Milan Vacation Rentals

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in Milan

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 ￥30,911
￥60,194 total
includes taxes & fees
Dec 13 - Dec 14
Streamside Cottage Half Mile to Town of Woodstock
Exterior
The Farm at Hyde Park

Vacation Home in Staatsburg

9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
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 ￥17,336
￥30,493 total
includes taxes & fees
Dec 11 - Dec 12
Mid-Century DJ’s Dream
Terrace/patio
Hamptons on the Hudson in South Saugerties

Vacation Home in Glasco

10.0 out of 10, Exceptional, (34)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties
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 ￥19,416
￥25,225 total
includes taxes & fees
Dec 7 - Dec 8
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Vacation 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 ￥23,067
￥37,491 total
includes taxes & fees
Dec 18 - Dec 19
Esopus Creek modern Tiny house Retreat!
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Apartment in Saugerties

9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
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 ￥27,923
￥47,085 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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 ￥12,582
￥35,316 total
includes taxes & fees
Dec 7 - Dec 8
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Outdoor dining
Sexiest Lil Cabin in Saugerties, NY

Cabin in Saugerties

9.0 out of 10, Wonderful, (13)
"We had a great time staying at the Washburn Cabin! Plenty of amenities and little touches that made it a pleasant stay, but it still felt like we were unplugged and had plenty of privacy."
United States
Jo P.
Sexiest Lil Cabin in Saugerties, NY
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Cottage in Poughkeepsie

10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Exterior detail
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

Vacation Home in West Hurley

10.0 out of 10, Exceptional, (5)
"very relaxing and comfortable place to stay!"
United States
Tilson
The price is ￥65,930
￥133,958 total
includes taxes & fees
Dec 11 - Dec 12
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Vacation 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 ￥28,519
￥75,258 total
includes taxes & fees
Dec 8 - Dec 9
Charming 2-bedroom Waterfront home with boat access in Saugerties
1 bedroom, desk, free WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in Red Hook

9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is ￥19,572
￥33,563 total
includes taxes & fees
Dec 7 - Dec 8
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Exterior
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Vacation Home in Woodstock

10.0 out of 10, Exceptional, (116)
"great property with lots of play/sleep/eat options for a large family. Loved mornings and nights on the large screened porch---our favorite spot. nice proximity to the town of Woodstock ."
United States
Jo C.
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Exterior
Sioux Tipi on Chloe's Lake

Vacation Home in Saugerties

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
Sioux Tipi on Chloe's Lake
Terrace/patio
UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL

Vacation Home in Saugerties

9.6 out of 10, Exceptional, (78)
"Great place to stay while visiting the Catskills area. Beautiful house and property, hot tub and steam shower were both awesome after spending a day out snowboarding. "
United States
Corey S.
UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Vacation Home in Poughkeepsie

10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
The price is ￥25,565
￥90,084 total
includes taxes & fees
Dec 15 - Dec 16
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie 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 ￥23,346
￥51,551 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds
Private Yacht on Catskill Creek

Houseboat in Catskill

9.8 out of 10, Exceptional, (28)
"It is a fun alternative to conventional hotel/motel stays. Beautiful waking up on Catskill Creek with as much room as a small hotel room, including 2 double beds plus a dining table that can convert to a bed."
United States
Jay
Private Yacht on Catskill Creek
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
"We absolutely loved our stay. We felt very welcomed from day one. It was a holiday week and we know everyone wants to be home with there families but even so everyone was so kind and helpful. Great staff!!! We also loved our room, it was clean and spacious. The parking was easy and we felt safe even late at night."
Zenia 4-night trip
Posted 1 day ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

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!

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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?

The Farm at Hyde Park: This vacation home rental near Milan is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 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 Lake Taghkanic State Park. 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.