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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 443 Vacation Homes in Millbrook with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (6)
"Plenty of room for my family"
The price is AED 951
AED 1,213 total
includes taxes & fees
1 May - 2 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Spacious New Luxurious holiday house in lovely Hudson Valley
Terrace/patio

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (9)
"We loved our stay at this gorgeous home & we will definitely book it again in the future!"
The price is AED 2,002
AED 3,387 total
includes taxes & fees
12 May - 13 May
Spacious New Luxurious holiday house in lovely Hudson Valley
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

9.8 out of 10, Exceptional, (19)
"The house is exactly as listed, and was perfect for our trip. Check in was easy and quick, and we were very impressed.The hot tub had a few issues, which we asked about and the next morning were told that it had been damaged by previous renters. Overall, a great stay in a clean house."
Hamptons on the Hudson in South Saugerties
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

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

9.0 out of 10, Wonderful, (32)
"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
Hidden Charm in Hudson Valley In Dutchess County
Smart TV, fireplace, foosball, table tennis

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County
Mountain View Getaway
Outdoor dining

Mountain View Getaway

10.0 out of 10, Exceptional, (50)
"From the moment we walked into this house , we were wowed. The incredible picturesque views that streamed in through all the wi dies in the house made us feel like we were enveloped by nature. We were able to enjoy sunsets and sunrises from the panoramic windows and the house itself was exceptionally clean, had quality appliances and everything g we would need to prepare meals. Karen and Larry, our hoses, were extremely responsive and accommodating. There were beautiful roses, snacks and...
Mountain View Getaway
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Private kitchen

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

10.0 out of 10, Exceptional, (10)
"The home was very clean, well equipped, and the beds were comfortable. It was convenient to Bard College where we attended our daughter's recital."
The price is AED 602
AED 1,436 total
includes taxes & fees
13 May - 14 May
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Fridge, microwave, dishwasher, toaster

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
The Race Mountain House
Pool

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (36)
"Cute house that was perfectly arranged for our family. Kitchen is well stocked with spices galore! We cooked at home every night. Went hiking in both NY, CT and MA - super easy to get to all locations, beautiful views of mountains all around. Will definitely come back to this house again with our family! "
The price is AED 687
AED 1,621 total
includes taxes & fees
13 May - 14 May
Cheerful 3-bedroom cottage with woodstove
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston
Terrace/patio

Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston

10.0 out of 10, Exceptional, (43)
"I enjoyed my stay in this lovely, well-appointed apartment. Being able to walk to all the restaurants, cafes and shops of Uptown Kingston was a wonderful experience. Despite all the surrounding activity, the apartment is on a nice quiet street. Andrea provided some nice touches to make me feel most welcome. If you're planning a trip to Kingston, I highly recommend this apartment!"
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston
The Best 3-bedroom house in Tivoli
Outdoor pool, a heated pool

The Best 3-bedroom house in Tivoli

The Best 3-bedroom house in Tivoli
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Fridge, microwave, oven, stovetop

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

9.6 out of 10, Exceptional, (51)
"Our family enjoyed our time at the property- it was a great place for us all to gather. The property managers were incredibly helpful and responsive to the few things that needed attention during our stay. The pool area is the shining star of this home. You can expect the house/ furnishings to be in mostly good shape and as photographed-. The layout of the bedrooms/ shared bathrooms did surprise us a bit despite careful review of photos and listing video tour. Overall great stay!"
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Outdoor dining

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.6 out of 10, Exceptional, (11)
"I was pleasantly surprised! The house looked even better in person than it did in the photos. It is warm and comfortable and they had everything we needed to enjoy our time away. The house was clean and the surrounding property was well maintained. I would love to come back in the spring/summer to enjoy more of the outdoors. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"This is a beautiful mid century modern house! The windows in the main room are huge and really fill the room with light, and the couch is large and comfortable. The whole space was very clean, the bathrooms had everything we needed, and the office provided a nice private place to take a zoom meeting or two. Comfortable beds, a pretty three season porch, and it was a perfect relaxing retreat for two teachers looking for peace and quiet on their spring break."
The Goshen Glass Chalet
Large Barn styled vacation home that fits groups with space to spare.
Miscellaneous

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (59)
"Easy to find, quiet (our stay was in April), comfortable beds, fully stocked kitchen (pots, pans, dishes, foil, baggies, etc.), and beautiful view. Ping pong table upstairs was a huge hit for us! Had a great stay :-)"
Large Barn styled vacation home that fits groups with space to spare.
Waterfront Family Retreat on Candlewood Lake
Outdoor dining

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (43)
"We had a great time staying here. This house was perfect for our group, with plenty of space for an even larger group. We had two couples and two teenagers. It was nice having two master suites, so each couple had a spacious bedroom with their own full bath. Each of the teenagers had their own bedroom upstairs, and a full bath to share. We easily could’ve had a few more people, especially if they were kids. The kitchen was set up well for cooking, we made multiple meals, and had some local...
Waterfront Family Retreat on Candlewood Lake
Serenity Creek: Waterfront Retreat w/ Hot Tub & Wood Burning Stove!
Property grounds

Serenity Creek: Waterfront Retreat w/ Hot Tub & Wood Burning Stove!

10.0 out of 10, Exceptional, (6)
"The house is beautiful. A lot of space. Outside we had an amaizing time during the snow blizzard. Fireplace is great. We love to sitting next to it and play board games or Uno with our kids. Thank you Dennis and Erica Th"
Serenity Creek: Waterfront Retreat w/ Hot Tub & Wood Burning Stove!
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 Millbrook

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

9.8 out of 10, Exceptional, (6)
"Plenty of room for my family"
The price is AED 951
AED 1,213 total
includes taxes & fees
1 May - 2 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (68)
"The Church was a great spot for our family to meet up and relax together. Glen was welcoming, generous, and available for questions. We cooked and grilled, enjoyed sitting outside and walking the property with our dog, the furniture and beds were comfy, and the complimentary eggs, milk, honey, and syrup were delicious! Thanks for helping to make our weekend so pleasant."
The Farm at Hyde Park
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

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

9.0 out of 10, Wonderful, (32)
"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.