Windsor Summer Rentals, Cottages & Cabins
Book a Place to Stay in Windsor for Your Summer Getaway
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About Windsor Summer Rental on PickleTrip
PickleTrip™'s summer rentals in Windsor 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 Windsor 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 Windsor Luxury Rentals
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Windsor:
- Unique Cottage
- Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
- Price's Point - Cabin on the water
- Quintessential Maine cabin w/private waterfront
- Private Dock & Deck: Tranquil Dam Pond Cottage!
- Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
- New Luxury Forest Lake House - Privacy & Nature
- Cozy 2-bedroom cabin in tranquil China, Maine with AC, WiFi
- Charming 2-bedroom lakefront cottage in Central Maine with WiFi
- 3 Bedroom year round lakefront home on Three Mile Pond with private dock
Yes, here are some popular summer holiday rentals in Windsor that have a private or indoor pool:
- Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
- Private Dock and Deck Tranquil Dam Pond Cottage!
- Tiny House with private hot tub on 100 acres
- Maine Cottage with Dock and Kayaks, Near Augusta!
Check all holiday rentals with a pool in Windsor on PickleTrip.
Yes, We have 50 summer rental homes in Windsor and types of place to stay in Windsor include:
- Vacation Homes: 50 available for rent
- Villas: 50 Rentals available for rent
- Holiday Apartments: 50 Rentals available for rent
- Hotels with Suites: 50 Rentals available for book
