Photo by Rachel Samanyi
Search and Rent Windsor County Condos
Compare and save
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Top Cities in Windsor County
Woodstock
Our top choices for Windsor County condo rentals
1. Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & more
Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & moreHartford
8.8 out of 10, Excellent, (3 reviews)
"We had an absolutely wonderful stay at this property and cannot recommend it enough! The house was spotless upon arrival and stocked with all the essentials, making it feel like a true home away from home. The beds were incredibly comfortable—we all slept great after long days out exploring.The location is fantastic; we were within easy reach of everything we wanted to do in the area. The hosts were incredibly attentive and made the entire process seamless—they provided crystal-clear check-in...
Carlos d.
2. Lakeland Village Condo with Golf Course Views
Lakeland Village Condo with Golf Course ViewsHartford
10.0 out of 10, Exceptional, (6 reviews)
"Excellent property, well-equipped, great location, very helpful management. Great experience! "
Jill F.
3. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski ResortCavendish
10.0 out of 10, Exceptional, (24 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
Ania H.
$486 nightly
The price is $544
Aug 25 - Aug 26
Total with taxes and fees
4. Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo MountainLudlow
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location for a family ski trip! Condo is well described and had everything we needed."
Sandra C.
5. Updated Main St Condo in downtown Ludlow!
Updated Main St Condo in downtown Ludlow!Ludlow
10.0 out of 10, Exceptional, (17 reviews)
"Great location"
William S.
6. The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!Hartford
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay. We had everything we needed and it was close to Dartmouth college and other great adventures."
Bradley B.
7. Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo close to everything with full kitchen - tranquilClock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
serena m.
$236 nightly
The price is $266
Aug 25 - Aug 26
Total with taxes and fees
8. End-Unit Condo on the Fairway, Fairway Village
End-Unit Condo on the Fairway, Fairway VillageQuechee
9.4 out of 10, Exceptional, (8 reviews)
"The condo was lovely and very clean."
Susan A.
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
Private vacation homes
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor County Hotel Reviews
The Shire Woodstock
10/10 Excellent
Find out more about Windsor County
Windsor County Condo Rentals information
Number of reviews | 318 |
|---|---|
Accommodation | 327 Condo Rentals |
Lowest Price | $266 |
Highest Price | $544 |
Explore a world of travel with Expedia
- Villas in Woodstock
- Rv Parks in White River Junction
- Vacation Homes in Quechee
- Wyndham Hotels in West Woodstock
- Hotels near VINS Nature Center
- Ski Hotels in Woodstock
- Hotels near Saskadena Six Ski Area
- Hotels near Okemo Mountain Resort
- Hotels with Early Check-in in Woodstock
- Pet-Friendly Hotels in Woodstock
- Hotels with an Outdoor Pool in Woodstock
- Vacation Homes in Woodstock
- Cheap Hotels in Woodstock
- Hilton Hotels in Woodstock
- Resorts in South Pomfret
- Gay friendly Hotels in Woodstock
- Cottages in Quechee
- Winery Hotels in Woodstock
- Motels in Quechee
- Hotels with a Lazy River in Woodstock
- Hotels with Bars in Woodstock
- 5 Star Hotels in Woodstock
- Rv Parks in Bridgewater
- Inns in Woodstock
- Castles in Woodstock
- Hotels with Kitchenettes in Woodstock
- Hotels near Woodstock Town Hall Theatre
- Cabin Rentals in Woodstock
- Hotels with Fireplaces in Woodstock
- Luxury Hotels in Woodstock
- Hotels with an Indoor Pool in Woodstock
- Aparthotels in Bridgewater
- Hotels near Woodstock Country Club
- Chalets in Woodstock
- Ludlow Hotels
- Best Western Hotels in Woodstock
- Marriott Hotels & Resorts in Woodstock
- Wyndham Hotels in Woodstock
- Cabin Rentals in Quechee
- Quechee Hotels
- Cabin Rentals in White River Junction
- Hotels with a Pool in Woodstock
- All-Inclusive Resorts in Woodstock
- B&B in Taftsville
- Hotels near Billings Farm and Museum
- Cabin Rentals in Vermont
- Hotels with smoking rooms in Woodstock
- Condo Rentals in Woodstock
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Cottages in Bridgewater
- Family Hotels in Woodstock
- Resorts in Quechee
- B&B in Quechee
- Hotels with Hot Tubs in Woodstock
- Hotels with a Lazy River in West Woodstock
- Rutland Hotels
- Romantic Hotels in Woodstock
- Hotels with Free Breakfast in Woodstock
- Killington Hotels
- Woodstock Hotels
- White River Junction Hotels
- B&B in South Woodstock
- Condo Rentals in Killington
- Condo Rentals in Quechee
- Extended Stay Hotels in Woodstock
- Casino Hotels in Woodstock
- B&B in Woodstock
- Guest Houses in South Pomfret
- Resorts & Hotels with Spas in Woodstock
- Pet-Friendly Hotels in Windsor County
- Motels in Woodstock
- 4 Star Hotels in Woodstock
- Treehouses in Woodstock
- Hotels near Vermont Institute of Natural Science
- Cabin Rentals in Killington
- Cabin Rentals in Bridgewater