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Milan Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Milan holiday rentals

A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

1. 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 ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

2. 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 AU$392
includes taxes & fees
17 Nov - 18 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

3. 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 AU$343
includes taxes & fees
4 Nov - 5 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A modern kitchen with white cabinets, a central island, and a view to the outside.

4. 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, (13 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
United States
elizabeth
The price is AU$288
includes taxes & fees
1 Dec - 2 Dec
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A bedroom with a bed, a wooden shelf, a bedside table, a mirror, and a basket.

5. Charming & Quaint 1 bed in Historic Uptown!

Charming & Quaint 1 bed in Historic Uptown!
Kingston
The price is AU$292
includes taxes & fees
1 Dec - 2 Dec
Charming & Quaint 1 bed in Historic Uptown!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

6. 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, (7 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 AU$346
includes taxes & fees
10 Nov - 11 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

7. 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, (39 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AU$342
includes taxes & fees
4 Nov - 5 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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.

8. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AU$387
includes taxes & fees
8 Nov - 9 Nov
Gatherwild Ranch
A kitchen with white cabinetry, granite countertops, and a window with blinds.

9. 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, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is AU$346
includes taxes & fees
16 Nov - 17 Nov
Charming loft cottage in tranquil Germantown with WiFi, AC
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

10. 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
The price is AU$403
includes taxes & fees
18 Nov - 19 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
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.

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
The price is AU$343
includes taxes & fees
4 Nov - 5 Nov
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
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.

12. 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.
The price is AU$359
includes taxes & fees
4 Nov - 5 Nov
Stunning and Cozy loft apartment in kingston .
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

13. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great location, had everything needed for a comfortable stay."
United States
Michael W.
The price is AU$309
includes taxes & fees
4 Nov - 5 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
A room with a large bookshelf filled with books and DVDs, a bed, a small table with a lamp, and a window with blinds.

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 AU$326
includes taxes & fees
4 Nov - 5 Nov
Mid-Century DJ’s Dream
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

15. 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.
The price is AU$799
includes taxes & fees
9 Nov - 10 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A bedroom with a pink door, a bed with white bedding, a floral wallpaper, and a framed picture on the wall.

16. 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.
The price is AU$303
includes taxes & fees
4 Nov - 5 Nov
Sage Sojourn Studio · Saugerties/Woodstock
A two-story house with a porch, a staircase, and a small garden area.

17. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is AU$199
includes taxes & fees
3 Dec - 4 Dec
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A stone wall beside a flowing river, surrounded by trees and a wooden cabin.

18. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (308 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 AU$430
includes taxes & fees
11 Nov - 12 Nov
Streamside Cottage Half Mile to Town of Woodstock
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

19. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is AU$538
includes taxes & fees
4 Nov - 5 Nov
Butterfly and Sage: 2 Studios, Shared Yard
A cozy living room with a dining area, wooden flooring, a sofa, and a window with curtains.

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

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is AU$307
includes taxes & fees
4 Nov - 5 Nov
Hudson Valley Farm Getaway- West/Llama Lover Lane
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

The Heartwood

The Heartwood

10/10 Excellent
"All great cheating system was a little noisy but still an excellent experience. Would definitely stay here again."
Paulette 2-night trip
Posted 6 hours ago
The Heartwood

Find out more about Milan

Everything you need to know about Milan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milan holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milan holiday rentals we have selected for you start as low as AU$343 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milan rentals

At Expedia, we put the best Milan holiday 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 holiday.

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 holiday rentals in Milan?

Yes, there are holiday rentals close to the most popular sights in Milan, or you can select a more secluded option if you're looking for a relaxing stay.

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

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Milan is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Milan?

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

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 wider area.

What are holiday rentals like in Milan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milan. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.