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26 Sep - 28 Sep
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3 Oct - 5 Oct
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17 Oct - 19 Oct
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Vacation Homes in Gloucester

Our top choices for Gloucester vacation homes

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (87)
"Perfect location. "
The price is SAR 371
SAR 1,052 total
includes taxes & fees
17 Sep - 18 Sep
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (241)
"Magnificently well maintained home near everything. Great for a large family vacation. "
Leslie's Retreat: Spacious home ideally located to everything
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

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

9.6 out of 10, Exceptional, (132)
"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
Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!
TV, Hulu, streaming services

Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!

9.6 out of 10, Exceptional, (66)
"Our stay on Q St. was amazing. We had 11 guys on a golf trip and the house accommodated us perfectly. The backyard was key! Perfect for grilling and Cornhole. Everything was walking distance from the house. Mary was a pleasure to deal with along the way. We are looking forward to making this an annual trip!"
Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!
House near down town Salem
Exterior

House near down town Salem

9.6 out of 10, Exceptional, (52)
"The apt was spotlessly clean and comfortable including the bedding. Having the two bedrooms, separate livingroom with the large tv, and the full kitchen with the coffee setup was so nice. We really enjoyed and appreciated your accommodations. "
The price is SAR 929
SAR 1,662 total
includes taxes & fees
16 Sep - 17 Sep
House near down town Salem
*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus
Dining

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

9.4 out of 10, Exceptional, (44)
"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 SAR 1,572
SAR 2,522 total
includes taxes & fees
21 Sep - 22 Sep
*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus
Coastal Modern Beachfront Chalet, sleeps 10+
Interior

Coastal Modern Beachfront Chalet, sleeps 10+

9.2 out of 10, Wonderful, (5)
"Lindsay was a five star host. Very pleasant, quick to respond to any questions/issues and helped make our stay more enjoyable. Older home with upscale remodel. Beautiful ocean views."
Coastal Modern Beachfront Chalet, sleeps 10+
Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport
Outdoor dining

Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

9.8 out of 10, Exceptional, (130)
"Our second stay here and still love it! Terrific walk-to-everything location and plenty of space for our family. Thank you for another great trip!"
Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport
Charming 3-bedroom house in the HEART of SALEM!
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in the HEART of SALEM!

10.0 out of 10, Exceptional, (2)
"The house was clean and beautiful and easily fit 6 people. The house was in walking distance from all attractions and restaurants on Essex Street. I would recommend this house and would stay there again."
The price is SAR 2,251
SAR 4,786 total
includes taxes & fees
5 Oct - 6 Oct
Charming 3-bedroom house in the HEART of SALEM!
Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean
Interior

Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean

9.6 out of 10, Exceptional, (12)
"Great location in Marblehead with close proximity to beautiful coastline and good restaurants. Check out the Marblehead Pizza House of Pizza or the G Bar and Kitchen for great food. The host was very responsive and accommodating and the house was as advertised with a beautiful central kitchen. Thanks for a nice stay."
The price is SAR 2,431
SAR 3,344 total
includes taxes & fees
6 Oct - 7 Oct
Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean
Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.
On the beach, sun loungers, beach towels

Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.

2.0 star property
10.0 out of 10, Exceptional, (14)
"Celebrated my daughter’s sweet sixteen at the beach. This place was clean, comfortable and close to the beach. The owner was always available for any questions. Highly recommend!! Would stay at again with my family."
The price is SAR 1,125
SAR 2,320 total
includes taxes & fees
14 Oct - 15 Oct
Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Property grounds

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (64)
"Nice quiet hideaway close to a great beach. Very private with rustic charm. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!
Beach

The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

10.0 out of 10, Exceptional, (16)
"My youngest was graduating from Endicott and we needed a place for my 3 adult children and 2 grandchildren to stay as we do not live in MA.Perfect house for a quiet family dinner. Everyone enjoyed their stay. Many thanks to our hosts for helping to make it a memorable graduation weekend!"
The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!
2 Bed/2 Bath Private Beach House One Block from the ocean.
Smart TV

2 Bed/2 Bath Private Beach House One Block from the ocean.

10.0 out of 10, Exceptional, (13)
"Truly enjoyed staying at the house. Parking was good. Thank you for a wonderful stay. "
The price is SAR 814
SAR 1,710 total
includes taxes & fees
1 Oct - 2 Oct
2 Bed/2 Bath Private Beach House One Block from the ocean.
Marblehead. Cottage on Whittier, new construction
Terrace/patio

Marblehead. Cottage on Whittier, new construction

10.0 out of 10, Exceptional, (138)
"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 SAR 1,219
SAR 1,764 total
includes taxes & fees
26 Sep - 27 Sep
Marblehead. Cottage on Whittier, new construction
"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, (18)
"Beautiful little place on a quiet street in a perfect spot. Thank you"
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Beach House, Walking distance to downtown!
Fridge, microwave, oven, stovetop

Beach House, Walking distance to downtown!

10.0 out of 10, Exceptional, (63)
"Enjoyed the property. Very cute "
Beach House, Walking distance to downtown!
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Lake

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

9.4 out of 10, Exceptional, (64)
"Great"
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Coastal Retreat: steps to beach and town
Exterior

Coastal Retreat: steps to beach and town

10.0 out of 10, Exceptional, (7)
Coastal Retreat: steps to beach and town
Spacious, serene, lovely, centrally located 2-bedroom home in Salem - sleeps 4
Microwave, oven, stovetop, dishwasher

Spacious, serene, lovely, centrally located 2-bedroom home in Salem - sleeps 4

Spacious, serene, lovely, centrally located 2-bedroom home in Salem - sleeps 4
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 Gloucester Hotel Reviews

The Cove At Salem

The Cove At Salem

10/10 Excellent
"Excellent stay. Rooms were amazing. We booked a theme witches room and could not have been any nicer. Impressed with front desk Nova who was outstanding in all aspects. A solid 10 out of 10 all around."
wayne 3-night trip
Posted 3 days ago
The Cove At Salem