A river flowing through a forest with autumn foliage.

Condo Rentals in Windsor County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Windsor County

A street with historic buildings, including a diner and a Blue Star Trading Company.
Condo RentalsCondo Rentals

Ludlow

Ludlow

Our top choices for Windsor County condo rentals

A swimming pool with multiple lanes, lounge chairs, and umbrellas.

1. The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!

The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Hartford
10.0 out of 10, Exceptional, (11 reviews)
"Very peaceful and quiet condo, in convenient location. Even the fridge was quiet, I loved staying there, and felt well rested"
United States
Galina
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Pool

2. Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & more

Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & more
Hartford
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...
United States
Carlos d.
Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & more
A living room with a fireplace, a television, and two sofas.

3. Condo with Fireplace, Lakeland Village, Pet-Friendly

Condo with Fireplace, Lakeland Village, Pet-Friendly
Quechee
10.0 out of 10, Exceptional, (7 reviews)
"The accommodations were spotless and the host was very responsive"
United States
Maryann C.
Condo with Fireplace, Lakeland Village, Pet-Friendly
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

4. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is HK$404
HK$1,813 total
includes taxes & fees
20 Oct - 21 Oct
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A snowy landscape with bare trees and a sunset.

5. 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 Mountain
Ludlow
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location for a family ski trip! Condo is well described and had everything we needed."
United States
Sandra C.
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain
A modern living room with a fireplace, comfortable seating, and a large window offering a view.

6. Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
Ludlow
10.0 out of 10, Exceptional, (48 reviews)
"Great host and location!"
United States
Edris R.
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
An indoor swimming pool with a high ceiling, skylights, and seating areas.

7. Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Okemo Village
9.2 out of 10, Wonderful, (35 reviews)
"Great location truly ski in and out with view of the mountain. "
United States
Peter B.
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
A modern kitchen with stainless steel appliances, a granite countertop, and a large window with curtains.

8. Lakeland Village Condo with Golf Course Views

Lakeland Village Condo with Golf Course Views
Hartford
8.8 out of 10, Excellent, (9 reviews)
"Excellent property, well-equipped, great location, very helpful management. Great experience! "
United States
Jill F.
Lakeland Village Condo with Golf Course Views
A multi-story red building with balconies, surrounded by trees and grass.

9. Townhome with Fireplace & Hill Views, Saltbox

Townhome with Fireplace & Hill Views, Saltbox
Hartford
9.6 out of 10, Exceptional, (11 reviews)
"The property is great, spacious, we had great vacation during the stay"
United States
Yulan
Townhome with Fireplace & Hill Views, Saltbox
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with benches.

10. Updated Main St Condo in downtown Ludlow!

Updated Main St Condo in downtown Ludlow!
Ludlow
10.0 out of 10, Exceptional, (20 reviews)
"Great location"
United States
William S.
Updated Main St Condo in downtown Ludlow!
A kitchen with granite countertops, a stainless steel sink, a chandelier, and wooden chairs.

11. Condo with BBQ, Newton Village

Condo with BBQ, Newton Village
Quechee
9.6 out of 10, Exceptional, (7 reviews)
"It was a hot weekend in Vermont and the hosts were very accommodating to make sure the bedrooms had air-conditioning. Thanks for a great visit."
United States
shane c.
Condo with BBQ, Newton Village
An indoor swimming pool with a wooden ceiling, clear lanes, and lounge chairs.

12. Cozy condo w/ balcony, river view, electric woodstove, w/d, wifi, kitchen, a/c

Cozy condo w/ balcony, river view, electric woodstove, w/d, wifi, kitchen, a/c
Quechee
Cozy condo w/ balcony, river view, electric woodstove, w/d, wifi, kitchen, a/c
A living room with a stone fireplace, wooden ceiling, and a flat-screen TV mounted above it.

13. Ski-In/Ski-Out Luxury with Year-Round Resort Amenities

Ski-In/Ski-Out Luxury with Year-Round Resort Amenities
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Ideal location for area activities. Plenty of room, beds were very comfortable. Heated pool, hot tub and gym were highlights."
United States
Jeff G.
Ski-In/Ski-Out Luxury with Year-Round Resort Amenities
A cozy living room with a fireplace, a bar area, and a kitchen in the background.

14. The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!

The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!
Clock Tower Base Area
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect. Great host, awesome location and super easy arrival and departure. Highly recommended!!!"
United States
W R.
The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!
A stone fire pit surrounded by Adirondack chairs, with a building featuring yellow and red exterior walls in the background.

15. Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo

Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo
Jackson Gore Base Area
10.0 out of 10, Exceptional, (15 reviews)
"Awesome condo and perfect location."
United States
Alyssa M.
Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo
A view of a grassy area with a ski lift and a building in the background.

16. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is HK$585
HK$2,089 total
includes taxes & fees
14 Oct - 15 Oct
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A spacious living room with a large sliding glass door leading to a deck, a television, and a cozy seating area.

17. Ski-In/Ski-Out Condo with Private Deck, Kingswood

Ski-In/Ski-Out Condo with Private Deck, Kingswood
Quechee
8.4 out of 10, Very good, (5 reviews)
"We had a wonderful stay and would definitely visit again."
United States
Karin B.
Ski-In/Ski-Out Condo with Private Deck, Kingswood
A kitchen with white cabinets, granite countertops, and a central island. There is a dining area with a wooden table and chairs, and a living room with a sofa and a TV.

18. Club Access Condo near Ski Hill, Kingswood

Club Access Condo near Ski Hill, Kingswood
Quechee
10.0 out of 10, Exceptional, (3 reviews)
Club Access Condo near Ski Hill, Kingswood
A swimming pool with lounge chairs and umbrellas, surrounded by trees and stone walls.

19. Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Proctorsville
9.0 out of 10, Wonderful, (16 reviews)
"Very Nice place "
United States
Anonymous traveller
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
A dining area with a long table, chairs, and a sofa. There are large windows and a ceiling fan.

20. Top of the Hill Retreat / 2 Huge Decks / Scenic Views

Top of the Hill Retreat / 2 Huge Decks / Scenic Views
Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Great location, tucked into the woods on the top of Quechee mountain. Nice deck out back. Comfy family room. Everything was as described, clean, and the host was easy to work with.I would stay again."
United States
David F.
Top of the Hill Retreat / 2 Huge Decks / Scenic Views
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.
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Top Windsor County Hotel Reviews

Fullerton Inn

Fullerton Inn

10/10 Excellent
"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."
Tim 1-night trip
Posted 2 hours ago
Fullerton Inn

Find out more about Windsor County

Windsor County Condo Rentals information

Number of reviews
352
Accommodation
313 Condo Rentals
Lowest Price
HK$1,813
Highest Price
HK$2,089

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