Eastern Massachusetts Holiday Rentals

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Holiday Rentals in Eastern Massachusetts

2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
10.0 out of 10, Exceptional, (70)
"We loved Honeysuckle left. It was cozy and convenient to everything. The beds were comfy and there was ample household items for our 3 night stay"
2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
Beautiful, Cozy Ultra Convenient Salem Home
10.0 out of 10, Exceptional, (5)
"Nice private and quiet location with plenty of sleeping spaces and locations to be together. Short distance to down town and the commuter train."
The price is AU$502
per night
15 May - 16 May
Beautiful, Cozy Ultra Convenient Salem Home
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
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Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (80)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is AU$528
per night
21 May - 22 May
Beautiful Retreat close to Downtown Boston. Pets friendly.
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (21)
"Curtis’s place was perfect for my family and I visiting Boston, MA!"
Boston's Finest New Renovated Apartment
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (39)
"Great Location & I personally enjoy the fact that is a private residence. 👍 "
28 Fenway
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (820)
"I had a lovely suite overlooking the woods and the Charles River, where there is a lovely path for walking. I was surprised when I was told there was a full kitchen in the room, and discovered a living room, as well. I was only there for a night, but that would be a big perk if I was staying longer. The room and bathroom were clean. "
The price is AU$306
per night
5 May - 6 May
Crescent Suites Hotel
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.6 out of 10, Exceptional, (13)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (142)
"Great location, walking distance to Fenway. Very pleasant experience, would highly recommend."
Charlesgate Suites
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (109)
"Beautiful condo that overlooks the ocean and only steps away from the beach. Fireplace and hot tub were great for the chilly April nights. Balcony on the master bedroom overlooks the beach and was the perfect place for my morning yoga sessions. Host was very helpful and available to answer questions/concerns. We will definitely be staying here again."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
9.6 out of 10, Exceptional, (124)
"It was everything we thought as far as location in the boat itself, but the exterior of the boat was in need of a cleaning the bathtowels. What didn't you and mildew smelling the betting was tingy. And a little smelly, but overall, the place was clean in general. And had everything you'd want or need."
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (141)
"Great location!! We would definitely go back! The one thing we didn’t like was the pull out couch, it was very uncomfortable, my daughter chose to sleep on the sofa the 2nd night and not pull it out. "
InnSeason Resorts Captain's Quarters
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (774)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is AU$462
per night
27 May - 28 May
No. 284 powered by Sonder
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2195)
"Everything was good"
The price is AU$284
per night
10 May - 11 May
HYATT house Boston/Burlington
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.2 out of 10, Wonderful, (30)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (273)
"I like how it has indoor pool and access inside so you dont have to go outside in winter to find pool"
The price is AU$229
per night
13 May - 14 May
The Cove at Yarmouth by VRI Americas
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (169)
"Very nice "
The price is AU$805
per night
7 May - 8 May
Sonder at Pierce Boston
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (382)
"Friendly staff. Layout was smaller than expected. Not a fan of the spiral staircase, especially with small children."
The price is AU$229
per night
5 May - 6 May
Cape Winds Resort by VRI Americas
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (330)
"Great little hotel in beautiful and vibrant Cambridge area. Great restaurants and breakfast places around and if you like to walk like we do, not so bad to downtown. Room was beautifully designed and bed soo comfortable. Hotel doesn’t provide cleaning every day but not a problem for us. Will stay here if I’m Boston again."
The price is AU$514
per night
26 May - 27 May
Sonder 907 Main
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See all available properties in Eastern Massachusetts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Eastern Massachusetts Holiday Home Travel Info

Holiday homes
1 255
Popular accommodation
Eastern Massachusetts private holiday homes
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Eastern Massachusetts you may be interested in

The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3434)
"Visiting the kids who are in Boston, one north of and one south of... Used the Dagney as home base for one week. It was absolutely wonderful. Clean, modern, friendly. Doorman super helpful. Actually all staff helpful. 10 minutes to the airport. Cool coffee shop with the best cold brew. Restaurant had dollar oysters every evening. Within walking distance of the North End (little Italy), so Great access to pizza, Italian subs and homemade cookies. Loved the neighborhood vibe in the city. Great...
The price is AU$344
per night
27 May - 28 May
The Dagny Boston
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2000)
"Very nice hotel, great location, CLEAN, convenient, friendly staff, beautiful view overlooking the ocean"
The price is AU$421
per night
3 May - 4 May
Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza
4.0 star property
8.4 out of 10, Very good, (3305)
"Overall, I was happy with the hotel. What I didn't like was having to pay $35.00 per day for fitness club access, parking and whatever else it covered. They call it a "Destination Charge". I think it should be optional for guests who intend to use theses services."
The price is AU$384
per night
27 May - 28 May
Hilton Boston Park Plaza
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Eastern Massachusetts holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Massachusetts holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Massachusetts holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern Massachusetts holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Massachusetts. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Massachusetts holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Massachusetts holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern Massachusetts rentals

At Expedia, we put the best Eastern Massachusetts holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastern Massachusetts rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Massachusetts holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Massachusetts. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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