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Compare 373 Vacation Homes in Milton with updated reviews, rates, and availability.

The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
Beautiful Private Stone Home in the Hudson Valley
10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Red Barn Retreat - Shawangunk Mountains Getaway
10.0 out of 10, Exceptional, (31)
"This was an absolutely amazing stay. My husband and I hand an amazing time with our two dogs celebrating our anniversary. We plan on returning again because we hand such a lovely time. We were greeted by our host who was so kind and helpful. All the recommendations were amazing and really helped us plan out our short time there. I wish we were able to stay longer but again we will be returning in the future!"
Red Barn Retreat - Shawangunk Mountains Getaway
complete privacy vacation home [private pool]
9.6 out of 10, Exceptional, (4)
"Our family stayed here while visiting a nephew at West Point, around 35 min away. The house was very clean and check-in was flawless. The beds and pillows were comfortable. We spent a lot of time in the game room playing ping pong, air hockey, and pool. We did not swim in the pool but it looked amazing. A perfect place for us and we will definitely return if in the area again."
The price is AED 2,626
AED 4,068 total
includes taxes & fees
14 Nov - 15 Nov
complete privacy vacation home [private pool]
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
10.0 out of 10, Exceptional, (11)
"We wanted to spend a night in cold spring after a hike but couldn't find anything last minute in the area, so ended up booking this lovely property a little bit away. At first I was skeptical because of the drive (about 40-45 mins if I remember correctly). But I'm so glad we ended up doing this. Cold spring was just so busy and crowded, we couldn't even get lunch easily. The property is located right across a lake and is on a rather quite street. We reached the property around 5pm just in time...
The price is AED 1,554
AED 3,011 total
includes taxes & fees
14 Nov - 15 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AED 643
AED 1,316 total
includes taxes & fees
17 Nov - 18 Nov
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
8.8 out of 10, Excellent, (16)
"Close to the trails. Loved the park with the trails. "
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
Nature Getaway: Charming Villa Near Trails and Parks
7.2 out of 10, Good, (9)
"Really cool house. We has some issues with our stay. It took a bit to get in touch with the manager to resolve the issues. The next day the brought most if the items needed that the h"
Nature Getaway: Charming Villa Near Trails and Parks
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
10.0 out of 10, Exceptional, (2)
"Host was great! This house has everything you need for a perfect upstate stay. Quiet neighborhood close to all amenities and local attractions. "
The price is AED 569
AED 938 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
The Studio at the Inn at High Falls
7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The property was very clean and had lots of nice amenities."
The price is AED 882
AED 1,446 total
includes taxes & fees
30 Nov - 1 Dec
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
10.0 out of 10, Exceptional, (117)
"The home is nestled in the woods and surrounded by amazing boulders . The mid century home is comfortable and stunning . We stayed at the house for a quiet weekend visiting friends in the area. The home is well equipped and a joy to stay and relax in . The area is a hikers dream and there are many amazing places to explore . The working fireplace adds a magical atmosphere. We hope to visit this property again . "
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (31)
"This is a very nice home with a well equipped kitchen. The living room and dining areas are spacious. We could have used more closet space but it wasn’t that much of an issue. The driveway could use grading but had ample parking."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
9.2 out of 10, Wonderful, (65)
"We had a girls weekend at this lovely farm house. the bedrooms were great, Jacuzzi great, central kitchen room is spacious - we lived in that room. Fresh eggs every morning were icing on the cake. "
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
5 Acre Modern Mountain Farm
9.4 out of 10, Exceptional, (28)
"We enjoyed our stay. The property is beautiful. Some extra bath towels would be nice. We would definitely stay again!"
The price is AED 1,084
AED 1,998 total
includes taxes & fees
2 Dec - 3 Dec
5 Acre Modern Mountain Farm
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
9.8 out of 10, Exceptional, (90)
"Very close to hiking and biking trails! Beds were comfortable "
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, (18)
"Loved the layout and the amount of natural light"
Sweet and spacious mountain view home w/fireplace!
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 Milton

Black Walnut Tree Farm: Farmhouse on 50 Acres
10.0 out of 10, Exceptional, (18)
"Peace, quiet. Natural beauty. Old hardwoods, and an even older house. It appears parts of this sprawling farm house (the term doesn't do it justice- it's huge!) date back to the early 18th century, and some of it a century or so later, but the modern renovation is so thoughtful (and thorough) that it all seems to blend together perfectly. The "distressed" country furnishings complete the lost in time feel. We loved our stay, and happily spent our time just hanging out, sitting on the porch...
Black Walnut Tree Farm: Farmhouse on 50 Acres
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (21)
"Kevin was great with being flexible about check in time! My sister and I didn't get in until past 9pm and it was no problem! And it's a plus that he's very pet friendly as I had my dog and cat with me!"
The price is AED 364
AED 584 total
includes taxes & fees
30 Nov - 1 Dec
Mid-Century DJ’s Dream
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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.