Compare Gloucester Vacation Rentals

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Gloucester Rentals

Long Beach Suites

Long Beach Suites

2 out of 5
28 Rockport Rd, Gloucester, MA
2.32 mi from city center
$407 nightly
The price is $455 total per night
$455 total
Aug 25 - Aug 26
Total includes taxes and fees
At this aparthotel, guests have access to features like express check-out. If you drive, put free parking to good use.
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

3.55 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

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

0.62 mi from city center
At this vacation home, guests have access to barbecue grills.
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

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

3.08 mi from city center
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this beach vacation home include a garden and barbecue grills.
Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town

2 out of 5
1.14 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!

4.12 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat

12.82 mi from city center
$256 nightly
The price is $260 total per night
$260 total
Aug 26 - Aug 27
Total includes taxes and fees
This apartment is a smoke-free apartment building.
Apartments in Salem

Apartments in Salem

3 out of 5
40-42 Dow Street, Salem, MA
13.3 mi from city center
$410 nightly
The price is $451 total per night
$451 total
Aug 21 - Aug 22
Total includes taxes and fees
A local mainstay since 1915, Apartments in Salem offers free WiFi in public areas, express check-in, and express check-out. You'll find limited parking. Staff members can help with accommodation requests, and provide luggage storage.
House near down town Salem

House near down town Salem

13.34 mi from city center
$371 nightly
The price is $414 total per night
$414 total
Aug 21 - Aug 22
Total includes taxes and fees
At this vacation home, guests have access to barbecue grills.
7 Beachside Inn

7 Beachside Inn

3 out of 5
7 H st, Hampton, NH
21.76 mi from city center
$294 nightly
The price is $314 total per night
$314 total
Sep 2 - Sep 3
Total includes taxes and fees
At 7 Beachside Inn, guests have access to features like a seasonal outdoor pool. You can take advantage of free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Studio Condo 2 minute walk across the street to the beach.

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

22.2 mi from city center
$285 nightly
The price is $309 total per night
$309 total
Aug 24 - Aug 25
Total includes taxes and fees
This condo is a smoke-free condo building.
Ocean views from every window. 5min walk to the quiet end of the beach!

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

22.31 mi from city center
$342 nightly
The price is $371 total per night
$371 total
Aug 25 - Aug 26
Total includes taxes and fees
This condo is a smoke-free condo building.
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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.

Gloucester Large Group Rentals

How to Book Vacation Rentals in Gloucester



🏠 What is the best price for Gloucester vacation rentals?

Gloucester vacation rentals range in price, starting at $260 per night.


🏠 What types of vacation rentals in Gloucester can I rent?

Orbitz offers a wide range of Gloucester rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Gloucester condo rentals.


🏠 Is it free to cancel my Gloucester vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Gloucester vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Gloucester. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Gloucester?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Gloucester apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Gloucester?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Gloucester package deals will get you even more savings.

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