Search Vacation Homes in Eastern Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Eastern Massachusetts

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (7)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
The price is AED 729
AED 1,766 total
includes taxes & fees
31 Jul - 1 Aug
NEW 2BR Historic Marblehead Home+Minutes to Beach

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, (22)
"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 AED 635
AED 1,856 total
includes taxes & fees
16 Jul - 17 Jul
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

Gorgeous Beacon Hills Studio next to State house

10.0 out of 10, Exceptional, (23)
"Great location, easy access to TD Garden and restaurants. Very clean, and comfy bed. We would definitely recommend. Thanks for a great week!"
The price is AED 804
AED 1,490 total
includes taxes & fees
13 Aug - 14 Aug
Gorgeous Beacon Hills Studio next to State house

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

3.0 star property
8.8 out of 10, Excellent, (6)
"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."
Sunnyside: Sunset View Getaway - Relaxing Retreat in this Charming Home!

Quaint Beach Cottage-Steps to Beach- Sleeps 5

2.0 star property
The price is AED 1,010
AED 1,383 total
includes taxes & fees
15 Jul - 16 Jul
Quaint Beach Cottage-Steps to Beach- Sleeps 5

Casa Castor • Private Room 1

The price is AED 336
AED 457 total
includes taxes & fees
22 Jul - 23 Jul
Casa Castor • Private Room 1

Spacious & Convenient 1BR unit-20min to Boston

2.0 star property
9.8 out of 10, Exceptional, (9)
"Property was small and cozy. Quiet neighborhood and had all amenities except for coffee creamer. "
The price is AED 615
AED 1,372 total
includes taxes & fees
22 Jul - 23 Jul
Spacious & Convenient 1BR unit-20min to Boston

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

10.0 out of 10, Exceptional, (106)
"Beautiful property and the hosts were great! "
The price is AED 826
AED 1,292 total
includes taxes & fees
15 Jul - 16 Jul
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

✨Private Studio w/ Loft Center Historic Carlisle✨

9.4 out of 10, Exceptional, (19)
"Charming and impeccably clean place to stay for a quick trip out to the Greater Boston Area for travel and exploration. Easy access to main roads and visiting Kimball Farm for some great ice cream right down the road is an absolute must! "
The price is AED 413
AED 670 total
includes taxes & fees
18 Jul - 19 Jul
✨Private Studio w/ Loft Center Historic Carlisle✨

Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

10.0 out of 10, Exceptional, (12)
"We had a great stay at Oceans 11! The home is beautiful, it was incredibly clean, and very well stocked! We look forward to staying here again!!"
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard

2.0 star property
9.4 out of 10, Exceptional, (13)
"Great stay. Very clean, easy, great location."
The price is AED 441
AED 1,761 total
includes taxes & fees
27 Jul - 28 Jul
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard

Moody Salem Home Away From Home

10.0 out of 10, Exceptional, (13)
"Cozy little corner , perfect for taking a break and relaxing for a bit. Well situated and close to everything the city has to offer. Loved my stay here"
The price is AED 390
AED 1,080 total
includes taxes & fees
16 Jul - 17 Jul
Moody Salem Home Away From Home

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

9.6 out of 10, Exceptional, (80)
"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 AED 400
AED 1,075 total
includes taxes & fees
23 Jul - 24 Jul
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

2.0 star property
10.0 out of 10, Exceptional, (18)
"Easy walk to the beach and town. Great family space. "
The price is AED 1,037
AED 2,160 total
includes taxes & fees
20 Jul - 21 Jul
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Entire Lower Level of the House, Across From The Beach

10.0 out of 10, Exceptional, (15)
"Loved getting to visit the beach and the short drive to Salem!"
The price is AED 793
AED 1,391 total
includes taxes & fees
20 Jul - 21 Jul
Entire Lower Level of the House, Across From The Beach

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (20)
"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 AED 786
AED 1,854 total
includes taxes & fees
6 Aug - 7 Aug
Hidden Gem right in the city of Boston!

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

9.6 out of 10, Exceptional, (123)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is AED 364
AED 1,161 total
includes taxes & fees
16 Jul - 17 Jul
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

House near down town Salem

9.6 out of 10, Exceptional, (45)
"The property was very well maintained and the owner was very helpful. Easy parking and very walkable distance to downtown area. The only thing we didn't like was the placement of the tp holder but their isnt much they can do with the limited space. Overall very happy with the visit and would recommend to anyone."
The price is AED 645
AED 1,286 total
includes taxes & fees
15 Jul - 16 Jul
House near down town Salem

Cozy three-bedroom home close to Boston

10.0 out of 10, Exceptional, (34)
"We were very happy in this clean, comfortable, and welcoming home with all amenities included for a relaxing vacation with friends. Nearby restaurants and train station allowed for easy access to the city and meals."
The price is AED 777
AED 1,742 total
includes taxes & fees
21 Jul - 22 Jul
Cozy three-bedroom home close to Boston

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

10.0 out of 10, Exceptional, (155)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is AED 551
AED 1,442 total
includes taxes & fees
3 Aug - 4 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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.
Save an average of 15% on thousands of hotels when you're signed in