Photo by louann ohora

Search Cottages in Pleasant Valley

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 79 Cottages in Pleasant Valley with updated reviews, rates, and availability.

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (50)
"We loved everything! Every detail was perfect. It’s beautifully decorated and super clean. Can’t wait to come back! The king bed is super comfy and the shower is amazing! "
Mountain View escape
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
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
Chestnut on Willow Lake
Aerial view

Chestnut on Willow Lake

The price is AED 1,102
AED 1,646 total
includes taxes & fees
17 Apr - 18 Apr
Chestnut on Willow Lake
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
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, (15)
"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
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, (88)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
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
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.
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
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
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 569
AED 1,407 total
includes taxes & fees
7 May - 8 May
Whimsical Woodland Cottage in Stone Ridge NY
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Smart TV

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 1,073 total
includes taxes & fees
4 May - 5 May
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Dreamy Hudson Valley Cottage w/ State Park Views
TV, fireplace, books

Dreamy Hudson Valley Cottage w/ State Park Views

9.6 out of 10, Exceptional, (13)
"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 on Willow Lake
Aerial view

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is AED 1,286
AED 1,881 total
includes taxes & fees
17 Apr - 18 Apr
Hickory on Willow Lake
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!
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
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
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.
Don't see what you're looking for?
See all available properties in Pleasant Valley
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is AED 951
AED 1,209 total
includes taxes & fees
15 Apr - 16 Apr
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, (25)
"This place was just what we needed for one night. We were comfortable in the lower bedroom. We were unable to manage the loft bed. "
The price is AED 569
AED 913 total
includes taxes & fees
16 Apr - 17 Apr
Esopus Creek modern Tiny house Retreat!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning 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.