Holiday Homes in Eastern Massachusetts

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Featured Holiday Homes in Eastern Massachusetts

Beacon Hill Studio with Full Kitchen, Short Walk to MGH, Multiple Train Lines

The price is AU$620
includes taxes & fees
28 Sept - 29 Sept
Beacon Hill Studio with Full Kitchen, Short Walk to MGH, Multiple Train Lines

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (13)
"We loved staying here, enjoying all that Marblehead had to offer. It was the perfect distance from both Salem and Boston and had lots to offer when we decided to stay in. We came on an unseasonably cold week but stayed nice and cozy in the Vrbo. Highly recommend! "
The price is AU$746
includes taxes & fees
30 Sept - 1 Oct
NEW 2BR Historic Marblehead Home+Minutes to Beach

Casa Castor • Private Room 1

9.0 out of 10, Wonderful, (2)
"We loved staying at Judith's place! Much recommended!"
The price is AU$199
includes taxes & fees
7 Sept - 8 Sept
Casa Castor • Private Room 1

Sunnyside: Sunset View Getaway - Relaxing Retreat in this Charming Home!

3.0 star property
7.8 out of 10, Good, (10)
"Great location on Plum island check in was seamless and the accommodations were cozy and convenient. Close to downtown Newburyport and shops and restaurants. Great service and communications from iTrip. We would definitely stay again."
The price is AU$665
includes taxes & fees
5 Oct - 6 Oct
Sunnyside: Sunset View Getaway - Relaxing Retreat in this Charming Home!

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

9.4 out of 10, Exceptional, (64)
"Great"
The price is AU$436
includes taxes & fees
15 Sept - 16 Sept
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
9.8 out of 10, Exceptional, (8)
"Lived the location and light!!Thanks!!"
The price is AU$644
includes taxes & fees
29 Sept - 30 Sept
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

Spacious & Convenient 1BR unit-20min to Boston

2.0 star property
9.8 out of 10, Exceptional, (10)
"The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! "
The price is AU$576
includes taxes & fees
15 Sept - 16 Sept
Spacious & Convenient 1BR unit-20min to Boston

CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

2.0 star property
9.4 out of 10, Exceptional, (27)
"We stayed for a short trip for a concert, and it worked out great! The space was very comfortable and clean, and was very conveniently located! Would stay again!"
The price is AU$787
includes taxes & fees
30 Sept - 1 Oct
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

10.0 out of 10, Exceptional, (117)
"Beautiful property and the hosts were great! "
The price is AU$591
includes taxes & fees
18 Sept - 19 Sept
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (19)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is AU$1,213
includes taxes & fees
8 Sept - 9 Sept
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

10.0 out of 10, Exceptional, (11)
"it was very clean and felt safe great location. Johanna couldn’t be nicer or more helpful, I highly recommend these cottages."
The price is AU$578
includes taxes & fees
14 Sept - 15 Sept
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Entire Lower Level of the House, Across From The Beach

9.8 out of 10, Exceptional, (17)
"Loved getting to visit the beach and the short drive to Salem!"
The price is AU$531
includes taxes & fees
14 Sept - 15 Sept
Entire Lower Level of the House, Across From The Beach

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

10.0 out of 10, Exceptional, (14)
"Our family thoroughly enjoyed our 5 day stay at the end of July. The location was perfect... a less than 10 minute stroll on a sidewalk to a wide, sandy beach and about a 15 min drive to the shops and restaurants of downtown Plymouth."
The price is AU$557
includes taxes & fees
10 Sept - 11 Sept
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Home Away From Home in Lowell

9.8 out of 10, Exceptional, (18)
"We had a great time. The house was perfect for our family. The property is in great condition. We found everything we needed. Excellent stay. Thank you. "
The price is AU$597
includes taxes & fees
21 Sept - 22 Sept
Home Away From Home in Lowell

Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

10.0 out of 10, Exceptional, (72)
"Perfect little house! "
The price is AU$691
includes taxes & fees
9 Sept - 10 Sept
Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (164)
"This vrbo is in the perfect location! Short walk to the beach, great sun room, and great outdoor area. Everything you need from a grocery store, to diners are a very short drive or walk!"
The price is AU$482
includes taxes & fees
14 Sept - 15 Sept
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (97)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is AU$693
includes taxes & fees
14 Sept - 15 Sept
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (47)
"Everything was great clean beautiful house as advertised "
The price is AU$823
includes taxes & fees
14 Sept - 15 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (179)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
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
Accommodation
508 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$1,877

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