Vacation rentals with a kayak in Ulster County

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Top-rated kayak rentals in Ulster County

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Guest favorite

A clear lake displays calm waters reflecting the surrounding greenery and mountains. Smooth stones line the water's edge, while trees provide a natural frame. A lakeside home is visible in the background, integrating seamlessly with the tranquil landscape.

Home in Chichester

4.97 out of 5 average rating, 153 reviews

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

Wake up to stunning mountain views and enjoy a SWIM in your OWN PRIVATE LAKE (only you!) sparkling clear lake surrounded by 5 secluded ac. of the stunning Catskill Mountains . Lie out on the swim dock, row the boat, enjoy coffee or grill on the wrap-around deck, cook in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace inside as well as a lakeside FIREPIT). Minutes to swim holes, hiking, breweries & the town of Phoenicia. You need never leave! This is the ULTIMATE getaway.

Guest favorite

Home in New Paltz

4.95 out of 5 average rating, 283 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

Guest favorite

A spacious living area features two modern armchairs with orange accent pillows facing a large picture window. The serene view of the wooded area surrounding the private pond is visible, inviting natural light into the space. A low coffee table occupies the center, complemented by a soft sofa nearby.

Cottage in Saugerties

4.99 out of 5 average rating, 138 reviews

Black Ridge Cottage: Pond, Cowboy Pool & Sauna

Kick back and relax in this calm, stylish space, with private wildlife filled pond & cowboy pool This house is great for a family, or two couples. There are lots of relaxing spaces inside and several seating areas in nature outside. Ten minutes to the towns of Woodstock and Saugerties, you will have the perfect location to enjoy the best experiences the Hudson Valley has to offer. This 4 bedroom, 3 bath house has been recently gut renovated. Enjoy the beautiful design and natural landscape.

Top guest favorite

The two-story farmhouse features a warm yellow exterior and a large, screened sunroom that extends along the back. A spacious yard is visible, adorned with trees and greenery, while a swing set adds a playful touch to the outdoor area.

Home in High Falls

4.98 out of 5 average rating, 102 reviews

Cozy & Spacious Country Home - All Seasons

We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods & pond + the canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with patio furniture, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.

Guest favorite

The lakefront cabin is framed by lush greenery, with a blue exterior and multiple large windows reflecting onto the calm water. A wooden dock extends toward a turquoise kayak, surrounded by tall trees, creating a serene and inviting atmosphere.

Cabin in Ferndale

4.92 out of 5 average rating, 223 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Guest favorite

The exterior of a modern house is illuminated by warm lights during twilight. Large windows and multiple balconies showcase the architecture, surrounded by trees and natural greenery. A gravel path leads towards the house, enhancing the inviting ambiance of the mountain setting.

Home in Mount Tremper

4.96 out of 5 average rating, 103 reviews

Chef's kitchen, seclusion, and breathtaking views

This is an incredible house for groups, spacious, flooded with light, andd spectacular views from almost every room. The main level is a massive open living room/ chef's kitchen/ dining/ fireplace on one level and a sweeping sunny deck. The home features 3 main bedrooms with ensuites, plus 2 other big bedrooms, a total of 5 bathrooms, and a yoga room with views. The perfect, central Catskill location gives you access to restaurants, farm stands, hiking, skiing, Phoenicia, Woodstock, and more!

Guest favorite

The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.

Home in Rock Hill

4.91 out of 5 average rating, 169 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Guest favorite

A wooden dock extends over tranquil waters, featuring two turquoise chairs positioned for scenic views of the surrounding greenery. Reflections of the trees are seen in the calm surface, creating a serene outdoor space ideal for relaxation.

Apartment in Saugerties

4.91 out of 5 average rating, 191 reviews

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.

Top guest favorite

A spacious living area features high wooden ceilings and large windows allowing natural light to fill the room. Comfortable seating is arranged around a circular coffee table, with a dining area visible in the background. Double doors lead to an outdoor deck surrounded by greenery.

Cabin in Kerhonkson

4.98 out of 5 average rating, 166 reviews

Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck

Welcome to Cherrytown Chalet! - Modern 3-bedroom chalet with 3/3 beds - Spacious deck for dining and stargazing - Super Fast WiFi indoor/outdoor - Close to Vernooy Falls, Mohonk Preserve - 70" Smart TV with Sonos speakers - Fully stocked kitchen with quartz countertops - Pack n' Play & high chair for families - Minutes from local restaurants & wineries - Surrounded by Shawangunk Mountains - A serene escape in Kerhonkson, NY - Dog-friendly upon request - Exclusive use of property & grounds

Guest favorite

A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.

Home in Catskill

4.94 out of 5 average rating, 198 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access year round. We provide kayaks & stand up paddle board. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Fish right off the lawn. Enjoy brunch, dinner or high tea in the Gazebo suspended over the Hudson with a private chef (inquire about availability). Explore Hudson, Saugerties, Woodstock....honestly, you'll not want to leave.

Top guest favorite

A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.

Home in Saugerties

4.97 out of 5 average rating, 300 reviews

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.

Top guest favorite

A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.

Apartment in Kingston

4.98 out of 5 average rating, 166 reviews

Lovely 1 bedroom apt. with free parking in Rondout

Large 1 bedroom apartment with 10 foot ceilings, located in Kingston Historic Rondout District. Queen size bed and one large futon conversation, there are large pocket doors that separate the bedroom from the living room, pool table, lots of natural light, blackout curtains , air conditioning, claw foot tub, small private patio, 60 inch wall tv, walk to the historic Rondout water front, restaurants, boat rides, trolly, art galleries, Kingston Point Beach and Hudson Brickyards.