Poughkeepsie Cottage Rentals
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $224/Night
For 7 Nights US $1,568
11840.3 ft²
8 Guests
4 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $5,000/Night
For 7 Nights US $35,000
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $540/Night
For 7 Nights US $3,780
540 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $236/Night
For 7 Nights US $1,654
645.83 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
US $305/Night
For 7 Nights US $2,135
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $275/Night
For 7 Nights US $1,927
904.17 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Resort
- Pool
- View
- Pet Friendly
US $225/Night
For 7 Nights US $1,575
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $346/Night
For 7 Nights US $2,423
495.14 ft²
4 Guests
1 Bedroom
1 Bathroom
Bed & Breakfast
- Fireplace/Heating
- View
- Breakfast
US $157/Night
For 7 Nights US $1,099
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $325/Night
For 7 Nights US $2,274
1150 ft²
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $227/Night
For 7 Nights US $1,591
944 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $181/Night
For 7 Nights US $1,265
Why Choose Rent By Owner for your Poughkeepsie Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Poughkeepsie
How to Book Your Poughkeepsie Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Poughkeepsie
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Poughkeepsie, NY
Hudson Valley
Lower Hudson Valley
Dutchess County
New Paltz
Kerhonkson
Fishkill
Highland
Town of Stanford
Town of Lloyd
Gardiner
Philipstown
Rhinebeck
Poughkeepsie Cottage Rentals Frequently Asked Questions
1. What are the top 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 Cottages in Poughkeepsie:
- Charming Rhinebeck Cottage, 5 min. from town, King Bed!
- The Secret Cottage-Hidden Gem! Entire cottage with covered patio!
- Charming cottage on historic estate
- The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
- Pet-friendly Cottage at Historic Millbrook Farm Estate
- Rhinebeck Perfection - One Level w/2 Living Areas
- 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
2. How many Cottages are available in Poughkeepsie?
Currently, the total number of properties listed by RBO in 2026 is over 65 in the Poughkeepsie area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Poughkeepsie.
More Rentals You May Like Near Poughkeepsie
635 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $525/Night
For 7 Nights US $3,675
5 Guests
2 Bedrooms
1 Bathroom
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
US $454/Night
For 7 Nights US $3,179
1700 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Private Pool
- Fireplace/Heating
- Pool
US $800/Night
For 7 Nights US $5,598
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $359/Night
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5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $192/Night
For 7 Nights US $1,342
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $237/Night
For 7 Nights US $1,659
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $258/Night
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1000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $619/Night
For 7 Nights US $4,335
2250 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $532/Night
For 7 Nights US $3,722
2600 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $461/Night
For 7 Nights US $3,230
5 Guests
3 Bedrooms
2 Bathrooms
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
US $412/Night
For 7 Nights US $2,883
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pool
- Pet Friendly
US $320/Night
For 7 Nights US $2,239
