A winding road through a forest with autumn foliage.

Milton Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Milton holiday rentals

A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

1. 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 HK$1,261
HK$3,379 total
includes taxes & fees
19 Oct - 20 Oct
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A living room with a fireplace, a painting, shelves with decorative items, and a television.

2. 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 HK$1,060
HK$2,326 total
includes taxes & fees
19 Oct - 20 Oct
Grant - A Tranquil One Bedroom Steps from River
A cozy living room with a sofa, a dining table, and a bed.

3. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,452
HK$2,790 total
includes taxes & fees
25 Oct - 26 Oct
Cozy country efficiency in the Hudson Valley
A wooden porch with white rocking chairs and a hanging flower basket.

4. 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)
"Would definitely stay again"
United States
Laurie G.
The price is HK$1,334
HK$3,094 total
includes taxes & fees
19 Oct - 20 Oct
Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

5. 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, (41 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 HK$981
HK$1,595 total
includes taxes & fees
21 Oct - 22 Oct
Cabin in the heart of the Hudson Valley, Cabin 2
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

6. 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 HK$1,059
HK$1,910 total
includes taxes & fees
21 Oct - 22 Oct
Cabin in the Heart of the Hudson Valley, Cabin 1
A brick building with a sign reading 'Lobby' in front.

7. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (20 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$618
HK$715 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A spacious living area with a staircase, a dining table, and a sofa.

8. 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 HK$1,978
HK$5,784 total
includes taxes & fees
3 Nov - 4 Nov
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

9. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$618
HK$699 total
includes taxes & fees
9 Nov - 10 Nov
1 King Bed | Non-Smoking, Kitchen, Shower
An outdoor patio area with a covered seating area, a pool, and potted plants.

10. 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
9.2 out of 10, Wonderful, (80 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is HK$2,158
HK$2,786 total
includes taxes & fees
11 Nov - 12 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (11 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is HK$883
HK$1,647 total
includes taxes & fees
19 Oct - 20 Oct
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

12. 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, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is HK$487
HK$1,029 total
includes taxes & fees
20 Oct - 21 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

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

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (3 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 HK$989
HK$1,527 total
includes taxes & fees
19 Oct - 20 Oct
Private, Cozy, Clean apartment in lovely Hyde Park
A deck with a red umbrella, wooden chairs, and a table with potted plants.

14. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (61 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is HK$1,231
HK$2,040 total
includes taxes & fees
18 Oct - 19 Oct
Mid-Century DJ’s Dream
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.

15. 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.
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

16. 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 HK$973
HK$2,246 total
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A wooden deck with outdoor furniture, surrounded by lush greenery and a small garden.

17. SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
New Paltz
9.8 out of 10, Exceptional, (6 reviews)
"The stay was great! Cozy, quirky and quaint. Gabriela was super nice and accommodating."
United States
Jehiah B.
The price is HK$2,119
HK$3,050 total
includes taxes & fees
29 Oct - 30 Oct
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

18. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (42 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is HK$1,177
HK$3,498 total
includes taxes & fees
29 Oct - 30 Oct
The DeVita House Est. 1900
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

19. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is HK$1,968
HK$3,065 total
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!
A staircase with red carpeted steps, wooden handrails, and string lights.

20. 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"
United States
Adhith P.
The price is HK$3,610
HK$4,839 total
includes taxes & fees
13 Nov - 14 Nov
Large,Cozy,Bright Apartment, Business Themed.
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

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

8/10 Good
"good location"
Harry 1-night trip
Posted 4 hours ago
Comfort Suites Fishkill near Interstate 84

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 holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded 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 are some of the best holiday rentals that Milton has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Milton?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Milton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milton. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.