Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Our top choices for Gloucester vacation rentals

Long Beach Suites

2.0 star property
9.2 out of 10, Wonderful, (37)
"Great location beautiful place "
The price is CA $167
CA $455 total
includes taxes & fees
Sep 1 - Sep 2
Long Beach Suites

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.

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.

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

"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

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 $334
CA $579 total
includes taxes & fees
Sep 7 - Sep 8
Apartments in Salem

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 $246
CA $501 total
includes taxes & fees
Sep 8 - Sep 9
Ocean views from every window. 5min walk to the quiet end of the beach!

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 $377
CA $656 total
includes taxes & fees
Sep 1 - Sep 2
House near down town Salem

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 $335
CA $432 total
includes taxes & fees
Sep 2 - Sep 3
7 Beachside Inn

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 $548
CA $1,235 total
includes taxes & fees
Sep 2 - Sep 3
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

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 $205
CA $425 total
includes taxes & fees
Sep 1 - Sep 2
Studio Condo 2 minute walk across the street to the beach.

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 $205
CA $453 total
includes taxes & fees
Oct 1 - Oct 2
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!

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 $136
CA $317 total
includes taxes & fees
Sep 2 - Sep 3
Salem Haunted Happenings Retreat

Quiet neighborhood and Walking destination to Downtown Salem

9.6 out of 10, Exceptional, (12)
"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

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

9.8 out of 10, Exceptional, (8)
The price is CA $371
CA $798 total
includes taxes & fees
Sep 1 - Sep 2
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

*1710 Halloween Escape| 2Br House|Downtown+Parking

10.0 out of 10, Exceptional, (51)
"The location of this property in Salem is fantastic, everything and anything is in walking distance."
The price is CA $438
CA $779 total
includes taxes & fees
Sep 2 - Sep 3
*1710 Halloween Escape| 2Br House|Downtown+Parking

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

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

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

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

9.6 out of 10, Exceptional, (131)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is CA $273
CA $612 total
includes taxes & fees
Sep 15 - Sep 16
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
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

Everything you need to know about Gloucester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester vacation rentals we have selected for you start as low as CA $136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Another good choice for your trip to Gloucester is 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.