Vacation rentals with a kayak in Eastham

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Top-rated kayak rentals in Eastham

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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

Home in Mashpee

4.92 out of 5 average rating, 131 reviews

Johns Pond; private BEACH, 2 Kayaks & Fire Pit

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 firepit and dining area.

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

Cottage in East Falmouth

4.93 out of 5 average rating, 155 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.

Guest favorite

Home in Oak Bluffs

4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

Ask the host about ferry reservations if they appear to be sold out! Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing.

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 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

Rental unit in East Orleans

4.95 out of 5 average rating, 287 reviews

Cozy Waterfront Apartment, Private Beach Access

Hello to all of my future guests. I want to wish you all well and safety in these uncertain times. I can assure you that this property is safe, private, spotless and affords you access to a beautiful private beach. I have updated the apartment to include a microwave and two kayaks. We are implicating extra sanitizing and cleaning measures to ensure the apartment is clean and safe for each guest! Please stay safe, optimistic, and let me know of any concerns. Sincerely, Patty

Guest favorite

Cottage in Dennis Port

4.95 out of 5 average rating, 100 reviews

The Lemon Drop Cottage- Swan Pond River Views!

Where troubles truly melt like lemon drops. This antique cottage is a hidden gem on the Swan Pond River. Walk past the seagrass, down the boardwalk, and see what awaits you on the deck and inside this welcoming and charming cottage! Enjoy the large, peaceful, and well-appointed deck with beautiful river views and outdoor shower. Everything you need to make your vacation easy and fun is included for your stay. Just pack your bags and enjoy!

Superhost

Guest suite in Oak Bluffs

4.71 out of 5 average rating, 119 reviews

Koi Suite- covered deck, koi pond & free Kayaks!

Open, spacious and sunny vacation home, perfect for families. The property is on safe and private road surrounded by lush trees, lovely gardens and your very own koi pond. Private residence with full kitchen, beach chairs, beach bag/cooler and beach towels provided, along with free kayaking/paddle boarding and chickens on the property that you can feed! One mile from town and a 10 minute bike ride to the beach.