House vacation rentals in Rutland

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Popular amenities for Rutland house rentals

House rentals with a pool

Guest favorite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
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 favorite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favorite
Home in Ludlow
4.92 out of 5 average rating, 13 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

StephanieRating, 5 stars2 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!
Guest favorite
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
Guest favorite
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
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 favorite
Home in Granville
4.94 out of 5 average rating, 105 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

KimberlyRating, 5 stars2 weeks ago
9 adults and 3 children all met up for a family weekend! We came from NY, NH and Maine! The house was perfect! Plenty of room to gather or separate! Even tho it was a chilly rainy weekend the kids managed to get in plenty of pool time! Tanya was very responsive and Melvin was the greatest! Our first morning he came right over to fix a slow drain. Highly recommend!! Kim and family

Weekly house rentals

Guest favorite
Home in Mendon
4.9 out of 5 average rating, 21 reviews

Scenic VT Getaway Lake Days & Mountain Trail Await

ArmandoRating, 5 stars2 months ago
Had an absolutely great stay! Cant say enough great things about it. The house was super clean, was cozy and felt right at home. The home was placed in the perfect location, only 10 minutes from Killington and was very private. It had a nice outdoor area, with a nice creek, an outdoor patio and large outdoor space.
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 stars3 months 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.
Top guest favorite
Home in Rutland
4.98 out of 5 average rating, 59 reviews

Spacious Mountain Retreat 14 mi to Killington

GabrielleRating, 5 stars2 weeks ago
Loved this house and host. Highly recommend!
Top guest favorite
Home in Rutland
4.97 out of 5 average rating, 58 reviews

Mountain Getaway Pet friendly

MelanieRating, 5 stars1 week 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 favorite
Home in Castleton
4.9 out of 5 average rating, 84 reviews

Cozy Contemporary Downtown Texaco

SherryRating, 5 stars3 weeks ago
Nice location right in the center of town. Walkable to many restaurants . Be advised it can be a bit noisy with traffic and pedestrians. Wenger was very responsive and followed up regularly during my stay to be sure I was comfortable. Place was very clean.
Top guest favorite
Home in Proctor
5 out of 5 average rating, 10 reviews

Adorable townhouse in Proctor

DustinRating, 5 stars2 months ago
Great location, quiet neighborhood with easy parking. Clear instructions for check-in and wifi access, excellent communication.
Top guest favorite
Home in Rutland
4.9 out of 5 average rating, 60 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 favorite
Home in Clarendon
5 out of 5 average rating, 29 reviews

The Barn at Cold River ~ 20 minutes to Ski Resorts

OliviaRating, 5 stars1 month ago
We had a great stay at Alexandra and Jay’s spot! The airb&b was immaculate - super clean, well decorated and fully stocked with more than what we could have expected for the weekend away. The hosts were super responsive and great to work with. Will stay again!

Private house rentals

Guest favorite
Home in Clarendon
4.81 out of 5 average rating, 31 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!
Superhost
Home in Rutland
4.78 out of 5 average rating, 32 reviews

Muwu in Killington Area with Jacuzzi

KatieRating, 5 stars3 months ago
We were incredibly impressed by the cleanliness and organized space of Keke’s home. Things were well marked and instructions were very clear. Communication was easy and fast thru the App! We’d definitely choose to stay here again if we ski Killington or Pico! ⛷️ Thank you Keke!
Top guest favorite
Home in Fair Haven
5 out of 5 average rating, 52 reviews

Snow country guest house

Erin PRating, 5 stars3 weeks ago
What a perfect weekend. We were struck by how clean and fresh the house was when we entered, finding it welcoming, comfortable, cozy and well appointed. Charles was an amazing host. He filled the house with welcoming touches like snacks, soft drinks, coffee supplies, as well as bathroom amenities in case we forgot our own. The front deck is the perfect place to enjoy a glass of wine at the end of the evening, and I hope to come back when the new back deck is completed. A perfect place to stay, we truly felt like we were in a home away from home.
Guest favorite
Home in Pittsfield
4.89 out of 5 average rating, 64 reviews

Hideaway Mountain at Killington

SarahRating, 5 stars2 weeks ago
Martina was a perfect host. The rental worked well for six adults and two infants.
Top guest favorite
Home in Sudbury
4.98 out of 5 average rating, 43 reviews

Modern Cabin in Lakes Region

RajivRating, 5 stars2 weeks ago
Great place, the attention to detail in the house was impressive! Doris was very responsive and always very willing to help!
Superhost
Home in Rutland
4.72 out of 5 average rating, 47 reviews

Rutland's Hidden Gem: Renovated 2 BR/1BA in Town

JenniferRating, 5 stars3 months ago
Nicely equipped house, comfy couch and big TV! We drove to Killington for skiing in under 30 min. The neighbourhood is quiet but close to grocery stores and restaurants. I would recommend bringing slippers as we found the floor quite cold. We appreciated the laundry machines! Great stay overall.
Guest favorite
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!
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

Quick stats about house rentals in Rutland

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$10,449 GYD before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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  3. Vermont
  4. Rutland County
  5. Rutland
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