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Vacation rentals in Rutland

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Top-rated vacation rentals in Rutland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Home in Tinmouth

4.81 out of 5 average rating, 133 reviews

Vermont Lakefront Getaway "The Wild Loon"

WilliamRating, 5 stars2 months ago

The place was perfect for our winter family vacation. The home was as described in a beautiful setting with a great view. If staying in the winter months having a vehicle with at least all wheel drive is helpful, as this is Vermont. The home is out of the way, but easy driving distance to ski and explore the nearby towns.

A spacious kitchen features wooden cabinetry and modern stainless steel appliances. A large island with a dark countertop is surrounded by rustic stools. Beneath warm lighting, decorative elements include wooden accents and an ornamental bear figure positioned above the cabinets.

Cabin in Lake George

4.86 out of 5 average rating, 126 reviews

Spacious Lake George Lodge -Near West & Gore Mnt

LisaRating, 5 stars2 months ago

We had a wonderful time staying at Nathan’s cabin for my birthday weekend. We were so close to the town of Lake George but also had some privacy. Despite being on a small one-lane highway, it still felt like a lovely woodsy retreat and it turned out to be in our benefit because when it snowed, the road was cleared very quickly. The house is cozy and the beds are comfy! We would def recommend staying here!

A serene outdoor space features two Adirondack chairs positioned around a fire pit, surrounded by lush green grass and a backdrop of dense trees. The calming natural setting invites relaxation and outdoor gatherings.

Cottage in Mendon

5 out of 5 average rating, 5 reviews

The Mendon Cottage: Cozy Home. Killington / Pico

SeanRating, 5 stars2 months ago

The Mendon Cottage is clean, cozy and private. It’s just a 15 minute drive to Killington base, even in a fairly decent snow storm. There are trails behind the property that offered some good hiking for our doggo (they’re made for snowmobiles, but we didn’t spot one during our stay). The property delivers on its main promise: a less pricey alternative to staying at Killington, with very little inconvenience for the ski bums. Unless you simply can’t live without the ability to take the shuttle and ski off the mountain to your rental, you really can’t go wrong with this property. (It snowed our entire stay and the private road and driveway were plowed repeatedly and always navigable.)

An inviting dining area features a large wooden table surrounded by eight chairs. A modern kitchen with a stylish island and bar seating is visible in the background. Natural light fills the space through large windows, highlighting the warm wood accents of the vaulted ceiling.

Condo in Warren

4.95 out of 5 average rating, 20 reviews

Charming Sugarbush Farmhouse Condo with Hot Tub

RolandRating, 5 stars1 month ago

The location was very close to the base lodge at Sugarbush mountain and a direct drive to Mt Ellen. The unit had many amenities for any group using this place for their active lifestyle. A mudroom for all your gear and outerwear, a convenient outdoor locker to store your skis and snowboard and a relaxing hot tub, made this place totally worth the rental.

Top guest favorite

Cabin in Lake George

5 out of 5 average rating, 39 reviews

Great location. Walk to Village attractions/beach!

MarinaRating, 5 stars4 months ago

Katrina was a wonderful host! She was responsive and thoughtful with her recommendations. The home was incredibly clean and had everything you could need for your stay and more. We felt very comfortable in the space and were so impressed with how well the space was maintained and that no detail was overlooked to make guests feel at home. The location was great and the lake views were beautiful at night with the holiday lights! Highly recommend Katrina and the cabin!

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

ChristopherRating, 5 stars1 month ago

Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

Top guest favorite

A spacious wooden house features a balcony with a railing, overlooking a green lawn. Large windows allow natural light to fill the interior, while five skylights add brightness. Vibrant trees display autumn foliage in the surroundings, creating a serene atmosphere.

Home in Addison

4.96 out of 5 average rating, 225 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

RobertRating, 5 stars1 week ago

A perfect spot for us and our small pooch. The only challenge was that I had to carry our small dog upstairs, because she couldn’t do the stairs. Wonderful,private location, and Barb dealt with an internet issue very promptly, but also respected our privacy.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Rutland vacation rentals

Laptop-friendly workspace

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

The exterior of the home is illuminated by string lights, enhancing the cozy ambiance at night. A fire pit is surrounded by comfortable seating, inviting gatherings under the stars. The home's two-story structure features large glass doors, contributing to a welcoming atmosphere.

Home in Warrensburg

4.85 out of 5 average rating, 233 reviews

INCREDIBLE Adirondack Home (Lake George/Gore Mtn.)

MrRating, 5 stars1 month ago

Everything as described. Easy to find. Easy parking. Private and well equipped. Host quick to respond.

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.

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!

A calm lake captures the reflection of surrounding trees and hills, under a clear blue sky. The sandy shore gently lines the water's edge, and small boats can be seen anchored in the distance. A serene atmosphere is created by the tranquil waters.

Home in Chestertown

5 out of 5 average rating, 10 reviews

Secluded and Cozy Townhome near Tripp Lake

NicoleRating, 5 stars9 months ago

We really enjoyed staying at the condo in Green Mansions. It was very spacious and Bryce was extremely communicative.

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!

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!

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

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!

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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