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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select Eastern Massachusetts Holiday Homes

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Fridge, microwave, oven, stovetop

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (14)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Enjoy cooking in this well-equipped kitchen with sleek cabinetry, granite countertop, and stainless steel appliances.

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (125)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is £341
includes taxes & fees
4 Aug - 5 Aug
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Staircase leads to a landing with a control panel.

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (166)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Centrally located charmer with expansive patio, board games, & central AC
Enjoy cooking in this well-equipped kitchen with a double oven, coffee maker, and kettle.

Centrally located charmer with expansive patio, board games, & central AC

7.6 out of 10, Good, (8)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC
Hyannis Hideaway in Cape Cod
Enjoy cooking in this well-equipped kitchen with a central island, stove, and modern faucet.

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (1)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is £639
includes taxes & fees
31 Jul - 1 Aug
Hyannis Hideaway in Cape Cod
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Dining

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

10.0 out of 10, Exceptional, (94)
"Loved our stay. Property is very clean and in a quiet neighborhood close to town and beaches. Host Bonnie was great. Would definitely rent again."
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Union Square House
Relax in a serene outdoor space with a seating area, hammock, and lush greenery.

Union Square House

9.6 out of 10, Exceptional, (76)
"Had a wonderful stay. Location great. House as described, clean, and comfortable. Would recommend for a stay. "
Union Square House
Charming house with WiFi and AC in superb Randolph
Relax on the covered patio with a sofa, chairs, and a small table.

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph
Boston's Best Vacation Home
Enjoy the expansive deck with a lattice design, perfect for outdoor relaxation.

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (55)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home
Spacious, New Renovation | Near T
Enjoy cooking in this well-equipped kitchen with a large island, sink, and ample counter space.

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (83)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is £262
includes taxes & fees
3 Aug - 4 Aug
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Leslie's Retreat: Spacious home ideally located to everything
Enter a serene hallway with a door featuring a frosted glass panel, adorned with a wreath and a potted plant on a nearby table.

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (237)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything
Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach

10.0 out of 10, Exceptional, (1)
"We found ourselves in dire straits when our previous accommodations cancelled last-minute. So fortunate for us that this wonderful place was available for precisely the dates we needed. It is a treasure. Everything is pristine, and there was so much room for all of us to stretch out and relax…plus just a quick 6 minute walk to the beach. Our group included a nearly 90 year old woman, my husband and me, our daughter and her husband, and their 7 year old, and every one of us found everything...
Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach
Entire Lower Level of the House, Across From The Beach
Walk along the pier and enjoy the serene views of the calm water.

Entire Lower Level of the House, Across From The Beach

9.8 out of 10, Exceptional, (16)
"Loved getting to visit the beach and the short drive to Salem!"
The price is £298
includes taxes & fees
31 Jul - 1 Aug
Entire Lower Level of the House, Across From The Beach
Hidden Gem right in the city of Boston!
Stunning staircase with a handrail and carpeted steps, leading to a door with a decorative glass panel.

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (21)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is £316
includes taxes & fees
19 Aug - 20 Aug
Hidden Gem right in the city of Boston!
Clean, Contemporary Escape Near T
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and cozy bench.

Clean, Contemporary Escape Near T

8.4 out of 10, Very good, (6)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape Near T
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Enjoy a peaceful retreat on this deck surrounded by lush trees and a charming fence.

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (74)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Cozy Apartment | Near T
Enjoy cooking in this well-lit kitchen with a copper stove top, stainless steel sink, and sleek cabinetry.

Cozy Apartment | Near T

8.6 out of 10, Excellent, (13)
"Great home. Close to almost everything "
Cozy Apartment | Near T
Totally Renovated Central AC Dog Friendly Near Golf
Cozy living room with a traditional fireplace, dining area, and large window offering a view of the outdoors.

Totally Renovated Central AC Dog Friendly Near Golf

9.6 out of 10, Exceptional, (7)
"Was a great house!! Clean, comfortable, and inviting. Close to Falmouth to get the ferry, close to Hyannis for dinner. Several great restaurants nearby! "
Totally Renovated Central AC Dog Friendly Near Golf
Whole House Steps from Pleasant Pond
Situated on a grassy area, this charming house features a front porch and a tranquil natural setting with a nearby body of water.

Whole House Steps from Pleasant Pond

9.6 out of 10, Exceptional, (42)
"Beautiful area next to the pond, quiet and peaceful!"
Whole House Steps from Pleasant Pond
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.
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Top Eastern Massachusetts Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

10/10 Excellent
"Although pricey, it is a very reliable, well-managed property with good customer service throughout."
Craig 1-night trip
Posted 1 day ago
Hilton Boston Logan Airport