Holiday houses in Deerpark

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Top-rated holiday rentals in Deerpark

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Guest favourite

Home in Sparrow Bush

5 out of 5 average rating, 8 reviews

Cozy farmhouse nestled on 17 acres of nature

Welcome to your private escape in the heart of nature. Nestled on a serene 17-acre property, this newly renovated 1905 farmhouse (updated in 2025) blends modern luxury with rustic charm. Whether you're seeking a romantic getaway, a solo retreat, a digital detox, or an adventure-packed escape, you’ll find it here. Explore the forest, go for a canoe ride, play pickleball, or work remotely with a view. Unwind with a good book, a home-cooked meal, or a cozy movie night. Your perfect escape awaits!

Guest favourite

Cabin in Wurtsboro

4.97 out of 5 average rating, 343 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Top Guest favourite

Apartment in Port Jervis

4.98 out of 5 average rating, 66 reviews

Chichito's Japanese Retreat

Inspired by our travels to Asia and our love for the zen aesthetic, we welcome you to our cozy 2nd floor apartment on a duplex. A great place to take some time to relax and recharge from the hustle and bustle of life. Nestled in 16 acres of nature. A 1.5 hr drive from New York City, on the intersection of New York, NJ and Pennsylvania and a five minute drive to our charming small town of Port Jervis. Every detail of this home was put together with love in hopes that you make of it your haven.

Top Guest favourite

Cabin in Yulan

4.98 out of 5 average rating, 163 reviews

Waterfront Cozy A Frame - Enchanting River Cabin

Enchanting River is a magical 2BR 1Bath A-Frame home secluded on 4 acres of serine forest nestled beside beaver brook running right below the house. This magical get away is just 2 hours from NYC. If you need a break from the hustle of every day life; this is the place to be surrounded by nature & let yourself unwind. As dawn turns to daybreak, there’s nothing more pleasant than being drawn from slumber by the sound of gushing water & bird chirps echoing through each surface of the property.

Superhost

Place to stay in Cuddebackville

4.77 out of 5 average rating, 185 reviews

Welcome to your twelve-sided getaway!

Welcome to @cabin_dodeca ! Cabin Dodeca is a twelve-sided retreat located in Cuddebackville, New York. This is the upgraded cabin experience for anyone looking to detach and unwind from busy life. Cell service is minimal/non-existent however there is WiFi which allows streaming but can be slow. Utilize the large, 360-degree wraparound deck to enjoy the outdoors, cozy up in the screened-in porch, or stay inside in either living space. And pets stay for FREE We look forward to hosting you!

Guest favourite

Guest suite in Chester

4.96 out of 5 average rating, 330 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Top Guest favourite

Cabin in Cuddebackville

4.99 out of 5 average rating, 142 reviews

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Guest favourite

Cabin in Huguenot

5 out of 5 average rating, 26 reviews

Cozy Log Cabin on 45 Acres with Private Lake!

This unique 3-bedroom log cabin sitting on 45 acres with a private lake beckons you to settle in and make yourself at home. This cabin offers year-round adventures; great fishing, canoeing, swimming and ice skating. Go for a canoe cruise, relax on the floating dock, enjoy a hike through private woods, then top off your perfect day with s’mores over a campfire! Curl up after a day outdoors in a classic and cozy log cabin with a wood burning stove. Just 90 minutes from NYC.

Guest favourite

Campervan/RV in Godeffroy

4.88 out of 5 average rating, 16 reviews

Sydney, the RV Near the River

Unplug in Sydney. If you're looking for a peaceful escape to reconnect with nature and simplicity, "Sydney"- the RV offers the perfect cozy retreat. The Neversink River, located just across the street, is a great place to spot bald eagles nesting or enjoy fishing. You can also bike, swim, hike, or explore the area's rich history. This charming RV is more than just a place to stay—it's an invitation to slow down, breathe deeply, and experience life at a gentler pace.

Top Guest favourite

Tiny home in Cuddebackville

5 out of 5 average rating, 106 reviews

The Silo-a tiny house getaway in the Catskills

No Winter Blues here! THE SILO-UNIQUE AIRBNB!!! Formerly 1920's feed Silo. Close to Holiday Mountain Ski, BETHEL WOODS Museum, Hike/bike 52 miles of local trails, brewery/winery, casino & unwind! This 4 flr. + loft silo nestled in Catskills w/ stunning views. Attached to early 1900’s barn-owners on-site. See guidebook for local suggestions. The main house barn is NOT the airbnb/rental. The Silo is the airbnb

Guest favourite

Cottage in Sparrow Bush

4.93 out of 5 average rating, 175 reviews

Serene Lakeside Oasis - 1.5 hrs from NYC Fast WiFi

Surrender your stresses at our "Serene Lakeside Oasis", a tranquil cottage nestled between a forest and a lake. Here, the beauty of the outdoors seamlessly blends with homely comforts. Whether you're working remotely, indulging in a day of rest, meditating by the water, or simply observing the local wildlife against the lake's scenic backdrop, this oasis offers unparalleled serenity.

Top Guest favourite

Home in Godeffroy

4.99 out of 5 average rating, 105 reviews

Lakefront House w/Private Dock, Fire Pit & Hot Tub

Cozy and recently renovated 1940s lakefront house right on the water. Perfect for a couple or a small family, with a king bed and a queen sofa bed. Enjoy views of the lake all around the house. Private dock, fire pit, and cedar hot tub. Under 2 hours from NYC, and 20 minutes to nearby shopping and restaurants as well as great hiking trails. High speed Internet and TV provided.