362+ Vacation Home Rentals in Gloucester |
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Gloucester Vacation Rentals & Ski-in/Ski-out Homes

About Gloucester Vacation Rentals

Explore over 362 vacation rentals in Gloucester with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Gloucester for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Gloucester. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Gloucester tailored to your preferences. On average, these rentals offer 988.18 ft² of space, and are priced at an average of US $519 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Gloucester at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Gloucester

Type Count
Vacation Homes 243
Holiday Apartments 69
Cottages 23
Villas 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Gloucester

★ Pro Tip: Discover Your Ideal Vacation Rental in Gloucester with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Gloucester, MA

View the weather forecast for Gloucester before booking your Gloucester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Gloucester, MA

Sunski offers a large selection of top attractions around Gloucester . Research things to do on your vacation before you visit Gloucester.


Good Harbor Beach
Wingaersheek Beach
Hammond Castle
Maritime Gloucester
Stage Fort Park
Lucky 7 Arcade
Eastern Point Lighthouse
Niles Beach
The Gorton Theatre
Half Moon Beach
Mount Ann Park
Dogtown
Cape Ann Museum
Plum Cove Beach
Ravenswood Park
Sargent House Museum
Capt Bill & Sons Whale Watch
Fishermen's Memorial Monument
Cape Ann Historical Museum
Gloucester Unitarian Universalist Church

Other Places to Stay in Gloucester, MA


Dogtown 543 Properties
Good Harbor Beach 458 Properties
Plum Cove Beach 323 Properties
Northeast Hospital Corporation - Addison Gilbert Campus 316 Properties
Annisquam 310 Properties
Cape Ann Museum 286 Properties
Cape Ann Historical Museum 284 Properties
Sargent House Museum 283 Properties
Schooner Adventure 282 Properties
Gloucester Unitarian Universalist Church 280 Properties
Lucky 7 Arcade 279 Properties
Magnolia 85 Properties

Frequently Asked Questions About Gloucester?

What are the top vacation rentals in Gloucester?

When organizing your trip to Gloucester, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Gloucester. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Gloucester?

Uncover 2 vacation rentals boasting private pools near Gloucester. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Gloucester are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Gloucester. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Gloucester?

Discover the ideal vacation rental in Gloucester with SunSki Resorts™. We provide an extensive selection of over 362 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Gloucester.

Nearby Neighborhood (1) 
Neighborhood Property Count
Annisquam Vacation Rentals in Gloucester, Massachusetts 310

People Also Ask

There are 362 Gloucester, MA Vacation Rentals

Recently Booked Vacation Rentals in Gloucester