Search Condos Rentals in Windsor from CA $94
Change your mindBook hotels with free cancellation
Be pickySearch 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 Windsor condo rentals
1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
2 BR Jiminy Peak w Mountain View Sleeps 7 GorgeousHancock
9.8 out of 10, Exceptional, (6 reviews)
"Good stay. Convenient to ski slopes. Thankful for Pet Friendly."
Jim H.
The price is CA $286
CA $540 total
includes taxes & fees
Aug 9 - Aug 10
2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7Hancock
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
J S.
The price is CA $300
CA $557 total
includes taxes & fees
Aug 9 - Aug 10
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.
Find vacation rentals that suit your style
Aparthotels
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor Hotel Reviews
Berkshire Mountain Lodge
8/10 Good
Find out more about Windsor
Windsor Condo Rentals information
Number of reviews | 10,109 |
|---|---|
Accommodation | 46 Condo Rentals |
Lowest Price | CA $94 |
Highest Price | CA $340 |
Frequently asked questions
Explore a world of travel with Expedia
- Lanesborough Hotels
- Hotels with a Pool in Western Massachusetts
- B&B in Russell
- B&B in North Adams
- Resorts in Lenox
- Holiday Inn Express & Suites Pittsfield
- Lee Hotels
- Hotels with an Indoor Pool in Western Massachusetts
- Hotels with a Lazy River in Western Massachusetts
- Country Houses in Alford
- Motels in Greenfield
- Chalets in Becket
- Pittsfield Hotels
- Hotels near Lee Premium Outlets
- Ashfield Hotels
- B&B in Lee
- Condo Rentals in Otis
- 3 Star Hotels in Pittsfield
- Cabin Rentals in South Amherst
- Apartments in Huntington
- Lenox Hotels
- Pet-Friendly Hotels in Pittsfield
- Luxury Hotels in Berkshire County
- One Bedroom Luxury Cottage at Blantyre
- Aparthotels in Williamstown
- Williamstown Hotels
- Chalets in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Oceanfront Hotels in Western Massachusetts
- Hotels near Berkshire East Ski Resort
- Hotels near Tanglewood Music Center
- Hotels with Kitchenettes in Western Massachusetts
- Cabin Rentals in Amherst
- Condo Rentals in Florida
- Motels in Granville
- The Red Door B&B
- Cabin Rentals in Savoy
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Whitlock
- Motels in North Adams
- Drury Hotels
- Guest Houses in Gill
- Apartments in Cheshire
- Hotel Downstreet
- Pet-Friendly Hotels in North Adams
- Motels in Shelburne
- Cottages in Mill River
- Cottages in The Berkshires
- B&B in Florida
- Rv Parks in Leyden
- Hancock Hotels
- Washington Hotels
- Pet-Friendly Hotels in Western Massachusetts
- Hotels near The Clark Art Institute
- Charlemont Hotels
- Chalets in Monroe
- North Adams Hotels
- Cheap Hotels in Lenox
- Becket Hotels
- B&B in Adams
- Villas in Beartown State Forest
- Resorts in The Berkshires
- Plainfield Hotels
- B&B in Hadley
- Lgbt Friendly Hotels in Cheshire
- Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak
- B&B in Haydenville
- Historic 1804 house in N Becket Village in the Berkshires
- Flights from Ithaca (ITH) to Pittsfield (PSF)
- Flights from Phoenix (PHX) to Pittsfield (PSF)
- Flights from Plattsburgh (PBG) to Pittsfield (PSF)
- Flights to Pittsfield
- Flights from Lenox
- Flights from Becket
- Flights from Boston (BOS) to Pittsfield (PSF)
- Flights to North Adams
- Flights from Dalton
- Flights to Western Massachusetts
- Flights from Windsor
- Flights from Toronto (YYZ) to Pittsfield (PSF)
- Flights from Seattle (SEA) to Pittsfield (PSF)
- Flights to Lenox
- Flights to Williamstown
- Flights from North Adams