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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 77 Cottages in Pleasant Valley with updated reviews, rates, and availability.

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (47)
"We had a lovely weekend staying at MVE. The host was communicative and thoughtful and the home was beautiful and clean upon arrival. We look forward to coming back soon! "
Mountain View escape
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!
Property grounds

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (32)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (1)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (87)
"The parking situation was a bit tricky because there was no good way to back in. Other than that, location was great - cute area! "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Exterior

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (52)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Exterior detail

Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly

10.0 out of 10, Exceptional, (1)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
The price is AED 521
AED 968 total
includes taxes & fees
25 Mar - 26 Mar
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Be in Nature at this Gorgeous Riverfront Cabin
Smart TV, books

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (14)
"Beautiful house. Really enjoyed the views even. Can only imagine what it round be like in the summer. The host always answered if I had questions and was informative with process. It was a great stay. Thank you!!!"
Be in Nature at this Gorgeous Riverfront Cabin
Two Bedroom Cottage Close To Town
Fridge, microwave, oven, stovetop

Two Bedroom Cottage Close To Town

9.0 out of 10, Wonderful, (20)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
Charming Cottage with Expansive Hudson River Views
Interior

Charming Cottage with Expansive Hudson River Views

10.0 out of 10, Exceptional, (13)
"Lovely"
Charming Cottage with Expansive Hudson River Views
Leggett Cottage, High Falls, NY.

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (71)
"We enjoyed our time at the “artists den”. It’s clean and cozy and the location was perfect for our Minnewaska adventure. Host Anat is responsive, friendly and accommodating.We look forward to coming back in the spring and getting on the bike path that’s just down the hill.Thank you Anat and JamieHope to see you again soon"
Leggett Cottage, High Falls, NY.
Whimsical Woodland Cottage in Stone Ridge NY
Exterior

Whimsical Woodland Cottage in Stone Ridge NY

9.8 out of 10, Exceptional, (8)
"Whimsical cottage was just as described. The owner was very responsive with any questions. The location was perfect for our needs. It is definitely meant for a couples weekend away, but was sufficient for the three of us."
The price is AED 496
AED 1,178 total
includes taxes & fees
24 Mar - 25 Mar
Whimsical Woodland Cottage in Stone Ridge NY
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Terrace/patio

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (5)
"Lovely little cottage right on the arm of the lake. Nicely appointed and updated, quiet and great for a couple. Nearby towns are adorable."
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Dreamy Hudson Valley Cottage w/ State Park Views
TV, fireplace, books

Dreamy Hudson Valley Cottage w/ State Park Views

9.8 out of 10, Exceptional, (12)
"We loved our two nights at this perfect, comfortable cottage in the Garrison woods. Communication with Ashley was terrific, very prompt and welcoming. The house was very clean and we had a great view. Thank you for a great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Hickory - Charming 3-bedroom cottage in serene Fishkill!
Property grounds

Hickory - Charming 3-bedroom cottage in serene Fishkill!

Hickory - Charming 3-bedroom cottage in serene Fishkill!
Hilltop House: Charming 1980's Kingston Farmhouse
Aerial view

Hilltop House: Charming 1980's Kingston Farmhouse

9.8 out of 10, Exceptional, (11)
"I love old homes and their quirky aspects like squeaky floors and doors also the peaceful surroundings. The house was very convenient to Kingston and amenities. Loved the house and neighborhood, I would definitely stay there again!"
Hilltop House: Charming 1980's Kingston Farmhouse
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Terrace/patio

LAKE FRONT COTTAGE - YEAR ROUND HOT TUB

9.4 out of 10, Exceptional, (40)
"came here with my partner to celebrate my birthday. it was the perfect place to relax & wind down from living in the city. i would love to come back during warmer months!"
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
Exterior

Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub

9.4 out of 10, Exceptional, (35)
"This was our second time staying at Goose Landing, and it remains the perfect weekend spot. As we have a kid attending nearby Bard College, I anticipate that we will be making many more such trips. "
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Miscellaneous

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Creekside Cottage The Fitz House Red Hook NY
Exterior

Creekside Cottage The Fitz House Red Hook NY

10.0 out of 10, Exceptional, (4)
"My daughter & I came up from NYC for a family get-together and the cottage was perfectly located -- & sized -- for us. Loved it! Cozy and warm even though it was single digit cold the whole time. Really appreciated the comfy beds, the fire stove and the holiday decorations. Had hoped to make a fire in the fire ring out back... but it was just TOO COLD. Lots of things to do, restaurants & shops in the area -- next time in better weather!"
Creekside Cottage The Fitz House Red Hook NY
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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Other property types in Pleasant Valley

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.4 out of 10, Exceptional, (3)
"Plenty of room for my family"
The price is AED 951
AED 1,073 total
includes taxes & fees
23 Mar - 24 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (23)
"Great little house for the holidays. We were looking for a place nearby or family where we could have our own space but still be close by. "
The price is AED 540
AED 781 total
includes taxes & fees
25 Mar - 26 Mar
Esopus Creek modern Tiny house Retreat!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties
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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