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Vacation rentals with outdoor seating in Westbrook

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Westbrook

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Rental unit in East Haddam

4.78 out of 5 average rating, 275 reviews

The Federal Suite at the Wisteria Rest

The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

Home in Clinton

4.94 out of 5 average rating, 127 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway, with an amazing river view, in a peaceful neighborhood, and in the heart of fall foliage and holiday scenes. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, and lots more.

Cottage in Westbrook

4.88 out of 5 average rating, 128 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Home in Clinton

4.97 out of 5 average rating, 189 reviews

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Cottage in Chester

4.98 out of 5 average rating, 253 reviews

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Guesthouse in Portland

4.99 out of 5 average rating, 152 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Cottage in Old Saybrook Center

4.98 out of 5 average rating, 111 reviews

Beautiful Cottage View

Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

Home in Clinton

4.96 out of 5 average rating, 114 reviews

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

Christmas & New Years: Dates Still Available INSTANT BOOK NOW = WINTER 2 & 3 DAY MIN Nov '24 - Sept '25 All Open Availability + SUMMER '25 Amazing Views - Waterfront Outdoor Deck w/ Seating (until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option SEARCH: "CT Visit Clinton" for info about our town!

Rental unit in Deep River

4.93 out of 5 average rating, 134 reviews

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Home in Lyme

4.97 out of 5 average rating, 235 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Barn in Essex

4.97 out of 5 average rating, 143 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Guest suite in Wallingford

5 out of 5 average rating, 545 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station.

Vacation rentals for every style

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Cottages

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Hotels

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Popular amenities for Westbrook outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in East Haven

4.96 out of 5 average rating, 132 reviews

The Breakaway - a waterfront gem.

Home in Chester

4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

Home in Waterford

4.94 out of 5 average rating, 105 reviews

Your Exclusive Waterfront Getaway-The Reed House

Home in Shelter Island

4.95 out of 5 average rating, 224 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Home in North Fork

4.98 out of 5 average rating, 201 reviews

Aqua Vista

Home in North Haven

5 out of 5 average rating, 134 reviews

Luxury Stay in Expansive Historical Home

Home in North Fork

4.98 out of 5 average rating, 131 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Home in East Lyme

4.96 out of 5 average rating, 183 reviews

Beachfront Paradise

Apartment rentals with outdoor seating

Rental unit in Milford

4.94 out of 5 average rating, 137 reviews

The Boathouse, private downtown Harborside suite

Rental unit in Mansfield

4.98 out of 5 average rating, 281 reviews

Green Energy Ecohaven

Rental unit in New London

4.9 out of 5 average rating, 294 reviews

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

Rental unit in Chester

4.98 out of 5 average rating, 156 reviews

Charming Chester Retreat - Cottage

Rental unit in New Britain

4.94 out of 5 average rating, 146 reviews

Spacious Cozy Guest Suite

Rental unit in Rocky Point

4.83 out of 5 average rating, 98 reviews

Cozy and Quiet space to Relax

Rental unit in Groton

4.97 out of 5 average rating, 105 reviews

Rare find beautiful studio on the Mystic River

Rental unit in East Lyme

4.97 out of 5 average rating, 208 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Condo rentals with outdoor seating

Condo in North Fork

4.83 out of 5 average rating, 124 reviews

Seaside Escape w Pool, Private Beach + Patio

Condo in Montauk

5 out of 5 average rating, 210 reviews

Montauk Waterfront Condo w/ Sunset Views

Condo in North Fork

4.88 out of 5 average rating, 147 reviews

Beautiful Waterview Condo on the North Fork of LI

Condo in Norwich

4.98 out of 5 average rating, 156 reviews

Peaceful Oasis steps from Mohegan Sun

Condo in Norwich

4.97 out of 5 average rating, 117 reviews

The Vacay Villa

Condo in North Fork

5 out of 5 average rating, 107 reviews

"Breathtaking Waterfront Water's Edge view"

Condo in North Fork

4.92 out of 5 average rating, 137 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Condo in Westerly

4.94 out of 5 average rating, 116 reviews

Beach Escape. Walk to Beautiful Beaches

Quick stats about vacation rentals with outdoor seating in Westbrook

Total rentals
70 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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