What are the top rated Cottage Rentals in Poughkeepsie?

There are a lot of options in Poughkeepsie. If you plan on staying in the Poughkeepsie area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Poughkeepsie: <a href="/property/upstate-kerhonkson-cottage-on-2-acres-w-firepit-and-covered-patio-to-guesthouse/HA-3211981904" class="class="static-page-link"">Upstate Kerhonkson Cottage on 2 acres w/firepit and covered patio to guesthouse</a> <a href="/property/the-secret-cottage-hidden-gem-entire-cottage-with-covered-patio/HA-3214108702" class="class="static-page-link"">The Secret Cottage-Hidden Gem! Entire cottage with covered patio!</a> <a href="/property/3-bedroom-2-bath-cottage-with-pellet-stove-in-vibrant-new-paltz/HA-3214076531" class="class="static-page-link"">3 bedroom 2 bath Cottage with Pellet stove in Vibrant New Paltz</a> <a href="/property/the-lucky-goat-a-quiet-country-cottage-about-an-hour-from-nyc-just-off-the-tsp/HA-3212891298" class="class="static-page-link"">The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP</a> <a href="/property/cheerful-3-bedroom-cottage-by-rail-trail/HA-3214459168" class="class="static-page-link"">Cheerful 3 Bedroom Cottage by Rail Trail</a> <a href="/property/high-falls-restorative-cabin-in-the-woods/EP-94345761" class="class="static-page-link"">High Falls Restorative Cabin in the Woods!</a> <a href="/property/rhinebeck-perfection-one-level-w-2-living-areas/HA-3213194959" class="class="static-page-link"">Rhinebeck Perfection - One Level w/2 Living Areas</a> <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/charming-cottage-with-pond-and-waterfall-view/HA-3213140757" class="class="static-page-link"">Charming cottage with pond and waterfall view</a>

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

The average cost for a cottage rental in Poughkeepsie is $367 per night. Rentthecottages has a wide list of great cottages near Poughkeepsie that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Poughkeepsie that allow pets?

Yes, here are the top cottage rentals in Poughkeepsie that allow you to bring your pet: Mountain View escape The Red Country Cottage 'the Glabin: Garrison Gem w/Hot Tub & Fire Pit Reset and Relax in Luxury Cottage <a href="/all/usa/new-york/poughkeepsie" class="class="static-page-link"">See all pet-friendly vacation rentals in Poughkeepsie on Rentthecottages</a>

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

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

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

As of 2026, the data from Rentthecottages shows that there are Over 64 private swimming pools or cottages with indoor pools in the Poughkeepsie area along with other great amenities.

Poughkeepsie Cottage Rentals By Owner

From US $225

10.0 (71 Reviews)

Cottage

Mountain View escape

Air Conditioner
Parking
Pet Friendly

Poughkeepsie Cottage Rentals & Holiday Homes

Find the best cottages in Poughkeepsie - We found 64 exact matches

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