House on the Hill: Modern Retreat with Pool, Sauna, Hot Tub + Fire Pit

This sweeping and spacious modern retreat with 180-degree views is your personal oasis in the country. With a grand living area, featuring a stone fireplace; a brand-new state-of-the-art open kitchen with a large island and an open dining area; as well as four stylishly appointed bedrooms, pool house, in-ground pool, sauna, firepit and hot tub in a fully fenced in outdoor area.

This property is managed by Home Sweet Hudson, a trusted & local management company. Our team is passionate about connecting with each guest and providing unique stay places for your Hudson Valley vacation! We’re here to help answer any questions and provide thoughtful support throughout your trip.

Home Sweet Hudson has partnered with local third-party vendors who offer amazing add-on features to your stay. The Hudson Valley is a beautiful area to relax and rejuvenate, and now you can do it from the comfort of your ‘home’!

Mobile Sauna Rental: Take wellness and relaxation to the next level with a mobile cedar wood sauna! Enjoy this luxurious experience during your stay with us.

Private Yoga Classes: Bring the studio vibes to you, and enjoy a tailored private yoga class.

In-Home Private Chefs: Skip the shopping and experience fine dining with locally sourced ingredients, seasonal menus and delicious wine pairings.

Private Massage Session: Whether you’ve been hiking, skiing, or just taking in the views, an in-home massage is a perfect way to unwind on your vacation.

Interested in learning more? Be sure to message us with what services you’d like to explore so we can check availability and help coordinate your experience!




Callicoon, NY is a charming and picturesque town located in Sullivan County, New York. If you're visiting the area for the first time, you'll find plenty of things to see and do. Here's a summary of the top attractions and activities in Callicoon:

1. Callicoon Farmers' Market: Start your visit by exploring the Callicoon Farmers' Market, held every Sunday. This vibrant market offers a wide variety of locally grown produce, artisanal products, baked goods, and more. It's a great place to immerse yourself in the local culture and support local businesses.

2. Delaware River: Callicoon is situated on the banks of the scenic Delaware River, which offers numerous outdoor activities. You can go kayaking, canoeing, or tubing down the river, enjoying the tranquil surroundings and breathtaking views. Fishing enthusiasts will also find plenty of spots to cast their lines.

3. Callicoon Theater: If you're a fan of the arts, don't miss a visit to the historic Callicoon Theater. This beautifully restored movie theater showcases a mix of independent films, classics, and special events. Catching a movie here is a unique experience that adds to the town's charm.

4. Main Street Shopping: Take a stroll down Callicoon's Main Street, lined with an array of boutique shops, antique stores, and art galleries. You'll find unique gifts, handmade crafts, vintage treasures, and local artwork. It's a great place to explore and find something special to take home.

5. Bethel Woods Center for the Arts: While not directly in Callicoon, the Bethel Woods Center for the Arts is just a short drive away and well worth a visit. This iconic venue was the site of the famous Woodstock Festival in 1969. Today, it hosts concerts, festivals, and exhibitions that celebrate music, art, and culture.

6. Dining and Culinary Delights: Callicoon offers a range of dining options to satisfy your taste buds. From cozy cafes to farm-to-table restaurants, you'll find a variety of culinary delights. Don't miss the chance to sample locally sourced ingredients and indulge in fresh, seasonal dishes.

Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing getaway, Callicoon, NY has something to offer everyone. Enjoy the town's natural beauty, immerse yourself in the local culture, and create lasting memories in this charming destination.

We also encourage you to explore the 3 other quaint towns nearby: Livingston Manor (25 minute drive), Narrowsburg (25 minute drive), and Roscoe (20 minute drive).


This home is light and bright with an exceptional eye for design. It’s perfect for a group getaway with family and friends in any season. With a sauna, hot tub and firepit perfect for the fall and winter and an in-ground pool with outdoor shower for summer celebrations, this house is modern yet cozy; and it’s bringing all of the vibes!

The bedrooms include:
Primary bedroom: King size bed and ensuite bathroom
Bedroom 2: Queen size bed
Bedroom 3: Queen size bed (downstairs) and ensuite bathroom
Bedroom 4: Two Full size beds (downstairs)

Pool House: The Pool House features a full kitchen (with fridge); Queen size Murphy bed, swing out bar and private bathroom.

Outside features a built-in gas grill, pizza oven, plenty of outdoor seating and lounge areas and a firepit with Adirondack chairs.

Pool is open from Memorial Day to Labor Day.


- If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. We permit a maximum of one dog per reservation; additional dogs are not allowed. Sorry, we do not allow cats. Please abide by our pet rules.
- Routinely scheduled maintenance by Home Sweet Hudson team members or lawn care/snow plowing may happen during your stay. This also includes garbage pick up, linen pickup, hot tub service and pool cleanings.
- Parking shall be allowed solely in the designated parking spaces
- Smoking is not permitted anywhere on the premises.
- Weapons are strictly prohibited
- Please adhere to safety instructions for fireplaces, firepits, etc.
- Due to the risk of fire, please do not charge your electric car on the property.
- We do not allow parties or extra guests outside the maximum occupancy allowed on the reservation. We also ask you to follow the good neighbor guidelines and abide by quiet hours after 9 pm.
- Please do not trespass on property boundaries
- Tents, yurts, and other camping equipment are prohibited

You can rest easy knowing your stay is covered with $1,500 in “All-Risk” Damage Protection. Although rare, accidental damage from guests does happen. Traditionally, this was managed via a security deposit or vacation rental damage insurance purchased by the guest. Both are cumbersome and often have big limitations in protection.

With “all-risk” protection, all accidental damage from a guest is covered unless specifically excluded such as, but not limited to, normal wear and tear, infestation, or prior damage.
We hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo.

Home Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration and growth for short term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community and being respectful of the home during your time in the beautiful Hudson Valley.