Vacation rentals with a kayak in Dennis

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Top-rated kayak rentals in Dennis

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Guest favorite

Guest suite in Yarmouth

4.82 out of 5 average rating, 135 reviews

Cape EsCape:2 Rm Private Suite, EZ walk to beaches

location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches. Separate private entrance. A/C. Queen bed. Outside space with picnic table, chairs, & hammock. Beach chairs provided. W/in 5 min walking distance of bakeries, mini-golf, restaurants, shopping, bike trail, kayaking, & more. Bikes for guests. Child/infant friendly. If you need anything, tell me; please don’t wait & note it in your review.

Guest favorite

Cottage in Yarmouth

5 out of 5 average rating, 200 reviews

Serenity Views | Waterfront | King | Firepit Kayak

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

Guest favorite

Home in South Yarmouth

4.95 out of 5 average rating, 217 reviews

Waterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK

✅You bring your own sheets & towels OR linen service is $125. Either way, plenty of pillows & blankets are provided ✅Smart TVs in LR & 2 BRs ✅Waterfront hot tub-Open year round ✅Fully equipped kitchen w/Carrera marble counters ✅Gas Fireplace in LR ✅High quality down comforters & pillows ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Sleeps 7 ✅Pet fee $30/day ✅Waterfront ✅W/D Locally managed.

Superhost

Home in Brewster

4.88 out of 5 average rating, 189 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Guest favorite

Cottage in Yarmouth

4.92 out of 5 average rating, 454 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Guest favorite

Guest suite in West Dennis

4.93 out of 5 average rating, 137 reviews

*Bass River Victorian Escape* Central A/C*WiFi

Get away from it all. This beautiful, Victorian semi-detached home is part of a former sea captain’s house. Refurbished to a high standard, it is light and spacious with 2 bedrooms and 1.5 bathrooms, fully equipped kitchen, and a 3-season porch with its own entrance. The open floor plan, central A/C, W/D in basement, WiFi, smart TV, outdoor BBQ, and shelves filled with books and games for all ages will make your family vacation that much better. In Sept and Oct, weeks are 20% discounted!

Guest favorite

Home in Yarmouth

4.94 out of 5 average rating, 127 reviews

Life is Good Rentals

Mid-cape Home Relax in a spacious home that is central to many attractions 8 minutes to the beach, 2 minutes to local golf course and 5 min to Cape Cod Trail. If you are looking for a day trip only 13 min away to Hyannis ferry to Martha's Vineyard/Nantucket or head to visit "P-Town." Endless activities with 3 kayaks available, beach gears, and bikes for family & friends to explore the area. House is located in a quiet neighborhood where you can take a 5 min walk to the cranberry bogs.

Guest favorite

Home in West Yarmouth

5 out of 5 average rating, 279 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Guest favorite

Home in Yarmouth

5 out of 5 average rating, 123 reviews

Family Friendly Cozy Retreat w/ Fireplaces & Sauna

Cape Away is the perfect family & pet-friendly retreat! Enjoy our fully stocked kitchen, cozy wood-burning fireplace (wood included), and dozens of board games. Linens and towels are included. Relax in our sauna & outdoor shower; make use of the outdoor grill, griddle, and fire pit with lounge seating. Our private, fenced-in backyard includes beach equipment & paddle boards. Located just 5-20 minutes from most notable attractions, we offer unmatched amenities for a memorable stay.

Guest favorite

Home in Dennis Port

4.95 out of 5 average rating, 169 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Guest favorite

Guest suite in Brewster

4.94 out of 5 average rating, 176 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Guest favorite

Cottage in Eastham

4.95 out of 5 average rating, 225 reviews

The Breeze Overlooking Minister's Pond

Experience the beauty of fall at The Breeze, a luxurious cottage overlooking a peaceful freshwater pond. Perfect for nature lovers, this serene getaway offers easy access to Cape Cod's best hiking and biking trails, including Salt Pond and Rail Trail, where you can take in stunning autumn foliage. After a day of exploration, unwind by the fire pit, paddle the pond in a kayak or canoe, and enjoy the tranquil setting. **The Breeze** is your perfect autumn retreat.