
Holiday rentals with outdoor seating in Castleton
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Castleton
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Castleton
House rentals with outdoor seating

Saratoga Escape
Had a great time at this beautiful home! Felt super peaceful and great for groups. Thanks so much!

7 minute Walk to TRACK & Broadway!
Great location, especially for SARATOGA RACE TRACK. the place was clean and well maintained. They even left a basket of snacks and some sparkling water for us. Very thoughtful.

Ranch retreat
This home was exactly what I was looking for. The home is perfect size for a family of 5 with 3 teenagers. Perfect location for our family from the “country” it was in the perfect location with a cute little store within walking distance if needed. Everything was as described. We will be back in the summer and yearly for the winter carnival. Thank you for all the recommendations as well.

Modern 3BR near downtown/track
Highly recommend and would definitely stay here again. Keen and thoughtful attention to details, from the well-appointed kitchen with pristine coffeemaker, to toiletries, to first-aid items to name a few. Comfy lodging for my party of three’s two nights. Thanks, Karen.

Hse Nr Lk George+Saratoga Tace Trck w/HotTub+Pool
We had a wonderful stay at Bill’s place. We were traveling to town last minute for a funeral and he was very accommodating for us. His home was perfect for spending some much needed family time together!

High on Blue Ridge
The place was perfect for 2 couples looking to spend a weekend in the beautiful Adirondack trails. If you want to save on food (cook by yourself I mean) and be within a 25min drive of everything, this is perfect. Thanks Vinny!

The Bumble Bear Inn, Bolton Ldg
This is our second annual visit to the Bumble Bear Inn. We love all the TVs and WiFi but especially the game room! Kitchen is well-stocked and morning coffee in the sunroom is very relaxing. Great place to visit in the winter! Kim and Cameron are very responsive and great!

Private House w/ Backyard min to Broadway!
Katya’s place was perfect for our large group. We relaxed on the deck, prepared meals in the kitchen, and were able to eat them together at the large dining table. Beds were comfortable. The walk to the SPAC was beautiful and manageable. Katya is a great communicator and helped us navigate several changes to our plans from the time of booking to our arrival; something we really appreciate.
Apartment rentals with outdoor seating

Lovely 2 Bedroom Apartment w/deck & pond view
This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!

Village Apt #1 - walk to everything!
We had the best stay at Katelyn’s home and the location of this Airbnb TRULY cannot be beat!! We could not have asked for a better location, better amenities, check in/out experience, and communication with the host. Every touch was so thoughtful - we so appreciate the step stool in the bathroom for our toddler! Highly recommend!!

Cozy up easy walk to downtown Saratoga Springs
Enjoyable stay at Kerri's Saratoga apartment. Comfortable, quiet, well-equipped and could walk to downtown.

Great Saratoga Location
Dan was a terrific host. We let him know we’d arrive late, & when we pulled up in front, he came outside to greet us and carry our bags. He stocked the kitchen with some essentials & some extras, the coffee & filters were much appreciated. He was pleasant & friendly, and we recommend his place to anyone visiting Saratoga Springs. Easy walk to Skidmore.

Vermont Getaway Apartment
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!

Victorian Inn Apartment
beds comfortable. heating works well. everything works well.

Downtown Saratoga Springs!
Super place to stay. Comfortable beds, nicely furnished and equipped with everything you could need including keurig coffee. Thanks Jacob!

Saratoga Superfecta-Walk to Track & Downtown!
We had an amazing time, the house is beautiful and very well located. Would suggest this place for others in the future! The beds were very comfy and the kitchen was gorgeous.
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

Location + Spa! - Cozy 2BR Condo - Mountain Side
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!

Walk/2min Shuttle to Lifts 2BR @ Mt. Green Resort!
Very clean, cozy and spacious place to stay. Well-equipped kitchen, clean bed sheets and towels. Very easy access to Killington ski resort Ramshead Base. Tina is a great host!! I would recommend this apartment!

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Great 2 bedroom condo at Stratton Mountain
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

Ski, Ride, Walk On/Off Condo On Pico at Killington
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Quick stats about holiday rentals with outdoor seating in Castleton
Total rentals
40 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Gore Mountain
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Saratoga Race Course
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ekwanok Country Club
- Lake George Expedition Park
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Willard Mountain
- Hildene, The Lincoln Family Home
- Adirondack Extreme Adventure Course
- Gooney Golf
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Bromley Mountain Ski Resort