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. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (16 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 $224
CA $286 total
includes taxes & fees
Nov 3 - Nov 4
The Essex of Gloucester

2. 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 $190
CA $627 total
includes taxes & fees
Nov 11 - Nov 12
Oceanside Village Home~Private Fenced Yard~Reserved Parking

3. The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
East Gloucester
10.0 out of 10, Exceptional, (6 reviews)
"We truly enjoyed our time at the Mariner. Its a beautiful home with all the necessary amenities. Rachel is an excellent host. She was extremely responsive throughout our stay. We will definitely be back!!"
United States
Nina R.
The price is CA $334
CA $940 total
includes taxes & fees
Oct 27 - Oct 28
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

4. 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 $485
CA $1,404 total
includes taxes & fees
Oct 26 - Oct 27
Classic Coastal Family Home | Walk to Sea;King Bed

5. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (63 reviews)
"Very nice little house with all amenities you can ask for. Unfortunately we only had a quick over night stay. Beautiful location. The drive way is a challenge to get out if you are backing out. We certainly would stay again!"
United States
Nicole
The price is CA $693
CA $1,136 total
includes taxes & fees
Nov 1 - Nov 2
Beach Life Bliss - steps to the beach

6. Stay at The Neck

Stay at The Neck
Rocky Neck
10.0 out of 10, Exceptional, (4 reviews)
"This was an amazing place! Great views and right beside an excellent restaurant. Will stay here again!"
United States
Jack J.
The price is CA $989
CA $1,701 total
includes taxes & fees
Oct 26 - Oct 27
Stay at The Neck

7. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
9.6 out of 10, Exceptional, (22 reviews)
"Rachel was very responsive and attentive, excellent host. The house was in a great location, clean, and very comfortable. Would stay there again should the need arise."
United States
Betty
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.8 out of 10, Exceptional, (21 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 $238
CA $738 total
includes taxes & fees
Oct 26 - Oct 27
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

9. 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)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is CA $238
CA $688 total
includes taxes & fees
Nov 19 - Nov 20
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

10. 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
Bell Buoy

11. 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 $371
CA $916 total
includes taxes & fees
Nov 2 - Nov 3
Historic Renovation, Walk to Front Beach and Shopping

12. 4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included
Rockport
9.8 out of 10, Exceptional, (12 reviews)
"Overall excellent !! Thank you !"
United States
laura r.
The price is CA $366
CA $1,052 total
includes taxes & fees
Oct 27 - Oct 28
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

13. 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 $450
CA $1,275 total
includes taxes & fees
Nov 8 - Nov 9
Experience Classic New England-walk to beach&shops

14. 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.
The price is CA $398
CA $954 total
includes taxes & fees
Oct 27 - Oct 28
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

15. 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)
"Great home. Close to town. Clean and plenty of room for the 6 of us"
United States
Joan L.
The price is CA $429
CA $1,077 total
includes taxes & fees
Oct 25 - Oct 26
Home w/firepit l Walk to Bearskin Neck+Beach

16. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (26 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 $254
CA $661 total
includes taxes & fees
Oct 27 - Oct 28
Historic Marblehead Nautical Home • Minutes to Salem

17. 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, (8 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 $162
CA $592 total
includes taxes & fees
Oct 25 - Oct 26
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

18. Moody Salem Home Away From Home

Moody Salem Home Away From Home
Salem
9.8 out of 10, Exceptional, (34 reviews)
"Spotless comfortable apartment. Responsive hosts. Great location. Highly recommended!"
United States
Margaret G.
The price is CA $620
CA $1,010 total
includes taxes & fees
Oct 27 - Oct 28
Moody Salem Home Away From Home

19. 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)
"We stayed in the property for one night, so we were in and out. The house is older, but everything works great and it was super clean. The beds were very comfortable. The view from the back year/deck is simply amazing. The ocean, the lighthouse, the boats are just beautiful and is worth every bit of what we paid. I didn’t have a need to communicate with the host but all check in and check out directions were sufficient."
United States
Hayley H.
The price is CA $350
CA $856 total
includes taxes & fees
Nov 16 - Nov 17
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

20. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
The price is CA $223
CA $554 total
includes taxes & fees
Nov 9 - Nov 10
Plovers Nest
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

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Gloucester Vacation Homes information

Number of reviews
331
Accommodation
515 Vacation Homes
Lowest Price
CA $286
Highest Price
CA $1,701

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