
Vacation rentals with a kayak in Westbrook
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Westbrook

Total vacation rentals
Explore 10 vacation rentals in Westbrook

Nightly prices starting at
Westbrook vacation rentals start at $130 per night before taxes and fees

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Over 400 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Westbrook vacation rentals include wi-fi access

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

4.7 Average rating
Westbrook stays receive an average rating of 4.7 out of 5 from guests
Top-rated kayak rentals in Westbrook
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach
Outdoor spacesLocationWifi

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.
ValueLocationSleep quality

Sunny Daze
This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!
ValueLocationView

Thames River Retreat · CT College+Casinos+USCGA
This home on the Thames River is the ultimate getaway for a family seeking relaxation and outdoor adventures. With five bedrooms, three and a half bathrooms, a spacious kitchen, and a comfortable living room with stunning views of the water and private beach. The master bedroom with on suite bathroom, large deck overlooking the river, with direct access to the backyard where you can lounge on the private beach, play lawn games, or take a dip in the river. We have 2 kayaks available for use.
LocationOutdoor spacesCheck-in

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 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.
LocationValueNearby

Beautiful lakefront retreat just 15 mins to casino
Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.
Outdoor spacesLocationQuiet

Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
ValueOutdoor spacesLaundry

Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!
LocationValueLong stay

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.
Outdoor spacesValueGrill

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.
Outdoor spacesLocationKitchen

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!
Outdoor spacesValueFamily

Walk to Breakwater Beach in Heart of Wine Country
Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.
LocationOutdoor spacesCheckout
Popular amenities for Westbrook kayak rentals
House rentals with a kayak

Bliss by the Sea - Cozy Beachside Escape
Outdoor spacesLocationWalkability

Boulder Lake House Retreat
LocationOutdoor spacesView

The Lobster Shack- Waterfront + dock Beach house
LocationHospitalityView

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year
LocationAmenitiesPets

5* Branford Cottage with access to Owenego Club.
ValueOutdoor spacesGetting around

Mulberry Seaside Cottage
Outdoor spacesLocationComfort

Water View Mid Century Home in Essex CT, 4 Kayaks
LocationOutdoor spacesRiver

Secret Seaside Stone Cottage
ValueOutdoor spacesBathroom
Cottage rentals with a kayak

Little Gem Waterfront beach home/ cottage
LocationOutdoor spacesHeating

3 Bedroom Cottage Gem
Outdoor spacesValueWalkability

Mystic, CT Pet-Friendly Cottage with Hiking Trails
LocationOutdoor spacesPets

Cheerful 3 Bedroom Cottage with Fire Place
Outdoor spacesLocationCheckout

Go Jump in the Lake!
LocationOutdoor spacesBiking

Cozy Cottage |Quintessential CT | Pet Friendly
Outdoor spacesLocationHospitality

Cottage at the Marina
Outdoor spacesLocationComfort

Ret's Coastal Cottage w/Private Association beach
ValueOutdoor spacesIndoor spaces
Cabin rentals with a kayak

Casa Lago
LocationOutdoor spacesSleep quality

The Colchester Cottage
Outdoor spacesLocationIndoor spaces

Riverfront Antique Cabin in the Heart of Madison
LocationValueHeating

Swim, fish, kayak & RELAX!
LocationOutdoor spacesView

Spacious family lakeside homestead
LocationParkingCondition

Lake Retreat, Paddle Board, Swim
ValueOutdoor spacesHospitality

Mystic Area Waterfront Cabin # 2
ValueLocationGrill

Modern Cabin near the Beach
LocationAccuracyHospitality
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