Milan Holiday Rentals

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Holiday Rentals in Milan

The Farm at Hyde Park
9.8 out of 10, Exceptional, 48 reviews
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
6.0 out of 10, 2 reviews
"we where on tour with our band. we like to stay a few minutes from the venue. This was the perfect place only a few minutes to downtown woodstock. We would definitely book again, and the host the host are very awesome. That you again Stacey"
The price is NZ$249
includes taxes & fees
9 Jun - 10 Jun
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 199 reviews
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is NZ$580
includes taxes & fees
17 Jun - 18 Jun
Streamside Cottage Walking Distance to Town of Woodstock
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'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, 37 reviews
"Our trip was amazing. We do it again again and again"
The price is NZ$234
includes taxes & fees
5 Jun - 6 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, 38 reviews
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, 22 reviews
"place was great, exactly as described...ryan was great, no issues all was as described...however sent 2 notes via vrbo but rec'd no response and ryan apologized...so all good...if needed place up that way again would stay."
The price is NZ$458
includes taxes & fees
5 Jun - 6 Jun
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, 85 reviews
"Everything was as described, instructions to the house were precise and the facility was exactly what we 2 couples) needed for a weekend of strolls in Woodstock and trails around. We cooked 2 dinners, kitchen and BBQ were great."
The price is NZ$494
includes taxes & fees
20 Jun - 21 Jun
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, 29 reviews
"Lovely stay! Comfortable accommodation and welcoming family."
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Charming Artist's Retreat
10.0 out of 10, Exceptional, 113 reviews
"From beginning to end a pleasant stay. Owner was on contact to make sure everything was in order. Fresh cut flowers, plenty of clean white fluffy towels, comfortable bedding and the view through sparkling clear windows. What a wonderful way to spend the mother's day weekend with my daughter and spend some time outdoors exploring little Hudson river towns. 10 thumbs up!!!!"
Charming Artist's Retreat
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, 32 reviews
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$452
includes taxes & fees
16 Jun - 17 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, 6 reviews
"Rainy but had a great time at the Wool and Sheep Festival.The fall colors were beautiful."
Hamptons on the Hudson in South Saugerties
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, 41 reviews
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, 153 reviews
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Spacious restored Victorian w/ wraparound porch
9.6 out of 10, Exceptional, 8 reviews
"We enjoyed our stay very much!"
Spacious restored Victorian w/ wraparound porch
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, 31 reviews
"The house is secluded and peaceful with a huge deck for a cool breeze with morning coffee or an evening glass of wine. The house was spotless and well equipped with anything you could possibly need. Restaurants, grocery, and Katterskill Falls for hiking all within a 15-20 minute drive. Our host, Nick, was very attentive making sure everything was as we expected ( and it was). Would stay here again if the opportunity arises. I highly recommend this property for your vacation getaway."
Cozy Relaxing Retreat in Saugerties, NY
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, 65 reviews
"Very relaxing and enjoyable with excellent views and tranquility!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, 70 reviews
"Fantastic, loved everytbing about it"
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
10.0 out of 10, Exceptional, 13 reviews
"We really enjoyed our stay! We had a large group of 24 friends, and the house met all of our needs. It was very clean, had enough bedrooms for everyone, and a large dining table that accommodated everyone for big dinners. We spent a lot of time throughout the weekend outside playing lawn games and sitting by the fire. The place was close enough to grab amenities or go to a grocery store, but off the beaten path and quiet. It was exactly what was listed and made for a where enjoyable time....
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, 7 reviews
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is NZ$539
includes taxes & fees
30 Jun - 1 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
9.6 out of 10, Exceptional, 43 reviews
"This house had so much going for it! Great location, huge space, every bell and whistle imaginable. Very well furnished and equipped. We had a lovely time, and I can't imagine a place we'd have enjoyed more."
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
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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.

Other types of properties in Milan you may be interested in

DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, 975 reviews
"Overall was great"
The price is NZ$239
includes taxes & fees
16 Jun - 17 Jun
DoubleTree by Hilton Poughkeepsie
AutoCamp Catskills
3.5 star property
9.0 out of 10, Wonderful, 277 reviews
"Good"
The price is NZ$489
includes taxes & fees
6 Jun - 7 Jun
AutoCamp Catskills
Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very good, 1,006 reviews
"The hotel is well maintained. Our room was clean and comfortable. Breakfast was plentiful. Check in and out was easy. "
The price is NZ$253
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus Kingston Hotel And Conference Center
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milan. Seeing all the best attractions is bound to make you fall in love with Milan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milan short-term rentals, that won’t be hard to do.

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.

What can I see and do in Milan?

Explore the area and family-friendly sights such as Hyde Park Station, or get out into nature at a spot like Lake Taghkanic State Park. Center for Performing Arts at Rhinebeck and Old Rhinebeck Aerodrome 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.

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