A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Gloucester Vacation Rentals

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Our top choices for Gloucester vacation homes

1. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (61 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is CA $180
CA $498 total
includes taxes & fees
Oct 20 - Oct 21
Beach Life Bliss - steps to the beach

2. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is CA $322
CA $412 total
includes taxes & fees
Nov 4 - Nov 5
The Essex of Gloucester

3. 3BR Harborside Home • Gloucester+Rockport • Ocean View

3BR Harborside Home • Gloucester+Rockport • Ocean View
East Gloucester
9.8 out of 10, Exceptional, (49 reviews)
"Great host, beautiful scenery and relaxing atmosphere."
United States
Valerie N.
3BR Harborside Home • Gloucester+Rockport • Ocean View

4. Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.8 out of 10, Exceptional, (16 reviews)
"Sparking clean property. Plenty of main floor gathering space (kitchen/dining/livingroom) with good separation of sleeping quarters, giving the opportunity for privacy and rest. Pretty back yard with Adirondack chairs to enjoy while reading or just resting. Easy drive to the main attractions of Gloucester and/or Rockport. All this and responsive owners too! "
United States
Karen T.
The price is CA $226
CA $736 total
includes taxes & fees
Nov 2 - Nov 3
Oceanside Village Home~Private Fenced Yard~Reserved Parking

5. Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
10.0 out of 10, Exceptional, (1 review)
"We loved our stay. The property is beautiful with wonderful views. Convenient to get most places."
United States
Sara G.
The price is CA $437
CA $1,371 total
includes taxes & fees
Oct 26 - Oct 27
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

6. Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (6 reviews)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is CA $511
CA $1,436 total
includes taxes & fees
Oct 14 - Oct 15
Classic Coastal Family Home | Walk to Sea;King Bed

7. Stay at Little River

Stay at Little River
Gloucester
10.0 out of 10, Exceptional, (9 reviews)
"My friend and I had a great time staying at the house. Beautiful view, close to great attractions, and the kitchen was well appointed."
United States
Caitlin D.
The price is CA $1,007
CA $1,739 total
includes taxes & fees
Oct 15 - Oct 16
Stay at Little River

8. Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (15 reviews)
"Our host was amazing and this was the perfect getaway for us in a beautiful location!"
United States
Joy B.
Stay at Rocky Neck

9. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is CA $234
CA $591 total
includes taxes & fees
Nov 8 - Nov 9
Bell Buoy

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

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (45 reviews)
"Our family of four humans and two tiny dogs enjoyed our stay at this cozy home. The neighborhood is cute, quiet, and perfectly located to get in and out of town easily. The high appliances made cooking, laundry, and dishes convenient. We‘d love to stay here again."
United States
Bridget H.
The price is CA $291
CA $859 total
includes taxes & fees
Nov 2 - Nov 3
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

11. Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (38 reviews)
"Great spot right on Long Beach! Has great views of the ocean right on the water. We definitely stay there again pet friendly."
United States
Emmy D.
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

12. Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.8 out of 10, Exceptional, (9 reviews)
"This house worked well for our family with seven people of all ages and really enjoyed our first trip to the Rockport/Gloucester area. Hopefully we'll get a chance to return and would highly recommend the area and property."
United States
Dan K.
The price is CA $384
CA $943 total
includes taxes & fees
Nov 3 - Nov 4
Historic Renovation, Walk to Front Beach and Shopping

13. Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach
Rockport
9.6 out of 10, Exceptional, (8 reviews)
"Home was beautiful decorated and had everything we needed for a relaxing weekend. Host communicated well. Walking distance to the beach and town, and a short drive to Gloucester and Boston. Fantastic!"
United States
Juliet S.
Home w/firepit l Walk to Bearskin Neck+Beach

14. Experience Classic New England-walk to beach&shops

Experience Classic New England-walk to beach&shops
Rockport
10.0 out of 10, Exceptional, (1 review)
"Property was extremely clean. Comfortably fit my group of 8 adults. The deck hot tub was the biggest hot tub I have ever seen. Such a great place! Victor was extremely nice and responsive. "
United States
Danielle L.
The price is CA $471
CA $1,321 total
includes taxes & fees
Nov 8 - Nov 9
Experience Classic New England-walk to beach&shops

15. Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea
9.2 out of 10, Wonderful, (14 reviews)
"Great house, great location, wonderful kitchen. Friends all had a great time"
United States
Colorado B.
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

16. Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.6 out of 10, Exceptional, (20 reviews)
"Great space and close to Old Garden Beach and Bearskin Beck. Needed door lock fixed and communication was impressively prompt and the handyman who fixed it was very nice. Very happy with our stay"
United States
Kelley S.
The price is CA $567
CA $1,240 total
includes taxes & fees
Oct 31 - Nov 1
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

17. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is CA $275
CA $769 total
includes taxes & fees
Oct 19 - Oct 20
Historic Marblehead Nautical Home • Minutes to Salem

18. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (7 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is CA $123
CA $553 total
includes taxes & fees
Oct 20 - Oct 21
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

19. Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Salisbury Beach
10.0 out of 10, Exceptional, (1 review)
The price is CA $148
CA $658 total
includes taxes & fees
Oct 21 - Oct 22
Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

20. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (25 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is CA $406
CA $936 total
includes taxes & fees
Nov 9 - Nov 10
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
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

Find out more about Gloucester

Gloucester Vacation Homes information

Number of reviews
317
Accommodation
522 Vacation Homes
Lowest Price
CA $412
Highest Price
CA $1,739

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