Milan Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Milan holiday rentals

Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$627
HK$1,046 total
includes taxes & fees
25 May - 26 May
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Fridge, microwave, oven, stovetop

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 HK$572
HK$1,964 total
includes taxes & fees
18 May - 19 May
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (39 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
The price is HK$1,191
HK$2,693 total
includes taxes & fees
13 May - 14 May
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

'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, (47 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 HK$979
HK$1,271 total
includes taxes & fees
24 May - 25 May
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
2 bedrooms, desk, free WiFi, bed sheets

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 HK$869
HK$2,622 total
includes taxes & fees
1 Jun - 2 Jun
Retro Retreat: renovated 2BR, desk, no chore list!
Terrace/patio

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, (28 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is HK$845
HK$2,069 total
includes taxes & fees
19 May - 20 May
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$581
HK$2,049 total
includes taxes & fees
13 May - 14 May
Peaceful Cabin w/ Fire Pit & Creek Access
Terrace/patio

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
9.0 out of 10, Wonderful, (15 reviews)
"Cozy, clean, and extremely accommodating. Everything was planned out well and the sauna was lovely in such cold weather! Would highly recommend for anyone considering travel to this beautiful region of New York!"
United States
Avi
The price is HK$364
HK$970 total
includes taxes & fees
19 May - 20 May
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (14 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is HK$1,057
HK$2,503 total
includes taxes & fees
13 May - 14 May
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
The price is HK$1,163
HK$2,214 total
includes taxes & fees
13 May - 14 May
Private Yacht on Catskill Creek
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is HK$1,585
HK$2,904 total
includes taxes & fees
17 May - 18 May
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Smart TV, fireplace

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is HK$986
HK$1,523 total
includes taxes & fees
19 May - 20 May
Private, Cozy, Clean apartment in lovely Hyde Park
Private kitchen

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, (3 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is HK$740
HK$1,457 total
includes taxes & fees
19 May - 20 May
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Smart TV, books

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Woodstock
10.0 out of 10, Exceptional, (11 reviews)
"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 HK$831
HK$2,273 total
includes taxes & fees
20 May - 21 May
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is HK$586
HK$2,520 total
includes taxes & fees
13 May - 14 May
King Bed | Private Parking | Strong WiFi
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is HK$1,409
HK$2,806 total
includes taxes & fees
20 May - 21 May
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is HK$814
HK$2,297 total
includes taxes & fees
1 Jun - 2 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (7 reviews)
"The stay was great! The listing is very accurate to what the property is, so we very much enjoyed staying in the newly renovated barn. We loved the location, which felt very out-of-the-way but was also only twenty minutes from town. Seeing all of the farm animals and the very friendly barn cat was a plus!"
United States
Marissa S.
The price is HK$1,349
HK$1,738 total
includes taxes & fees
13 May - 14 May
Hudson Valley Farm Getaway- West/Llama Lover Lane
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (76 reviews)
"Beautiful tiny home with a very responsive host! "
United States
Vicky E.
The price is HK$1,339
HK$2,087 total
includes taxes & fees
13 May - 14 May
Esopus Creek modern Tiny house Retreat!
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (51 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$934
HK$1,605 total
includes taxes & fees
20 May - 21 May
Mid-Century DJ’s Dream
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

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

6/10 Okay
"The veneer on doors and paint on walls was chipped. Overall it is a shabby property. I expected more from Wymdam. Coffee was fine and a granola bar got us on the road to friends' house. Will think carefully before staying in another Wymdam property."
Maureen 1-night trip
Posted 3 hours ago
Super 8 by Wyndham 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 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?

Hamptons on the Hudson in South Saugerties: This holiday home rental outside of Milan is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Kiwanis Ice Arena, 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.