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

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (42 reviews)
"Cozy accommodation..comfortable beds, numerous tvs, lots of extras"
United States
Jo-Ann P.
Beach Life Bliss - steps to the beach

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 456
AED 1,396 total
includes taxes & fees
14 Apr - 15 Apr
Oceanside Village Home~Private Fenced Yard~Reserved Parking

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (4 reviews)
"The Essex was exceptionally clean! The rooms were all beautifully done and the bed was comfortable! We ate at the Blue Marlin for dinner , the food was excellent and the service too!"
United States
Robin
The price is AED 650
AED 833 total
includes taxes & fees
15 Apr - 16 Apr
The Essex of Gloucester

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 708
AED 1,857 total
includes taxes & fees
2 Apr - 3 Apr
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Seaside Home I Sleeps 6 I Plum Cove Beach+Rockport

Seaside Home I Sleeps 6 I Plum Cove Beach+Rockport
Gloucester
Seaside Home I Sleeps 6 I Plum Cove Beach+Rockport

Charming New England Family Home; Harbor View

Charming New England Family Home; Harbor View
Gloucester
The price is AED 1,627
AED 4,166 total
includes taxes & fees
2 Apr - 3 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 540
AED 1,527 total
includes taxes & fees
27 Apr - 28 Apr
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

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 522
AED 1,506 total
includes taxes & fees
2 Apr - 3 Apr
Riverside Retreat • Cozy Coastal Cottage • Yard

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 624
AED 1,620 total
includes taxes & fees
9 Apr - 10 Apr
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

*New Spooky Halloween 2BR|Salem|Walking Downtown

*New Spooky Halloween 2BR|Salem|Walking Downtown
Salem
9.2 out of 10, Wonderful, (53 reviews)
"Great stay! Everything was perfect and as listed! "
United States
Susan P.
The price is AED 613
AED 1,277 total
includes taxes & fees
6 Apr - 7 Apr
*New Spooky Halloween 2BR|Salem|Walking Downtown

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, (148 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

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 691
AED 1,732 total
includes taxes & fees
6 Apr - 7 Apr
The Nest | High-End Kitchen | Steps to Beach | A/C

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 1,453 total
includes taxes & fees
9 Apr - 10 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 467
AED 1,363 total
includes taxes & fees
6 Apr - 7 Apr
Lorraine's Landing | 2 Min to Beach | Pet-Friendly

2 Bed/2 Bath Private Beach House One Block from the ocean.

2 Bed/2 Bath Private Beach House One Block from the ocean.
Hampton Beach
10.0 out of 10, Exceptional, (19 reviews)
"It was very nice , clean and a great location. "
United States
Robert P.
The price is AED 551
AED 1,363 total
includes taxes & fees
6 Apr - 7 Apr
2 Bed/2 Bath Private Beach House One Block from the ocean.

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 price is AED 790
AED 2,109 total
includes taxes & fees
8 Apr - 9 Apr
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

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
10.0 out of 10, Exceptional, (80 reviews)
"Great place to stay, though seating was uncomfortable."
United States
Nanette T.
The price is AED 812
AED 1,848 total
includes taxes & fees
26 Apr - 27 Apr
Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
The price is AED 1,164
AED 2,337 total
includes taxes & fees
29 Apr - 30 Apr
Seacity View

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, (6 reviews)
"The stay was great rented is so we would be able to go into salem and was able and got proposed to! It was a great trip and the beds were really comfortable"
United States
Odessa G.
The price is AED 875
AED 2,012 total
includes taxes & fees
2 Apr - 3 Apr
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included

SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!

SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!
Swampscott
8.4 out of 10, Very Good, (15 reviews)
"Great location and a short ride to Boston and Salem! We enjoyed a girls(we are over 40!) weekend here in October! We all enjoyed the property! Great restaurants to choose from close by too! "
United States
Barbie M.
The price is AED 837
AED 2,121 total
includes taxes & fees
29 Apr - 30 Apr
SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!
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