
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 $180 CAD per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Westbrook vacation rentals include wifi 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 accommodations with a kayak in Westbrook
Guests agree: these accommodations with a kayak 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

Shoreline postmodern apartment
Brand New Construction- Everything shiny and new! Located in the heart of the marine district, and 2 miles from Waters Edge Resort. This 2 bedroom apartment with pull out couch for a third bed offers postmodern styling, and a wide open floor plan. Just steps from all of the major restaurants, bars, breweries, and beaches in Westbrook ct. Brand new and high end finishes, offers easy access to 1-95, all of the local marinas, and places: Lenny & Joes Fish, Bill's Seafood, & Westbrook Lobster co.

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.

Secret Seaside Stone Cottage
Create unforgettable memories at the Secret Stone Cottage, a retreat in the scenic coastal town of Westbrook, Connecticut. Offering 2,200 SF of refined living space and outdoor living amenities along the serene Patchogue River, this unique property is the ultimate destination for family reunions, shared vacations, and milestone celebrations. With sweeping waterfront views and sophisticated amenities, it also serves as an enchanting, intimate venue for unforgettable weddings and special events.

Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

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.

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.

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.

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.

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year
Midpoint between Boston & NYC, Central Connecticut Coast…easy drive to many attractions. Quaint, Private New England Beach Ass. yet minutes to the best restaurants, Outlets and Charming towns. The cottage is less than a 1/2 block (2m walk) to private beach. An “Oasis, Hidden Gem’ are quotes per Guest reviews. Coastal decor,love of old and new. Welcoming, relaxing home away from home…TV, games, book collection, puzzles, outdoor games and gear…Established 2019.

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!

"Red House on the Knoll" at Indian Cove
Ecape to the charming beach community of Indian Cove in Guilford and unwind in this beautifully renovated 1920s coastal cottage. Full of character and warmth, this spacious retreat blends historic charm with modern comfort-featuring wood floors, high beam ceilings, and a stunning stone fireplace that creates the perfect cozy atmosphere year round.
Popular amenities for Westbrook kayak rentals
House rentals with a kayak

Beautiful lakefront home, 4bed 2.5ba

Beautiful Lake House on Lake Pocotopaug

Beauty and the Beach!

Relax by the water in a 4 bedroom house

Water View Mid Century Home in Essex CT, 4 Kayaks

Boulder Lake House Retreat

Coastal getaway with water views in every room

Beachfront Oasis
Cottage rentals with a kayak

Waterfront cottage overhanging the water!

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cottage in downtown Mystic

Anchors' Away-

Cozy Cottage |Quintessential CT | Pet Friendly

Cozy Oasis, Lakefront with Stunning Sunset Views

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Go Jump in the Lake!
Cabin rentals with a kayak

Come to the woods and snuggle in front of the fire

Lakefront – King – W&D – Pets OK – Kayaks – SUPs

Lake Retreat, Paddle Board, Swim

Secluded Cabin on Golden Pond

Riverfront Antique Cabin in the Heart of Madison

Lakeshore Cabin with boat dock

Lakeside Landing

Modern Cabin near the Beach
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