 - £1,085 / week
from £274 / night
£1,914 / week
from £274 / night
£1,914 / week
“Great Location” Very cute house, clean, VERY close to beach, close to restaurants and shopping. Would absolutely stay again.
from £183 / night
£1,549 - £1,823 / week
from £286 / night
£2,005 / week
“The vacation cottage you need!!” Since I’m 9 years old my family has traveled to the cape. As we have grown with our own families we all spread out and find our own sleeping quarters. This year my family wound up in Eastham and we couldn’t have been happier. The cottage had ample space for us as well as yard space that we were able to have drinks and appetizers outside with some family after the beach. It was great!!!! The dirt road and seclusion from all the busyness gave us the quiet and calm we like. A short walk to the private bay was unreal. We can not thank Cindy and Fred enough for sharing their home with us. If you are looking for the ritz this isn’t it but if simple works for you, this home was a great rental. Thank you for the memories.
from £118 / night
£820 / week
from £693 / night
£4,854 - £8,356 / week
from £820 / night
£5,740 / week
from £183 / night
£1,276 / week
from £92 / night
£547 / week
“Peaceful, relaxing and comfortable stay” We stayed at the cottage in Manomet for one week and it was wonderful! We loved the home...quaint New England at it's best. Everything you need (except towels, sheets) for a fabulous week at the beach. Only reason I didn't give it 5 stars was because you had to bring your own linens. Will book again. Thank you Marywinne for allowing us this time at your summer home.
from £274 / night
£1,640 / week
from £235 / night
£2,278 / week
from £183 / night
£1,276 - £1,823 / week
Massachusetts holidays
Home of Plymouth Rock, the Kennedys and the Red Sox, Massachusetts is the epitome of a New England experience. With the dense wilderness, balmy beaches of Cape Cod in the southeast and the bustling metropolis of Boston on the coast, there are plenty of sights and sounds to engage visitors. Indulge in a luscious bowl of New England Clam Chowder followed by the savoury flavours of a freshly caught lobster. With every season bringing something special, from the crisp, brilliant leaves of autumn to the warm summertime beaches, there's no bad time to holiday in Massachusetts.
Some of the most storied and popular regions of the state include:
- Cape Cod: Including both the cape itself and the offshore islands, which include famous naantucket and Martha's Vineyard, Cape Cod is a holiday unto itself. Splendorous in summer, scenic in autumn and a joy in spring, Cape Cod is a must-see for visitors to Massachusetts.
- Boston: One of the most historic and famed cities on the east coast and the capital, Boston is home to a world-class Museum of Fine Arts, the Harvard campus and a plethora of historical sites, beautiful streets and fascinating scenery. It's not an accident that over 16 million people visit the city each year. If you're with the family, many water parks in Massachusetts and amusement parks in Massachusetts are in the Boston area. In addition, most Massachusetts National Parks are a short drive from the city.
- Pioneer Valley: Home to the historic counties of Franklin, Hampden and Hampshire, Pioneer Valley is the perfect place to chase down the fascinating secrets of the state's complex and lengthy history.
- Berkshire Hills: The state's westernmost region is amongst its most beautiful. Some of the best camping in Massachusetts is in the Berkshire Hills area, and its quiet, out-of-the-way location greatly appeals to those seeking to slow life down a gear.
- Provincetown: A hotspot of the arts, booming Provincetown was once a well-kept secret but is becoming a fashionable place for holidayers to visit.
During the summer and fall, both Boston and the Cape Cod area are alive with activity. It's a vibrant time of year to visit, with the beautiful beaches attracting thousands of patrons on a hot summer day and the legendary New England foliage making every turn a photo opportunity come fall.
A holiday rental is a more private, spacious and quiet alternative to getting a hotel room. Staying in a cabin is a perfect way to commune with nature if you're outside the city, and a condo or apartment rental is perfect if you're staying in the Boston area.
Explore more of New England by checking out the autumn leaves in neighbouring Vermont, the rich history of New Hampshire and the colourful capital of Rhode Island, Providence. All these destinations are a short journey from Boston and offer memorable ways to round out your holiday.
Top Destination reviews
Also consider
- North America Holidays 834758 properties
- United States Holidays 795921 properties
- Holiday rentals Cape Cod 7,377 properties
- Holiday rentals Martha's Vineyard 1,278 properties
- Houses Nantucket 829 properties
- Berkshires 743 properties
- Cottages Cape Ann 363 properties
- Cambridge 240 properties
- Plymouth 199 properties
- Brookline 128 properties
- Cottages Wareham 74 properties
- Scituate 74 properties
- Salisbury 64 properties
- Houses Newbury 64 properties
- Houses Marshfield 63 properties
- Hampshire County 63 properties
- Salem 55 properties
- Beach rentals Marblehead 55 properties
- Houses Worcester 54 properties
- Apartments Foxborough 50 properties
- Houses Newburyport 49 properties
- Quincy 48 properties