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Compare 73 Cottages in Pleasant Valley with updated reviews, rates, and availability.

Exterior
Mountain View escape
10.0 out of 10, Exceptional, (24)
"We've stayed in a number of VRBOs and none have been as well-appointed and welcoming as this Mountain View Escape home. Privacy and space, while close to wonderful towns and places to explore. Highly recommend!"
Mountain View escape
Leggett Cottage, High Falls, NY.
10.0 out of 10, Exceptional, (63)
"Our stay was everything we needed and wanted. The cottage was clean and comfortable, the kitchen was well appointed and the owners were friendly. We throughly enjoyed being close to the rail trail and managed to explore it several times during our stay. We certainly hope to stay here again the next time we are in High Falls."
Leggett Cottage, High Falls, NY.
Property grounds
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
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Exterior
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (6)
"This house was exactly as advertised and very charming. The owners were very easy to work with. We had a beautiful view of the lake from the porch. We would stay here again."
Candlewood Lake Retreat with year round views
Private Hot Tub overlooking Lake
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
Exterior
Rail Trail Cottage: Charming Kingston Home
9.4 out of 10, Exceptional, (13)
"This was a wonderful property to stay at. It was very clean, quaint, and comfortable"
Rail Trail Cottage: Charming Kingston Home
Exterior
Two Bedroom Cottage Close To Town
9.2 out of 10, Wonderful, (11)
"Had a wonderful stay. Great location for our visit to my son’s school."
Two Bedroom Cottage Close To Town
Exterior
Private Guest Cottage @ The Sheeley House in High Falls NY.
10.0 out of 10, Exceptional, (1)
"Very beautiful surroundings. Manager Rob very helpful."
Private Guest Cottage @ The Sheeley House in High Falls NY.
Exterior
East Fishkill Escape, Close to Red Wing Park!
3.0 star property
8.0 out of 10, Very Good, (1)
"House was very clean and owners seemed kind and thoughtful. They was a bottle of wine waiting for us at arrival. Beds and linens were very comfortable and shower had great water pressure. The view from the balcony is splendid with cozy outdoor furniture and an area for yoga or meditation. We just found the decor to be a little schizophrenic and overwhelming. This is a great place for two adults and a couple of kids to stay. If two couples are going, they would need to be very comfortable...
East Fishkill Escape, Close to Red Wing Park!
Private Beach 100 yards from Cottage
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (74)
"Thoroughly enjoyed our stay at Squantz Cottage. Property was well maintained, clean, and convenient. Parking at the cottage can be a little tricky backing out and getting on to the road. An option to park at the main house could be helpful. I would definitely rent again!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Brand new deck right on the lake
Lakefront cottage with Year round Hot Tub private beach and dock
9.6 out of 10, Exceptional, (73)
"Super fun weekend for us and our pup. Highly suggest this place for a weekend getaway with lake access"
Lakefront cottage with Year round Hot Tub private beach and dock
Property grounds
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
10.0 out of 10, Exceptional, (2)
"We loved our weekend in Beacon. This small, charming rental was very clean and updated. The outdoor space made it feel bigger and you can’t beat the location. We highly recommend staying here and we woulld definitely come back!"
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Curl up on this plush, gorgeous leather couch next to a picture perfect fire.
Whimsical Woodland Cottage in Stone Ridge NY
10.0 out of 10, Exceptional, (6)
"My husband and adult son stayed here for a Hudson Valley holiday. This place is truly perfect for 2 people for a lovely getaway. Would have loved to be here in warmer weather to enjoy the front porch and firepit. It is decorated adorably. Best highlights: owner quick to respond, very comfy beds and cozy, warm gas fireplace. Just know that it is rustic cabin-like, so if you’re seeking more upscale then recommend other places. No shades except in the bedroom, no closet/dresser/place to hang or...
Whimsical Woodland Cottage in Stone Ridge NY
Garrison Vacation Rental | 1BR | 1BA | 650 Sq Ft | Steps Required
Dreamy Hudson Valley Cottage w/ State Park Views
10.0 out of 10, Exceptional, (3)
"The house was perfect for our weekend getaway. Property was exactly as shown in pictures. The house was beautiful and clean. We enjoyed our stay and definitely recommend to everyone."
Dreamy Hudson Valley Cottage w/ State Park Views
Property grounds
Country Cottage Retreat
10.0 out of 10, Exceptional, (9)
"we had a wonderful time! the cottage was very comfortable and really well-appointed. We made the most of the fireplace and our two dogs loved the access to the field and woods nearby. Susanne, the host, gave us great directions and was super friendly and helpful and we really appreciated the scones,chocolate and fresh local eggs left for us. We made the most of the easy access to the Rhinebeck restaurtants and hikes in the area and would love to come back! Thank you"
Country Cottage Retreat
Living room
Reset and Relax in Luxury Cottage
10.0 out of 10, Exceptional, (23)
"This is a nice place near the Omega Institute, tucked away with a nice woodsy walk in the neighborhood. The host cares about the quality of your stay. Nice, simple, clean, comfortable, everything you need. I will look to stay again in the future."
Reset and Relax in Luxury Cottage
Swan cottage is perched on a hill with gorgeous river views.
Charming Cottage with Expansive Hudson River Views
10.0 out of 10, Exceptional, (7)
"Our stay couldn't have been better! We're two friends who were celebrating our birthdays and were here for a relaxing week of vacation. The cottage itself, the amenities, host, and location were all great. It's tucked away in a quiet neighborhood with lovely views of the river, five minutes away from Kingston (where we saw a concert at the Ulster Performing Arts Center, had a top-notch dinner at The Brickmen, and shopped at the vinyl stores). Maria was a perfect host and we loved seeing her son...
Charming Cottage with Expansive Hudson River Views
Exterior
Hilltop House: Charming 1980's Kingston Farmhouse
9.6 out of 10, Exceptional, (9)
"Overall a great stay. We were gathered as an extended family for a funeral. It was a very comfortable home to relax and enjoy each others company."
Hilltop House: Charming 1980's Kingston Farmhouse
Wappinger Cottage on a Summer Evening
Be in Nature at this Gorgeous Riverfront Cabin
10.0 out of 10, Exceptional, (7)
"A great place to stay. Clean, stylish, and well appointed with great views and access to a small river. Highly recommend!!"
Be in Nature at this Gorgeous Riverfront Cabin
Living area
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
9.6 out of 10, Exceptional, (29)
"My husband and I like to swim and kayak, so this location was perfect, and we loved exploring the area during our week at Goose Landing. The cottage was designed so well that even though it's small there was plenty of room for the two of us. The kitchen was wonderful, with lots of counter space, a big modern SS gas stove, and all the cookware and utensils we needed. The furnishings were lovely and comfortable. The hosts were incredibly thoughtful, and communication was excellent. It was obvious...
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
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See all available properties in Pleasant Valley
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.

Other property types in Pleasant Valley

Main entrance to the studio.
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (28)
"For a woodsy getaway close to real highways, here’s your spot. A good home base for local activities. Cute not chic, clean and functional. Chickens and goats on the property added a great farm with no work charm."
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
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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