
Holiday rentals with a kayak in Westbrook
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Westbrook

Total holiday rentals
Explore 10 holiday rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at $168Â SGD per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Westbrook holiday 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 rentals with kayak in Westbrook
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Mystic, CT Pet-Friendly Cottage with Hiking Trails
Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

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

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.

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!

Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

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.

Cheerful 3 Bedroom Cottage with Fire Place
The first and Third week of August are stiil available! 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.

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.

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.

Cozy Cape on the Cove
Our two-bedroom cape on the cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace and quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too! Pet fee is $50 per stay. Maximum 2 dogs. Maximum of 3 guests. Any unauthorized guest will be charged at $50/each.

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
The Lake House boasts an outdoor patio with a dog-run, complimentary kayaks for exploration, and a cozy fire pit under the starlight sky! ● 333 Mbps Wi-Fi | 43” Smart UHD TV | Washer & Dryer ● Nintendo (NES) w/ 30 Games | Board Games | Puzzles ● 4x Kayaks | Watercraft Trolleys | Horseshoe Pit ● Patio w/ Fire Pit & Gas Grill| Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

The Cottage at Indian Cove
A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.
Popular amenities for kayak rentals in Westbrook
House rentals with a kayak

Bliss by the Sea - Cozy Beachside Escape

Boulder Lake House Retreat

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

Walnut Beach Escape Fenced Oasis Yard

4 Bedrooms Modern Home with Water View & Access

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Coastal getaway with water views in every room

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
Cottage rentals with a kayak

Little Gem Waterfront beach home/ cottage

3 Bedroom Cottage Gem

Go Jump in the Lake!

Cozy Cottage |Quintessential CT | Pet Friendly

Beautiful lakefront retreat just 15 mins to casino

Charming Fairfield Beach Cottage

Cottage at the Marina

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

Casa Lago

The Colchester Cottage

Riverfront Antique Cabin in the Heart of Madison

Spacious family lakeside homestead

Swim, fish, kayak & RELAX!

Lake Retreat, Paddle Board, Swim

Mystic Area Waterfront Cabin # 2

Vinola-Lakeside Cabin on Beach Pond with Sauna
Destinations to explore
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- Family-friendly rentals Westbrook
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- Pet-friendly rentals Westbrook
- Rentals with a patio Westbrook
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- Rentals with a firepit Westbrook
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- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Fairfield Beach
- Charlestown Beach
- Ocean Beach Park
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Sunken Meadow State Park
- University of Connecticut
- Hammonasset Beach State Park
- University of Rhode Island
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Wölffer Estate Vineyard
- Ski Sundown
- Long Island Aquarium
- Sherwood Island State Park
- Ocean Beach





