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 wooden railing frames the outdoor balcony, offering views of the calm lake. Sunlight glimmers on the water's surface, with green hills visible in the background. A few boats are moored nearby, and the scene conveys a serene outdoor environment.
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
Guest favorite
An open-concept living area is showcased, featuring a cozy gray sectional sofa and a modern fireplace. A circular mirror reflects natural light, while a spiral staircase leads to an upper level. The dining area is seen in the background, highlighting a wooden table and dark chairs.
Townhouse in Winhall
4.96 out of 5 average rating, 25 reviews

New! Vermont Getaway! Stratton - close to skiing!

KatherynRating, 5 stars2 months ago
Excellent location with great parking in a well maintained condo. We had seven people and everyone felt really comfortable. We were able to cook a meal easily and watch a movie after skiing with the family. The rooms are the perfect size and the views are so peaceful. Only a four min drive to Stratton, so it made our weekend simple.
Guest favorite
A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.
Home in Bellows falls
5 out of 5 average rating, 8 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!
Superhost
An aerial view captures the expansive Wilburton resort, surrounded by lush greenery and mountains. The scenic landscape features a serene outdoor pool, with inviting lounge chairs arranged around it. The main house displays elegant architecture, harmonizing with the beautiful natural surroundings.
Home in Manchester
4.86 out of 5 average rating, 35 reviews

Your VT Dream House: Fireplace, Pool, Dogs

AtulRating, 5 stars8 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
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
A spacious kitchen and dining area is seen, featuring a large granite island with bar seating. Open shelving and modern appliances are present. A staircase with wooden steps and metal railings leads to the upper level, while large windows invite natural light into the room.
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!
Superhost
The exterior of a contemporary A-frame house is set amidst a forest, featuring a new deck with outdoor space. A pathway made of stones leads to the entrance, while sunlight filters through the surrounding trees, casting soft light on the facade.
Home in Jamaica
4.75 out of 5 average rating, 57 reviews

Green Mountain A-Frame with HOT TUB near Stratton

AdrianRating, 5 stars1 month ago
Had an excellent time and the cabin is extremely convenient for any nearby skiing! The house was very well kept (plenty of firewood available, hot tub was clean and ready to go on check-in, grill was gassed up, etc.), and plenty of space for even a large group. Would definitely recommend.
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 stars2 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 house rentals in Rutland have wireless internet?

    Absolutely! We offer over 50 house 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 30 homes with air conditioning, over 50 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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  3. Vermont
  4. Rutland County
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