Vacation rentals with a kayak in Brewster

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Top-rated kayak rentals in Brewster

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Guest favorite

Cottage in South Dennis

4.96 out of 5 average rating, 112 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this quintessential beach rental featuring: Private hot tub & patio in a peaceful backyard, 55” Sony TV w/ apps, indoor gas fireplace🔥 ductless splits, 2 kayaks, outdoor shower, games, washer/dryer, comfy furnishings, stocked kitchen & gas grill. Relax & watch the birds enjoying their bath & feeders, hang out back in peace & privacy or go out & explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation! ➡️Bayside_Retreat_Capecod

Top guest favorite

A spacious deck overlooks the tranquil waterfront, featuring a large dining table surrounded by comfortable chairs. Lounge seating is arranged at one end, offering inviting views of the nearby trees and water under a clear blue sky.

Home in South Yarmouth

4.95 out of 5 average rating, 230 reviews

Waterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK

✅All linens provided & beds made ✅Smart TVs in living rm & 2 bdrms ✅Waterfront hot tub for 6 -Open year round ✅Fully equipped kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅High quality down comforters & pillows ✅Level backyard to lake - great for games ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Sleeps 7 ✅Pet fee $30/day ✅Waterfront ✅W/D Locally managed

Top guest favorite

Cottage in Yarmouth

5 out of 5 average rating, 212 reviews

Serenity Views | Waterfront | 7min2Beach | Kayaks

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!

Superhost

Home in Brewster

4.86 out of 5 average rating, 206 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.

Superhost

A view from a balcony displays the serene pond framed by towering trees. The water reflects the clear blue sky, while the railing provides an inviting perspective towards the shoreline and surrounding nature.

Home in Buzzards Bay

4.85 out of 5 average rating, 143 reviews

Waterfront Cape Cod Family Home in Bourne

8 ACRES ON QUEEN SEWELL POND: Victorian Farm House on 8 acres +400 ft. of private shoreline. The shoreline accesses spring fed/sandy bottom pond with shady trees. Fish, Kayak or SUP. Across the pond is a sandy public beach. Enjoy the wrap around porch with rocking chairs and a wicker seating area. Plenty of space for everyone! Gourmet kitchen seats 10. Large rooms with spectacular pond views. Minutes to Cape Cod Canal, beaches and short drive to Plymouth, Falmouth and other Cape towns.

Guest favorite

A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.

Cottage in Yarmouth

4.92 out of 5 average rating, 467 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

Home in Mashpee

4.92 out of 5 average rating, 135 reviews

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Welcome to our Cape house! Amazing neighborhood & the perfect spot to explore the Cape. Located on fully recreational John's Pond with your private association beach at the end of the street. Large sandy beach, boat launch, float, playground and tennis courts - plus enjoy use of our two kayaks! Just 10 min to South Cape ocean Beach & Mashpee Commons. The house is FULLY updated with hardwoods throughout, AC's, laundry room, front deck with views, private back patio with fire pit and patio.

Superhost

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Guest favorite

Cottage in East Falmouth

4.93 out of 5 average rating, 169 reviews

“Cozy Cottage” on Great Bay

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.” Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach.We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Top guest favorite

A cozy outdoor seating area includes four chairs with blue cushions surrounding a gas fire pit. The space is bordered by trees and overlooks a tranquil pond, providing a pleasant setting for relaxation.

Home in West Yarmouth

5 out of 5 average rating, 303 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

Top guest favorite

A table with multiple seating options overlooks a serene waterfront view through a screened area. Lush greenery surrounds the landscape, with a clear sky above and water reflecting natural light in the distance. The outdoor space offers a sense of tranquility and connection with nature.

Home in Dennis Port

4.96 out of 5 average rating, 193 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

Cottage in Dennis

4.98 out of 5 average rating, 174 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! ✅ 200 MBPS WIFI ✅ Steps to sandy beach on a crystal clear pond ✅ Pet friendly ✅ Linens & towels are included. Beds will be made ✅ Swim, fish or use our 2 kayaks & 2 SUP’s ✅ Bluestone private patio w/waterviews+charcoal BBQ ✅ Outdoor shower ✅ Sunroom w waterview ✅ Washer+dryer ✅ Fully equipped kitchen w/Carrera marble counter ✅Gas firepit ✅Ductless A/C & Heat ✅Small library of books, didn't finish the book? Take it! ✅Pet fee $25/day