Search Vacation Homes in Gloucester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Gloucester vacation homes

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (5 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
The price is AED 738
AED 944 total
includes taxes & fees
30 Apr - 1 May
The Essex of Gloucester

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.8 out of 10, Exceptional, (11 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
The price is AED 498
AED 1,472 total
includes taxes & fees
29 Apr - 30 Apr
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
The price is AED 948
AED 3,275 total
includes taxes & fees
27 Apr - 28 Apr
Classic Coastal Family Home | Walk to Sea;King Bed

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Gloucester
9.8 out of 10, Exceptional, (12 reviews)
"The house was just what we needed for a family get a way. The dogs and are teens loved it. The weather was cold, rainy and windy but the house kept us nice and warm and cozy. We had everything we needed and more. The sauna was a special treat too:) Thank you for a wonderful visit. We hope to return next year:) "
United States
Christina G.
The price is AED 498
AED 1,472 total
includes taxes & fees
30 Apr - 1 May
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (46 reviews)
"House was wonderful and had everything we needed. Very clean and homey for three couples. Great location. Great contact with the host. "
United States
Monica W.
The price is AED 833
AED 2,018 total
includes taxes & fees
19 May - 20 May
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

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, (14 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is AED 654
AED 1,685 total
includes taxes & fees
24 Apr - 25 Apr
The Nest | High-End Kitchen | Steps to Beach | A/C

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, (39 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is AED 666
AED 1,687 total
includes taxes & fees
27 Apr - 28 Apr
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Riverside Retreat • Cozy Coastal Cottage • Yard

Riverside Retreat • Cozy Coastal Cottage • Yard
Newbury
8.4 out of 10, Very Good, (6 reviews)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
The price is AED 525
AED 1,510 total
includes taxes & fees
27 Apr - 28 Apr
Riverside Retreat • Cozy Coastal Cottage • Yard

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is AED 540
AED 1,461 total
includes taxes & fees
4 May - 5 May
2BR Historic Marblehead Home+Minutes to Beach

Circa 1789 • Historic South End Home • Back Patio

Circa 1789 • Historic South End Home • Back Patio
Newburyport
9.8 out of 10, Exceptional, (9 reviews)
"This is a very nice property and host, in a perfect location to the water and downtown restaurants and shops. Highly recommend staying here!!"
United States
Gail C.
The price is AED 815
AED 2,083 total
includes taxes & fees
24 Apr - 25 Apr
Circa 1789 • Historic South End Home • Back Patio

Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!
Newburyport
9.8 out of 10, Exceptional, (81 reviews)
"Perfect for a two person stay to relax and enjoy the local activities!"
United States
Tom B.
The price is AED 713
AED 1,717 total
includes taxes & fees
26 Apr - 27 Apr
Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

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

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Ipswich
9.4 out of 10, Exceptional, (70 reviews)
"Comfortable stay in a great location."
United States
Amanda A.
The price is AED 459
AED 947 total
includes taxes & fees
24 May - 25 May
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Plum Puddin | Pet-Friendly | Screened Porch | Deck

Plum Puddin | Pet-Friendly | Screened Porch | Deck
Newburyport
9.8 out of 10, Exceptional, (8 reviews)
"Our stay was excellent. We will definitely be back soon. "
United States
Edmond B.
Plum Puddin | Pet-Friendly | Screened Porch | Deck

Lorraine's Landing | 2 Min to Beach | Pet-Friendly

Lorraine's Landing | 2 Min to Beach | Pet-Friendly
Hampton Beach
9.4 out of 10, Exceptional, (13 reviews)
"We had a great time, they really maxed out and made the space flexible for visitors. We also had a large dog. Neighborhood was great and with the AC you really couldn’t hear traffic.You can fit six but I think five would make it most comfortable. "
United States
Kathryn C.
The price is AED 489
AED 1,379 total
includes taxes & fees
26 Apr - 27 Apr
Lorraine's Landing | 2 Min to Beach | Pet-Friendly

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
8.8 out of 10, Excellent, (13 reviews)
"A big, comfortable house. The owner was quick to answer the questions that I had and resolved everything nicely."
United States
William
The price is AED 853
AED 1,490 total
includes taxes & fees
27 Apr - 28 Apr
Comfortable spacious house, easy access to all

The Salty Dog | Pet-Friendly | Private Yard

The Salty Dog | Pet-Friendly | Private Yard
Hampton Beach
9.8 out of 10, Exceptional, (31 reviews)
"Location, location, location! This little gem of a property has a direct walking path through town to the sandy beach! Great for leased dog walks! It is very clean, comfy and well-stocked with things you may need, including laundry facilities, and parking on-site in the driveway. During our stay a 'Nor Easter rainstorm hit, but we were tight and cozy inside the Salty Dog property. A fun, little place to stay to enjoy Hampton Beach and its coastal amenities!"
United States
Katherine P.
The price is AED 569
AED 1,479 total
includes taxes & fees
26 Apr - 27 Apr
The Salty Dog | Pet-Friendly | Private Yard

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (27 reviews)
"great place and location"
United States
Kacey C.
The price is AED 955
AED 1,690 total
includes taxes & fees
19 May - 20 May
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

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, (16 reviews)
"We used this lovely home as our hub to explore nearby Salem and really enjoyed the house!We were 3 couples, and had plenty of space to spread out and spend time together. The scenery here just simply can't be beat, and we all wished we could have stayed longer to appreciate the island and the home more."
United States
Remy G.
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
Seacity View

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was fantastic. Great location, only an 8 minute walk to Essex st. Great host as well! "
United States
Adam R.
The price is AED 791
AED 1,938 total
includes taxes & fees
6 May - 7 May
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gloucester Hotel Reviews

Explore a world of travel with Expedia