Milan Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Milan

Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Holiday Home in Kingston

10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AU$385
includes taxes & fees
14 Dec - 15 Dec
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Apartment in Kingston

9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is AU$351
includes taxes & fees
9 Dec - 10 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Property grounds
Private Studio Close to Downtown Rhinebeck

Apartment in RHINEBECK

10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is AU$365
includes taxes & fees
18 Dec - 19 Dec
Private Studio Close to Downtown Rhinebeck
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Holiday Home in Saugerties

9.4 out of 10, Exceptional, (9)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is AU$737
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom Waterfront home with boat access in Saugerties
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Apartment in Kingston

9.4 out of 10, Exceptional, (22)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
The price is AU$341
includes taxes & fees
11 Dec - 12 Dec
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Dining
Peaceful Cabin w/ Fire Pit & Creek Access

Holiday Home in Saugerties

10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is AU$418
includes taxes & fees
17 Dec - 18 Dec
Peaceful Cabin w/ Fire Pit & Creek Access
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Holiday Home in Kingston

9.8 out of 10, Exceptional, (62)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
The price is AU$401
includes taxes & fees
10 Dec - 11 Dec
Esopus Creek modern Tiny house Retreat!
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in Poughkeepsie

2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is AU$412
includes taxes & fees
7 Dec - 8 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Exterior
2Br Private Victorian Apartment in City location on half acre Sleeps 5

Apartment in Poughkeepsie

8.8 out of 10, Excellent, (3)
"Very clean place with a lot of amenities. Safe area."
United States
JESSICA
The price is AU$417
includes taxes & fees
7 Dec - 8 Dec
2Br Private Victorian Apartment in City location on half acre Sleeps 5
1 bedroom, WiFi, bed sheets
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Apartment in Woodstock

9.8 out of 10, Exceptional, (10)
"In the heart of woodstock, walking distance to any of the shops and restaurants, even grocery stores!! For the low price, it was a great place to stay, great quiet area and felt so safe!"
United States
Eden C.
The price is AU$553
includes taxes & fees
7 Dec - 8 Dec
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Outdoor dining
Mid-Century DJ’s Dream

Apartment in Staatsburg

10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is AU$301
includes taxes & fees
7 Dec - 8 Dec
Mid-Century DJ’s Dream
Property grounds
Cozy Apartment with Sauna in Historic Stone Ridge

Apartment in Stone Ridge

9.4 out of 10, Exceptional, (14)
"Clean cozy will be staying again"
United States
Michael C.
The price is AU$264
includes taxes & fees
7 Dec - 8 Dec
Cozy Apartment with Sauna in Historic Stone Ridge
Exterior
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Apartment in Millbrook

10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is AU$747
includes taxes & fees
7 Dec - 8 Dec
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cabin in Saugerties

8.2 out of 10, Very good, (46)
"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 AU$248
includes taxes & fees
10 Dec - 11 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cabin in Catskill

9.8 out of 10, Exceptional, (33)
"Very nice cabin lots of property space "
United States
Martin Z.
The price is AU$502
includes taxes & fees
14 Dec - 15 Dec
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane

Apartment in Hyde Park

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is AU$317
includes taxes & fees
16 Dec - 17 Dec
Hudson Valley Farm Getaway- West/Llama Lover Lane
Children’s area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is AU$461
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Apartment in Highland

9.8 out of 10, Exceptional, (26)
"Perfect location and stay"
United States
kareem e.
The price is AU$485
includes taxes & fees
1 Jan - 2 Jan 2026
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Cottage in Woodstock

10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is AU$590
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock
Fridge, microwave, oven, stovetop
Higashi: New Paltz family home with King bed minutes to downtown

Holiday Home in New Paltz

9.8 out of 10, Exceptional, (20)
"Great place to stay! We enjoyed our time here. "
United States
Christy B.
Higashi: New Paltz family home with King bed minutes to downtown
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"It was very comfortable and the staff was polite and helpful."
Justin 2-night trip
Posted 3 days ago
DoubleTree by Hilton Poughkeepsie Convention Center

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$248 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. 

Explore a world of travel with Expedia

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?

The Farm at Hyde Park: This holiday home rental outside of Milan is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Lake Taghkanic State Park. 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.