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Milan Hill A-Frame - Charming & Stylish near Rhinebeck

House in Red Hook, NY

8 guests·4 bedrooms·2 bathrooms
4.9 · 28 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Secluded private acres with tree-top views ideal for gatherings.

Entertainment & Amenities

Entertainment & Amenities

Seasonal heated saltwater pool and cozy fireplace elevate stays.

Location & Accessibility

Location & Accessibility

It's a two-hour drive from NYC to Rhinebeck and Red Hook.

Property details

Milan Hill A-Frame is a charming A-Frame style home in the heart of the Hudson Valley, 10 minutes from Rhinebeck and Red Hook, and just 2 hours from NYC. Set on a 6+ private acres, with tree top views , the house has 4 bedrooms and 2 full baths. Amenities include a heated saltwater pool, a fireplace, firepit & access to the best hiking and dining in the region! The whole family will enjoy the many stylish spaces to relax, indoor and out, and the ease to explore great local businesses nearby Pets: Allowed (maximum 1). Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Additional rules: AGE REQUIREMENT Primary guest booking must be 25 years or older. PETS Well-behaved dogs are allowed with prior approval (and $100 fee per pet, per stay). Please clean up after your pet both inside and outside the house. Sorry, cats are not permitted. Failure to disclose any pets in advance may result in additional fees or penalties. If you are traveling with a service animal, we kindly ask that you let us know in advance. SMOKING No smoking is permitted inside the house. If you must smoke, please do so outside and dispose of butts properly.. EXCESSIVE CLEANING FEES We kindly ask that guests treat the home with care and respect. Should the property require cleaning beyond the standard turnover—due to excessive mess or incidents involving bodily fluids such as blood, vomit, or waste—a $500 fee may apply. Any linens or furnishings damaged beyond repair will also be subject to replacement charges. These situations are considered outside the scope of routine housekeeping and require specialized attention to ensure the safety and well-being of our team. MID-STAY CLEANING REQUIREMENT For stays of 28 nights or longer, a guest-paid mid-stay cleaning is required. The cleaning will be scheduled at a mutually convenient time during your stay. The cost varies by property and will be confirmed before scheduling. ACCURATE GUEST COUNT The number of guests must be accurately disclosed at the time of booking. While we don’t charge extra for additional guests up to the home’s maximum occupancy, this information is essential so we can properly prepare and stock the home. Please note that penalties may apply if guest counts are inaccurate or intentionally misrepresented. OUTSIDE SERVICE PROVIDERS Outside staff such as private chefs, massage therapists, or other service providers are welcome, but prior approval is required before they come on-site. SUPPLEMENTAL AGREEMENTS Guests may be required to sign a rental agreement. If applicable, it will be sent after the booking is confirmed. SEPTIC Please be mindful of the septic system and do not flush anything down the toilets or drains other than toilet paper. This includes any and all personal hygiene products, baby wipes, bleaches and strong chemical cleaners. The anticipation mounts as one cruises the country roads heading for Milan Hill. Well-maintained old farmhouses and pastoral vistas line the route until turning up the long private driveway where the muted red house eventually comes into view. It’s not immediately evident that the house is an A Frame. The tall gabled section has a perpendicular addition that accommodates a gracious foyer, as well as the master suite, which features king bed and a modern glass-enclosed shower. Moving down the hall two guest bedrooms, one on either side of the hallway, include comfy queen beds, and they share the second full bathroom, which has also been renovated with modern fixtures, and includes a tub/shower. Then into the heart of the house where the A Frame style, with its soaring ceiling, becomes evident. The open plan space is flooded with natural light emanating from the west-facing wall of windows at the far end. Whitewashed with a light pickled wood floor, the ambience is bright and airy, while the contemporary Scandinavian style with personal flourishes makes the house feel like a home. The fireplace is a focal point, with built-in wood storage adding a rustic vibe to the otherwise almost beachy space. Cozy up on the sectional before a roaring fire and dive into movies or shows on numerous streaming services, or just powwow with your crew. There are lots of books, board games and puzzles for all ages. This is Lounge Central. Then there are those for whom time off means the luxury of preparing a feast. And this kitchen is wonderfully appointed and efficiently laid out, with loads of counter space, storage and culinary accoutrements. And best thing, it’s open to the living room, so the cook can remain part of the conversation. A wonderful long farmhouse table is the ideal final component in any good Upstate getaway, and this one fits the bill. Now there is nothing that says that adults won’t adore the twin bedroom upstairs, with its own TV and play space, but our younger guests will SO appreciate being separate from the adults in their own part of the house. There is a sprawling deck outside the living room and it looks out of a wide swath of level lawn with a newly installed 14-ft heated saltwater pool. Lounges, a barbecue and dining table make this a go-to spot in warmer months. Off near the edge of the woods a swing hangs from a great maple, and a firepit ringed with seating is where everyone loves to gather under the stars for stories, laughs and memories. Milan Hill is centrally-located to a number of fun towns. It’s an easy 13 minutes into buzzing Red Hook and to Rhinebeck, is 35 minutes from skiing at Catamount and is handy to Germantown and Tivoli. *Please note that during summer months, there is an ADDITIONAL DAY RATE to heat the pool. Please see the 'Other Things to Note' section of the listing.***** Milan Hill, is located in the heart of the Hudson Valley, in the hamlet of Milan. The house is equidistant (10-15 minutes) from Rhinebeck, Red Hook and Tivoli. These quaint walkable towns have lots of explore-worthy stores and restaurants. We have a local guide we share with all our guests on the Red Cottage website to help you get the most out of your stay at Milan Hill. Rhinebeck is the largest town nearby, grab a coffee at Bread Alone, lunch at The Golden Russet, dinner at Petite Bistro or The Amsterdam, and a sweet treat from Samuel's Sweet Shop. In Red Hook, the Historic Village Diner is a favorite, warm up with noodles at Yum Yum or a sweet treat from Annabelle's. Tivoli, the town of Bard College, is also very cute. Must hit spots are Sante Fe for Mexican, Tivoli General for coffee and breakfast/lunch, and Fortune's Ice Cream! We have a local guide we share with all our guests on the Red Cottage website to help you get the most out of your stay at Milan Hill. *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. * The pool is heated up to 75 degrees, complimentary. If you desire additional heating, there is a fee, please inquire for more information. There is a minimum of 2 nights charge for pool heating and the cost ranges from $200-$300 total for pool heating PER DAY. **Dogs are welcome at the property (with an additional per-pet fee). Sorry, cats are not permitted.

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 4.9 | 28 reviews
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Lisa

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August 2026

We had a great time with family using the beautiful pool, deck and light filled eating area. That said there were housekeeping issues that should not have been and impacted our stay. Dirty laundry on doors and cooked food in the oven awaited us on arrival. The hosts responded immediately to our concerns but because our arrival was late afternoon they could not get cleaners to the property to address issues. We opted to clean the place ourselves so we could cook dinner and sleep. The hosts offered a cleaning in the morning, which by then was unnecessary and even removed cleaning fee at the end of our stay. The house itself is nice but, for the cost, seemed a little more worn than the photos presented. The landscaping was quite overgrown especially at the front of the house. The property is close to lots of fun places and activities. The hosts were extremely responsive and professional throughout our stay.

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Mary Reyes

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October 2025

The home was very clean and the master room bed was very comfortable. The best part about it was a fully stocked kitchen with all the utensils, pots and pans, plates that you would need to host nice family dinners.

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Liz

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October 2025

The living room & kitchen area was perfect for our group of friends..watching a movie with the fireplace going and cooking a meal together. Really great “rain” shower heads! Lovely weekend getaway.

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Prath

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October 2025

Amazing property and hosts, would love to stay again!

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

Pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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