Photo by Killington Resort

Search Rutland Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rutland condo rentals

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
10.0 out of 10, Exceptional, (2)
"Very nice property with clean, comfortable, and stylish rooms. Close to a number of fun and interesting places in the area, overall the place just had a very nice and cozy vibe that made us really enjoy our stay. "
United States
Matt B.
The price is €348
includes taxes & fees
30 Dec - 31 Dec
5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi
9.2 out of 10, Wonderful, (9)
"Easy in and out and a short ride to Killington"
United States
Paul K.
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is €292
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.2 out of 10, Wonderful, (26)
"Loved the location"
United States
Steven W.
The price is €294
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is €337
includes taxes & fees
14 Jan - 15 Jan 2026
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is €307
includes taxes & fees
12 Jan - 13 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is €318
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
8.6 out of 10, Excellent, (4)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
The price is €271
includes taxes & fees
5 Jan - 6 Jan 2026
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
9.4 out of 10, Exceptional, (21)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
The price is €383
includes taxes & fees
6 Jan - 7 Jan 2026
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
The price is €319
includes taxes & fees
12 Jan - 13 Jan 2026
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is €270
includes taxes & fees
6 Jan - 7 Jan 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
9.8 out of 10, Exceptional, (16)
"Perfect spot to jump onto the mountain and ski. Two adults and 4 kids, and we had plenty of space for a long weekend."
United States
Allison T.
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
3.0 star property
The price is €1,953
includes taxes & fees
29 Dec - 30 Dec
Sunrise Bear Ridge C4 4 Bedroom Condo
Okemo | Charming 1BR Condo + Close to Amenities
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is €306
includes taxes & fees
7 Jan - 8 Jan 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
The price is €931
includes taxes & fees
22 Jan - 23 Jan 2026
Okemo Ridge Retreat - Slopeside 3-bdrm with Sauna. Steps to Kettlebrook Trail.
The price is €348
includes taxes & fees
13 Jan - 14 Jan 2026
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
8.4 out of 10, Very good, (32)
"Great stay!"
United States
Bryann F.
The price is €333
includes taxes & fees
12 Jan - 13 Jan 2026
Comfortable mountain gem with pool, mountain views, & indoor parking space
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rutland Hotel Reviews

Find out more about Rutland

Rutland Condo Rentals information

Number of reviews
295
Accommodation
957 Condo Rentals
Lowest Price
€270
Highest Price
€1,953

Frequently asked questions

How much do condos in Rutland cost?
Prepare to pay from €270 to €1,953 per night for condos in Rutland. No matter your budget, you'll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Rutland?
Rutland has 957 condos. To help you locate a stay that's right for you, make use of our filters to search for the amenities or perks you want.
Are there any family-friendly condos in Rutland?
Book in to Slopeside Pico 3 Bedroom Condo and make your stay in Rutland an easy one. This family-friendly condo has a 3-star rating and amenities such as a swimming pool and ski-in/ski-out facilities. Once you've checked in and dropped off your things, there are plenty of family-friendly attractions to visit in and around Rutland. Pico Mountain at Killington Ski Resort and Killington Peak are two of our top picks.
Why book your condo in Rutland with Expedia?
With Expedia, it's a cinch to find your dream condo in Rutland. Looking for a luxury stay? Try out our filters to search for properties with a 5-star rating. If you have a budget in mind, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect place whatever your bank balance or plans.
How can I find cheap condos in Rutland?
Expedia can help you look for cheap condos in Rutland. To discover your special stay in a few clicks, use the filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Rutland near my condo?
No matter your interests, Rutland has a whole lot to keep you occupied. Rutland Country Club, Paramount Theatre and Vermont State Fairgrounds are on many visitors' sightseeing itineraries. Don't forget to check out Diamond Run Mall, Pine Hill Park and Green Mountain Rock Climbing Centre either. With Expedia's condo deals in Rutland, you'll be able to discover even more fantastic attractions like these with the money you save.

Explore a world of travel with Expedia