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Vacation Homes in Gloucester

Beach Life Bliss - steps to the beach

9.6 out of 10, Exceptional, (30)
"Quick weekend trip to see our daughter in college. Beautiful little cottage and communication was great. Very clean and cozy"
Beach Life Bliss - steps to the beach

House near down town Salem

9.6 out of 10, Exceptional, (43)
"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 SAR 844
SAR 1,554 total
includes taxes & fees
10 Jun - 11 Jun
House near down town Salem

3BR1.5BA Retreat - Near Airport

10.0 out of 10, Exceptional, (7)
"Group of friends stayed at this location. The neighborhood is safe and quiet. Plenty of space for our group."
3BR1.5BA Retreat - Near Airport

Hampton Beach Cottage - River/Beach 2 Block Walk

9.4 out of 10, Exceptional, (30)
"Thanks so much, stay was great and cottage was just what we needed. Great location!"
Hampton Beach Cottage - River/Beach 2 Block Walk

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

9.6 out of 10, Exceptional, (75)
"Clean and convenient. Loud neighbors"
The price is SAR 750
SAR 1,533 total
includes taxes & fees
24 Jun - 25 Jun
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

9.8 out of 10, Exceptional, (29)
"Was a great spot for my spouse and I to visit again. We look forward to visiting this spot next year! "
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

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

9.8 out of 10, Exceptional, (73)
"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

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (63)
"We enjoyed our stay in this adorable home. Close to classic New England town of Newburyport and the Parker River Wildlife Refuge. Already booked another stay!"
The price is SAR 705
SAR 1,947 total
includes taxes & fees
19 Jun - 20 Jun
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Entire Home 2BR 2BTH Quite Area with parking

10.0 out of 10, Exceptional, (1)
"The Quiet Single Family House was the perfect place to stay for our group of a mom and 3 college-aged girls. We had plenty of space, the home was very clean and comfortable, and we were central to everything we wanted to do in the area. The neighborhood was peaceful and it wasn’t far to restaurants and grocery stores. The homeowner was a great source of information on things to do in the area as well as very responsive to any questions I had. I’d definitely rent from her again. We had a...
Entire Home 2BR 2BTH Quite Area with parking

Dog-friendly home with a partial river view & deck - steps from park & beach

8.6 out of 10, Excellent, (15)
"Nice place - convenient location"
Dog-friendly home with a partial river view & deck - steps from park & beach

The widow’s walk your very own spa experience

10.0 out of 10, Exceptional, (12)
"Wife and I had a quick stay and loved Marblehead and the surrounding area. House was big but the lair was perfect little a lot for us. "
The price is SAR 2,005
SAR 3,415 total
includes taxes & fees
12 Jun - 13 Jun
The widow’s walk your very own spa experience

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

The price is SAR 1,406
SAR 2,991 total
includes taxes & fees
10 Jun - 11 Jun
Best location in Old Town home, 5 minutes to everything, enjoy the difference!

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

9.8 out of 10, Exceptional, (33)
"Very peaceful, quiet neighborhood. Very comfortable and clean house with all of the ammenities that we needed! Would stay again"
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

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

9.6 out of 10, Exceptional, (119)
"We stayed here for four days. It’s very clean nice beautiful place."
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Beautiful Cozy Hill top 1BR near Boston & Salem

2.0 star property
Beautiful Cozy Hill top 1BR near Boston & Salem

Sunnyside: Private Home & Large Yard, Near Beach & Newburyport! 1 Dog OK, Smart TV, Fast WiFi

3.0 star property
9.6 out of 10, Exceptional, (5)
"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 SAR 870
SAR 1,986 total
includes taxes & fees
3 Jul - 4 Jul
Sunnyside: Private Home & Large Yard, Near Beach & Newburyport! 1 Dog OK, Smart TV, Fast WiFi

Brand new oceanfront home with a grill, deck, & beach access - stellar views

9.8 out of 10, Exceptional, (6)
"We enjoyed our stay in this beautifully designed home on lovely Robbins Island. It's a lovely place to take walks and enjoy the spectacular view from the porch."
Brand new oceanfront home with a grill, deck, & beach access - stellar views

Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.

10.0 out of 10, Exceptional, (20)
"My family and I had a lovely weekend here. The check in process was easy, the house was clean, and the views were absolutely beautiful. Plenty to do around the town. We really enjoyed ourselves. Would recommend!"
Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.

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

9.2 out of 10, Wonderful, (61)
"I visited my son for his birthday and stayed at this lovely little getaway. It had everything that you could possibly need and I could not be happier."
The price is SAR 563
SAR 1,082 total
includes taxes & fees
10 Jun - 11 Jun
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Pet-Friendly Revere Getaway, Steps from the T!

10.0 out of 10, Exceptional, (44)
"We had a wonderful stay. The host was very responsive and accommodating. The house exceeded our expectations. We would definitely stay again and recommend to others."
Pet-Friendly Revere Getaway, Steps from the T!
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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