
Holiday rentals with a kayak in Otis
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Top-rated rentals with kayak in Otis
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Lake front retreat - Stylish Berkshire home
Experience total privacy at this beautiful mid-century home with 4 bedrooms on Long Bow Lake. Featuring stylish wood floors & modern design, the cozy dining room boasts a gas fireplace. This family-friendly getaway offers exclusive lake frontage, complete with a dock & 4 kayaks for endless adventures! Enjoy serene moments on the screened porch, fire up the Weber grill, or challenge each other to ping pong. Just 15 minutes from Downtown Lee, close to outlets, hiking trails, and Otis Ridge skiing!

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

Copake Lake Cottage near Skiing at Catamount
Renovated cottage just 500 ft from Copake Lake. This 2 bedroom 1 bathroom house is also close to hiking trails, waterfalls, apple picking, & a winery in the fall, and in winter, there’s skiing at Catamount (it’s just six miles away!) and a distillery nearby. A house for all seasons! Please note the house is 5 houses back and across a quiet road from the lake, and the dock is in the lake from the beginning of May to mid-September. But there is plenty to do up here during the rest of the year!

Escape to Lakefront Leisure—Amazing views!
Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to maximize the incredible view of the lake. Cool and sunny in the summer, and warm and cozy in the winter. Come and relax on Lake Kinderhook!! Brand new 6 person hot tub. Relax and unwind while 45 jets massage your muscles, summer or winter! Ever sit in the steaming hot water while snow falls around you? Upgraded 400/100 internet for work/school! About 2 hrs from New York City!

Hilltop Retreat w Magic View! Lake Beach 1 mile
Please enjoy our little slice of paradise! Perched just up the hill from Lake Garfield, The Hupi House offers a truly magical view of the lake and mountains for miles beyond. Let breathtaking sunsets be your evening entertainment! Inside you will find a stocked kitchen, high-quality appliances and bedding, fast wifi, and wooded seclusion. Outside you will find swimming, kayaking, hiking, leaf-peeping, star-gazing, skiing...Minutes to Ski Butternut, Great Barrington, Jacob's Pillow, Tanglewood.

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.

Peaceful Lake Views from Private Hot Tub & Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Modern Mid-Century Cottage - Skiing @ Catamount
Let all your worries fade away in this beautifully remodeled modern cottage! Our 3 bedroom, 2 bath can sleep 8 adults in 2 Queen Beds, 2 Twin Beds and a Queen Sleeper Sofa. Relax by the fire pit out back or take out our 2 two person Kayaks and enjoy the lake in the summer, visit Catamount Ski Resort or other nearby ski mountains in the winter. The large, custom dinner table seats 8 comfortably with lots of room to hang, play games, watch movies and more. Guests must be 25 years old to rent.

Private Hudson Valley Lakefront-Kayak, SUP, Fish,
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 lake wildlife -Grab a kayak or paddleboard and explore the 8 miles of shoreline -Catch the sunset, then end the day sharing stories around the starlit firepit. An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Wildlife Retreat in the Forest
Home in the Birkshires! 12 minutes away from Jacob's Pillow, 2.5 hours away from NYC. Our Beautiful Lindal Cedar Contemporary home has everything you'll need. It is tucked away on a private 9+ acre estate with 4 large bedrooms, 2.5 baths. The Master Bedroom can be your own private getaway with 2 balconies. One overlooks the large living room with floor to ceiling windows and stone fireplace. The other overlooks the expansive property. It's definitely a tranquil place to rest and relax.

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D
The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit (access via uneven steps) • Canoe & 2 kayaks • Smart TV & 4 Google smart speakers • 1 Gigabit Wi-Fi • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Onomea Farm
Relax and watch the sheep graze in the pasture. Enjoy the amazing night sky. Fabulous modern two bedroom handicapped accessible in law suite with separate entrance. Fireplace, washer/dryer, heat, central A/C. Queen bed on main level, King and pull out sofa on 2nd floor. Both bedrooms have 50” TV’s. Full kitchen. Located in North Granby, CT. Quiet location yet close to major attractions and Bradley airport. We have 8 resident well behaved dogs THAT RUN FREE on the property -
Popular amenities for kayak rentals in Otis
House rentals with a kayak

Inexpensive Get Away for 5 People & A Dog?

Lake House-20 mins to Ski; Hot Tub + Fireplace

Little Longbow Lakefront Chalet

Greystone at Twin Lakes

Private Lakehouse in the heart of the Berkshires

Lakefront Cottage on Private Beach

Modern Lakefront Escape- book for Spring!

Mountain View Getaway
Cottage rentals with a kayak

Waterfront Cottage at Highland Lake w/dock

Lakefront Retreat on Robinson Pond

Pine & Paddle | Pond Access • Kayaks

Lemongrass Cottage!

Cozy Cottage on the Lake Your Ski Getaway

Huge Lakefront, Cozy Private Cottage in Upstate NY

Lake Escape: Lakefront Cottage in the Berkshires

Pet friendly Cottage near Lake; Ski, Hike, Explore
Cabin rentals with a kayak

Simple, rustic, cozy get away

Glamping in the Berkshires w/ car charging station

Treehouse near Tanglewood/lake!

Walk to LAKE, Kayaks, Dog-Friendly, Berkshires!

Serene Lakefront Retreat with Stunning Foliage

The June Farms Lake House

Enjoy 43 Acres on Two Ponds!

West Hill Cabin
When is the best time to visit Otis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $416 SGD | $328 SGD | $320 SGD | $323 SGD | $448 SGD | $486 SGD | $511 SGD | $471 SGD | $405 SGD | $432 SGD | $488 SGD | $480 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Quick stats about holiday rentals with a kayak in Otis

Total holiday rentals
Explore 30 holiday rentals in Otis

Nightly prices starting at
Otis holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,340 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Otis holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Otis rentals

4.9 Average rating
Otis stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Otis
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- Rentals with a firepit Otis
- Rentals with a kayak Berkshire County
- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Mount Southington Ski Area
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- June Farms
- Naumkeag
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- Wesleyan University
- Poets' Walk Park
- New York State Museum
- MVP Arena
- Mount Greylock




