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Milan Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Milan vacation rentals

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

1. 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 ￥19,664
￥45,557 total
includes taxes & fees
Sep 29 - Sep 30
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

2. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is ￥36,987
￥44,948 total
includes taxes & fees
Sep 28 - Sep 29
Gatherwild Ranch
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

3. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is ￥28,033
￥104,627 total
includes taxes & fees
Sep 28 - Sep 29
Chic Barn Style * Fireplace * Near Stissing House
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

4. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
The price is ￥22,830
￥38,474 total
includes taxes & fees
Oct 7 - Oct 8
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A kitchen with white cabinetry, granite countertops, and a window with blinds.

5. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is ￥19,035
￥39,995 total
includes taxes & fees
Sep 30 - Oct 1
Charming loft cottage in tranquil Germantown with WiFi, AC
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

6. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (37 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is ￥21,936
￥47,844 total
includes taxes & fees
Oct 7 - Oct 8
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A rustic cabin with a wooden deck and a chair, surrounded by dense forest.

7. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (51 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is ￥17,697
￥23,344 total
includes taxes & fees
Sep 27 - Sep 28
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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, (58 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is ￥25,570
￥41,217 total
includes taxes & fees
Sep 27 - Sep 28
Mid-Century DJ’s Dream
A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

9. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is ￥23,597
￥41,757 total
includes taxes & fees
Sep 24 - Sep 25
Stunning and Cozy loft apartment in kingston .
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

10. 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. "
United States
Jim R.
The price is ￥16,518
￥45,281 total
includes taxes & fees
Oct 5 - Oct 6
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

11. 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, (6 reviews)
"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.
The price is ￥11,012
￥39,114 total
includes taxes & fees
Sep 27 - Sep 28
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

12. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is ￥27,101
￥35,453 total
includes taxes & fees
Sep 24 - Sep 25
Hudson Valley Farm Getaway- West/Llama Lover Lane
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is ￥18,122
￥33,493 total
includes taxes & fees
Oct 12 - Oct 13
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

14. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (101 reviews)
"Wonderful stay. "
United States
Chris L.
The price is ￥26,900
￥41,052 total
includes taxes & fees
Sep 24 - Sep 25
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A natural setting with a stream, red chairs, and a forested area.

15. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (299 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is ￥22,531
￥49,392 total
includes taxes & fees
Sep 27 - Sep 28
Streamside Cottage Half Mile to Town of Woodstock
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

16. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (32 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is ￥20,947
￥44,957 total
includes taxes & fees
Sep 30 - Oct 1
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A living room with a fireplace, a glass coffee table, a red sofa, and a large window with a view of a brick wall.

17. The Quaint House: Modern Heritage in Roundout Kingston Waterfront

The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Rondout
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful toi-même in this lovely home. Everything was perfect. The town is lovely. So interesting and so much history as well. Best 2 days. We hope to come back here. Very soon "
United States
Claire A.
The Quaint House: Modern Heritage in Roundout Kingston Waterfront
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

18. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (10 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is ￥113,263
￥175,287 total
includes taxes & fees
Sep 28 - Sep 29
The George is an elegant restored home in the Hudson Valley
A hot tub in a natural setting with a tree and a body of water in the background.

19. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is ￥37,589
￥69,410 total
includes taxes & fees
Sep 24 - Sep 25
Peaceful Riverfront Cottage with Private Hot tub
A covered outdoor deck with a grill, a chair, and a view of a lake and forest.

20. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is ￥70,790
￥107,310 total
includes taxes & fees
Sep 24 - Sep 25
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
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 Milan Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

8/10 Good
"There are no in room safes"
Jean 2-night trip
Posted 15 hours ago
Residence Inn by Marriott Kingston

Find out more about Milan

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

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

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

Frequently asked questions

Are there vacation rentals in Milan?

Yes, we give you a choice of vacation rentals close to top local attractions in Milan, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Milan has to offer?

Catskill Cottage Walk to Downtown & River Views: Located near Milan, this vacation home rental offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Milan?

Choose from 3 Expedia vacation rentals in Milan for a memorable vacation.

What can I see and do in Milan?

Explore the area and family-friendly sights such as Hudson River Maritime Museum, or get out into nature at a spot like Kingston Point Beach. Old Rhinebeck Aerodrome and Omega Institute are a couple of places you'll find in the larger area.

What are vacation rentals like in Milan?

Vacation rentals are private properties you can book for a short or long stay in Milan. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips.