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Cottages in Pleasant Valley

Luxe Family Home on Orange Lake w/ Private Dock!
House (3 Bedrooms) | Interior

Luxe Family Home on Orange Lake w/ Private Dock!

3.0 star property
Luxe Family Home on Orange Lake w/ Private Dock!
Charming Gardiner Home w/ Yard & Sunroom
House (4 Bedrooms) | Interior

Charming Gardiner Home w/ Yard & Sunroom

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Gardiner Home w/ Yard & Sunroom
Pet-friendly Hopewell Junction Home w/ Pool
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Charming Victorian Retreat w/ Hudson River Views
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Peaceful Hurley Retreat ~ 1 Mi to Main Street
House (3 Bedrooms) | Interior

Peaceful Hurley Retreat ~ 1 Mi to Main Street

3.0 star property
Peaceful Hurley Retreat ~ 1 Mi to Main Street
Stylish Pine Plains Home Near Parks & Hiking!
House (1 Bedroom) | Interior

Stylish Pine Plains Home Near Parks & Hiking!

3.0 star property
10.0 out of 10, Exceptional, (1)
Stylish Pine Plains Home Near Parks & Hiking!
Fire Pit + On-site Pond: Hudson Valley Home!
House (4 Bedrooms) | Interior

Fire Pit + On-site Pond: Hudson Valley Home!

3.0 star property
Fire Pit + On-site Pond: Hudson Valley Home!
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Interior

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Kingston Home < 2 Mi to Bluestone Wild Forest
House (1 Bedroom) | Interior

Kingston Home < 2 Mi to Bluestone Wild Forest

3.0 star property
6.0 out of 10, (1)
"No lighted house numbers, so an evening check in was difficult. Attempted to get more blankets, and our texts were unanswered for a 3 night stay. "
Kingston Home < 2 Mi to Bluestone Wild Forest
Hudson Valley Horse Farm Retreat in Salt Point
House (3 Bedrooms) | Interior

Hudson Valley Horse Farm Retreat in Salt Point

3.0 star property
8.0 out of 10, Very Good, (1)
Hudson Valley Horse Farm Retreat in Salt Point
Charming Sharon Dwelling w/ Deck & Fire Pit!
Interior

Charming Sharon Dwelling w/ Deck & Fire Pit!

3.0 star property
Charming Sharon Dwelling w/ Deck & Fire Pit!
High Falls Restorative Cabin in the Woods!
House (1 Bedroom) | Interior

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls Restorative Cabin in the Woods!
Modern Escape w/ Fire Pit, Near Lake Waramaug
TV

Modern Escape w/ Fire Pit, Near Lake Waramaug

3.0 star property
Modern Escape w/ Fire Pit, Near Lake Waramaug
Wallkill Riverfront Retreat: Canoe & Relax!
Property grounds

Wallkill Riverfront Retreat: Canoe & Relax!

3.0 star property
Wallkill Riverfront Retreat: Canoe & Relax!
Idyllic Home on the Hudson w/ Updated Interior!
Microwave, oven, stovetop, dishwasher

Idyllic Home on the Hudson w/ Updated Interior!

3.0 star property
8.0 out of 10, Very Good, (1)
"Personally loved the location, very remote and on the river. Not very accessible to restaurants, shopping etc, so just be advised. Also, the train does pass by on a very regular basis, day and nice. The house itself was very nice"
Idyllic Home on the Hudson w/ Updated Interior!
Hiking Trails On-site: Wooded New Millford Escape!
Cottage (2 Bedrooms) | Interior

Hiking Trails On-site: Wooded New Millford Escape!

3.0 star property
Hiking Trails On-site: Wooded New Millford Escape!
Lake Carmel Access: Waterfront Home w/ Deck!
House (4 Bedrooms) | Interior

Lake Carmel Access: Waterfront Home w/ Deck!

3.0 star property
Lake Carmel Access: Waterfront Home w/ Deck!
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views
House (3 Bedrooms) | Interior

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

3.0 star property
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Valley Hotel Reviews

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

10/10 Excellent
"Nearly everything was great. Service was very helpful and friendly. The only thing a bit surprising was the breakfast options. They seem to be very limited."
Anonymous traveler 3-night trip
Posted 20 hours ago
Quality Inn Poughkeepsie

Frequently asked questions

Why book your cottage in Pleasant Valley with Expedia?
Expedia has some great cottages in Pleasant Valley, so start packing for a memorable stay on nature's doorstep. If you're on a budget, choose how much you'd like to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your getaway looks like.
How can I find cheap cottages in Pleasant Valley?
Expedia is here to help you track down cheap cottages in Pleasant Valley. To book a fantastic stay in just a few keystrokes, try out the filter tool to refine your search by budget, star rating and amenities.
What is there to do in Pleasant Valley near my cottage?
After you've settled into your hotel, venture out and discover the awesome things Pleasant Valley has on offer. Innisfree Garden is a great attraction to add to your itinerary.