Vacation rentals with a kayak in Otis

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Top-rated kayak rentals in Otis

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Guest favorite

Home in Catskill

4.96 out of 5 average rating, 136 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. We provide kayaks, SUP & complimentary tours of the Hudson by boat! Enjoy your private sauna & steam shower indoors and hot tub on lower deck - all for your exclusive use. Fish right off the property. Enjoy dinner in the Gazebo suspended over the Hudson. The area serves up plenty-Saugerties, Woodstock, Hudson, Hunter, Catskill. Honestly you'll not want to leave.

Jan 2 – 9

R7,979 ZAR per night

Guest favorite

Home in Becket

4.93 out of 5 average rating, 118 reviews

Lake front retreat - Stylish Berkshire home

Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.

Nov 23 – 30

R6,676 ZAR per night

Guest favorite

Home in Great Barrington

4.96 out of 5 average rating, 140 reviews

Elegant Year-Round Lakeside Retreat with AC

The Haven, an elegant cottage surrounded by woods, located on a pristine lake with private dock. 4 bedrooms, 3 baths. This year-round vacation cottage with hot tub provides an experience in the Berkshires you won’t forget! Leaf-peep in fall, ski in winter, hike in spring, kayak & swim in summer, or browse the boutique shops in quaint towns like Great Barrington, Lenox and Stockbridge. Newly installed mini-splits provide AC in all bedrooms and LVR/DR/Kitchen common area. 1 house-trained dog ok.

Nov 17 – 24

R7,919 ZAR per night

Guest favorite

Home in Vernon

4.99 out of 5 average rating, 115 reviews

Luxe Bolton Lake!

Private lakefront retreat. Relax and savor the tranquil vistas of picturesque Middle Bolton Lake while enjoying stylish comfort in our 2000+ sq. ft. 3 bedroom/3 bathroom architecturally-designed home. Amenities include expansive waterfront, outdoor jacuzzi, gorgeous master bedroom suite w/ private en suite bath, boutique toiletries, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, wifi, large deck, fire pit, kayaks, vintage canoe and much more. Come make lasting memories.

Feb 14 – 21

R9,358 ZAR per night

Superhost

Chalet in Otis

4.89 out of 5 average rating, 36 reviews

Lake, Kayaks & Sauna - Family & Wellness

Join our unique Berkshire vacation experience, away from the hustle and bustle: 🌟Kayak & swim on the lake 🌟Boost your wellness in our barrel Sauna 🌟Relax around the gas grill, pizza oven & firepit 🌟Minutes to restaurant & hiking 🌟Have fun at Tanglewood (20 min) The newly designed light-filled interior offers comfort and style while being perfectly suited for children: 👉fully equipped kitchen (air-fryer, waffle maker, Nespresso) 👉home office (1Gbps Wifi) 👉arcade-style games and more.

Oct 21 – 28

R10,132 ZAR per night

Guest favorite

Cottage in Hinsdale

4.99 out of 5 average rating, 141 reviews

Cozy Cottage in the Berkshires

Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.

Apr 6 – 13

R4,764 ZAR per night

Guest favorite

Cottage in Valatie

4.99 out of 5 average rating, 127 reviews

Kinderhook Lake Retreat-private+kayaks/sup+swim+ac

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying wildlife -Grab a kayak or paddleboard and explore the lake -Catch the sunset, then take a scenic walk on the Electric Trail -End the day sharing stories around the starlit firepit Close to restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Nov 11 – 18

R5,302 ZAR per night

Guest favorite

Cabin in Monterey

4.95 out of 5 average rating, 251 reviews

Amazing Berkshire Mountains Cabin

Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Aug 6 – 13

R7,306 ZAR per night

Guest favorite

Cottage in Becket

4.95 out of 5 average rating, 131 reviews

Cozy lakeside cottage

Two-bedroom cottage on the lake with a dock nestled in the woodsy Sherwood Forest Community. Relax with the whole family at our quiet and peaceful oasis. You can swim, fish, kayak, and canoe in the water right from our private beach. Great place for a lakeside campfire at night. Our dock is perfectly situated for practicing yoga, meditation or quiet contemplation. Please note that accessing the house as well as getting down to the dock requires climbing stairs.

Jan 13 – 20

R4,195 ZAR per night

Guest favorite

Home in Saugerties

4.94 out of 5 average rating, 108 reviews

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 friendly.

Oct 25 – Nov 1

R7,228 ZAR per night

Guest favorite

Home in Copake

4.96 out of 5 average rating, 173 reviews

Lakefront +views +skiing +bbq +firepit +games

With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everything or nothing. This is the best location on Robinson Pond with beautiful views and access to the private beach and deepest part of the lake. Clear your headspace and enjoy this year-round escape with four seasons of activities and a cozy home to remind you of the greater things in life.

Sep 11 – 18

R6,240 ZAR per night

Superhost

Cottage in Lanesborough

4.85 out of 5 average rating, 251 reviews

Wildlife Lakeside Cottage

Fully furnished , totally remodeled ( completed in Feb. 2016), private cottage set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. For conditions message Jill.

Apr 12 – 19

R5,050 ZAR per night