Gloucester Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Gloucester

Long Beach Suites
Full-sized fridge, microwave, oven, stovetop

Long Beach Suites

2.0 star property
9.2 out of 10, Wonderful, (37)
"Great location beautiful place "
Long Beach Suites
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Beach nearby

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

9.8 out of 10, Exceptional, (37)
"Very peaceful, quiet neighborhood. Very comfortable and clean house with all of the ammenities that we needed! Would stay again"
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Fridge, microwave, oven, stovetop

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

9.8 out of 10, Exceptional, (19)
"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Outdoor dining

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (77)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
On the beach, sun-loungers, beach towels

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

9.4 out of 10, Exceptional, (59)
"Beautiful well maintained home. Walking distance to beach. "
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Beach

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

9.8 out of 10, Exceptional, (56)
"It was a great location. And a really nice place to stay."
The price is HK$3,317
HK$7,273 total
includes taxes & fees
2 Sept - 3 Sept
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
7 Beachside Inn
Private kitchen

7 Beachside Inn

3.0 star property
8.4 out of 10, Very good, (12)
"Great cottage with all the amenities you could ask for, excellent location. We didn't understand how to use the TV but we were there for the beach so that was fine. The hotel staff was so nice and helpful."
The price is HK$1,898
HK$2,449 total
includes taxes & fees
3 Sept - 4 Sept
7 Beachside Inn
Apartments in Salem
Private kitchen

Apartments in Salem

3.0 star property
8.0 out of 10, Very good, (46)
"Property was fine. It is well located to see the sites in Salem. Only negative was that the neighbors were a bit loud at night. "
Apartments in Salem
Salem Haunted Happenings Retreat
TV

Salem Haunted Happenings Retreat

9.6 out of 10, Exceptional, (5)
"I had a great stay. The property was clean, well kept, the owners were communitive and answered any of my questions quickly. It was Halloween themed which is pretty fun if your visiting to check out the witchcraft museum and the towns history. It's a beautiful walk to downtown/the museums that also passes by a good coffee and donut shop. I highly recommend staying here. "
The price is HK$841
HK$1,873 total
includes taxes & fees
2 Sept - 3 Sept
Salem Haunted Happenings Retreat
Ocean views from every window. 5min walk to the quiet end of the beach!
Interior

Ocean views from every window. 5min walk to the quiet end of the beach!

9.6 out of 10, Exceptional, (26)
"Relaxing, and very convenient for an easy access to the beach while being a little away from the strip night life :)"
The price is HK$1,395
HK$2,840 total
includes taxes & fees
8 Sept - 9 Sept
Ocean views from every window. 5min walk to the quiet end of the beach!
House near down town Salem
Exterior

House near down town Salem

9.6 out of 10, Exceptional, (51)
"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "
The price is HK$2,069
HK$3,626 total
includes taxes & fees
29 Aug - 30 Aug
House near down town Salem
Studio Condo 2 minute walk across the street to the beach.
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Studio Condo 2 minute walk across the street to the beach.

9.0 out of 10, Wonderful, (29)
"It was a great location and clean and accommodating "
The price is HK$1,160
HK$2,408 total
includes taxes & fees
1 Sept - 2 Sept
Studio Condo 2 minute walk across the street to the beach.
Quiet neighborhood and Walking destination to Downtown Salem
Exterior

Quiet neighborhood and Walking destination to Downtown Salem

9.6 out of 10, Exceptional, (11)
"Two comfy beds and some futons made for a great home base while exploring Salem. Easy to walk to all the things and felt safe during the day and night. We had a great time and hope to be back! "
Quiet neighborhood and Walking destination to Downtown Salem
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Smart TV, stereo

Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!

10.0 out of 10, Exceptional, (22)
"Great location. Easy access. Had a wonde Time"
The price is HK$1,550
HK$3,067 total
includes taxes & fees
20 Sept - 21 Sept
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Salem Haunted Happenings Retreat
Dining

Salem Haunted Happenings Retreat

9.4 out of 10, Exceptional, (21)
"The place was great. Clean, comfortable and communication was easy. We enjoyed our 2 day impromptu stay in Salem. "
Salem Haunted Happenings Retreat
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Fridge, microwave, oven, stovetop

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

9.8 out of 10, Exceptional, (8)
The price is HK$2,102
HK$4,537 total
includes taxes & fees
7 Sept - 8 Sept
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

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

9.6 out of 10, Exceptional, (130)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is HK$1,550
HK$3,470 total
includes taxes & fees
15 Sept - 16 Sept
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Ocean Air Suites
Private kitchen

Ocean Air Suites

2.5 star property
9.4 out of 10, Exceptional, (37)
"Great studio efficiency, with all the amenities right in the room, including washer, dryer. View of the ocean from a shared balcony. Excellent view of weekly beach fireworks display. Only suggestion, black out curtains on side facing parking lot and the lot’s lights. Only suggestion "
Ocean Air Suites
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (240)
"This property was great! Very spacious and well equipped with everything you could need."
Leslie's Retreat: Spacious home ideally located to everything
Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!
TV

Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

9.6 out of 10, Exceptional, (7)
"Very short walk to beach and boardwalk, property is very clean and cozy and owner is easy to reach out to response from owner is very quick."
Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!
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

Find out more about Gloucester

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?

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach: This highly rated holiday home rental in Gloucester is located near the beach, and has a fireplace, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Gloucester is Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many holiday rentals are there in Gloucester?

Expedia has 157 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. Capt Bill & Sons Whale Watch and Cape Ann Museum 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.