What are the top rated Cottage Rentals in New Windsor?

There are a lot of options in New Windsor. If you plan on staying in the New 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 New Windsor: <a href="/property/charming-1-bedroom-farmhouse-in-wonderful-taneytown-with-ac/HA-3214719994" class="class="static-page-link"">Charming 1-bedroom farmhouse in wonderful Taneytown with AC</a> <a href="/property/secluded-country-farm-estate/HA-3212820736" class="class="static-page-link"">Secluded Country Farm Estate</a> <a href="/property/2-br-farmhouse-getaway-close-to-everything-but-far-enough-away-to-relax/HA-3214871573" class="class="static-page-link"">2 Br. Farmhouse Getaway - Close to everything, but far enough away to relax</a> <a href="/property/secondary-suite-in-an-amazing-farmhouse-with-swimming-pool-and-firepit/HA-3214775601" class="class="static-page-link"">Secondary Suite In An Amazing Farmhouse with Swimming Pool and FirePit</a> <a href="/property/historic-country-guest-house-close-to-gettysburg-frederick-ski-slopes-more/HA-3213020351" class="class="static-page-link"">Historic Country Guest House, close to Gettysburg, Frederick, Ski Slopes &amp; more.</a> <a href="/property/best-western-westminster-hotel/BC-292174" class="class="static-page-link"">Best Western Westminster Hotel</a> <a href="/property/days-inn-by-wyndham-westminster/EP-4343" class="class="static-page-link"">Days Inn by Wyndham Westminster</a> <a href="/property/the-boston-inn/BC-518868" class="class="static-page-link"">The Boston Inn</a> <a href="/property/days-inn-by-wyndham-westminster/BC-277595" class="class="static-page-link"">Days Inn by Wyndham Westminster</a> <a href="/property/budget-inn-mount-airy/BC-344351" class="class="static-page-link"">Budget Inn Mount Airy</a>

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

The average cost for a cottage rental in New Windsor is $217 per night. Cruiseandresorts has a wide list of great cottages near New Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in New Windsor that allow pets?

Yes, here are the top cottage rentals in New Windsor that allow you to bring your pet: 19th Century Mansion/Farm House Chateau Ridge Peaceful Retreat with Fire Pit! Best Western Westminster Hotel 'Chateau Ridge' Peaceful Retreat w/Fire Pit! <a href="/all/usa/maryland/new-windsor" class="class="static-page-link"">See all pet-friendly vacation rentals in New Windsor on Cruiseandresorts</a>

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

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

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

As of 2026, the data from Cruiseandresorts shows that there are Over 65 private swimming pools or cottages with indoor pools in the New Windsor area along with other great amenities.

New Windsor Cottage Rentals By Owner

From US $570

10.0 (46 Reviews)

House

19th Century Mansion/Farm House

Air Conditioner
TV
Balcony/Terrace

New Windsor Cottage Rentals & Holiday Homes

Find the best cottages in New Windsor - We found 65 exact matches

When do you want to travel?