Vacation rentals with a kayak in Philipstown

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Top-rated kayak rentals in Philipstown

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Guest favorite

Home in New Paltz

4.94 out of 5 average rating, 232 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

Home in Glen Spey

4.98 out of 5 average rating, 133 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakeside retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,fine dining etc all within 20 min!!

Superhost

Home in Jefferson

4.86 out of 5 average rating, 116 reviews

Hillside Lakehouse Cottage + Kayaks and Pedalboat

Welcome to Hillside Lake Retreat on beautiful Lake Hopatcong. Enjoy the sunrise with panoramic 180 degree elevated views of the lake on our fully furnished deck or walk down to the dock and swim, fish or take in the breeze. -Multiple marinas within walking distance for rentals including boats, pedal boats and kayaks, or bring your own toys and launch directly from here. Tennis/Basketball/Playground at Prospect park, Hiking, Biking, and Off-roading all within a 5 minute walk just footsteps away.

Guest favorite

Cottage in Highland Lakes

4.97 out of 5 average rating, 307 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Superhost

Apartment in Kauneonga Lake

4.85 out of 5 average rating, 150 reviews

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

Guest favorite

Cabin in Sussex

4.95 out of 5 average rating, 221 reviews

Lake Glenwood - Cozy Cabin Spectacular Lake Views

Indulge in a truly breathtaking getaway. Nestled in a serene location with stunning lake views in Vernon Township, NJ. Close to Mountain Creek, Crystal Springs & Warwick, NY. Luxury & comfort, prepare to be pampered. Fully stocked chef's kitchen, themed bedrooms,"Ski Room & Canoe Room". Stone shower this cozy cabin boast carefully curated decor & beautiful lighting a soothing ambiance at this cottage dreamhouse. A chalet vibe to rejuvente as you bask in the warm glow of the stone fireplace.

Guest favorite

Cottage in Vernon Township

4.88 out of 5 average rating, 150 reviews

Lakefront Home + Beach/Ski/Golf near NYC

Stylish and very bright 3BR lakefront house with breathtaking views. The perfect stay for every season. Minutes away from Mountain Creek Ski Resort, Spa, and Waterpark, private beaches, golf courses, and hiking trails - Discounts for weekly and monthly stays. 3 bedrooms, 2 bathrooms. Huge terrace overlooking Highland Lake with grill and dining area and a very spacious dock with fire pit, private lake access, canoe, kayaks, and paddle boards, all included. Permit: 220004 Must be 21+ to book.

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 202 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Guest favorite

Cottage in South Salem

5 out of 5 average rating, 100 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine-Yoga,Canoe, Bocce, Cornhole, Swim, Hike, Grill etc

Guest favorite

Home in Jefferson

4.91 out of 5 average rating, 235 reviews

Lake House, Kayaks, Paddleboards, 45 Min From NYC

Come relax, spend some time and make memories at our beautifully renovated, lakefront home on the eastern shores of Lake Hopatcong. Conveniently located 10 minutes from Route 80 and only 30 minutes from Mountain Creek. With a modern interior, open living space, and your own private dock. Enjoy the lake with our complimentary two paddle boards, two kayaks and a canoe. We are minutes away from all there is to do on Lake Hopatcong, you'll be longing to extend your stay at the lake.

Guest favorite

Campsite in Lake Katrine

4.96 out of 5 average rating, 167 reviews

Private Waterfront Winter Camping for the Bold

PRIVATE SINGLE CAMPSITE. OWNER OPERATED. This quaint little tent and private deck are nestled among the trees on the banks of the Esopus Creek in a great little neighborhood! A way to get back to nature without truly leaving it all behind. A one of a kind private waterfront escape with a fire pit & electric! WATER ACCESS AND KAYAKS NOW AVAILABLE! Enjoy a 2.5 mile stretch of the Esopus creek!

Guest favorite

Cabin in Kingston

5 out of 5 average rating, 211 reviews

Lakeside Cottage: Boulder's Bluff

Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.