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- Summer Rental
Five Islands Summer Rentals, Cottages & Cabins
Book a Place to Stay in Five Islands for Your Summer Getaway
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About Five Islands Summer Rental on PickleTrip
PickleTrip™'s summer rentals in Five Islands are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.
Enjoy the perfect summer vacation in Five Islands with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.
Frequently Asked Questions About Five Islands Luxury Rentals
There are a lot of options in Five Islands. If you plan on staying in the Five Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Five Islands:
- Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Beautiful Cottage On Water, Near Beach, Pet Friendly!
- Wiggleswick Cottage; A Dogs Welcome Certified Property! Holiday availability!
- Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
- Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
- Unique, romantic, motorless floating island w/4 hp skiff
- Saltwater farmhouse on 2+ acres of waterfront with private dock
- Decker Cove Southport Paradise with Central Air Conditioning
- A Water Getaway. Vacation On A Houseboat in Maine, A Virtual Private Island.
Yes, here are some popular summer holiday rentals in Five Islands that have a private or indoor pool:
- Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
- Island Pines
- Coveside Bed & Breakfast
- Enjoyable 1-bedroom rustic cottage in Southport.
Check all holiday rentals with a pool in Five Islands on PickleTrip.
Yes, We have 111 summer rental homes in Five Islands and types of place to stay in Five Islands include:
- Vacation Homes: 111 available for rent
- Villas: 111 Rentals available for rent
- Holiday Apartments: 111 Rentals available for rent
- Hotels with Suites: 111 Rentals available for book