Villa holiday rentals in Rutland

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for villa rentals in Rutland

Private villa rentals

Luxury villa rentals

Superhost
Villa in Killington
5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

KimRating, 5 stars16 months ago
Great ski in/out location. Cozy place with everything you need.
Guest favourite
Villa in Ludlow
4.95 out of 5 average rating, 42 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

RebeccaRating, 5 stars3 months ago
Great stay- so nice to be so close to okemo which made skiing really seamless. The house matched the pics perfectly. Kids had a good bunk room and the 3 adult couples all had their own rooms with en suite bathrooms. The hot tub on the upper deck was a nice bonus. Easy in and out, and Nicholas was very easy to communicate with. We had one minor hiccup with the fridge but Nicholas was responsive and accommodating. Thanks for the great weekend away.
Guest favourite
Villa in Bolton
4.94 out of 5 average rating, 64 reviews

100 yrs old 2024! Historic Musician's Villa Bolton

Mary JoRating, 5 stars7 months ago
It was spectacular house, beautifully maintained, and restored to its historic beauty. Lake George is beautiful and the village of Bolton Landing is charming. Plenty of room for 11 of us to make meals and have fun together. My only complaint was that it was in the middle of a construction site – with noisy machinery and workers all around the house. Sunday was quiet. However, we tried to focus on the beauty of it – and Kim, the hostess, did everything she could to make us comfortable. I would definitely recommend the house – just check on the status of the construction first.
Superhost
Villa in Killington
4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

FrancoiseRating, 5 stars28 months ago
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.
Superhost
Villa in Bolton
4.53 out of 5 average rating, 17 reviews

Gatehouse Villa at Blue Water Manor w/pool, lake

TracyRating, 5 stars9 months ago
We had an excellent experience… best way for our family to spend summer vacation. The home was a perfect fit for all 6 of us in terms of space and layout. We enjoyed the porch, pool , lake and all town had to offer. We will be back. Thank you, Michelle for being an excellent host !!!
Villa in Rupert
4.33 out of 5 average rating, 60 reviews

Gorgeous Victorian-Style House w/ Hilltop Pool!

SilenaRating, 5 stars1 month ago
Beautiful old home full of an eclectic art collection. It served my group's needs well. Never did find the lockbox for the keys. Had to get them from the on-site groundskeeper, which was a difficult task given we had a significant language barrier. The outside of the house could use some maintenance, so if that is important to you, this may not be the place for you. My one complaint is that they expect you replace the paper towels and toilet paper you use. I would expect those to be included at any price, but especially for the price you pay for this location. Overall, it was a great stay for two nights and we had fun exploring the house.
Superhost
Villa in Killington

Sunrise Timberline I4

EthanRating, 5 stars15 months ago
This listing was a great stay with easy ski in ski out access. Hosts were very responsive and check in was smooth and painless. Would definitely book again.
Superhost
Villa in Killington
2.67 out of 5 average rating, 3 reviews

Whiffletree base of Killington outdoor pool

Villa rentals with a pool

Guest favourite
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

DeanneRating, 5 stars3 months ago
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!
Superhost
Villa in Killington
5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

KimRating, 5 stars16 months ago
Great ski in/out location. Cozy place with everything you need.
Superhost
Villa in Killington
4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

FrancoiseRating, 5 stars28 months ago
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.
Guest favourite
Villa in Brownsville
4.83 out of 5 average rating, 23 reviews

Villa with Pool + Fitness Center Access

JulieRating, 5 stars1 month ago
This was a perfect spot for us as we attended a graduation. It was clean, had plenty of room and then goodness had coffee and a filter for the pot! Would highly recommend.
Superhost
Villa in Bolton
4.53 out of 5 average rating, 17 reviews

Gatehouse Villa at Blue Water Manor w/pool, lake

TracyRating, 5 stars9 months ago
We had an excellent experience… best way for our family to spend summer vacation. The home was a perfect fit for all 6 of us in terms of space and layout. We enjoyed the porch, pool , lake and all town had to offer. We will be back. Thank you, Michelle for being an excellent host !!!
Superhost
Villa in Lake George
5 out of 5 average rating, 4 reviews

Cozy Villa overlooking the Lake and Mountains

CrystalRating, 5 stars9 months ago
4.5 stars This is a lakefront, standalone villa with a deck and chairs right over the water and incredible views from the living area. It was very clean and we loved starting and ending our days on the deck. This villa is at the edge of the property and feels nice and private. Unfortunately, the property next door has what sounds like a large pump right outside the bedroom window. The pump turned on/off every few minutes throughout the night, so if you are a light sleeper this may be tough for you.
Superhost
Villa in Lake George
4.74 out of 5 average rating, 34 reviews

Sun Castle Resort - Luxury Lakefront Villa

NicoleRating, 5 stars4 days ago
Amazing stay! Exactly as described in the listing. It was the perfect location for us, short drive to both Lake George and Bolton Landing. We were traveling with our 10 month old and there was plenty of space for him to play. The view of the lake was 10/10!
Superhost
Villa in Killington
4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

MeganRating, 5 stars18 months ago
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Rutland
  6. Villa rentals