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

Restored 1735 Granary I King Bed + Views & Pool
Restored 1735 granary on a peaceful Berkshires farmhouse compound. With 15-ft vaulted ceilings, original wide-plank floors, and mountain views, this design-forward retreat blends rustic charm with modern ease. Features a king bedroom, eat-in kitchen, and bathroom with soaking tub + standing shower. Centrally located in the Berkshires and just minutes to Lenox and Tanglewood. A quiet, light-filled space perfect for couples, creatives, and anyone seeking rest, reflection, and connection to nature.

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Barn Stay at Shadowbrook Farm
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

Cantabile life in the Berkshires
Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Wildlife Lakeside Cottage; views/wildlife
Fully furnished and remodeled with new upgrades in Spring 2025 including a cathedral master bedroom suite with a full bath. Our private cottage is set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. Sleeps 6. Ther are two full and one 1/2 baths.

Private 2nd-floor studio on a working produce farm
Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres
38 beautiful, private acres of Berkshire woods, cleared land, and mountain scenery. 6 comfortable bedrooms and 4.5 bathrooms. 9 Minutes from Jiminy Peak Ski Resort. 5 Mins from The Lake House cottages. Warm and cozy, modern gem. 4 Fireplaces, multiple hang out areas, napping areas, sauna, jacuzzi, outdoor fire pit, views in every direction, two fridges, high speed internet, plus a kid cave in the basement. Perfect for all four seasons.

The Sail Loft
Cozy, private house from 1850, located in the heart of the Berkshires. In a quiet neighborhood across from a pond, the cottage has access to the Ashuwillticook rail trail. Relax on the private back porch, or in the large bath tub. Sleep in late in the king sized bed, and then enjoy what the Berkshires has to offer. Close to several downhill and cross country ski spots, hiking trails and Tanglewood!
Popular amenities for Lanesborough outdoor seating rentals
House rentals with outdoor seating

Belle Meade

A paradise in the woods, minutes from MASS MoCA

Charming Gem in Heart of the Berkshires

The Gate House--Experience Vermont!

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

Chic Hudson Farmhouse w/ Fireplace & Porch

Granite Ledge, Modern home in a unique setting

Hidden Oasis in the Mountains by Evergreen Home
Apartment rentals with outdoor seating

Sunny, light filled loft in 1873 Colonial

Historic Victorian - Entire 3rd floor

Overlooking the city in a quiet 7 unit building.

Bennett Abode

Sunny carriage house apartment

Cooper's Place

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

COLD SPRING
Condo rentals with outdoor seating

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Mount Snow Ski Chalet

Spacious 3 bedroom apt in Lenox historic downtown

Winter Dream! The Handle Lodge at Snowtree Condos

Cozy Fall Retreat: 2BR w/Pool, Fireplace & Arcade

Condo w/ great amenities 4-seasons! Ski in Ski out

Ski Condo 5 Min from Mt Snow

Wyndham Bentley Brook
When is the best time to visit Lanesborough?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | R5,426 ZAR | R6,012 ZAR | R5,202 ZAR | R5,168 ZAR | R5,598 ZAR | R5,598 ZAR | R5,168 ZAR | R5,495 ZAR | R5,168 ZAR | R5,271 ZAR | R5,168 ZAR | R5,822 ZAR |
Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about vacation rentals with outdoor seating in Lanesborough
Total rentals
80 properties
Nightly prices starting at
R1,550 ZAR before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Jersey Shore Vacation rentals
- The Hamptons Vacation rentals
- South Jersey Vacation rentals
- Rentals with a washer and dryer Lanesborough
- Rentals with pools Lanesborough
- Rentals with a sauna Lanesborough
- Condo rentals Lanesborough
- House rentals Lanesborough
- Rentals with a fireplace Lanesborough
- Family-friendly rentals Lanesborough
- Rentals with a fire pit Lanesborough
- Rentals with lake access Lanesborough
- Ski-in/ski-out rentals Lanesborough
- Pet-friendly rentals Lanesborough
- Rentals with an EV charger Lanesborough
- Waterfront rentals Lanesborough
- Rentals with a hot tub Lanesborough
- Rentals with a patio Lanesborough
- Fitness-friendly rentals Lanesborough
- Apartment rentals Lanesborough
- Rentals with outdoor seating Berkshire County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Stratton Mountain
- Six Flags New England
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Norman Rockwell Museum
- Taconic State Park
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Albany Center Gallery
- Berkshire Botanical Garden
- Hildene, The Lincoln Family Home