Milan Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Milan holiday rentals

Exterior detail
Charming loft cottage in tranquil Germantown with WiFi, AC

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, (8)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is HK$848
HK$1,681 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming loft cottage in tranquil Germantown with WiFi, AC
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"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$676
HK$2,299 total
includes taxes & fees
26 Jan - 27 Jan 2026
Retro Retreat: renovated 2BR, desk, no chore list!
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!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (4)
"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$505
HK$1,829 total
includes taxes & fees
21 Jan - 22 Jan 2026
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains
Catskill
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is HK$1,003
HK$2,200 total
includes taxes & fees
29 Dec - 30 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is HK$591
HK$2,003 total
includes taxes & fees
5 Jan - 6 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio
Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
The price is HK$770
HK$1,385 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Outdoor dining
Charming Cottage in the Heart of Catskill & Pet Friendly

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, (18)
"We had a wonderful time at the Catskill Nook. Everything was great and the hosts were amazing. Well located, walking distance to everything and pet friendly. The flowers from our hosts were gorgeous. We had a blast. "
United States
Bernadette P.
The price is HK$1,400
HK$2,654 total
includes taxes & fees
27 Dec - 28 Dec
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (34)
"Very nice cabin lots of property space "
United States
Martin Z.
The price is HK$1,190
HK$2,587 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
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 HK$869
HK$1,528 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mid-Century DJ’s Dream
Dining
Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
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 HK$643
HK$2,027 total
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Cabin w/ Fire Pit & Creek Access
Terrace/patio
Romantic Apartment in Historic Stone Ridge

Romantic Apartment in Historic Stone Ridge

Romantic Apartment in Historic Stone Ridge
Stone Ridge
9.4 out of 10, Exceptional, (20)
"Very quiet and immaculate. Hosts were very easy to communicate with and gracious. "
United States
Myra D.
The price is HK$462
HK$1,219 total
includes taxes & fees
4 Jan - 5 Jan 2026
Romantic Apartment in Historic Stone Ridge
Interior
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29)
"Very clean, beautiful property! Would highly recommend staying here, and we will be coming up again someday. The host provided everything and was very diligent on the details that make this a wonderful and unique place to stay"
United States
Nick A.
The price is HK$1,575
HK$2,868 total
includes taxes & fees
3 Jan - 4 Jan 2026
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Property grounds
Charming 2-bedroom cabin on 25 acres with loft space and full basement

Charming 2-bedroom cabin on 25 acres with loft space and full basement

Charming 2-bedroom cabin on 25 acres with loft space and full basement
Hyde Park
10.0 out of 10, Exceptional, (3)
"Beautiful house, very cozy, plenty of stuff to keep the kids busy and Zack was very helpful with everything."
United States
James S.
The price is HK$1,944
HK$3,017 total
includes taxes & fees
30 Dec - 31 Dec
Charming 2-bedroom cabin on 25 acres with loft space and full basement
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

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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 HK$972
HK$1,263 total
includes taxes & fees
28 Dec - 29 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
Container Cabin in the Catskills

Container Cabin in the Catskills

Container Cabin in the Catskills
Saugerties
10.0 out of 10, Exceptional, (2)
"Super fun little cabin you can spend all day in. Has everything that someone needs to enjoy themselves. Takes a little work to get some things going but everything is provided so its really no issue. Will be back again."
United States
John W.
The price is HK$1,516
HK$2,508 total
includes taxes & fees
1 Jan - 2 Jan 2026
Container Cabin in the Catskills
Property grounds
Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck
Rhinebeck Village
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 HK$714
HK$1,907 total
includes taxes & fees
5 Jan - 6 Jan 2026
Private Studio Close to Downtown Rhinebeck
Fridge, microwave, oven, stovetop
1 Bedroom | Cozy Lounge | Spacious

1 Bedroom | Cozy Lounge | Spacious

1 Bedroom | Cozy Lounge | Spacious
2.0 star property
Catskill
1 Bedroom | Cozy Lounge | Spacious
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
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 HK$805
HK$1,981 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.6 out of 10, Exceptional, (25)
"Very clean very comfortable beds."
United States
Millgate F.
The price is HK$840
HK$2,038 total
includes taxes & fees
4 Jan - 5 Jan 2026
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz
10.0 out of 10, Exceptional, (13)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
The price is HK$4,024
HK$7,633 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Staff was very kind and courteous "
Natasha 1-night trip
Posted 3 days ago
Residence Inn by Marriott 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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Milan is located on a river, and has a fireplace, a BBQ and air conditioning 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.