House vacation rentals in Rutland County

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Popular amenities for Rutland County house rentals

House rentals with a pool

Guest favorite
Home in Killington
4.91 out of 5 average rating, 202 reviews

Luxury Condo Tucked in the Heart of Killington

AshleyRating, 5 stars2 weeks ago
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.
Guest favorite
Home in Killington
4.89 out of 5 average rating, 79 reviews

Golf, Fish, Hike or Bike in Killington!

AgnesRating, 5 stars2 weeks ago
Had a wonderful weekend at Ashley's place! The condo is located just a few minutes from the K-1 base (and skiable too, but we came late in the season) and had everything we needed. Fireplace and sauna/hot tub (in an adjacent building) was a great bonus. Ashley was incredibly helpful and friendly, I'd love to come back!
Top guest favorite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars1 week ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Top guest favorite
Home in Rutland
5 out of 5 average rating, 10 reviews

Entire Home, Near Slopes, Hot Tub, EV Charger

MicahRating, 5 stars1 month 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.
Superhost
Home in Rutland
4.88 out of 5 average rating, 8 reviews

Green Mountain Getaway

HoiRating, 5 stars1 month ago
Excellent place for our group. Definitely would recommend. 10 out of 10
Guest favorite
Home in Ludlow
4.91 out of 5 average rating, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

MeredithRating, 5 stars2 months ago
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.
Guest favorite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars2 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 stars8 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

Superhost
Home in Ludlow
4.83 out of 5 average rating, 12 reviews

Hilltop 5-BR Carriage House 4-Min to Okemo

KelseyRating, 5 stars15 months ago
Meadow’s place is beautiful. It’s modern, homey, and super cozy. Everything was clean, the location was less than 5 min from town shops & Okemo Mtn. The beds were incredibly comfy, the house was spacious, and the bathrooms were spotless. There is also a jacuzzi in the back that was very clean and kicked on frequently. 10/10 would recommend this property. We will definitely be back!
Guest favorite
Home in Granville
4.85 out of 5 average rating, 188 reviews

Home by the Mettowee River- Simply the best!

RichardRating, 5 stars6 days ago
This is my third time staying at Virginia’s house. She is very responsive, checking in via a message to see if everything is going well. It’s an easy walk to the shops and restaurants in the center of the village. I plan to be back again next year.
Superhost
Home in Killington
4.84 out of 5 average rating, 88 reviews

Killington Racquetball House

EmersynRating, 5 stars3 weeks ago
This was our second time staying at the racquetball house and it was just as incredible as the first. Lucked out with some great spring skiing on Friday, and checked into the Airbnb after. The house is very conveniently located to the mountain. We made full use of the court. Played racquetball, volleyball, dodgeball, kickball, pickleball, wall ball. Basically just spent all weekend playing games in the court and then relaxing in the hot tub to end the day. The living room / kitchen area is a great gathering layout. We will definitely be back.
Superhost
Home in Rutland
4.85 out of 5 average rating, 207 reviews

The Green Mountain Getaway

HenryRating, 5 stars4 weeks ago
Good place for a good price. Easy checkin and checkout. No issues and would stay again.
Superhost
Home in Bridgewater
4.82 out of 5 average rating, 17 reviews

Skyeship House- 6 Bedrooms, 10 Beds, 2 Hot Tubs!

GraceRating, 5 stars2 months ago
Amazing location, had everything we needed for a cozy cabin for a friends ski weekend. The hot tub was great, clean house with ample space to fit everyone. Nice surround sound for music. Stephen was responsive and helpful! The driveway was plowed and walkway shoveled promptly after a big snow storm. We had a great time!
Guest favorite
Home in Killington
4.9 out of 5 average rating, 71 reviews

Game Room + Hot Tub - 7BR updated home

AlexRating, 5 stars1 month ago
We had a great stay at Michael’s place! The house was lovely with room for all 16 of us both in common spaces and beds. One of the best parts about this stay is the proximity to Killington and Pico Ski Resorts - it is genuinely <15min from both mountains! The hot tub was also fantastic and made our trip. One small word of advice would be during spring ski season to make sure to bring footwear that can get muddy for the parking areas next to the house. Other than that, our stay met and exceeded all expectations!
Superhost
Home in Plymouth
4.76 out of 5 average rating, 399 reviews

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

JulieRating, 5 stars1 month ago
This place was perfect inside and out. It looked exactly like the photos. It was unique and inviting. Nicholas was amazing with his communication, help, and we truly felt like he went the extra mile. The house was well stocked. The beds were very comfortable and the couches upstairs were a favorite place to relax and unwind. There was a nice place for a fire outside and plenty of wood. We would 100% recommend staying here!
Guest favorite
Home in Clarendon
4.96 out of 5 average rating, 291 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Pradeep BabuRating, 5 stars4 days ago
Jeff was an awesome host. He shared the instructions to get to the house and all things to do around the house. Followed up with us once we got there about our experience to check in and made it very easy for us. The house is great and we enjoyed every bit of it. The best place is the deck overlooking the mountains. We did lot of grill and enjoyed eating on the deck. Kitchen was pretty well organized with all the utensils and literally everything was available, even if we missed carrying few things from home, it would have been available at the house. Kids enjoyed board games and watching TV. Best experience we had in recent times.

Private house rentals

Superhost
Home in Killington
4.6 out of 5 average rating, 5 reviews

Lower Dipper - Renovated 3 BDR Ski House

SarraRating, 5 stars3 months ago
Jim was a great host, his place is very close to Killington mountain (5 minute drive away) and very communicative on any issues that arose during our stay. The place is cozy for 6 people and a great spot for a quick weekend ski trip with friends. As mentioned in other posts, you can slightly hear the upstairs unit walking around but definitely not loud enough to keep you awake at night or anything.
Top guest favorite
Home in Rutland
4.99 out of 5 average rating, 70 reviews

Spacious home with stocked kitchen and laundry rm

JamesRating, 5 stars1 month ago
This was our second stay at Julie's house. One of the most comfortable houses we've stayed in. The kitchen is well stocked with cookware and supplies. With the new bathroom and bedroom there is plenty of space for a larger group and the layout is very comfortable. The location is perfect for anything in the Rutland / Killington area. Julie is always very responsive and super friendly.
Guest favorite
Home in Clarendon
4.86 out of 5 average rating, 29 reviews

Peaceful Vermont Mountain Cottage -Pet Friendly!

CraigRating, 5 stars1 month ago
The house was perfect and Nicole was a fantastic and responsive host
Superhost
Home in Ludlow
5 out of 5 average rating, 18 reviews

2 Units, 1 Home | Perfect for Multiple Families

QiningRating, 5 stars1 month ago
The overall experience is good. Just a reminder: the 1st and 2nd floors use separate doors and are not internally connected. However, the location is very close to Okemo and Killington, and the interior decoration is quite good for the price.
Guest favorite
Home in Killington
4.92 out of 5 average rating, 61 reviews

Secluded 3bd-2ba in Killington - Hot Tub & Firepit

JamesRating, 5 stars1 month ago
The listing was, as described, very accommodating and the host was extremely responsive.
Guest favorite
Home in Rutland
4.98 out of 5 average rating, 57 reviews

Spacious Mountain Retreat 14 mi to Killington

JulieRating, 5 stars4 weeks ago
Our group of 7 felt right at home here. It was home base for our ski trip—easy access to Killington. We enjoyed being able to spend time together in the living room and kitchen but also have our own spaces for a restful sleep. Jade and her partner were very responsive, thoughtful, and kind—going the extra mile to ensure a great stay.
Guest favorite
Home in Killington
4.85 out of 5 average rating, 110 reviews

Killington Mountain Farmhouse-5 min to Skiing

ValdemiroRating, 5 stars3 weeks ago
Hi Andrew, how are you? Thank you very much. You are wonderful person and I enjoy a lot. Stay on your place. Very clean. Very neat. Very quiet. Very good place to relax. After hot day of work thank you very much. God bless you and your team.
Guest favorite
Home in Poultney
4.92 out of 5 average rating, 61 reviews

Bright & Cheery 3 bedroom home w/ WiFi & laundry.

DarrenRating, 5 stars1 month ago
I had an absolutely wonderful stay at Maya and Robert’s place! From the moment I arrived, they made me feel so welcome and at home. The home was beautifully decorated, super clean, and well-equipped with everything I needed for a comfortable stay. The location was perfect, with easy access to local shops, restaurants, and public transportation. Maya and Robert were amazing hosts – always quick to respond and incredibly helpful with any questions I had. They provided great recommendations for things to do in the area, and their hospitality truly made the experience special. I can’t recommend this place enough! I will definitely be back next time I’m in town. Thank you, Maya and Robert, for making my stay so memorable!

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