House holiday rentals in Rutland County

Find and book unique houses on Airbnb

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Popular amenities for Rutland County house rentals

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 213 reviews

Luxury Condo Tucked in the Heart of Killington

JessicaRating, 5 stars1 day ago
We really enjoyed our stay at this super cute Airbnb! The location was perfect — just a quick drive to everywhere we wanted to go, which made exploring the area super convenient. The space itself was clean, cozy, and had such a charming vibe. One thing to note is that there’s no AC, which I didn’t realize ahead of time. It wasn’t a dealbreaker by any means, but as a cold sleeper, it was a bit warm for me in June — just something to keep in mind depending on the season. Overall, it was a lovely place and a great spot for a getaway!
Guest favourite
Home in Killington
4.89 out of 5 average rating, 80 reviews

Golf, Bike, Fish, or Hike!

SooRating, 5 stars2 months ago
Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!
Guest favourite
Home in Ludlow
4.92 out of 5 average rating, 13 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

StephanieRating, 5 stars4 weeks ago
Words can’t describe the experience we had this weekend. Linda was the best host we have ever worked with and the place was extraordinary to say the least! Extremely clean, comfortable and well located! Kid friendly and close to downtown! We will highly recommend it to friends and family and if we could leave more stars than a 5-star review we would! Looking forward to booking this place again in the near future! Thank you Linda for your amazing hospitality!
Top Guest favourite
Home in Rutland
5 out of 5 average rating, 10 reviews

Entire Home, Near Slopes, Hot Tub, EV Charger

MicahRating, 5 stars3 months ago
The stay was excellent. The home was beautifully renovated. The rooms were large and very comfortable. Location was perfect for the 8 of us for a ski weekend at Killington. Hope to be back.
Top Guest favourite
Home in Killington
5 out of 5 average rating, 19 reviews

Trailside Vacation

MatthewRating, 5 stars3 months ago
We absolutely love our stay! It was exactly as described. Great location, easy ski on and ski off. Very clean and had every amenity you could think of. We felt right at home there. Can’t wait to go back next year!
Superhost
Home in Killington
5 out of 5 average rating, 4 reviews

Killington Vistas: Luxury 4BR Ski On/Off. Hot Tub.

niniRating, 5 stars3 months ago
Great place! Easy to check in and very close to ski trail. The house is clean and beautiful. You still have to walk like 3-5 minutes to the trail.
Guest favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars4 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Superhost
Home in Bridgewater
4.89 out of 5 average rating, 46 reviews

Luxurious family retreat home in the mountains

DanielleRating, 5 stars10 months ago
Andreas place was gorgeous and looked just like the pictures. The house was clean and organized and the backyard was wonderful to relax in.

Weekly house rentals

Top Guest favourite
Home in Ludlow
5 out of 5 average rating, 33 reviews

Ludlow Lake & Ski Cottage - Adventure Awaits!

MdRating, 5 stars1 week ago
Exceptional experience! This is one of the relaxing place I have ever been! Large windows give you sense of experience living in nature. The stunning view gives you awesome feeling in any weather conditions.The house is nice, clean and equipped with pretty much everything. They have all the utensils for cooking and lots of toys for kids both indoor and outdoor. They also have paddles boat and kayak to use at anytime ! In addition, Brian is very respectful, responsible and quick to respond for any questions. All together Feel like you live in your own house. Great vacation spot without any doubt.
Top Guest favourite
Home in Killington
5 out of 5 average rating, 20 reviews

NEW! Hot tub|Sauna|Movie Room|Speakeasy| PingPong!

ChrisRating, 5 stars1 week ago
Highly recommend Alan's house. I don't exactly know what to say. He is responsive and just easy to deal with. The only thing I would recommend is to make the motion lights less sensive on the deck.... Other than that we had a great time and look forward to NYC
Top Guest favourite
Home in Mount Holly
4.98 out of 5 average rating, 61 reviews

Breathtaking VT Getaway

KerryRating, 5 stars4 months ago
House and location - the house is beautiful and the view from the backyard is amazing. The location was as described. It was also great that the host shared that the cell service around the house is poor. Amenities - the amenities were great. We cooked while we stayed and the kitchen was fully stocked with anything we could possibly need. Including things like serving platters and bowls. It was also great that the fireplace was useable and stocked with wood. Extra - it snowed like crazy when we stayed. Having the plow service helped us in the driveway greatly! One edit to the listing - Belmont General Store was closed when we stayed.
Top Guest favourite
Home in Rutland
4.97 out of 5 average rating, 59 reviews

Mountain Getaway Pet friendly

MelanieRating, 5 stars2 weeks ago
My sisters and I stayed at Mary’s place in Rutland, VT. Everything about the accommodation was terrific. The home has a nicely designed interior with lovely front and back porch and welcoming yard. Very comfortable sleeping, wonderful bedding and pillows, great showers, super kitchen and great location. Thank you, Mary!
Superhost
Home in Plymouth
4.77 out of 5 average rating, 406 reviews

BEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!

AveryRating, 5 stars1 week ago
Absolutely loved staying here for our anniversary. It had everything we needed to unwind and relax. The views were beautiful from just about every spot on the property and every detail was included to make the stay feel more at home.
Top Guest favourite
Home in Sudbury
4.98 out of 5 average rating, 44 reviews

Modern Cabin in Lakes Region

CharlesRating, 5 stars2 days ago
Doris was a wonderful host and the cabin was well equipped, clean and peaceful. Appreciated the thick towels and cotton sheets! Thanks for the great stay!
Top Guest favourite
Home in Rutland
4.9 out of 5 average rating, 61 reviews

Private Chalet with Golf Simulator and Hot Tub

JoshuaRating, 5 stars1 month ago
Six of us were at Daniels' house for a golf weekend and it was perfect! Plenty of space and places to sleep. We will definitely book this place again the next time we are in the area.
Top Guest favourite
Home in Wallingford
4.98 out of 5 average rating, 41 reviews

Central Vermont Farmhouse with Cabin & Hot Tub

DaliaRating, 5 stars4 weeks ago
We had an excellent stay! The home is beautifully decorated and has everything you could possibly think of! The bathrobes where such a nice touch. The creek was beautiful and the hot tub was amazing. My friends and I really really enjoyed our stay!

Private house rentals

Guest favourite
Home in Wells
5 out of 5 average rating, 13 reviews

Breathtaking Lakeside Retreat!

KristenRating, 5 stars2 weeks ago
Brooke’s home was absolutely fantastic. It was kid friendly, very clean and comfortable, and located with a beautiful view of the lake. She was a great communicator and made everything very easy. Hope to come again!
Top Guest favourite
Home in Pittsfield
5 out of 5 average rating, 27 reviews

Skyeburst | Modern Mtn Home

AudreyRating, 5 stars3 months ago
We stayed at Skyeburst for a long weekend. The house is even nicer in person with noticeable attention to details like a tea and coffee station and a welcome gift of pancake mix and syrup. The beds were all very comfortable and the house was spotless upon arrival. There is a large mud room which was perfect for removing our gear before stepping into the main house. There are a lot of beautiful design elements throughout the house which makes the space feel inviting and luxurious. Jesse was very responsive and provided clear checkin and check out instructions. We definitely would stay here again.
Top Guest favourite
Home in Andover
5 out of 5 average rating, 54 reviews

Luxury VT Retreat. Breathtaking Views & Sunsets

AliceRating, 5 stars1 day ago
We had a fantastic experience staying here! The house was absolutely beautiful—clean, well-maintained, and had everything we needed for a comfortable stay. The views were simply spectacular—perfect for morning coffee or evening wine. The peaceful surroundings made it a truly relaxing getaway. Julia, our host, was wonderful—very responsive, friendly, and full of great local recommendations that really enhanced our trip. We couldn’t have asked for a better place or host. Highly recommend and would definitely love to come back!
Superhost
Home in Castleton
4.82 out of 5 average rating, 11 reviews

“Acorn Landing” Lakeview Cabin

VictoriaRating, 5 stars4 weeks ago
Cute place. Perfect for what we needed. Property could have been kept up a little better (leaves, yard, etc) but I think its just because we were probably the first rental after winter. The inside was clean and had everything we needed.
Guest favourite
Home in Pittsfield
4.89 out of 5 average rating, 64 reviews

Hideaway Mountain at Killington

SarahRating, 5 stars4 weeks ago
Martina was a perfect host. The rental worked well for six adults and two infants.
Guest favourite
Home in Poultney
4.9 out of 5 average rating, 10 reviews

Snowberry Farm Home Sweet Home

Patrick And CatherineRating, 5 stars1 month ago
Valerie's place was perfect for our college graduation weekend. It was quaint, spacious, and very homey. Would definitely recommend!
Guest favourite
Home in Mount Holly
5 out of 5 average rating, 10 reviews

Vermont Mountain Escape

CanerRating, 5 stars4 months ago
The house is fantastic and I highly recommend it to anyone who’s planning a trip to the area. Austin’s place is very stylish, comfortable and has everything that’ll make your stay an enjoying experience. You’ll find nice touches and well-thought details throughout the house the moment you step in. Location is also amazing to have a safe and peaceful stay with beautiful surroundings while being close to all nearby actions. We had a great ski trip overall and already planning to be back.
Superhost
Home in Mendon
4.82 out of 5 average rating, 45 reviews

Lakeview home

MichaelRating, 5 stars5 months ago
Great place Perfect for skiing

Destinations to explore

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