Cottages 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:

• Cheerful 3 Bedroom Cottage by Rail Trail
• 'the Glabin: Garrison Gem w/Hot Tub & Fire Pit
• Rhinebeck Perfection - One Level w/2 Living Areas
• Charming 3bdr Magnolia cottage with seasonal heated pool, AC and WiFi in Amenia
• Charming Rhinebeck Cottage, 5 min. from town, King Bed!
• Light-Filled Cottage with Pool on Private 5 Acres
• Cozy Cottage Retreat on Little Wappinger Creek with Spring Fed Swimming Pond
• Charming cottage with pond and waterfall view
• Charming 2-bedroom cottage in the Hudson Valley, close to Beacon
• The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP

The average cost for a cottage rental in Poughkeepsie is $409 per night. Smartours 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.

Yes, here are the top cottage rentals in Poughkeepsie that allow you to bring your pet:

• Mountain View escape
• The Red Country Cottage
• Luxe Mountain Getaway on Private Rd Near Rhinebeck
• Reset and Relax in Luxury Cottage

See all pet-friendly vacation rentals in Poughkeepsie on Smartours

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.

As of 2026, the data from Smartours shows that there are Over 66 private swimming pools or cottages with indoor pools in the Poughkeepsie area along with other great amenities.