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Milton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Milton vacation rentals

A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

1. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (40 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
The price is ￥18,104
￥29,941 total
includes taxes & fees
Oct 5 - Oct 6
Cabin in the heart of the Hudson Valley, Cabin 2
A cozy living room with a sofa, a dining table, and a bed.

2. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (74 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is ￥29,125
￥55,605 total
includes taxes & fees
Oct 5 - Oct 6
Cozy country efficiency in the Hudson Valley
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

3. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
The price is ￥19,679
￥35,891 total
includes taxes & fees
Oct 7 - Oct 8
Cabin in the Heart of the Hudson Valley, Cabin 1
A living room with a fireplace, a painting, shelves with decorative items, and a television.

4. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is ￥21,253
￥46,305 total
includes taxes & fees
Oct 5 - Oct 6
Grant - A Tranquil One Bedroom Steps from River
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

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

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is ￥25,291
￥67,975 total
includes taxes & fees
Oct 5 - Oct 6
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

6. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (15 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is ￥10,343
￥21,283 total
includes taxes & fees
Oct 7 - Oct 8
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

7. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥11,319
￥12,805 total
includes taxes & fees
Oct 26 - Oct 27
1 King Bed | Non-Smoking, Kitchen, Shower
A deck with a red umbrella, wooden chairs, and a table with potted plants.

8. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (60 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is ￥25,063
￥40,642 total
includes taxes & fees
Oct 4 - Oct 5
Mid-Century DJ’s Dream
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

9. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is ￥19,978
￥30,617 total
includes taxes & fees
Oct 5 - Oct 6
Private, Cozy, Clean apartment in lovely Hyde Park
A brick building with a sign reading 'Lobby' in front.

10. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveler
The price is ￥13,836
￥15,998 total
includes taxes & fees
Oct 26 - Oct 27
2 Full Beds | Non-Smoking, Kitchen
A wooden porch with white rocking chairs and a hanging flower basket.

11. Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
Highland
9.6 out of 10, Exceptional, (11 reviews)
"Great apt for my mom who has limited mobility. Totally accessible and very comfortable. "
United States
Ellen E.
The price is ￥31,486
￥67,531 total
includes taxes & fees
Oct 12 - Oct 13
Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

12. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (101 reviews)
"We were very happy with the house and location, but what made it amazing was how great host was. Very accommodating and helpful with helping us out last minute. Would absolutely recommend working with this host again."
United States
Chris W.
The price is ￥20,474
￥40,915 total
includes taxes & fees
Oct 8 - Oct 9
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

13. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is ￥26,606
￥43,989 total
includes taxes & fees
Oct 5 - Oct 6
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A spacious living area with a staircase, a dining table, and a sofa.

14. 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’s
Highland
9.6 out of 10, Exceptional, (13 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is ￥38,681
￥114,734 total
includes taxes & fees
Oct 7 - Oct 8
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A modern kitchen with white cabinets, a central island, and a view to the outside.

15. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.4 out of 10, Exceptional, (10 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is ￥18,136
￥33,518 total
includes taxes & fees
Oct 12 - Oct 13
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

16. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is ￥18,104
￥29,941 total
includes taxes & fees
Oct 5 - Oct 6
Cabin in the heart of the Hudson Valley, Cabin 4
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

17. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥18,561
￥44,151 total
includes taxes & fees
Oct 5 - Oct 6
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

18. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (18 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is ￥12,786
￥24,971 total
includes taxes & fees
Oct 4 - Oct 5
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A staircase leading to a second floor, a sofa with a throw blanket, a floor lamp, a small table with a vase of sunflowers, and a kitchen area visible through an archway.

19. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
United States
Thomas B.
The price is ￥25,716
￥92,893 total
includes taxes & fees
Oct 5 - Oct 6
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
A rustic cabin with a wooden barrel entrance, stone fire pit, and outdoor seating area surrounded by a forest.

20. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (27 reviews)
"Perfect for a short get away"
United States
Darryl
The price is ￥28,238
￥45,931 total
includes taxes & fees
Oct 6 - Oct 7
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"very friendly helpful staff. very clean rooms. I loved the pillows. Where do you get them?"
Sharon 7-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Milton

Search for holiday rentals in Milton on Expedia! You can easily find your home rentals, villas, holiday apartments in Milton using one of the methods below:

  • View our selection of featured holiday rentals in Milton
  • Use the map to find apartments and other holiday homes in the Milton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Milton while they last

Look no further and take a look at our great range of rental properties in Milton!

Frequently asked questions

Are there vacation rentals in Milton?

Yes, you can find vacation rentals near well known attractions in Milton, or you can go with a more remote option if you're looking for a relaxing stay. Discover why Milton is known for its spas and waterfalls. While you're here, grab a bite or have a drink at the restaurants.

What's the top vacation rental that Milton has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental outside of Milton offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and kitchenware, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Milton?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Milton stay.

What’s there to see and do in Milton?

Explore the area and family-friendly sights such as Mid-Hudson Civic Center, or get out into nature at a spot like Walkway Over the Hudson State Historic Park. Locust Grove and Mid-Hudson Bridge are a couple of places you'll find in the larger area.

What’s a vacation rental in Milton like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Milton. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.