Gloucester Holiday Rentals

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Check prices for these dates

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Gloucester holiday rentals

Private kitchen

Holiday Home in Gloucester

The Essex of Gloucester
2.0 star property
10.0 out of 10, Exceptional, (2 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 HK$1,079
HK$1,380 total
includes taxes & fees
3 Feb - 4 Feb
The Essex of Gloucester
Beach

Apartment in East Gloucester

Long Beach Suites: Ocean Views, Book 2025 Already!
9.2 out of 10, Wonderful, (21 reviews)
"The location was perfect- couldn't have been any better. Clean and stocked kitchen. Great communication. Really enjoyed our stay here!!"
United States
Alex R.
The price is HK$913
HK$2,845 total
includes taxes & fees
16 Jan - 17 Jan
Long Beach Suites: Ocean Views, Book 2025 Already!
Property grounds

Holiday Home in Gloucester

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
10.0 out of 10, Exceptional, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
The price is HK$1,762
HK$4,338 total
includes taxes & fees
19 Jan - 20 Jan
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Beach

Holiday Home in Gloucester

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
9.8 out of 10, Exceptional, (12 reviews)
"We loved cooking on the antique stove and hanging out in the sun room. It was a cozy spot close to all the activities in Rockport."
United States
Allyson Y.
The price is HK$1,056
HK$3,105 total
includes taxes & fees
9 Feb - 10 Feb
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Beach

Apartment in East Gloucester

Long Beach Suites: 3 Mins Toes To Sand!
8.8 out of 10, Excellent, (19 reviews)
"After a conference in Boston, we wanted go stay a few days in a relaxed area near the sea. It was lovely and quiet, and a short walk to the beach."
United States
Jennifer T.
The price is HK$912
HK$3,055 total
includes taxes & fees
22 Jan - 23 Jan
Long Beach Suites: 3 Mins Toes To Sand!
Dining room

Aparthotel in Rockport

Long Beach Suites
2.0 star property
9.2 out of 10, Wonderful, (61 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
Long Beach Suites
Marina

Apartment in Rockport

The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
10.0 out of 10, Exceptional, (31 reviews)
"Great location. Excellent and clean renovation and a very responsive host. "
United States
Ken W.
The price is HK$803
HK$2,448 total
includes taxes & fees
20 Jan - 21 Jan
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
Beach

Apartment in Rockport

1BR with Private Deck + Ocean Views· Private Parking · King Bed
9.8 out of 10, Exceptional, (34 reviews)
"Nice place, great location. Short walk to restaurants and sights. "
United States
Kathryn
1BR with Private Deck + Ocean Views· Private Parking · King Bed
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Newburyport

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"The room was nice, there should have been 4 towels instead of just 2 and an extra blanket as just the sheet and bedspread were thin for cold nights. We did see staff in the morning and got another blanket they were very nice. Parking was tough. "
United States
Jill T.
The price is HK$595
HK$1,268 total
includes taxes & fees
17 Jan - 18 Jan
Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
Outdoor dining

Holiday Home in Rockport

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
2.0 star property
9.8 out of 10, Exceptional, (7 reviews)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
The price is HK$835
HK$2,814 total
includes taxes & fees
19 Jan - 20 Jan
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
2 bedrooms, desk, iron/ironing board, travel cot

Apartment in Beverly

5 Min to Salem~Comfy King Beds
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Exactly as described - was just what we needed for a quick trip over a handful of days. It was great for walking into Beverly and close to Salem. The host was wonderful to work with and would recommend any of his locations. "
United States
Kerry H.
The price is HK$624
HK$1,551 total
includes taxes & fees
25 Jan - 26 Jan
5 Min to Salem~Comfy King Beds
Smart TV

Apartment in Beverly

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
9.4 out of 10, Exceptional, (21 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
The price is HK$729
HK$2,200 total
includes taxes & fees
19 Jan - 20 Jan
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Smart TV, books

Holiday Home in Rockport

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
10.0 out of 10, Exceptional, (14 reviews)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
The price is HK$951
HK$2,988 total
includes taxes & fees
19 Jan - 20 Jan
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Marina

Condo in Marblehead

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (71 reviews)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
The price is HK$508
HK$1,709 total
includes taxes & fees
20 Jan - 21 Jan
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Fridge, microwave, oven, stovetop

Apartment in Ipswich

Riverview charming apt near beach
9.8 out of 10, Exceptional, (32 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is HK$897
HK$1,993 total
includes taxes & fees
25 Jan - 26 Jan
Riverview charming apt near beach
Smart TV

Apartment in Salem

Hocus Pocus Season is here! Don’t miss it!
10.0 out of 10, Exceptional, (5 reviews)
"Great property!!!"
United States
Heather
The price is HK$733
HK$2,134 total
includes taxes & fees
19 Jan - 20 Jan
Hocus Pocus Season is here! Don’t miss it!
Fridge, microwave, oven, stovetop

Apartment in Ipswich

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
9.8 out of 10, Exceptional, (16 reviews)
"Great stay!!Will definitely book again "
United States
Geoffrey H.
The price is HK$897
HK$1,762 total
includes taxes & fees
16 Jan - 17 Jan
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Fridge, microwave, oven, stovetop

Apartment in Beverly

Comfy King Beds~5 min to Salem
10.0 out of 10, Exceptional, (2 reviews)
"Lovely second floor apartment! Great for a pet too. Lovely pet friendly small beach side park 8 minute walk away. Great place to stay if you’re looking to visit Salem "
United States
Jaylee G.
The price is HK$756
HK$1,701 total
includes taxes & fees
28 Jan - 29 Jan
Comfy King Beds~5 min to Salem
Interior

Apartment in Salem

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great overall stay! "
United States
Tessa
The price is HK$905
HK$2,848 total
includes taxes & fees
18 Jan - 19 Jan
1 Mi to Downtown: Salem Vacation Rental!
Smart TV

Apartment in Salem

Don’t Miss It! Hocus Pocus Season is here!
9.8 out of 10, Exceptional, (7 reviews)
"Natalia was a wonderful host, very responsive when we had a few questions. Fantastic place to stay!"
United States
Lyn B.
The price is HK$733
HK$2,134 total
includes taxes & fees
19 Jan - 20 Jan
Don’t Miss It! Hocus Pocus Season is here!
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

Hawthorne Hotel

Hawthorne Hotel

10/10 Excellent
"Very kind staff, especially with my dog. Very helpful. Room was very clean"
Jessica L 1-night trip
Posted 13 hours ago
Hawthorne Hotel

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

  • View our selection of featured holiday rentals in Gloucester
  • Use the map to find apartments and other holiday homes in the Gloucester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Gloucester while they last

Look no further and take a look at our great range of rental properties in Gloucester!

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, there are holiday rentals in Gloucester close to Maritime Gloucester, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Gloucester. Make sure you have time to check out the seafood restaurants and monuments during your trip.

What are some of the best holiday rentals that Gloucester has to offer?

Tidebend: River views and gracious comfort: This highly rated holiday home rental in Gloucester is located on a river, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Gloucester?

Expedia has 158 holiday rentals for your stay in Gloucester.

What can I see and do in Gloucester?

Family-friendly attractions include Maritime Gloucester and Schooner Adventure, whereas Pavilion Beach and Half Moon Beach are a couple of great spots to enjoy the outdoors. Cape Ann Museum and Rocky Neck Art Colony are other places to visit while you're in town.

What are holiday rentals like in Gloucester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gloucester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.