
Holiday rentals with outdoor seating in Randolph
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Randolph
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Randolph outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Romantic Mountain Getaway
Thank you, Bianca, for a wonderful stay in your stylish, clean, comfortable home and beautiful property. We would definitely rate it five stars and highly recommend it to others. An extra thank you for accommodating our unplanned family graduation dinner—it meant a lot to us! Sergey and Taya

Cozy Bow House Perched in Trees w/ Hot Tub & View
The Bow house was a beautiful place and Jen was incredibly hospitable and responsive. This is an amazing place to come and get away from the noise. Everything was so clean and cozy. Would definitely come again!

Comfortable 3 Bedroom King size Master w/ En suite
My friend and I had a very nice stay. The home was very clean which is always my biggest concern. The kitchen was well stocked and had everything we needed. Living space was comfortable and we enjoyed the poo table. 35 minutes to Killington and Pico. Would stay again.

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Morel Mountain Hideaway
We had a great stay! The home is beautiful and the hosts were very communicative.

Wright’s Mountain Retreat with Sauna
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Mountain Home ready for you!
This place was great. Very spacious and comfortable with beautiful views and sunsets! 10/10

Dawnside - Green Mtns Home with White Mtns View
Dawnside is just as beautiful in person as in the photos. We had a wonderful time and appreciated the views, privacy, and cleanliness of the property. Erich is a great host and the house manual is detailed and useful. We would visit again!
Apartment rentals with outdoor seating

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
Very tranquil place, very clean shower, comfortable bed, great amenities, lots of magazines and easy to use television. Very short distance from Montpelier. Nice bird variety, lovely flowers, you can hear the river from the apartment. Bridge is cool, river bank is fun, chairs outside.

White Mountain Log Home Retreat
One of the few airbnbs where the Airbnb is actually nicer than the pictures make it out to be. Very spacious, cozy basement apartment with all the necessities. Great location, close to plenty of trails and a few breweries. We brought our pup who loved the easily accessible dirt roads from the house. It was a rainy weekend so we didn’t get a chance to use the fire pit but Laurie leaves you plenty of fire wood.

Overlook at the Office
Small but has a fully equipped kitchen, other than the only sink is in the bathroom. The sink is big and it worked fine. The park is 1/2 block away and town is 2 blocks. Comfortable bed and quiet at night. Good restaurants and unique shops in town. Lots of nature trails close by. Be mindful of having the key it could be easy to get locked out. We enjoyed our time in the apartment and definitely would recommend it to anyone who wants to visit Bristol. Thanks for sharing your place with us.

Golden Milestone
We had the most fantastic stay with Sheila and Jeremy! The home was spotless and beautifully decorated. Sheila was a proactive and responsive communicator. But what stood out to us more than anything were the various thoughtful touches provided during our stay. We arrived late, after a long drive, and Sheila and Jeremy were there to meet us in person and help carry our bags inside. They had fresh muffins waiting and even left some snacks (cheese, crackers, grapes) in the fridge in case we hadn’t eaten dinner. They also provided coffee, tea, milk, honey, which was great in the mornings, and we so appreciated having access to the washer & dryer to do some laundry. Overall, we can’t say enough good things about our stay and we hope to return!

Contemporary Studio in Montpelier
Camilla is a wonderful host and a gem of a person. She made my almost month of stay at her beautiful and inviting studio, extremely comfortable and delightful. The location is perfect as it is walkable to everything Montpelier has to offer but also private and peaceful. Highly recommend staying here if you visit.

Cozy Poultney Village Apartment
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Mountain View Retreat
Loved staying here. Apartment was great, comfortable and clean and spacious. Andrew and Kate were great hosts, letting us use the playset outside with our toddler. Porch view was wonderful, looking out towards some hills and over a field that had various critters all day and fireflies at night!

Charming & Peaceful Upper Valley 1BR Retreat
Cheryl’s place is in a beautiful location with easy access to nearby towns and attractions. The apartment was brand new, spotless and very comfortable. She always responded immediately when I had any questions or needed something. If you’re traveling to the Upper Valley stay with Cheryl!
Condo rentals with outdoor seating

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!

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

Renovated 4-bedroom House: Hot Tub & Outdoor Space
WHAT A BEAUTIFUL SPACE!!! Josh was incredibly accommodating and very responsive for any questions. This will NEED to be a space that I re-visit. Thanks again, Josh!!

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

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.

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
We had a wonderful stay at this Air Bnb. A lot of privacy and full access to any amenities that we needed. Everything was up to date and well put together. Our only issue was someone was walking around with a flashlight late at night, not sure if it was a security guard or whatnot but they got into our backyard and around the house so it seemed a little off. Other than that it was everything we wanted.

Modest Mountain Dacha
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.
Quick stats about holiday rentals with outdoor seating in Randolph
Total rentals
20 properties
Total number of reviews
2.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
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- Sugarbush Resort
- Okemo Mountain Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Fort Ticonderoga
- Autumn Mountain Winery
- Tenney Mountain Resort
- Country Club of Vermont
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Fox Run Golf Club
- Lincoln Peak Vineyard
- Burlington Country Club
- Lucky Bugger Vineyard & Winery
- Killington Adventure Center
- Whaleback Mountain
- Storrs Hill Ski Area