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Milan Vacation Rentals

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Check prices for these dates

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

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.
$253 nightly
The price is $286
Nov 3 - Nov 4
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

2. 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.
$216 nightly
The price is $244
Oct 31 - Nov 1
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A modern kitchen with white cabinets, a central island, and a view to the outside.

3. 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.
$186 nightly
The price is $210
Oct 19 - Oct 20
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

4. 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.
$237 nightly
The price is $265
Nov 3 - Nov 4
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

5. 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.
$219 nightly
The price is $245
Nov 3 - Nov 4
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
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.

6. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$233 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Gatherwild Ranch
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$274 nightly
The price is $307
Nov 2 - Nov 3
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
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.

8. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (18 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
$239 nightly
The price is $268
Oct 14 - Oct 15
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
A compact living space with a kitchenette, a sofa, a coffee table, and a patterned rug.

9. Charming & Quaint 1 bed in Historic Uptown!

Charming & Quaint 1 bed in Historic Uptown!
Kingston
$223 nightly
The price is $226
Nov 3 - Nov 4
Total with taxes and fees
Charming & Quaint 1 bed in Historic Uptown!
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

10. 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.
$172 nightly
The price is $195
Oct 19 - Oct 20
Total with taxes and fees
Private, Cozy, Clean apartment in lovely Hyde Park
A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

11. 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.
$207 nightly
The price is $225
Oct 15 - Oct 16
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

12. Creek Views * Chef’s Kitchen * Walk To Lighthouse

Creek Views * Chef’s Kitchen * Walk To Lighthouse
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"this house was very comfortable and convenient to Saugerties"
United States
molly f.
$529 nightly
The price is $597
Nov 9 - Nov 10
Total with taxes and fees
Creek Views * Chef’s Kitchen * Walk To Lighthouse
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.

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 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.
$250 nightly
The price is $280
Nov 3 - Nov 4
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

14. Country House offers 2 bedrooms and a den, lots of parking.

Country House offers 2 bedrooms and a den, lots of parking.
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great house for a last minute getaway. Super clean house!!! Such a cute house with a lovely porch and view. We loved looking at the vintage books on the bookshelf! House had everything we needed, towels, and even shampoo. Would stay again. Location was great too. Centrally located near many attractions but rural enough to relax!"
United States
kristen d.
$309 nightly
The price is $346
Oct 26 - Oct 27
Total with taxes and fees
Country House offers 2 bedrooms and a den, lots of parking.
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

15. 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.
$238 nightly
The price is $267
Nov 3 - Nov 4
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A natural setting with a stream, red chairs, and a forested area.

16. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (305 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.
$303 nightly
The price is $339
Nov 4 - Nov 5
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
A kitchen with a stove, cabinets, and a microwave.

17. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
$200 nightly
The price is $224
Nov 2 - Nov 3
Total with taxes and fees
Butterfly Bungalow Studio · Saugerties/Woodstock
Private kitchen

18. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (13 reviews)
"Great little place! The cabin was very clean and sits in a great spot. Very relaxing place to pop off grid. Nothing fancy, but has everything you need."
United States
Connie K.
$181 nightly
The price is $203
Oct 14 - Oct 15
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

19. 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, (105 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
$223 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern kitchen with a gas stove, white cabinets, a microwave, and a decorative wall piece.

20. Sage Sojourn Studio · Saugerties/Woodstock

Sage Sojourn Studio · Saugerties/Woodstock
Saugerties
8.0 out of 10, Very good, (1 review)
"I had the pleasure of being the very first guest to stay at this property. The host was very helpful prior to booking providing extra details of the property since the outside area is not yet complete. The interior was very nice, everything was clean, exactly as pictured in the listing and the mini Nespresso machine was great. The location was perfect for people visiting Saugerties or Woodstock, both only a few minutes away. I visited for the night for a concert at Bearsville Theatre and it was...
United States
Cathy H.
$203 nightly
The price is $227
Nov 8 - Nov 9
Total with taxes and fees
Sage Sojourn Studio · Saugerties/Woodstock
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Clean room and bed was Good weather was so nice anyway Thanks"
chong ho 1-night trip
Posted 3 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Milan

Everything you need to know about Milan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milan. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Milan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $249 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Milan rentals

At Expedia, we put the best Milan vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milan vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Located near Milan, this vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.