Search Vacation Homes in Milton

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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Milton vacation homes

3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
Holmes
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$477 nightly
The price is $540
Dec 15 - Dec 16
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (32)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
$196 nightly
The price is $199
Dec 15 - Dec 16
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (14)
"Great little space. Perfect for two adults. Chill living room and well appointed kitchen. It’s a perfect alternative to a hotel, and reasonably priced for what you get. "
United States
Chris S.
$260 nightly
The price is $291
Dec 15 - Dec 16
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$219 nightly
The price is $245
Dec 14 - Dec 15
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$405 nightly
The price is $411
Dec 11 - Dec 12
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Exterior
The Studio at the Inn at High Falls

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very Good, (33)
"Perfect location. Easy access to great surrounding area. Nice space. We had only one night. Wish it was longer!"
United States
loretta p.
$240 nightly
The price is $268
Dec 11 - Dec 12
Total with taxes and fees
The Studio at the Inn at High Falls
Fridge, microwave, oven, stovetop
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!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
$199 nightly
The price is $223
Dec 11 - Dec 12
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (5)
$411 nightly
The price is $439
Dec 21 - Dec 22
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
$634 nightly
The price is $710
Dec 11 - Dec 12
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds
Quaint & Cozy Cottage | Wood Stove, Pet Friendly

Quaint & Cozy Cottage | Wood Stove, Pet Friendly

Quaint & Cozy Cottage | Wood Stove, Pet Friendly
New Paltz
10.0 out of 10, Exceptional, (3)
"Lovely home in a beautiful area of New York state. Would stay here again! "
United States
Jason W.
$487 nightly
The price is $545
Dec 15 - Dec 16
Total with taxes and fees
Quaint & Cozy Cottage | Wood Stove, Pet Friendly
Exterior detail
Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
$229 nightly
The price is $256
Dec 11 - Dec 12
Total with taxes and fees
Cozy private suite in the heart of beautiful Gardiner.
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
$228 nightly
The price is $258
Dec 11 - Dec 12
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Interior
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Kerhonkson
9.8 out of 10, Exceptional, (23)
"Comfortable accommodations. Everything you need for a relaxing holiday "
United States
Susan W.
$261 nightly
The price is $292
Dec 13 - Dec 14
Total with taxes and fees
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7)
"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "
United States
Matt D.
$293 nightly
The price is $332
Jan 5 - Jan 6, 2026
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop
Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
$440 nightly
The price is $493
Dec 14 - Dec 15
Total with taxes and fees
Double the Fun: Two Houses, Shared Yard & Fire Pit
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.6 out of 10, Exceptional, (49)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
$280 nightly
The price is $316
Dec 11 - Dec 12
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
$496 nightly
The price is $581
Dec 15 - Dec 16
Total with taxes and fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
$263 nightly
The price is $288
Dec 14 - Dec 15
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
wallkill
9.8 out of 10, Exceptional, (57)
"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "
United States
Mamie G.
$347 nightly
The price is $389
Dec 11 - Dec 12
Total with taxes and fees
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Terrace/patio
Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
9.8 out of 10, Exceptional, (9)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
$455 nightly
The price is $510
Dec 11 - Dec 12
Total with taxes and fees
Hot Tub - Hammock- Games - Grill - Large Colonial
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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Top Milton Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Buisness friendly, breakfast, gym room, quiet, good customer service "
Luna 1-night trip
Posted 1 day ago
Courtyard by Marriott Poughkeepsie

Find out more about Milton

Milton Vacation Homes information

Number of reviews
285
Accommodation
430 Vacation Homes
Lowest Price
$199
Highest Price
$710

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