Search Vacation Homes in Rutland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 927 Vacation Homes in Rutland with updated reviews, rates, and availability.

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (99)
"Our stay was terrific! Such a lovely renovated home! "
Beautifully renovated with fireplace and coffee bar

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (21)
"House is 1 minute or less from the Skye Peak Gondola, which as convenient for skiing. Clean house, has lots of room and games for families. Hot tub was really nice too."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

9.4 out of 10, Exceptional, (42)
"Lovely, clean property in beautiful setting. Cozy little escape! So close to amazing trails and hikes. Gorgeous setting. We have family in QueChee and it was perfectly located and so nice to have our own space! Would love to stay there again!"
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

10.0 out of 10, Exceptional, (2)
"The property was perfect for a Vermont getaway that will allow you to enjoy the autumn views and still give you the opportunity to engage in plenty of activities if you desire. Highly recommend this home!!"
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very Good, (37)
"Had a business retreat with 6 associates. The cabin was great and operated as one would expect for a ski cabin. Nice fire place and hot tub. The TVs are older so they have a hard time connecting to the WIFI for Netflix, Prime, etc. I recommend bringing agame console aor "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (205)
"If your looking for beauty nature and comfort this cozy cottage surpassed our expectations our dog loved the lake and ducks and snow we lived ludlow okemo woodstock and Westin all so close great location and our host was wonderful prompt response with any questions and added a night last minute for us thanks so much Kristin "
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

10.0 out of 10, Exceptional, (105)
"Great house. Great location. Clean and well stocked house "
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (35)
"Fantastic location for easy ski on ski off."
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

9.8 out of 10, Exceptional, (50)
"Fantastic Vermont farm house in a great setting close to Okemo and Killington. Very accommodating, clean, warm and comfortable. After skiing we enjoyed just sitting around the fireplace and talking. We plan on returning next year."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

9.0 out of 10, Wonderful, (4)
"Great value and location to Okemo. Place was comfortable and clean and to our surprise there was a refrigerator that wasn’t noted in the listing that came in very handy. Would stay again."
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (2)
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The price is SAR 1,032
SAR 2,276 total
includes taxes & fees
31 Mar - 1 Apr
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"If you're looking for the perfect getaway near Killington, look no further than this incredible rental home! From the moment we stepped inside, we were blown away by how spacious and welcoming the property felt. It easily accommodated our large group, with plenty of room for everyone to relax and enjoy themselves.The home has such a cozy, homey atmosphere that made it hard to leave! We spent our evenings gathered around the real fireplace, which added so much warmth and charm to the experience....
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (35)
"Property was super clean and SO CLOSE to the mountain. Everything was perfect- no complaints! "
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"I had an amazing time with my family, I will definitely be coming back "
Okemo Mountain Lodging

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

9.6 out of 10, Exceptional, (20)
"Great place for our guys weekend. Place was clean and beds were comfortable. Would definitely rent again."
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (28)
"Cozy spot, perfect for a ski trip! Loved the fireplace."
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (24)
"Basic ski house, in cool spot. 10 mins from bear mtn. Would definitely stay here again. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (119)
"The house was great for our large gathering of multiple families with kids. The commercial range with griddle was awesome and made cooking for the group so much easier. The house had multiple living spaces so it allowed a few in the group that had to work during the week to find a nice space away from the main group. Proximity to Killington was great!We were there during the Presidents Day holiday week so our check in got delayed (5pm) and check out was a bit early (10am), but totally...
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Rutland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Rutland

Stunning Wedding & Retreat Venue (19 bedrooms)

10.0 out of 10, Exceptional, (2)
"Our corporate group had an incredibly fun stay at Red Clover for a recent ski retreat. The property is impeccably maintained, staff are all very friendly and hospitable, and were communicative before and during our stay. The Red Clover team welcomed our group with open arms (and fresh baked cookies to boot!). It was the perfect setup for our group of ~25, and we appreciated the variety of sleeping rooms, and the number of rooms available. We also loved the dining area and the fact that it could...
Stunning Wedding & Retreat Venue (19 bedrooms)

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (123)
"Over all the stay was excellent!! We stayed for a week for a ski trip to pico and killington. Excellent location close to both mountains. The condo was very clean and comfortable. Kitchen had everything you need to cook meals!! Living room and bedrooms were also nice and comfortable!! My critic if I had one was the bathroom was very outdated and a little dingy not dirty by any means just needs to be updated! Would highly recommend staying here!"
The price is SAR 409
SAR 1,332 total
includes taxes & fees
31 Mar - 1 Apr
Killington Mountain Ski resort five minutes away

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We had a great time-- the apartment was clean and cute and the linens fresh. "
The price is SAR 749
SAR 1,005 total
includes taxes & fees
8 Apr - 9 Apr
Mountain Green
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.