
Vacation rentals with outdoor seating in Lewisboro
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Lewisboro
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Serene Pond Views Charming private patio…
Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

The Bluestone - Spacious 2 bedroom w/central air
Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your Winter holiday at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest suite with private enter
Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Escape to a Restored New England Antique Milk Barn
A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

The Zen Cabin
Seated beside a playful cascade on Moffit’s Brook, this 1960 Log Cabin has been mindfully rejuvenated. 62 miles from NYC, The Zen Cabin offers respite from the hustle and bustle. Skylights, windows, and doors connect you with nature. Media-free, pet-free, and shoe-free. This laid-back retreat resides in one of Connecticut’s most bucolic and protected villages.

NY Rustic Cottage Getaway
Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
A unique private and quiet 2 bedroom (1 double bed, two single full beds) totally self contained apt,with sitting room, bathroom ,mud room and full eat in kitchen, in Shaker Hollow, a classic 1795 colonial.Stone patio overlooking 3 1/2 acres of garden and a meadow along with a large fire pit.
Popular amenities for Lewisboro outdoor seating rentals
House rentals with outdoor seating

Lower Hudson Valley Idyllic Retreat

Historic Hideaway - Spacious home - Lake Access

Casa Luna Lake House

Private farm cottage +hiking

Family Cottage with 4 King Beds and Fire Pit

Your Perfectly Wonderful Woodbury Sanctuary!

Litchfield County Farmhouse with a Modern Twist

Gem by the water+ firepit and all fenced backyard
Apartment rentals with outdoor seating

The Boathouse, private downtown Harborside suite

The Hillside Crib | 1 Bedroom Apt | Near Downtown

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

Comfy 2BR Apt with private entry & free parking.

2BR Flat above Historic Cider Mill

Riverview Rowhouse, a vintage modern home

The Hideaway

Cozy 2 Bedroom Apt King & Queen 15 minutes to nyc
Condo rentals with outdoor seating

Perfect Williamsburg Oasis (Studio)

New 3BR Condo w/Rooftop Terrace & NYC Views

Cozy 1BR Apartment | Near Manhattan

Stylish Retreat with Garden, Deck & Private Entry

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Hoboken apt with new bathroom & private terrace!

Easy commute Cozy Studio in Jersey City

Private European Garden Apartment
When is the best time to visit Lewisboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,172 | ﺩ.ﺇ1,208 | ﺩ.ﺇ1,513 | ﺩ.ﺇ1,726 | ﺩ.ﺇ1,697 | ﺩ.ﺇ1,392 | ﺩ.ﺇ1,337 | ﺩ.ﺇ1,355 | ﺩ.ﺇ1,564 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about vacation rentals with outdoor seating in Lewisboro

Total vacation rentals
Explore 70 vacation rentals in Lewisboro

Nightly prices starting at
Lewisboro vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 2,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Lewisboro vacation rentals include wi-fi access

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

4.9 Average rating
Lewisboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Brooklyn Bridge
- New York University
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Old Glory Park
- Mountain Creek Resort
- Ohel Chabad-Lubavitch
- Bronx Zoo
- Yankee Stadium
- Manhattan Bridge
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- United Nations Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall




