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

3BR Harborside Home • Gloucester+Rockport • Ocean View
East Gloucester
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful, wonderfully well stocked home with everything anyone would need! And not just starter supplies either! They even have beach necessities in a shed out back! Quality and quantity amazing in everything! Beautiful views, comfortable rocking chairs on front porch. Everything was great!!"
United States
Michele V.
The price is CA $254
CA $725 total
includes taxes & fees
Sep 22 - Sep 23
3BR Harborside Home • Gloucester+Rockport • Ocean View

2. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (22 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
The price is CA $294
CA $561 total
includes taxes & fees
Sep 27 - Sep 28
Cozy two bedroom house in the heart of Gloucester

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

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (15 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 $526 total
includes taxes & fees
Sep 23 - Sep 24
Oceanside Village Home~Private Fenced Yard~Reserved Parking

4. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (13 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 $350
CA $447 total
includes taxes & fees
Oct 18 - Oct 19
The Essex of Gloucester

5. 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, (5 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 $544
CA $1,464 total
includes taxes & fees
Sep 28 - Sep 29
Classic Coastal Family Home | Walk to Sea;King Bed

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

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 $906
CA $1,575 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.
The price is CA $1,511
CA $2,314 total
includes taxes & fees
Oct 12 - Oct 13
Stay at Rocky Neck

9. 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, (19 reviews)
"Absolutely loved this home!!! We didn’t want to leave and tried for another night , but unfortunately wasn’t able to stay because it was booked with someone else already! The location was close to down town and everyone here was as absolutely welcoming! Would love to stay again!"
United States
Angela G.
The price is CA $222
CA $601 total
includes taxes & fees
Sep 22 - Sep 23
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

10. 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 $318
CA $852 total
includes taxes & fees
Sep 22 - Sep 23
Historic Renovation, Walk to Front Beach and Shopping

11. 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, (44 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 $365
CA $777 total
includes taxes & fees
Oct 4 - Oct 5
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

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, (11 reviews)
"House worked great for traveling with teenagers- they had their own space to hang out. Very clean and well designed/ decorated. "
United States
Denitsa a.
The price is CA $477
CA $984 total
includes taxes & fees
Sep 28 - Sep 29
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

13. 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 $353
CA $717 total
includes taxes & fees
Sep 28 - Sep 29
Bell Buoy

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 $429
CA $919 total
includes taxes & fees
Sep 22 - Sep 23
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

15. HOT TUB I Downtown Rockport w/parking I Sleeps 8

HOT TUB I Downtown Rockport w/parking I Sleeps 8
Rockport
10.0 out of 10, Exceptional, (3 reviews)
"This beach house was everything we were looking for. We had a great family vacation second year in a row at one of Rachel’s great properties in Rockport.The house was perfectly clean, cool, and well equipped for cooking and grilling and enjoying the beautiful outdoor area. The hot tub was a fun bonus and the best surprise was the outdoor shower which made getting home from the beach trips with little kids breezy.We walked to the beach and Bearskin Neck easily each day.The host is on top of every...
United States
Kelli S.
The price is CA $439
CA $1,056 total
includes taxes & fees
Oct 4 - Oct 5
HOT TUB I Downtown Rockport w/parking I Sleeps 8

16. 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 $673
CA $1,564 total
includes taxes & fees
Oct 21 - Oct 22
Experience Classic New England-walk to beach&shops

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

Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Salisbury Beach
The price is CA $148
CA $635 total
includes taxes & fees
Sep 22 - Sep 23
Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

18. 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 $317
CA $717 total
includes taxes & fees
Oct 6 - Oct 7
Historic Marblehead Nautical Home • Minutes to Salem

19. The Nest | High-End Kitchen | Steps to Beach | A/C

The Nest | High-End Kitchen | Steps to Beach | A/C
Newbury
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is CA $260
CA $649 total
includes taxes & fees
Sep 22 - Sep 23
The Nest | High-End Kitchen | Steps to Beach | A/C

20. Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining

Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
Marblehead Historic District
The price is CA $350
CA $1,069 total
includes taxes & fees
Sep 29 - Sep 30
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
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
191
Accommodation
522 Vacation Homes
Lowest Price
CA $447
Highest Price
CA $1,575

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