What are the top rated Cottage Rentals in Windsor?

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 Cottage Rentals in Windsor: <a href="/property/price-s-point-cabin-on-the-water/HA-3212887192" class="class="static-page-link"">Price&#39;s Point - Cabin on the water</a> <a href="/property/cabin-style-studio-apt-with-private-hot-tub-on-100-acres-kayaks-canoes-sup/HA-3213941883" class="class="static-page-link"">Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes &amp; SUP</a> <a href="/property/new-luxury-forest-lake-house-privacy-nature/HA-3214170009" class="class="static-page-link"">New Luxury Forest Lake House - Privacy &amp; Nature</a> <a href="/property/quaint-3-bedroom-house-in-whitefield/HA-3214883188" class="class="static-page-link"">Quaint 3-bedroom house in Whitefield</a> <a href="/property/3-bedroom-year-round-lakefront-home-on-three-mile-pond-with-private-dock/HA-3211549106" class="class="static-page-link"">3 Bedroom year round lakefront home on Three Mile Pond with private dock</a> <a href="/property/private-and-calming-waterfront-to-the-rescue/HA-321436279" class="class="static-page-link"">Private and Calming Waterfront to the Rescue!</a> <a href="/property/cozy-cottage-on-togus-pond/HA-3212170767" class="class="static-page-link"">Cozy Cottage on Togus Pond</a> <a href="/property/tiny-cabin-with-private-hot-tub-on-100-acres-kayaks-canoes-paddleboards/HA-3212939460" class="class="static-page-link"">Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes &amp; Paddleboards</a> <a href="/property/tiny-house-with-private-hot-tub-on-100-acres/HA-3213055259" class="class="static-page-link"">Tiny House with private hot tub on 100 acres</a> <a href="/property/lakefront-trifecta-with-private-hot-tub-sauna-free-daily-massages/HA-3213210988" class="class="static-page-link"">Lakefront Trifecta with Private Hot Tub, Sauna &amp; Free Daily Massages!</a>

How much does it cost to rent a cottage in Windsor?

The average cost for a cottage rental in Windsor is $265 per night. Seaturtlevilla has a wide list of great cottages near Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Windsor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windsor to find one that works for you.

Are there quality cottages in Windsor that have indoor swimming pools?

As of 2025, the data from Seaturtlevilla shows that there are Over 11 private swimming pools or cottages with indoor pools in the Windsor area along with other great amenities.

Windsor Cottage Rentals By Owner

From US $458

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Windsor Cottage Rentals & Holiday Homes

Find the best cottages in Windsor - We found 11 exact matches

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