Vacation rentals in Milan

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Top-rated vacation rentals in Milan

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 187 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Oct 28 – Nov 4

$129 per night
Guest favorite

Apartment in Rhinebeck

4.99 out of 5 average rating, 161 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Aug 31 – Sep 5

$137 per night
Guest favorite

Apartment in Red Hook

4.86 out of 5 average rating, 187 reviews

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice for your visit.

May 11 – 18

$108 per night

Popular amenities for Milan vacation rentals

Other great vacation rentals in Milan

Guest favorite

Guesthouse in Germantown

5.0 out of 5 average rating, 131 reviews

The Loft

Mar 10 – 17

$104 per night
Guest favorite

Home in Rhinebeck

5.0 out of 5 average rating, 157 reviews

Eagle Rock House

Oct 26 – Nov 2

$492 per night
Guest favorite

Cottage in Rhinebeck

4.94 out of 5 average rating, 117 reviews

Refined, Intimate Cottage on Private Estate

Apr 20 – 27

$194 per night
Guest favorite

Farm stay in Red Hook

4.99 out of 5 average rating, 125 reviews

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Oct 15 – 22

$478 per night
Guest favorite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 379 reviews

Contemporary Rhinebeck Private Village Retreat

Jan 8 – 13

$137 per night
Guest favorite

Apartment in Copake Falls

4.93 out of 5 average rating, 250 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Sep 14 – 21

$92 per night
Guest favorite

Cabin in Rhinebeck

4.88 out of 5 average rating, 164 reviews

Immaculate, Secluded Cabin with Pond Close to Town

Jul 23 – 30

$899 per night
Guest favorite

Tiny home in Saugerties

4.94 out of 5 average rating, 217 reviews

Gorgeous Tiny House with Mountain View

Sep 20 – 27

$107 per night
Superhost

Cabin in Rhinebeck

4.91 out of 5 average rating, 289 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Apr 24 – May 1

$162 per night
Guest favorite

Cabin in Red Hook

4.96 out of 5 average rating, 302 reviews

Modern Upstate Cabin, near Rhinebeck NY

May 29 – Jun 5

$405 per night
Guest favorite

Home in Kingston

4.97 out of 5 average rating, 269 reviews

This New House

Dec 16 – 23

$125 per night
Guest favorite

Bungalow in Saugerties

4.88 out of 5 average rating, 185 reviews

Saugerties Cottage with Creek Access

May 5 – 10

$108 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Milan