Entire home

Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12

Photo gallery for Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12

Pool
Living area
Dining
Interior
Living area

Reviews

10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Pool
  • Pet-friendly
  • Kitchen

Explore the area

Map
Hillsdale, New York
  • Copake Lake
    ‪4 min walk‬
  • Taconic State Park
    ‪12 min drive‬
  • Catamount Ski Area
    ‪14 min drive‬
  • Great Barrington, MA (GBR-Walter J. Koladza)
    ‪23 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Bunk Beds

Bedroom 5

2 Single Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12

Summary:
Escape to Olive Pit, a designer home in Hillsdale, NY. This renovated retreat offers 5 acres of tranquility amidst its beautiful natural surroundings.

Inside, an open floor plan connects an inviting kitchen, dining for 10 and living room with a fireplace. French doors lead to a screened porch and wraparound deck. Outside, the private pool and an additional deck provides endless outdoor fun and relaxation surrounded by nature.

The Space:
Welcome to Olive Pit, an exquisite home tucked away in the serene beauty of Hillsdale, NY. Meticulously revitalized through a recent gut renovation, this exceptional home radiates designer charm and character, offering an idyllic escape to Upstate New York.

Nestled on a private 5-acre property, Olive Pit beckons with its captivating allure. Step inside and immerse yourself in an open floor plan living space that seamlessly weaves together comfort and elegance. The heart of the home is a spacious eat-in kitchen, complete with an inviting island that serves as a gathering point for culinary delights. The adjoining dining area accommodates 10 guests, setting the stage for memorable feasts, while the living room, with its grand fireplace and bespoke built-in benches, provides the perfect backdrop for shared stories and laughter.

A true highlight awaits through the set of French doors that lead to the sprawling screened-in porch. Perched on an expansive wrap-around deck, this outdoor oasis offers stunning views of surrounding verdant landscape. As the gentle breeze rustles through the trees, the porch becomes a sanctuary for relaxation and contemplation. Venture down a set of stairs to discover an additional deck nestled among the trees, a hidden haven for solitude and reflection.

The main floor boasts a sumptuous primary bedroom, complete with a king bed, vaulted ceilings, and sliding doors that open to the deck. An en-suite bathroom with a shower adds a touch of opulence. Two additional bedrooms on this floor each feature queen beds and share a conveniently located bathroom.

Descending a staircase just off the kitchen, the lower level unveils a media room and play space, offering entertainment for all ages. Two bedrooms grace this level as well - one adorned with two bunk beds, the other furnished with two twin beds. A shared bathroom boasting a generous bathtub completes this level's offerings.

Outside, on the south side of the property, a private pool promises refreshment and leisure.

Olive Pit isn't just a vacation rental; it's an invitation to embrace the tranquility of the Hudson Valley. With its captivating pool, thoughtfully designed interiors, and enchanting outdoor spaces, this haven promises an unforgettable escape where cherished memories are waiting to be made.

The Neighborhood:
Experience the best of outdoor charm and adventure in Copake and Hillsdale, New York! Situated near the renowned Catamount Ski Area, our town offers a captivating blend of rustic beauty. Summer beckons with hikes at Bash Bish Falls, Taconic State Park trails, and kayaking on Copake Lake. Indulge in farm-fresh delights and, as winter arrives, hit Catamount's slopes.
Discover our tranquil aesthetic, from rolling hills and quaint farms to vibrant foliage. Explore golf at Copake Country Club, delve into Historic Hillsdale, and easily access Hudson's art scene and Great Barrington's boutiques. Unveil the heart of the Hudson Valley in Copake and Hillsdale!

Getting Around:
Olive Pit is about 2.5 hours from New York City, and you'll definitely want a car to get there and around the area.
In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.

Other Things to Note:
*Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Property manager

Red Cottage

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
Charge may apply
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Smoking

Smoking is not permitted
ARRIVAL Check-in is at 4pm unless otherwise agreed to in writing. DEPARTURE Check-out is by 11am unless otherwise stated in writing. The cleaner w...

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Hillsdale

Hillsdale is home to this holiday home. W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are local landmarks, and the area's natural beauty can be seen at New Forge State Forest and Mount Washington State Forest.
Map
Hillsdale, New York

What's nearby

  • Copake Lake - 4 min walk - 0.4 km
  • Taconic State Park - 12 min drive - 13.5 km
  • Catamount Ski Area - 14 min drive - 15.1 km
  • Bash Bish Falls State Park - 16 min drive - 15.7 km
  • Lake Taghkanic State Park - 21 min drive - 18.8 km

Getting around

  • Hudson Station - 28 min drive
  • Hudson, NY (HCC-Columbia County) - 24 min drive

Restaurants

  • ‪Martindale Chief Diner - ‬10 min drive
  • ‪Depot Deli - ‬12 min drive
  • ‪Roe Jan Brewing - ‬9 min drive
  • ‪Dad's Copake Diner - ‬9 min drive
  • ‪The Greens at Copake Country Club - ‬6 min drive

Frequently asked questions

Does Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12 have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12 pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12?

Check-in begins at 4:00 PM.

What time is check-out at Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12?

Checkout is at 11:00 AM.

Where is Olive Pit: Scenic Designer Retreat +Pool—Sleeps 12 located?

Situated in Hillsdale, this holiday home is 0.2 mi (0.3 km) from Copake Lake and 1.8 mi (2.9 km) from Mosquito Island. Copake Town Hall and Copake Town Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michaela H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great place!

stayed here with a group of 10 friends and it was the perfect spot to spend a Fall weekend with friends! we especially loved the design and style of every room - they didn’t miss a single detail! an added bonus: the deck in the back yard is the perfect spot for an engagement :) the pathway is all lit up with lights so it was very romantic and the pics came out great. definitely recommend staying here! hoping to come back in the summer!
Stayed 2 nights in Nov 2023

10/10 Excellent

Matthew W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Home

We stayed here with extended family - grandparents, two couples, and 4 grandkids. The space worked very well for adults and children. We stayed in the winter so could not enjoy the pool, but the property was beautiful. We'd love to return in the summer. The house was exactly as described, had a well-stocked kitchen, and was a great place to stay.
Stayed 4 nights in Dec 2023

About the host

Hosted by Red Cottage

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