Holiday Homes in Eastern Massachusetts

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Featured Holiday Homes in Eastern Massachusetts

Casa Castor • Private Room 1

9.0 out of 10, Wonderful, (4)
"Clean bathroom, Good location, Many groceries stores around the area."
The price is NZ$281
includes taxes & fees
2 Oct - 3 Oct
Casa Castor • Private Room 1

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

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (243)
"Magnificently well maintained home near everything. Great for a large family vacation. "
Leslie's Retreat: Spacious home ideally located to everything

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

9.6 out of 10, Exceptional, (88)
"Perfect location. "
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (170)
"Beautiful cottage , great location. Would love to stay again "
The price is NZ$1,338
includes taxes & fees
12 Oct - 13 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (69)
"The property is exceptional. Great location, clean, lots of space for our large group. It had everything we needed including ample parking in the back of the building. Maya is a wonderful host and was very accommodating with our requests. I would stay here again in a heartbeat."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

10.0 out of 10, Exceptional, (3)
"We had such an amazing stay! The house was absolutely beautiful and had so much space for our family to relax and enjoy. The pool was incredible — the kids practically lived in it the whole trip! The hot tub was also a wonderful bonus! Everything was clean, comfortable, and even better than expected. The hosts were fantastic — quick to answer any questions and made sure we had everything we needed. We would definitely stay here again and highly recommend it to anyone looking for a perfect...
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

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

9.6 out of 10, Exceptional, (134)
"Perfect location for a visit to Salem. Within walking distance of everything, and right next to Salem Maritime Nat’l Historic Park. View of the water from the backyard. "
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus

9.2 out of 10, Wonderful, (46)
"Very clean, comfortable, with cute decor. 3 minute walk from an excellent bakery and coffee shop that serves breakfast sandwiches, we walked there every morning. Also close to the beach. Neighborhood was quiet. "
The price is NZ$1,351
includes taxes & fees
19 Oct - 20 Oct
*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (56)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.

Cozy Apartment | Near T

9.0 out of 10, Wonderful, (21)
"Great home. Close to almost everything "
Cozy Apartment | Near T

Essential Boston Home | Near South End

10.0 out of 10, Exceptional, (4)
"It was great!"
Essential Boston Home | Near South End

Renovated cottage 1 mile to beach in Chatham!

9.8 out of 10, Exceptional, (77)
"Great cottage, everything we needed for a really relaxing time. Good location close to everything we needed (by car). "
Renovated cottage 1 mile to beach in Chatham!

Luxury 6 BR·7 Beds·3.5 BA house in charming Marblehead & walkable to the ocean

9.8 out of 10, Exceptional, (16)
"We had an amazing stay in this beautiful property. In a wonderful area as well! Looking forward to coming back next year!"
Luxury 6 BR·7 Beds·3.5 BA house in charming Marblehead & walkable to the ocean

Casa Castor • Private Room 2

2.0 out of 10, (2)
"Check to see is the host you correspond with is the person you meet when you get there. This location is hosted by a man and has no parking "
The price is NZ$281
includes taxes & fees
7 Oct - 8 Oct
Casa Castor • Private Room 2

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

8.6 out of 10, Excellent, (31)
"The property was perfect for our family. It’s in a great location. We rented bikes and enjoyed being able to walk and bike to the beach and market. Thanks for letting us stay!"
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Marblehead. Cottage on Whittier, new construction

10.0 out of 10, Exceptional, (139)
"A great little getaway, very close to everything yet tucked away in a very quiet and safe neighborhood. Will absolutely stay here again."
The price is NZ$941
includes taxes & fees
13 Oct - 14 Oct
Marblehead. Cottage on Whittier, new construction

Lovely 3-bedroom house with AC & laundry Quincy 3mins away from Wollaston Beach

2.0 star property
5.0 out of 10, (2)
"I arrived our first night at about 930 or 945 pm. When we got there there was a property manager/ cleaner that was there in the bathroom. He had been exercising and took a shower. The bathroom was left very dirty. We texted host that we were leaving. I have a dispute with my credit card company for a full refund."
Lovely 3-bedroom house with AC & laundry Quincy 3mins away from Wollaston Beach

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

10.0 out of 10, Exceptional, (181)
"My daughters and grandchildren enjoyed our stay. The location was ideal for shopping and restaurants We even invited over other relatives from the area to enjoy a cookout and smores.. I would rent this place again."
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
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

Find out more about Eastern Massachusetts

Find out more about Eastern Massachusetts

Eastern Massachusetts Holiday Homes information

Number of reviews
1,257
Accommodation
495 Holiday Homes
Lowest Price
NZ$281
Highest Price
NZ$1,351

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