
Holiday rentals with outdoor seating in Randolph
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Top-rated Holiday Houses with Outdoor Seating in Randolph
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Holiday House Rentals with Outdoor Seating

Modern condo at village green
Beautiful spot, and a quick walk to the bus stop if some of your family is taking too long to get ready!

Full House 3 Bedrooms/3.5 Baths
Great place to stay with a group. Every bedroom had a full bath and kitchen was large. Because we were off season rate was good.

Home Sweet Home
We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!

Sunny Sunapee Retreat (Upstairs Only)
Julie's place is so close to Mount Sunapee and the Lake! It is wonderful on the inside and has plenty of room for guests. It is also close to a couple great food options. This house is a great place to stay.

Spacious Winooski Oasis, close to downtown!
We had a great stay! Very communicative and the place was really well priced.

Cozy, safe, conveniently located, newly renovated.
My husband and I and my son and girlfriend went up to visit my daughter and her fiance who just relocated to Colchester Vt. Vernon's home was exactly as described! The home was very comfortable and clean and very conveniently located for us. We all walked to Church St and had a great time. Would definitely recommend to anyone looking for a place in Burlington. We would definitely rent again.

Cool Pool, a Private Oasis
Lovely house and beautiful lot! Spent lots of time playing in the yard, swimming in the pool and exploring all the things that Stowe has to offer. We'll be back!

Quiet lakeside retreat with private dock.
It was a great two week stay.. I enjoyed being at this lake house. The lake is across the road, and pretty to look at on the balcony. The clear view of the lake walking and driving in the morning was very peaceful. His dock is the nicest in comparison to his neighbors. Kitchen was very well equipped, top notch washer and dryer, excellent lighting , beds and linens were comfortable, couch was large, easy to sprawl out and take a nap. Michael was available and easy to communicate. The high reviews are true, he cares and is thoughtful . I look forward in future stays .
Apartment rentals with outdoor seating

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
Perfect location to headquarter at while exploring all the things central Vermont has to offer. Very private and quiet.

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!

Modern, cozy getaway in charming town (Apt 2A)
Awesome apartment, in an awesome little town. Host was excellent and even offered early check in, no issues with communication. Would stay here a million times over. Great coffee shop and bar right below you. No issues with parking as well. Only thing to note since it is a coffee shop and near a main road you do get some noise (deliveries, plows, etc.) but nothing that bothered us too much.

Cedar View
Absolutely perfect place for my four day stay in Burlington. Listing is accurate, bed was comfortable, didn’t use the kitchen beyond the coffee maker but it looked well equipped; host is extremely responsive to any questions/requests- I would not hesitate to stay again when I go back to Vermont.

Dog Team Falls Apartment - Minutes from Middlebury
This was our second stay here and we do love it very much and will continue to return as often as possible.

Sky-View Golf Sanctuary Fire Pit, Dog Yard, Games
For our family of 8 and our dog it was just right. Space to socialize in the lounge- place for dog to get a break in the garden. Table large enough in kitchen to eat as a group. For a visit to UVM to see our son it was perfect. Not that we utilized it - but winooski has some great restaurants and bars 3 mins away by car and maybe a 20 min walk if you’d like .

Cozy South End Apartment–Walk to Breweries & Lake!
No complaints here! Everything was as described, the hosts communicated everything in advance, and the space is a good value for the price. Thanks for hosting us!

"Dragonfly Apartment" Private Bristol Apartment
Very friendly host and location is in a quiet part of town. it felt very private as well. A++
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!

2 bed, 2Bath, fireplace, amazing location!
We had a great visit to Stowe. Danielle’s place was great, great location, easy logistics and perfect for a few days of skiing.

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

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.

Newly Renovated 2 Bedroom Condo centrally located
Great spot to get on the slopes at Stowe. Cozy and close to the mountain.

SnowCub Pets Indoor Pool HotTub Sauna Fireplace
This was our first visit to SnowCub at The Woods and it was comfortable and well-equipped. Holly and Dan were great hosts - responsive, thoughtful (loved the greeting gifts), and easy to work with. I already booked another trip for June!

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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- Okemo Mountain Resort
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Fort Ticonderoga
- Ethan Allen Homestead Museum
- Country Club of Vermont
- Dartmouth Skiway
- Baker Hill Golf Club
- Lincoln Peak Vineyard
- Vermont National Country Club
- Burlington Country Club
- Leahy Center for Lake Champlain
- Cozy Cottages & Otter Valley Winery
- Autumn Mountain Winery
- Killington Adventure Center
- Fox Run Golf Club
- Storrs Hill Ski Area
- Whaleback Mountain