Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Vacation Rentals in Gloucester

Our top choices for Gloucester vacation rentals

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

Long Beach Suites

2.0 star property
9.2 out of 10, Wonderful, (36)
"Very close to the beach. Apartment is in great condition, new and clean."
The price is CA $244
CA $543 total
includes taxes & fees
Sep 2 - Sep 3
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 CA $330
CA $947 total
includes taxes & fees
Aug 26 - Aug 27
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Apartments in Salem
First Floor 3-4 Bedrooms Apartment | 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. "
The price is CA $329
CA $575 total
includes taxes & fees
Aug 26 - Aug 27
Apartments in Salem
7 Beachside Inn
3 Bedroom House | 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 CA $311
CA $407 total
includes taxes & fees
Aug 26 - Aug 27
7 Beachside Inn
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 CA $248
CA $513 total
includes taxes & fees
Aug 26 - Aug 27
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 CA $280
CA $530 total
includes taxes & fees
Aug 26 - Aug 27
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 CA $206
CA $428 total
includes taxes & fees
Aug 28 - Aug 29
Studio Condo 2 minute walk across the street to the beach.
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 CA $173
CA $359 total
includes taxes & fees
Sep 2 - Sep 3
Salem Haunted Happenings Retreat
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 CA $275
CA $546 total
includes taxes & fees
Sep 15 - Sep 16
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to 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
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
Beach front , across the street form the sand
On the beach

Beach front , across the street form the sand

9.4 out of 10, Exceptional, (32)
"We had a great stay"
The price is CA $207
CA $386 total
includes taxes & fees
Aug 26 - Aug 27
Beach front , across the street form the sand
Ocean Air Suites
Long View Suite, 1 Bedroom | 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
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, (129)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is CA $275
CA $616 total
includes taxes & fees
Sep 15 - Sep 16
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
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, (239)
"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

Lakeside Inn

Lakeside Inn

10/10 Excellent
"It was nice. "
Crystal 3-night trip
Posted 1 day ago
Lakeside Inn

Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we offer vacation rentals in Gloucester close to Maritime Gloucester, or you can choose a more remote option if you'd like a relaxing place to 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 vacation rentals that Gloucester has to offer?

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach: This Gloucester vacation home rental is located near the beach and has a fireplace, a selection of games, and a barbecue grill 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 you can cook with friends or family. Some other top choices in Gloucester are "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many vacation rentals are there in Gloucester?

Expedia has 157 vacation 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 vacation rentals like in Gloucester?

Vacation rentals are private properties you can stay in for a short or long stay in Gloucester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.