House holiday rentals in Rutland County

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Popular amenities for house rentals in Rutland County

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 212 reviews

Luxury Condo Tucked in the Heart of Killington

KennethRating, 5 stars1 week ago
Very nice place easy access to routes 4 and 100 with plenty of things to do
Guest favourite
Home in Killington
4.89 out of 5 average rating, 80 reviews

Golf, Bike, Fish, or Hike!

SooRating, 5 stars1 month 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 stars3 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 stars2 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 stars2 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!
Top guest favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars3 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.
Guest favourite
Home in Ticonderoga
4.85 out of 5 average rating, 40 reviews

4 BR/2BA Downtown Ticonderoga

JeniRating, 5 stars8 months ago
We had such a great time at Ashley's place and really appreciated the welcome basket & being able to bring our 2 kitties with us to stay that need meds. (We also loved the neighborhood porch kitty that visited daily.) Thank you SO much, Ashley!

Weekly house rentals

Guest favourite
Home in Clarendon
4.81 out of 5 average rating, 32 reviews

Peaceful Vermont Mountain Cottage -Pet Friendly!

EricaRating, 5 stars1 month ago
We've rented this house for a couple of family reunions in Shrewsbury and the proximity couldn't have been better. The house is a great place to stay for a group who want to do things together but also have their own spaces. The bedrooms are nicely situated from each other. We love that it's dog friendly and the house is spacious enough that it doesn't feel crowded even with a few dogs and a bunch of people in it. Nicole is super responsive and easy to communicate with. Highly recommend for a laid back but proper rental experience!
Guest favourite
Home in Pittsfield
5 out of 5 average rating, 12 reviews

Chalet Suite | 2BR+Loft (Secure Mtn Bike Storage)

KimberlyRating, 5 stars3 months ago
Perfect place for a Killington/Pico/Okemo ski getaway. Everything was easy to find with clear instructions. Hosts were responsive. My kids (ages 17 & 13) loved the loft. High quality white noise machines were great. We’d stay here again anytime.
Guest favourite
Home in Granville
4.93 out of 5 average rating, 28 reviews

Stay by the Mettawee

KeelyRating, 5 stars1 month ago
We booked Jared and Beverly’s home for my family (my two oldest kids, spouses and grandson) during our daughter’s wedding weekend at Gables and Gardens. The home is beautiful and the kitchen and downstairs bathroom are a dream! We spent time on the back porch assembling flowers for the wedding and the sunset was incredible. We had a few small hiccups and Jared and Beverly were incredibly responsive and fixed things immediately which we appreciated so much! Overall we’re very pleased with our stay and we would love to stay again if we’re ever in the area!
Top guest favourite
Home in Rutland
4.97 out of 5 average rating, 58 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!
Guest favourite
Home in Pittsfield
4.89 out of 5 average rating, 64 reviews

Hideaway Mountain at Killington

SarahRating, 5 stars3 weeks ago
Martina was a perfect host. The rental worked well for six adults and two infants.
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 Sudbury
4.98 out of 5 average rating, 43 reviews

Modern Cabin in Lakes Region

RajivRating, 5 stars3 weeks ago
Great place, the attention to detail in the house was impressive! Doris was very responsive and always very willing to help!
Top guest favourite
Home in Rutland
4.98 out of 5 average rating, 59 reviews

*Pet Friendly* The Madden Mountain Home

MadelynRating, 5 stars2 weeks ago
The Madden home was all of the luxury of a hotel combined with the warm feeling of being at home! The house was very spacious and the lack of clutter made it feel less like staying in someone else’s house and more like being in a fancy hotel suite.

Private house rentals

Top guest favourite
Home in Ludlow
5 out of 5 average rating, 32 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 Andover
5 out of 5 average rating, 53 reviews

Luxury VT Retreat. Breathtaking Views & Sunsets

ZackRating, 5 stars3 months ago
First and foremost, Julia is one of the most accommodating and most responsive hosts I’ve ever had. She was very friendly and proactively looked for ways to help me and my group feel welcome. Beautiful space scenically located on a Vermont mountainside - would absolutely recommend!
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
4.98 out of 5 average rating, 59 reviews

Spacious Mountain Retreat 14 mi to Killington

GabrielleRating, 5 stars3 weeks ago
Loved this house and host. Highly recommend!
Superhost
Home in Castleton
4.82 out of 5 average rating, 11 reviews

“Acorn Landing” Lakeview Cabin

VictoriaRating, 5 stars3 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 Chittenden
4.98 out of 5 average rating, 42 reviews

Green Mountain Getaway

VinodRating, 5 stars1 month ago
We had a very restful and comfortable stay. There were plenty of hiking spots within a 30 min drive. And lots of food options in Rutland nearby. We will definitely consider staying here again when we visit the area in the future.
Superhost
Home in Plymouth
4.77 out of 5 average rating, 405 reviews

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

AveryRating, 5 stars2 days 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.
Guest favourite
Home in Rutland
4.91 out of 5 average rating, 35 reviews

Spacious Summer Lodge w Mountain Views

RichRating, 5 stars1 month ago
Daniel’s home was exactly as described, with plenty of room for our family reunion of 6 adults. It was spotlessly clean, with comfortable beds and everything you would need for a vacation stay! Close to restaurants and bars downtown (definitely walkable) and very convenient location if you are heading out for the day to see local sites - or to ski at Pico or Killington. The home is in a quiet and very safe neighborhood. The water pressure was excellent, with plenty of hot water and the amenities were great: including a great Keurig coffee machine with plenty of choices already in the cupboard. We all loved the pool table! And the smart tv was excellent for those that wanted to watch a movie and check out sports & news. Also, the 4 bedrooms were large with ample closets and storage. If you are headed to the Rutland area, and their Airbnb is available - grab it, you’ll be glad you did!

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