Holiday rentals with a kayak in Dutchess County

*New* Creekside Cabin Retreat: Stylish, Modern

Escape the city and unwind at our modern cabin nestled on the banks of the Esopus Creek in Saugerties, NY. Designed as the ultimate weekend retreat, this sleek and stylish getaway offers the perfect blend of nature, luxury, and comfort - just under 2 hours from Manhattan. Step into a thoughtfully designed home where a dramatic floor-to-ceiling glass wall brings the outdoors in. Open the double sliding doors to blur the lines between indoor and outdoor living - especially stunning in the fall.

Esopus Bend Getaway - 4 min to HITS

2nd floor apartment. Separate entrance, private bath (shower). Comfortably accommodates two people. Charming eat-in kitchen opens onto small deck with Esopus Creek view. Both can be used as work spaces. Short walk to village center. NEW OPTION! “The Sun Studio” with futon sofa/sleeper for 2. Add this beautiful room to your accommodations just across the hall. Best views! Full of light! A desk for your laptop. Space for your yoga mat. $45/night extra, with discounts for longer stays.

Magical Waterfront Escape on the Esopus Creek

Magical and creative! Get ready for the most unique and one of the most popular properties in the Hudson Valley for over 18 years. With 150 feet of frontage on the Esopus Creek in the back of the property and the rolling hills and barns of an organic farm in the front. Tranquility dominates the views seen from every vantage point of this gorgeous house located at the base of the Catskill mountains. Truly the coziest little getaway perfect to escape all the hustle and bustle of life!

Stunningly Designed Historical Icon w/ Hot Tub

Welcome to our historic & meticulously restored home, Willow Vale, situated on a quiet & idyllic country road and nestled on 700' of Shekomeko riverbank. Built in 1790, the home was once the iconic "Mon Blason" - an inn and the *first French haute cuisine restaurant* in the Hudson Valley, owned and operated by Charles Virion, the former private chef to Orson Wells, Richard Rogers (of Rogers and Hammerstein), and John and Mable Ringling (of Ringling Bros and Barnum & Bailey Circus).

Creekside Cottage

Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

Waterfront Three bedroom in Saugerties w/ Hot Tub

Welcome to a waterside haven! So peaceful, yet only a mile from the center of Saugerties. You will love this open concept, three bedroom, two full bath, waterfront home with year round outdoor Hot Tub! Swim, kayak, paddle board, fish, relax, BBQ all from your huge front deck. Private, peaceful, quiet on a dead end street. Near hiking, fall foliage, skiing, shops and all the Catskills has to offer. The house is family and dog friendly. See our social media Insta @esopuscreekhouse

Twin Island Lake House • Hot Tub

Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax and recharge in our year round 6 person hot tub. Amazing views and sunsets over the lake and mountains. Great area for hiking, fishing, kayaking, canoeing and bird watching. 16 miles to the center of Rhinebeck. Explore the local farms, restaurants, distilleries and wineries.

15% off, Private pond, BBQ, 4-min to village, AC

"Pictures understate this well-appointed home. The beds were so comfortable and the pond is so tranquil!" -Kate, May '24 Newly renovated, perfect for groups of friends, couples, and families. Large (1,700+ sq. feet), quiet, 3-bedroom home 4 min to the Village and a 7-min Uber to Rhinecliff train station (2h to Penn Station). Close to hiking, skiing, grocery stores, shops and restaurants. Back yard features a tear-drop pond, BBQ, firepit, and large dining area.

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine!