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Our top choices for Milton vacation homes
1. A Cozy Private Suite in a Country Home near New Paltz
A Cozy Private Suite in a Country Home near New PaltzWallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
Carrie
The price is CA $102
CA $188 total
includes taxes & fees
Nov 9 - Nov 10
2. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NYPoughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
Nicole Y.
The price is CA $290
CA $665 total
includes taxes & fees
Nov 16 - Nov 17
3. Our home is perfect for relaxing and having lots of fun, with near by activity’s
Our home is perfect for relaxing and having lots of fun, with near by activity’sHighland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating.
Everything was perfect in the home.
Thank you"
Pinal
The price is CA $318
CA $941 total
includes taxes & fees
Nov 9 - Nov 10
4. The Studio at the Inn at High Falls
The Studio at the Inn at High FallsHigh Falls
8.2 out of 10, Very good, (47 reviews)
"Great property in a serene setting. We enjoyed it very much!"
John M.
The price is CA $159
CA $365 total
includes taxes & fees
Nov 9 - Nov 10
5. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New PaltzNew Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
Thomas B.
The price is CA $246
CA $819 total
includes taxes & fees
Nov 9 - Nov 10
6. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and GazeboFishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
Sara
The price is CA $369
CA $443 total
includes taxes & fees
Nov 15 - Nov 16
7. The DeVita House Est. 1900
The DeVita House Est. 1900Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
Matthew
The price is CA $247
CA $642 total
includes taxes & fees
Nov 10 - Nov 11
8. Zen House at the Mountain Ridge
Zen House at the Mountain RidgeGardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
Theresa
The price is CA $218
CA $343 total
includes taxes & fees
Nov 19 - Nov 20
9. Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the GunksNew Paltz
9.6 out of 10, Exceptional, (42 reviews)
"Really nice, house. Location was great. There were 8 of us there for a girls weekend. Plenty of room for all.Clean, attentive host, kitchen was well stocked for our needs. Hot tub was great."
Shirley A.
The price is CA $327
CA $525 total
includes taxes & fees
Nov 15 - Nov 16
10. 3BR Hudson Valley home perfect for families!
3BR Hudson Valley home perfect for families!Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
Cheryl N.
The price is CA $289
CA $736 total
includes taxes & fees
Nov 9 - Nov 10
11. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock ParkHopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
Peter W.
The price is CA $239
CA $380 total
includes taxes & fees
Nov 9 - Nov 10
12. Campfire Cottage: Fireplace, fire pit & no chores!
Campfire Cottage: Fireplace, fire pit & no chores!Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
Jim R.
The price is CA $106
CA $328 total
includes taxes & fees
Nov 18 - Nov 19
13. Red Cottage - Lakeside Property!
Red Cottage - Lakeside Property!Fishkill
The price is CA $389
CA $568 total
includes taxes & fees
Nov 12 - Nov 13
14. Chestnut on Willow Lake
Chestnut on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
Quintina R.
The price is CA $544
CA $762 total
includes taxes & fees
Nov 11 - Nov 12
15. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge HamletStone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
Tarun
The price is CA $141
CA $298 total
includes taxes & fees
Dec 1 - Dec 2
16. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
Brendan B.
The price is CA $106
CA $343 total
includes taxes & fees
Nov 10 - Nov 11
17. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltzwallkill
9.8 out of 10, Exceptional, (61 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
Debbie M.
The price is CA $283
CA $597 total
includes taxes & fees
Nov 9 - Nov 10
18. Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
Adhith P.
The price is CA $650
CA $834 total
includes taxes & fees
Dec 6 - Dec 7
19. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Relaxed Mountain Living Near Minnewaska | Dream House in the GunksKerhonkson
10.0 out of 10, Exceptional, (48 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
Sueane
The price is CA $188
CA $300 total
includes taxes & fees
Dec 1 - Dec 2
20. Historic Cottage * Steam Shower * Chef’s Kitchen
Historic Cottage * Steam Shower * Chef’s KitchenKingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
Laura D.
The price is CA $170
CA $675 total
includes taxes & fees
Nov 9 - Nov 10
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.
Learn more about Milton
Nestled along the Hudson River, this charming town offers scenic orchard tours where you can pick your own apples and peaches. Explore the historic Buttermilk Falls Inn and Spa with its beautiful gardens or take a short trip to nearby Marlboro's wineries for tastings.
Top reviews in Milton
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson ValleyCrown Heights
10/10 Excellent
Loved it. Big rooms. Comfy beds.
Jodi
