Gloucester Vacation Rentals

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Browse Select Gloucester Vacation Homes

Our top choices for Gloucester vacation homes

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

9.6 out of 10, Exceptional, (129)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is CA $206
CA $528 total
includes taxes & fees
Aug 25 - Aug 26
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (239)
"This property was great! Very spacious and well equipped with everything you could need."
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, (85)
"This place is so well located. So close everything. EXCELLENT.If one complaint sometimes upstairs people are very loud. Overall great stay"
The price is CA $137
CA $388 total
includes taxes & fees
Aug 25 - Aug 26
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

9.6 out of 10, Exceptional, (42)
"We had a great weekend trip! The host was very responsive and accommodating and the property was perfect. "
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

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

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

9.6 out of 10, Exceptional, (65)
"Great property for a family to enjoy "
Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!

Coastal Retreat: steps to beach and town

10.0 out of 10, Exceptional, (4)
"A perfect family home for a holiday in New England."
Coastal Retreat: steps to beach and town

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

9.8 out of 10, Exceptional, (8)
The price is CA $373
CA $806 total
includes taxes & fees
Aug 25 - Aug 26
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

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

9.8 out of 10, Exceptional, (77)
"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

Moody Salem Home Away From Home

10.0 out of 10, Exceptional, (14)
"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 CA $128
CA $383 total
includes taxes & fees
Aug 26 - Aug 27
Moody Salem Home Away From Home

1 Mi to Beach: Manchester-by-the-Sea Retreat!

10.0 out of 10, Exceptional, (1)
"Exactly as described. Charming in town home with everything you need. Gayle and Susan could not have been nicer to us. The back deck with dining table and the awning is great. We ate all our meals out there surrounded by plants and flowers in a peaceful setting. Highly recommend. The Mansfield beach is really nice and very popular."
1 Mi to Beach: Manchester-by-the-Sea Retreat!

Coastal Modern Beachfront Chalet, sleeps 10+

9.0 out of 10, Wonderful, (4)
"Lovely location on the beach, host very good and came back to messages! Unfortunately a few issues, a number of broken chairs (one completely collapsed on my mother), the fire alarms went off on a few occasions, we also put some buckets over a number of sharp metal poles in the ground! "
Coastal Modern Beachfront Chalet, sleeps 10+

Boston's Beach Home: Pool, 1min to Beach, Pet +

9.8 out of 10, Exceptional, (7)
"Great house in a centrally located area. House was cozy and steps from the beach. We highly recommend this place. "
Boston's Beach Home: Pool, 1min to Beach, Pet +

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."
Charming 3-bedroom house in the HEART of SALEM!

House near down town Salem

9.6 out of 10, Exceptional, (50)
"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "
The price is CA $280
CA $532 total
includes taxes & fees
Aug 25 - Aug 26
House near down town Salem

Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

9.6 out of 10, Exceptional, (7)
"Very short walk to beach and boardwalk, property is very clean and cozy and owner is easy to reach out to response from owner is very quick."
Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

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

9.4 out of 10, Exceptional, (10)
The price is CA $899
CA $1,235 total
includes taxes & fees
Sep 1 - Sep 2
Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean

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

9.0 out of 10, Wonderful, (62)
"Nice quiet hideaway close to a great beach. Very private with rustic charm. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (17)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

9.2 out of 10, Wonderful, (121)
"We liked the location. It was close enough to walk to town. House had everything we needed and the 2 coffee pots was a plus for us."
Quaint getaway with full kitchen and lush yard - close to the beach and 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 Gloucester Hotel Reviews