What are the top rated Cottage Rentals in Dutchess County?

There are a lot of options in Dutchess County. If you plan on staying in the Dutchess County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Dutchess County: <a href="/property/light-filled-cottage-with-pool-on-private-5-acres/HA-3213297804" class="class="static-page-link"">Light-Filled Cottage with Pool on Private 5 Acres</a> <a href="/property/cozy-cottage-retreat-on-little-wappinger-creek-with-spring-fed-swimming-pond/HA-3212541943" class="class="static-page-link"">Cozy Cottage Retreat on Little Wappinger Creek with Spring Fed Swimming Pond</a> <a href="/property/lakefront-cottage-with-year-round-hot-tub-private-beach-and-dock/HA-1217693235" class="class="static-page-link"">Lakefront cottage with Year round Hot Tub private beach and dock</a> <a href="/property/charming-creekside-haven/HA-3211960600" class="class="static-page-link"">Charming Creekside Haven</a> <a href="/property/15-off-private-pond-fireplace-4-min-to-village/HA-3213190758" class="class="static-page-link"">15% off; private pond; fireplace; 4-min to village</a> <a href="/property/renovated-cottage-in-the-heart-of-hudson-valley-close-to-walkway-over-hudson/HA-321829948" class="class="static-page-link"">Renovated Cottage in the Heart of Hudson Valley close to Walkway Over Hudson</a> <a href="/property/twin-lakes-designer-stone-cottage/HA-3213224831" class="class="static-page-link"">Twin Lakes Designer Stone Cottage</a> <a href="/property/cottage-with-large-pool-on-30-wooded-acres-90-minute-train-from-nyc/HA-3212852549" class="class="static-page-link"">Cottage with Large Pool on 30 Wooded Acres, 90 Minute Train from NYC</a> <a href="/property/3br-escape-set-on-winding-creek-in-130acre-forest/HA-3212303715" class="class="static-page-link"">3Br escape set on winding creek in 130acre forest</a> <a href="/property/long-pond-cottage-country-retreat-in-rhinebeck/HA-3213601622" class="class="static-page-link"">Long Pond Cottage, Country Retreat in Rhinebeck</a>

How much does it cost to rent a cottage in Dutchess County?

The average cost for a cottage rental in Dutchess County is $451 per night. Topwintervacations has a wide list of great cottages near Dutchess County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Dutchess County that allow pets?

Yes, here are the top cottage rentals in Dutchess County that allow you to bring your pet: Reset and Relax in Luxury Cottage The Red Country Cottage Wappinger Cottage - Scandinavian retreat on a creek Serene Holmes Cottage Near Lakes and Trails! <a href="/all/usa/new-york/dutchess-county" class="class="static-page-link"">See all pet-friendly vacation rentals in Dutchess County on Topwintervacations</a>

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

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

Are there quality cottages in Dutchess County that have indoor swimming pools?

As of 2025, the data from Topwintervacations shows that there are Over 37 private swimming pools or cottages with indoor pools in the Dutchess County area along with other great amenities.

Dutchess County Cottage Rentals By Owner

From US $258

10.0 (45 Reviews)

Cottage

Reset and Relax in Luxury Cottage

Air Conditioner
Parking
TV

Dutchess County Cottage Rentals & Holiday Homes

Find the best cottages in Dutchess County - We found 37 exact matches

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