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

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (10 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
The price is AED 331
AED 1,260 total
includes taxes & fees
15 Apr - 16 Apr
Oceanside Village Home~Private Fenced Yard~Reserved Parking

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 657
AED 841 total
includes taxes & fees
19 Apr - 20 Apr
The Essex of Gloucester

Stay at Smith Cove

Stay at Smith Cove
Rocky Neck
10.0 out of 10, Exceptional, (7 reviews)
"Very much enjoyed our stay. Property was perfect balance of Gloucester authenticity and modern amenities with stunning views and so much natural light which was so welcome in our December stay."
United States
Daniel M.
The price is AED 709
AED 2,076 total
includes taxes & fees
12 Apr - 13 Apr
Stay at Smith Cove

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 750
AED 1,908 total
includes taxes & fees
12 Apr - 13 Apr
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Charming New England Family Home; Harbor View

Charming New England Family Home; Harbor View
Gloucester
The price is AED 1,458
AED 3,943 total
includes taxes & fees
12 Apr - 13 Apr
Charming New England Family Home; Harbor View

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 582
AED 1,577 total
includes taxes & fees
27 Apr - 28 Apr
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

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

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 613
AED 1,638 total
includes taxes & fees
14 Apr - 15 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, (38 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is AED 666
AED 1,687 total
includes taxes & fees
13 Apr - 14 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 507
AED 1,487 total
includes taxes & fees
13 Apr - 14 Apr
Riverside Retreat • Cozy Coastal Cottage • Yard

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 632
AED 1,843 total
includes taxes & fees
12 Apr - 13 Apr
Circa 1789 • Historic South End Home • Back Patio

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 1,518 total
includes taxes & fees
23 Apr - 24 Apr
2BR Historic Marblehead Home+Minutes to Beach

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

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Salem
9.6 out of 10, Exceptional, (149 reviews)
"It was nice to rent a place for just one night. Great place. Spacious and clean. "
United States
Sue J.
The price is AED 364
AED 1,169 total
includes taxes & fees
13 Apr - 14 Apr
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

*New 1692 Spooky 2Br Salem+Downtown|Hocus Pocus

*New 1692 Spooky 2Br Salem+Downtown|Hocus Pocus
Salem
9.2 out of 10, Wonderful, (54 reviews)
"Great stay! Everything was perfect and as listed! "
United States
Susan P.
The price is AED 558
AED 1,205 total
includes taxes & fees
14 Apr - 15 Apr
*New 1692 Spooky 2Br Salem+Downtown|Hocus Pocus

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
12 Apr - 13 Apr
Comfortable spacious house, easy access to all

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 455
AED 1,327 total
includes taxes & fees
13 Apr - 14 Apr
Lorraine's Landing | 2 Min to Beach | Pet-Friendly

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
10 May - 11 May
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

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 1,487 total
includes taxes & fees
15 Apr - 16 Apr
The Salty Dog | Pet-Friendly | Private Yard

The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (20 reviews)
"Great location with incredible views! House is great, lots of amenities - family loved it and already wants to go back!"
United States
Jonathan T.
The price is AED 1,414
AED 2,611 total
includes taxes & fees
12 Apr - 13 Apr
The widow’s walk your very own spa experience

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.
The price is AED 661
AED 1,835 total
includes taxes & fees
6 May - 7 May
Plum Puddin | Pet-Friendly | Screened Porch | Deck
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