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Vacation rentals with a kayak in Westerly

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Top-rated kayak rentals in Westerly

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Home in Coventry

4.85 out of 5 average rating, 110 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Nov 1 – 8

G$36,480 GYD per night

Cottage in Narragansett

5.0 out of 5 average rating, 189 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Your ideal beach, kayaking, surfing, hiking, vacation awaits! Come stay at this comfy home equipped with an outdoor shower, hot tub, laundry, WiFi, AC, 2 private rooms (sleeps 4). Located just walking distance to Narrow River and a neighborhood beach, this home is minutes from RI's most popular beaches, the Block Island Ferry, and Newport RI. Explore nearby award-winning restaurants and landmarks. Whether it's history, adventure, good food, or island-time aspirations, we've got you covered.

Aug 25 – Sep 1

G$68,575 GYD per night

Guesthouse in North Kingstown

4.99 out of 5 average rating, 214 reviews

The Boathouse61

Recently built studio above "The Boathouse". Feel pampered in this airy studio space w/ kitchenette, bath, king bed, & sitting area. Relax on private 2nd story deck overlooking the cove. Kayak to Historic Wickford, paddle around Rabbit Island, the various marinas, or out Narragansett Bay! Enjoy spectacular views, a breathtaking sunrise & fabulous restaurants. 15 mins to TF Green Airport, <30 mins to Providence, Newport, & Narragansett, 20 mins to URI, & less than a mile to Wickford Village.

Apr 20 – 27

G$57,293 GYD per night

Apartment in Stonington

4.97 out of 5 average rating, 181 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

If you're looking for the best location in Mystic, you've found it! Just a short walk along the water's edge brings you to historic downtown with great restaurants, shopping, and the Mystic Bridge! Explore maritime history at Mystic Seaport, only steps away. Paddle the Mystic River in any of our four kayaks. Beaches, the Mystic Aquarium, Mohegan Sun and Foxwoods casinos, the CT Wine Trail, and many more things to do are all within a 20-minute drive! We're here to make your stay go smoothly!

Nov 9 – 16

G$43,039 GYD per night

Home in Preston

5.0 out of 5 average rating, 122 reviews

New Lake Front Home w/ Game Room & Stunning Views

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 7 min. from Foxwoods, 15 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Oct 28 – Nov 4

G$87,371 GYD per night

Tiny home in Smithfield

4.97 out of 5 average rating, 597 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Jan 14 – 21

G$32,461 GYD per night

Cottage in Ledyard

4.9 out of 5 average rating, 145 reviews

Waterfront cottage overhanging the water!

Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Jan 6 – 13

G$29,730 GYD per night

Home in North Stonington

4.98 out of 5 average rating, 104 reviews

The Perch

Spring is the perfect time to enjoy wineries and sightseeing in our neighborhood. Check out the guidebook for some ideas! Step out and visit the town of North Stonington, Stonington, Westerly and Mystic then return to your quiet spot. Nestled in the trees on a quiet lake this home is designed to be a sanctuary and a launch pad for outdoor adventures. It features sweeping views and an open living space. A short drive to store, casinos, wineries, forest for hikes and 95.

Aug 3 – 10

G$80,114 GYD per night

Apartment in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Waterfront marina living in Stonington's oldest house. This 1650's post and beam home on Wequetequock Cove was originally a trading post. Use our kayaks to explore the cove and sheltered bay. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Sandy Point, Napatree Beach, East Beach and Dubois Beach are close by car or boat. You're just minutes from Stonington Borough, Mystic, the Seaport, Mystic Aquarium, Westerly and Watch Hill.

Sep 1 – 8

G$38,193 GYD per night

Cabin in North Stonington

4.95 out of 5 average rating, 150 reviews

Come unplug in the woods 15 mins from Mystic

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Oct 16 – 23

G$39,396 GYD per night

Cabin in Voluntown

4.95 out of 5 average rating, 596 reviews

Ellis -Lakeside Cabin on Beach Pond with Sauna

"Ellis" is a cute fully heated and winterized camp cottage built in the 1960's by the students of Ellis Tech. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location on Beach Pond. Walking distance to trails. Enjoy the quintessential lakeside vacation!

Nov 24 – Dec 1

G$31,332 GYD per night

Home in Charlestown

4.96 out of 5 average rating, 103 reviews

Simply a Sanctuary at Watchaug

Simply a sanctuary at Watchaug Pond. A newly constructed house decorated in a beach theme. A short walk to the fresh water Pond and minutes away from many Southern RI beaches and golf courses. Easy access to Watchaug pond’s boat ramp for kayaking, paddle boards, canoeing, boating, fishing, swimming and relaxing.

Sep 25 – Oct 2

G$73,237 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Westerly kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Lyme

4.97 out of 5 average rating, 190 reviews

“The Answer” Tidal River-Kayaks Fire pit Fireplace

May 19 – 24

G$54,524 GYD per night

Home in Vernon

4.99 out of 5 average rating, 115 reviews

Luxe Bolton Lake!

Apr 11 – 18

G$105,779 GYD per night

Home in South Kingstown

4.91 out of 5 average rating, 102 reviews

Gorgeous Lake house retreat

Nov 2 – 9

G$134,260 GYD per night

Home in Hopkinton

4.88 out of 5 average rating, 112 reviews

Large estate with pond near beaches

Mar 12 – 19

G$121,346 GYD per night

Home in Old Lyme

4.96 out of 5 average rating, 125 reviews

Cozy Beach Cottage with short walk to the beach

Apr 29 – May 6

G$67,008 GYD per night

Home in East Marion

4.98 out of 5 average rating, 108 reviews

Stylish Farmhouse in North Fork

May 8 – 15

G$169,629 GYD per night

Home in Charlestown

5.0 out of 5 average rating, 90 reviews

Quaint home in quiet spot not far from the beach!

Sep 9 – 16

G$59,635 GYD per night

Home in Westerly

4.97 out of 5 average rating, 36 reviews

Private chic waterfront retreat-newly renovated.

Nov 2 – 9

G$185,810 GYD per night

Cottage rentals with a kayak

Cottage in Colchester

4.97 out of 5 average rating, 128 reviews

Lakefront peaceful getaway cottage

Nov 12 – 19

G$45,846 GYD per night

Cottage in Lebanon

4.86 out of 5 average rating, 136 reviews

Go Jump in the Lake!

Mar 7 – 14

G$28,625 GYD per night

Cottage in East Haddam

4.91 out of 5 average rating, 98 reviews

Direct Waterfront Cottage on Moodus Reservoir.

Dec 10 – 17

G$37,566 GYD per night

Cottage in Mystic

4.9 out of 5 average rating, 218 reviews

Cottage in downtown Mystic

Oct 25 – Nov 1

G$80,147 GYD per night

Cottage in Jamestown

4.94 out of 5 average rating, 112 reviews

Jamestown: Cozy Cottage in town sleeps 6

Apr 23 – 30

G$152,670 GYD per night

Cottage in Cutchogue

4.69 out of 5 average rating, 187 reviews

Lovely 2 BR Beach House No. Shore

Apr 12 – 19

G$41,218 GYD per night

Cottage in South Kingstown

4.96 out of 5 average rating, 55 reviews

Cozy Cottage steps from the River! Kayak & Canoe

Nov 24 – Dec 1

G$31,379 GYD per night

Cottage in Charlestown

4.94 out of 5 average rating, 18 reviews

Ninigret Rose Cottage

Jan 24 – 31

G$86,560 GYD per night

Cabin rentals with a kayak

Cabin in Coventry

4.83 out of 5 average rating, 122 reviews

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

Mar 11 – 18

G$40,386 GYD per night

Cabin in Riverhead

4.86 out of 5 average rating, 87 reviews

Beach & Forest: Cozy Cabin, Hot Tub, Peloton

May 20 – 27

G$169,212 GYD per night

Cabin in Foster

4.95 out of 5 average rating, 20 reviews

Secluded Lake House

Sep 13 – 20

G$72,289 GYD per night

Cabin in Lebanon

4.75 out of 5 average rating, 4 reviews

Casa Lago

Mar 12 – 19

G$31,570 GYD per night

Cabin in Voluntown

4.95 out of 5 average rating, 671 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

Nov 28 – Dec 5

G$34,023 GYD per night

Cabin in Coventry

4.78 out of 5 average rating, 63 reviews

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

Apr 13 – 20

G$53,055 GYD per night

Cabin in Coventry

4.82 out of 5 average rating, 79 reviews

Lakefront | King | W&D | Fire Pit | Kayaks | SUPs

Jan 8 – 15

G$50,821 GYD per night

Cabin in Stonington

Mystic Area Waterfront Cabin

May 26 – Jun 2

G$39,484 GYD per night

Quick stats about vacation rentals with a kayak in Westerly

Total rentals
10 properties
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
570 reviews
Nightly prices starting at
G$29,246 GYD before taxes and fees

Destinations to explore