Milan Vacation Rentals from CA $340: Short-Term Rentals for 2026

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Our top choices for Milan vacation rentals

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

CA $411 total

includes taxes & fees

Nov 3 - Nov 4

A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

2. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Red Hook

Jason D.

CA $350 total

includes taxes & fees

Oct 31 - Nov 1

A modern kitchen with white cabinets, a central island, and a view to the outside.

3. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Staatsburg

jay c.

CA $299 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

4. Campfire Cottage: Fireplace, fire pit & no chores!

Kingston

Jim R.

CA $382 total

includes taxes & fees

Nov 3 - Nov 4

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

5. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Kingston

Brendan B.

CA $348 total

includes taxes & fees

Nov 3 - Nov 4

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

6. Gatherwild Ranch

Germantown

CA $388 total

includes taxes & fees

Oct 14 - Oct 15

A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Kingston

Kelley Marie

CA $436 total

includes taxes & fees

Nov 2 - Nov 3

A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

8. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

CA $380 total

includes taxes & fees

Oct 25 - Oct 26

A compact living space with a kitchenette, a sofa, a coffee table, and a patterned rug.

9. Charming & Quaint 1 bed in Historic Uptown!

Kingston

CA $321 total

includes taxes & fees

Nov 3 - Nov 4

A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

10. Private, Cozy, Clean apartment in lovely Hyde Park

Hyde Park

Janet M.

CA $279 total

includes taxes & fees

Oct 21 - Oct 22

11. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hyde Park

alexandra a.

CA $320 total

includes taxes & fees

Oct 15 - Oct 16

A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

12. Creek Views * Chef’s Kitchen * Walk To Lighthouse

Saugerties

molly f.

CA $846 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

13. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston

Clara L.

CA $403 total

includes taxes & fees

Nov 3 - Nov 4

A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

14. Country House offers 2 bedrooms and a den, lots of parking.

Saugerties

kristen d.

CA $492 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

15. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston

Erin H.

CA $391 total

includes taxes & fees

Nov 2 - Nov 3

A natural setting with a stream, red chairs, and a forested area.

16. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

CA $486 total

includes taxes & fees

Nov 4 - Nov 5

A kitchen with a stove, cabinets, and a microwave.

17. Butterfly Bungalow Studio · Saugerties/Woodstock

Saugerties

Matias

CA $315 total

includes taxes & fees

Nov 3 - Nov 4

18. Woods Cabin-Kingston/Woodstock, NY.

Kingston

Connie K.

CA $291 total

includes taxes & fees

Oct 21 - Oct 22

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

19. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston

Nan

CA $340 total

includes taxes & fees

Oct 30 - Oct 31

A modern kitchen with a gas stove, white cabinets, a microwave, and a decorative wall piece.

20. Sage Sojourn Studio · Saugerties/Woodstock

Saugerties

"I had the pleasure of being the very first guest to stay at this property. The host was very helpful prior to booking providing extra details of the property since the outside area is not yet complete. The interior was very nice, everything was clean, exactly as pictured in the listing and the mini Nespresso machine was great. The location was perfect for people visiting Saugerties or Woodstock, both only a few minutes away. I visited for the night for a concert at Bearsville Theatre and it was...

Cathy H.

CA $329 total

includes taxes & fees

Nov 3 - Nov 4

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Top Milan Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Clean room and bed was Good weather was so nice anyway Thanks"

AutoCamp Catskills

8/10 Good

"Our stay was great , we really enjoyed the clubhouse the boardgames, a small hike on the property and the airstream was nicely equipped with outside grill, smart tv, and very nice outdoor space. Cleaning wise it was okay, we found hair in the shower drain, futon cover felt unwashed and I wish they had coffee in the clubhouse throughout the day. Would definitely recommend it!"

Mirbeau Inn & Spa

10/10 Excellent

"We had an exceptional stay here! The room was huge, clean, and the amenities top notch! Staff were friendly, engaging, and they could not have been more welcoming! Our spa experiences were more than wonderful, and the spa itself is one to experience for sure! An evening at the bar for dinner was heightened by exceptional service provided by Bella! We undoubtedly look forward to returning soon!"

Hotel Kinsley

8/10 Good

"Check in staff only provided information on parking and the address our room was located. It would have been extremely helpful to inform us of the free breakfast, restaurant coupon and the use of the outdoor patio as we bought breakfast out and paid for dessert at the Hotel Kinsey restaurant. The room was very clean."

Interlaken Inn & Resort

10/10 Excellent

"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."

Find out more about Milan

Everything you need to know about Milan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milan vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milan vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milan vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milan vacation rentals we have selected for you start as low as CA $340 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milan rentals

At Expedia, we put the best Milan vacation 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 vacation.

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.

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Located near Milan, this vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family.

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 Kingston Point Beach. 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.

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Check prices for these dates

Our top choices for Milan vacation rentals

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

2. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

3. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

4. Campfire Cottage: Fireplace, fire pit & no chores!

5. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

6. Gatherwild Ranch

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

8. Stunning and Cozy loft apartment in kingston .

9. Charming & Quaint 1 bed in Historic Uptown!

10. Private, Cozy, Clean apartment in lovely Hyde Park

11. Hudson Valley Farm Getaway- West/Llama Lover Lane

12. Creek Views * Chef’s Kitchen * Walk To Lighthouse

13. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

14. Country House offers 2 bedrooms and a den, lots of parking.

15. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

16. Streamside Cottage Half Mile to Town of Woodstock

17. Butterfly Bungalow Studio · Saugerties/Woodstock

18. Woods Cabin-Kingston/Woodstock, NY.

19. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

20. Sage Sojourn Studio · Saugerties/Woodstock

Find vacation rentals that suit your style

Top Milan Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Beekman Arms and Delamater Inn

Quality Inn Hyde Park Poughkeepsie North

Kingston Regency Inn

AutoCamp Catskills

Mirbeau Inn & Spa

Hotel Kinsley

Interlaken Inn & Resort

Find out more about Milan

Frequently asked questions

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