Holiday rentals with a kayak in Philipstown

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Philipstown

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Glen Spey

4.99 out of 5 average rating, 135 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, 118 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 favourite

Cabin in Sussex

4.95 out of 5 average rating, 222 reviews

Cozy Lake Cabin Ski Mountain Creek & Mount Peter

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

Guest favourite

Cottage in Highland Lakes

4.97 out of 5 average rating, 313 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

Flat in Kauneonga Lake

4.85 out of 5 average rating, 153 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.

Superhost

Home in Jefferson

4.86 out of 5 average rating, 192 reviews

Luke Lake House- Waterfront, Hotub, Kayaks, Fun!

Beautiful Lakehouse- Waterfront, 4 kayaks, 3 car parking, 1hr to NYC, 40min to central jersey, near NJ Hopatcong/ Dover Train Station . Perfect Oasis to Work From Home with Spectacular Lake Views! Relax and BBQ right on deck! Note: No events/parties allowed. Use of Hot tub is complimentary and cannot guarantee will be in service at all times! *Fishing, Hiking, Bike Trails, Zip Lines, shopping, dining on the lake. Mountain Creek Waterpark and Ski Resort and Poconos , PA within short drive.

Guest favourite

Place to stay in Hopatcong

4.93 out of 5 average rating, 210 reviews

Lake Sports Home !

Luxury water front suite, 40 ft. enclosed deck, 26 windows, king bed, bath, 83 inch TV, LED fireplace, Hot Tub, dock, . Capacity 2 guests but 2nd bedroom + bath or 2 single rolling beds are avail. for additional charge -so capacity up to 6. Other: kitchen appliances, firepit, BBQ grill, 3 hammocks, dining table, and deck chairs. Electric mountain bikes , quality kayaks, rafts incl. Extras: Boat, electric surfboards, jet skis [only with lisc.], hydrofoils, Permit 2024-13

Superhost

Cottage in Craryville

4.81 out of 5 average rating, 129 reviews

Oriole Cottage@Copake Lake:Catamount SKI

2 hours from NYC+ Boston. 20 minutes to Great Barrington + Hudson, NY. Explore the Hudson Valley + nearby Berkshires (Tanglewood)or enjoy the many pleasures of beautiful Copake Lake + the Berkshire foothills. 8.5 mile to Catamount Ski/Snowbard, 20 miles to Ski Butternut. Bash Bish Falls, Taconic State Park, Tanglewood, Harlem Valley Rail Trail, nearby golf course. Explore quiet country roads, charming nearby towns including Hudson, Chatham, Millerton + Great Barrington, MA.

Superhost

Home in Hopatcong

4.77 out of 5 average rating, 173 reviews

Charming Lake House w/ Large Dock

Relax on beautiful Lake Hopatcong at this lakefront home with dock, waterside deck, fire pit, and BBQ. Includes (2) kayaks and (2) paddle boards. Great fishing right off the dock. Boat parking for up to a 35ft boat. Swim-out backyard. All brand new foam beds, freshly painted, always professionally cleaned. Close to great waterfront restaurants, pontoon rentals, state park, hiking trails and more. By car, 1 min from town center and 5 min from Rt 80.

Guest favourite

Home in Hopatcong

4.93 out of 5 average rating, 134 reviews

Lakefront Hopatcong w/dock kayaks fishing near NYC

3800 sqt 4b 2.5b, stunning lakefront house on the largest lake in NJ. Breathtaking lake views from every room. Sunrise coffee at bedroom balcony. Grill in the sunset at the spacious patio, fishing off the private dock. two spacious living rm for multi family, well equipped kitchen, large washer dryer, 3 kayak, fishing rods, grill, everything you need for your group to have a comfortable lake retreat and make some beautiful memories. 1 hr to NYC.

Guest favourite

Campsite in Lake Katrine

4.96 out of 5 average rating, 168 reviews

Private Waterfront Winter Camping Experience

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!

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Cottage in Red Hook

4.9 out of 5 average rating, 205 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.