1 / 50

Doodletown Lodge & Cabin: Pool—Pickleball—Tennis+

House in Ancram, NY

21 guests·9 bedrooms·7 bathrooms
5.0 · 4 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Sprawling estate experience with private courts and outdoor recreation.

Group & Family Friendly

Group & Family Friendly

Ideal for groups with ample common space for gatherings.

Style & Comfort

Style & Comfort

Panoramic hillside views and cozy stone fireplaces enhance stays.

Property details

Welcome to Doodletown Lodge & Cabin, an extraordinary 100-acre estate just 2 hrs from NYC and under 3 hrs from Boston! This expansive estate features 2 beautiful dwellings offering 9 bedrooms for up to 21 guests and an abundance of indoor & outdoor amenities. Enjoy breathtaking views of rolling hills, grand stone fireplaces, a pool with built in hot tub, tennis & pickleball courts, hiking trails, a pond and more. Truly a one-of-a-kind upstate escape! Nearby towns: Hudson (25 mins), Rhinebeck (30 mins) Pets: Not allowed. 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 Sorry, pets are not permitted at this property. 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. Main House Step into elegance through the stately port cochere, where broad double doors unveil an impressive living space. Here, a magnificent 25-foot central stone fireplace and tall vaulted ceilings create a dramatic and welcoming atmosphere. A front wall of picture windows offers panoramic views of the estate's rolling hills and meadows. The open-plan design of the main floor creates an easy flow between the spacious living room, indoor dining area, kitchen, and deck. Sink into comfy couches while watching TV beside the grand fireplace, and enjoy dining for 10 on the elegant indoor dining table. Large doors open onto the elevated deck, with multiple seating areas, covered al fresco dining, a firepit lounge area, a large grill, and breathtaking views from every angle. The gourmet chef's kitchen is a masterpiece, equipped with top-of-the-line Viking appliances, granite countertops, and a large kitchen island with eat-in dining. Another door from the kitchen opens directly to the outdoor dining area for effortless indoor-outdoor entertaining. A dedicated office space on the main level ensures productive work can be done and a half bathroom adds convenience for guests. The master suite on the main level is its own private oasis with a king bed, large windows, and glass doors that open onto the deck. The en-suite bathroom features a whirlpool tub and his-and-her sinks, for the ultimate rejuvenating experience. The main house has a crib, a gate at the top of the stairs and a booster seat. The cabin has a baby gate at the top of the stairs, a pack and play in the twin bedroom closet, and a highchair in the laundry room. Descending to the lower level, you'll discover a spacious entertainment room featuring a cozy stone fireplace, oversized couches, and a flat-screen TV—perfect for enjoying a movie or a friendly game night. Large doors open directly onto the property's gardens, offering delightful views of the surrounding landscape. On this level, 3 ensuite bedrooms await with restful accommodations. Bedroom 2 offers another king bed, Bedroom 3 has two single beds, and Bedroom 4, a queen bed. The fifth bedroom is ideal for children with two bunk beds (twin over full and twin over twin) and an additional half bathroom completes this level. Bluetooth speakers throughout the home and over the deck create the perfect ambiance, elevating your stay with high-quality sound that flows seamlessly through each room and outdoor space, enhancing every moment. Log Cabin On entering the Log Cabin, you are greeted by a charming seating area and wooded balcony that overlooks the warm and inviting living room. Immediately, floor-to-ceiling picture windows that adorn the front wall capture your gaze with stunning outdoor views. As you make your way down the stairs, exposed oak beams, slate floors, and a grand floor-to-ceiling stone fireplace create an atmosphere of warmth and sophistication, inviting you to unwind and soak in the natural beauty. The large front doors of the living space open directly onto a beautiful pondside stone patio where a charming dining table awaits, offering a picturesque setting for al fresco meals. Fire up the large grill and savor the flavors of outdoor dining against the backdrop of breathtaking views, creating unforgettable moments under the open sky. An entertainer's delight, the kitchen is equipped with professional Viking appliances: stove, refrigerator, and oven where chefs and bakers alike will feel right at home. Boasting a slate-tiled floor and a handcrafted oak dining table seating 8, this space is perfect for gathering with loved ones and creating lasting memories. Retreat in comfort in four spacious bedrooms, thoughtfully designed to ensure a restful night's sleep and a rejuvenating stay. Three bedrooms feature full ensuite bathrooms ensuring privacy and convenience for your guests. The Master Bedroom on the main level offers a plush King bed, serene pond views, and an ensuite bathroom. Bedroom 2, also on the main level, has a cozy Full bed with an ensuite bathroom. On the second level, Bedroom 3 has a Queen bed and an ensuite bathroom, and Bedroom 4 is ideal for families with three Twin beds and scenic views. Outdoor Amenities Stepping outside, the estate transforms into an outdoor paradise, offering a wealth of recreational facilities and serene experiences. Engage in friendly competition on the tennis, pickleball and basketball courts. Unwind in the heated in-ground pool and infinity hot tub, both nestled behind a grand wall of pines for ultimate privacy. Take a peaceful row on the shimmering pond in the paddleboat, enjoy a swim, or cast a line for fishing in the tranquil waters. Explore groomed hiking trails that wind through the estate's natural beauty, revealing hidden treasures at every turn. As the sun sets, gather around the inviting fire pit, enjoying the warmth of crackling flames and creating the perfect ambiance for cozy evenings under the stars. This outdoor haven ensures every moment is filled with relaxation, adventure, and unforgettable memories. Doodletown Lodge & Cabin epitomizes elegance, comfort, and natural beauty in an extraordinary estate. Featuring elegant interiors, state-of-the-art amenities, and a wealth of outdoor activities, it’s perfect for large groups, retreats, and memorable gatherings. Nestled among lush gardens and pristine landscapes, this property offers an ideal backdrop for relaxation, adventure, and entertainment in every season. Discover the essence of country living and immerse yourself in the countless pleasures of this exceptional estate. Ancram, a picturesque town in Upstate New York, is known for its serene beauty. Surrounded by rolling hills, and farmland, it's an idyllic escape. In the summer, explore the scenic beauty of Lake Taghkanic State Park and enjoy swimming, fishing, and hiking. Come winter, Catamount Ski Area beckons for skiing and snowboarding. The town exudes charm with historic buildings and a welcoming community. Whether you're a nature enthusiast or simply seeking a tranquil getaway, Ancram has it all. Centrally located to many worth stops in the area including Hudson (25 mins), Rhinebeck (30 mins), and Mt. Washington/Berkshires (30 mins). * Please note that the pool and hot tub are available during the summer season only. Please inquire regarding opening and closing dates. * The playground is available for guests in both houses.

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Bunk Beds

Bedroom 6

1 King Bed

Bedroom 7

1 Double Bed

Bedroom 8

1 King Bed

Bedroom 9

3 Single Beds

What’s included

  • Parking

    Parking

  • Hot tub

    Hot tub

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 5.0 | 4 reviews
5
4
3
2
1
S

Siddhant

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

November 2025

Beautiful home, lots of nice things to do, kitchen is great for cooking!

D

Daniel

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

August 2025

Our stay was great! We had 16 adults and had plenty of space. Large open living area for everyone to hang out in. The kitchen was excellent and had plenty of plates and silverware for our family. We loved the tennis and pickle ball court!

B

Ben

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

December 2024

Great big house! Perfect for getaways with family or friends!!

B

Ben

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

November 2024

All around terrific experience!

Know before you go

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.