
Holiday rentals with outdoor seating in Randolph
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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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Holiday House Rentals with Outdoor Seating

Private Vermont Oasis Under 10 Mins from Woodstock
Adam and Nicole's house is wonderful! Great view, spacious, and so clean. We all felt very comfortable and cozy. Great amenities, and a nice deck that unfortunately we didn't get to enjoy because of the rainy weather! Still, we enjoyed our stay and didn't let the rain dampen our spirits. Hosts were both very responsive, no issues with check in. Highly recommend if you're looking for something off the beaten path and quiet, but close enough to restaurants and sight-seeing. Thumbs up for sure!

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!

The Looking Glass, a modernistic escape
I booked this spot for my birthday/ mother & daughter getaway and was not disappointed! The views were great and the whole place was very relaxing. Angela was quick to respond to any questions that we had. We traveled with my 3 year old rescue dog and he had the time of his life. There was plenty of space for him to run around! We will certainly be back!

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.

True Mountain House
Everything was as described, except there was no gas grill. The house was extremely clean, beds were very comfortable and the kitchen was very well stocked and easy to cook in. The area is beautiful and quiet, easy to get too. I would highly recommend.

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.
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.

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!!!

Spacious, Private Apartment w/ Mountain Views!
A beautiful cozy place in a quiet green area. Everything was clean and well organized, comfortable bed, good pressure and temperature in the shower. Nice little kitchen. Very friendly and responsive host. Would definitely recommend 😊

Private Resort Luxury in the Heart of Vermont
Had a great stay! Brought the split boards and enjoyed the property. Jon and Cathy take great care of the entire property making sure it is accessible even during a snowstorm. It was the perfect Vermont get away. We can’t wait to go back!

Gurdy's Getaway-Downtown 1 BDRM
Beautiful space for a lovely stay. Very clean and so comfortable full with great attention given to thought and focus to every detail and design. Great hosts for excellent communication. Perfect location for a delightful stay in Vermont.
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.

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.

CozyCub - Pool, Hiking, Mountain Biking
⭐️⭐️⭐️⭐️⭐️ Perfect Father–Son Getaway at CozyCub! My son and I stayed one night at the CozyCub condo in Killington, and once again, Dan and Holly delivered a flawless experience. From the moment we arrived, everything was spotless, cozy, and thoughtfully arranged—exactly what we look for in a mountain bike trip base. Comfort & Cleanliness: The condo was pristine, with comfy beds and fresh linens—like a home away from home. Attention to Detail: Every essential was readily available, from kitchen basics to crisp towels. Perfect for a Duo: Ideal layout and amenities for just the two of us—no waste, just well-tailored space. Consistent Excellence: We’ve stayed with Dan and Holly before, and CozyCub continues to meet our high expectations. This stay earned a full five stars. Thanks again to Dan and Holly for providing the perfect retreat—we’ll be back for our next biking adventure together!

Modern Farmhouse Condo: fast WiFi+close to it ALL!
Great, quiet getaway - perfect home base to explore Stowe from!

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.

Cozy Condo next to Resort * AC and Pool *
We loved staying at this cozy condo. We were able to find it easily and get inside without any issues. The bed was the best we’ve encountered in an Airbnb! I loved the small creek behind the condo and sitting on the balcony with my tea listening to it was a wonderful way to start the day. We would definitely come back again.
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
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ethan Allen Homestead Museum
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Fox Run Golf Club
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center
- Whaleback Mountain
- Montshire Museum of Science
- Lucky Bugger Vineyard & Winery