Gloucester Summer Rentals, Cottages & Cabins
Book a Place to Stay in Gloucester for Your Summer Getaway
About Gloucester Summer Rental on StayAndPlay
Looking for the perfect summer golf trip in Gloucester? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Gloucester provide the ideal setting for an unforgettable golf vacation.
Make the most of your summer golf retreat in Gloucester with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Gloucester with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!
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Frequently Asked Questions About Gloucester Luxury Rentals
There are a lot of options in Gloucester. If you plan on staying in the Gloucester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Gloucester:
- PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour
- Ocean front and 3 beaches across,parks, short walk to historic downtown!
- Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
- Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok!
- Downtown Dahlias fully remodeled in the heart of Gloucester
- Short Walk to Cape Ann's Best Beaches!
- Cozy Beach cottage walkable to Good Harbor and Long Beach
- 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
- Oceanfront Dock Escape ~ Kayaks & Paddleboards
- Waterfront Home! Stunning sunsets, swimming, paddling!
Yes, here are some popular summer holiday rentals in Gloucester that have a private or indoor pool:
- Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck
- The Buoys
- Ocean House Hotel at Bass Rocks
- WALK TO BEACH! Great Location! Booking 2026! Close to Salem!
Check all holiday rentals with a pool in Gloucester on StayAndPlay.
Yes, We have 374 summer rental homes in Gloucester and types of place to stay in Gloucester include:
- Vacation Homes: 374 available for rent
- Villas: 374 Rentals available for rent
- Holiday Apartments: 374 Rentals available for rent
- Hotels with Suites: 374 Rentals available for book
