Vacation rentals in Rutland

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Popular amenities for Rutland vacation rentals

Stay near Rutland's top sights

Roots42 locals recommend
Table 2434 locals recommend
Paramount Theatre, VT33 locals recommend
Pine Hill Park32 locals recommend
Rutland Farmers Market24 locals recommend
Hannaford Supermarket24 locals recommend

Other great vacation rentals in Rutland

Guest favorite
A stone pathway leads to a lakeside retreat, flanked by lush greenery and blooming hydrangeas. The tranquil waters of Lake St. Catherine are visible in the background, bordered by rolling hills under a clear blue sky.
Home in Wells
5 out of 5 average rating, 12 reviews

Breathtaking Lakeside Retreat!

BrianRating, 5 stars2 months ago
Second year renting. Great place, definitely would recommend. Hope to return next year. Brooke is a fantastic host. Thank you
Top guest favorite
A modern cabin is situated among snow-covered trees, showcasing large windows that reflect the evening sky. The triangular roofline and dark exterior contrast with the white snow, while a cozy glow emanates from within.
Home in Peru
5 out of 5 average rating, 10 reviews

Highland Haus: stunning ski getaway with hot tub

ChristopherRating, 5 stars1 month ago
Beautiful home that is about 15min from Manchester, which is wonderful to walk around (shops, restaurants). The home is secluded on a nice piece of property in the woods. It was a charming getaway with a wood-burning fireplace and great amenities (games, dart board, hot tub, etc). Highly recommend!
Superhost
The log cabin features a warm wooden exterior with a red metal roof. A spacious deck wraps around the front, providing shaded entry. Large windows reflect natural light, complementing the lush green lawn and surrounding trees, creating a serene setting.
Cabin in Barnard
4.8 out of 5 average rating, 15 reviews

Private post & beam log cabin on Macintosh Pond.

NinaRating, 5 stars4 months ago
It was perfect for what we wanted! We were giving Grandma an 80th Hallmark Experience. A lot of what we did was in Woodstock and it was a noce 30 min ride to the town, but for us very convenient. We had a family of 14 and we played games in ythe main living room all together. The downstairs was perfect for our older kids to hang out in!
Guest favorite
A billiards room features a vibrant red pool table at its center, surrounded by wooden flooring. Natural light floods in through large windows, highlighting the contemporary decor. An antler chandelier hangs above, while colorful glass items are displayed on a sleek, white shelf against the wall.
Home in Bellows falls
5 out of 5 average rating, 9 reviews

Amazing Views, Skiing Nearby and Amenities Galore!

GillianRating, 5 stars2 months ago
We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!
Top guest favorite
A warm hot tub is presented against a snowy landscape, surrounded by trees bare of leaves. The distant view of the reservoir is framed by the serene white of winter, inviting relaxation and tranquility.
Home in Chittenden
5 out of 5 average rating, 8 reviews

Modern Retreat next to Mountain Top Inn,Killington

MaddyRating, 5 stars2 months ago
I couldn't recommend this place more! My cousins and I had a great time and Uli is super attentive. The hot tub has a great view of the lake, it was also salt water which I love. The space was extremely cozy and exactly what we needed. We snowboarded pico and killington and it was about a 25-30 minute ride. We will for sure be back! Thank you guys so much!
Top guest favorite
The modern wooden exterior of the home features large windows that allow natural light to brighten the interior. A spacious deck extends from the second floor, surrounded by lush green grass and colorful autumn foliage.
Home in Plymouth
5 out of 5 average rating, 16 reviews

Luxury Modern Cabin near Okemo & Killington

TariQRating, 5 stars1 month ago
Stephanie was an Incredible host! The listing matched her description and the property looked even better upon checking in. Stephanie maintains this property really well and I couldn’t have felt any more at home. The home was clean and had a perfect cozy feeling to it. In addition, this was really close to the mountain, which made the getaway even better. I enjoyed the privacy and waking up to a nice snow dusting before my trip to the mountain. I highly suggested staying at Stephanie’s property if you’re looking for a quick getaway. I certainly will be looking to book again soon. Thank you Stephanie!
Top guest favorite
A spacious hot tub emits a soft blue glow in the dark, surrounded by mist. The area is accented with a wooden deck, and a staircase provides access to the tub. Soft lighting enhances the peaceful ambiance of the outdoor space.
Home in Warren
4.97 out of 5 average rating, 39 reviews

Private Home with Hot Tub 1 mile from Sugarbush

ThomasRating, 5 stars1 month ago
We had an amazing stay at Don’s place. The location was perfect, allowing us to enjoy four great days of skiing. Don was a fantastic host, making everything easy from start to finish. The house was ideal for our extended family of eight, offering plenty of space and comfort. If you’re looking for a spacious, well-located home near Sugarbush, I highly recommend staying here!
Guest favorite
An indoor pool area features large windows that bring in natural light, showcasing winter scenery outside. Comfortable lounge chairs and a table with an umbrella are arranged around the pool, creating a serene space for relaxation.
Condo in Killington
4.96 out of 5 average rating, 27 reviews

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC

ChrisRating, 5 stars3 weeks ago
What a great place. It was very enjoyable for the whole family. There were plenty of board games, and an arcade game (packman along with many other old game's to choose from). It was sleek, it was spotless and had everything we needed. We loved the area and spa. Thanks and we will hopefully see your great place again soon.

Quick stats about vacation rentals in Rutland

  • Total rentals

    120 properties

  • Total number of reviews

    6.2K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Rutland?

    Yes! Work meets play with ease at over 60 vacation rentals in Rutland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Rutland?

    Four-legged friends are welcome in Rutland. Choose from more than 30 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Rutland?

    Experience the best of Rutland with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Rutland have wireless internet?

    Absolutely! We offer over 50 apartment rentals with wireless internet in Rutland. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Rutland have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Rutland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Rutland?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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