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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Windsor cottages

Property grounds

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (24 reviews)
"Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life."
United States
Liza G.
$297 nightly
The price is $326
Mar 1 - Mar 2
Total with taxes and fees
Charming 120-year-old farmhouse by the creek
Exterior

Deluxe Duplex • Heart Runs & Ski Runs

Deluxe Duplex • Heart Runs & Ski Runs
Pleasant Mount
$212 nightly
The price is $229
Feb 21 - Feb 22
Total with taxes and fees
Deluxe Duplex • Heart Runs & Ski Runs
Exterior

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
$540 nightly
The price is $589
Mar 1 - Mar 2
Total with taxes and fees
Equestrian House Suites
Exterior

The Hideout Cottage • The Velvet Slopes of Romance

The Hideout Cottage • The Velvet Slopes of Romance
Pleasant Mount
$279 nightly
The price is $302
Feb 22 - Feb 23
Total with taxes and fees
The Hideout Cottage • The Velvet Slopes of Romance
Outdoor dining

Vacation Cottage Getaway • Crystal Peaks, Timeless Love

Vacation Cottage Getaway • Crystal Peaks, Timeless Love
Pleasant Mount
$279 nightly
The price is $302
Feb 22 - Feb 23
Total with taxes and fees
Vacation Cottage Getaway • Crystal Peaks, Timeless Love
Exterior

Forest Hideout Cottage • Valentine’s Grandeur in the Mountains

Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
Pleasant Mount
10.0 out of 10, Exceptional, (1 review)
"the stay was fine, never knew there was a heated pool"
United States
Aliyah A.
$544 nightly
The price is $589
Feb 21 - Feb 22
Total with taxes and fees
Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
Exterior

Cottage and Suite • Perfect Stay Close to Ski Slopes

Cottage and Suite • Perfect Stay Close to Ski Slopes
Pleasant Mount
$489 nightly
The price is $529
Feb 22 - Feb 23
Total with taxes and fees
Cottage and Suite • Perfect Stay Close to Ski Slopes
Exterior

Woodland Hideout • Romantic Escape Close to Ski Trails

Woodland Hideout • Romantic Escape Close to Ski Trails
Pleasant Mount
$487 nightly
The price is $527
Feb 22 - Feb 23
Total with taxes and fees
Woodland Hideout • Romantic Escape Close to Ski Trails
Exterior

Countryside Retreat Near Ski Slopes

Countryside Retreat Near Ski Slopes
Pleasant Mount
$489 nightly
The price is $529
Feb 22 - Feb 23
Total with taxes and fees
Countryside Retreat Near Ski Slopes
Exterior

City Escape • Close to Camps & ELK Ski

City Escape • Close to Camps & ELK Ski
Pleasant Mount
$487 nightly
The price is $527
Feb 21 - Feb 22
Total with taxes and fees
City Escape • Close to Camps & ELK Ski
Exterior

Family Cottage Escape • Group‑Friendly Retreat Close to Skiing

Family Cottage Escape • Group‑Friendly Retreat Close to Skiing
Pleasant Mount
$487 nightly
The price is $527
Feb 21 - Feb 22
Total with taxes and fees
Family Cottage Escape • Group‑Friendly Retreat Close to Skiing
Exterior

Country Escape • Near Camps & Ski

Country Escape • Near Camps & Ski
Pleasant Mount
$525 nightly
The price is $568
Feb 21 - Feb 22
Total with taxes and fees
Country Escape • Near Camps & Ski
Exterior

Family Cottage and Suite • Country Cottage Close to Ski Mountain

Family Cottage and Suite • Country Cottage Close to Ski Mountain
Pleasant Mount
$525 nightly
The price is $568
Feb 21 - Feb 22
Total with taxes and fees
Family Cottage and Suite • Country Cottage Close to Ski Mountain
Exterior

Family Suites •Close to Ski Runs Near Elk Mountain Ski Slopes

Family Suites •Close to Ski Runs Near Elk Mountain Ski Slopes
Pleasant Mount
$798 nightly
The price is $864
Feb 22 - Feb 23
Total with taxes and fees
Family Suites •Close to Ski Runs Near Elk Mountain Ski Slopes
Exterior

Premium Cottages and Suites • Mountain Retreat Near Ski Slopes

Premium Cottages and Suites • Mountain Retreat Near Ski Slopes
Pleasant Mount
$879 nightly
The price is $952
Feb 22 - Feb 23
Total with taxes and fees
Premium Cottages and Suites • Mountain Retreat Near Ski Slopes
Exterior

Family Cottage and Suite • Mountain Retreat Near Ski Slopes

Family Cottage and Suite • Mountain Retreat Near Ski Slopes
Pleasant Mount
$906 nightly
The price is $980
Feb 22 - Feb 23
Total with taxes and fees
Family Cottage and Suite • Mountain Retreat Near Ski Slopes
Exterior

Premier Cottages & Suite • Cozy Cottage Near Ski Mountain

Premier Cottages & Suite • Cozy Cottage Near Ski Mountain
Pleasant Mount
$772 nightly
The price is $836
Feb 21 - Feb 22
Total with taxes and fees
Premier Cottages & Suite • Cozy Cottage Near Ski Mountain
Exterior

Bring the Kids • Family Getaway Near Ski Trails

Bring the Kids • Family Getaway Near Ski Trails
Pleasant Mount
$1,040 nightly
The price is $1,126
Feb 22 - Feb 23
Total with taxes and fees
Bring the Kids • Family Getaway Near Ski Trails
Exterior

Premium Cottages and Suites • Near Camps & Ski

Premium Cottages and Suites • Near Camps & Ski
Pleasant Mount
$1,165 nightly
The price is $1,261
Feb 21 - Feb 22
Total with taxes and fees
Premium Cottages and Suites • Near Camps & Ski
Exterior

2BR Premium Duplex • The Velvet Slopes of Romance

2BR Premium Duplex • The Velvet Slopes of Romance
Pleasant Mount
9.0 out of 10, Wonderful, (2 reviews)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
$344 nightly
The price is $372
Feb 22 - Feb 23
Total with taxes and fees
2BR Premium Duplex • The Velvet Slopes of Romance
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 Hotel Reviews

Holiday Inn Express Hotel & Suites Gibson by IHG

Holiday Inn Express Hotel & Suites Gibson by IHG

10/10 Excellent
"Great welcome by friendly staff, great rooms, good breakfast, close to Elk Mountain Resort"
Andrea 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Gibson by IHG

Find out more about Windsor

Windsor Cottages information

Number of reviews
27
Accommodation
79 Cottages
Lowest Price
$229
Highest Price
$1,261

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