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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 139 Cottages in Windsor with updated reviews, rates, and availability.

Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (377)
"Awesome "
Oceanfront - Hot Tub - Newly Remodeled Cottage
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Smart TV, fireplace, DVD player, books

Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

10.0 out of 10, Exceptional, (262)
"Great place to stay. Excellent host"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Private Wine County Retreat in Calistoga, walk to downtown!
Terrace/patio

Private Wine County Retreat in Calistoga, walk to downtown!

9.8 out of 10, Exceptional, (17)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is AED 1,098
AED 1,499 total
includes taxes & fees
2 Jun - 3 Jun
Private Wine County Retreat in Calistoga, walk to downtown!
Wine Country Bungalow
Fridge, microwave, oven, stovetop

Wine Country Bungalow

9.8 out of 10, Exceptional, (44)
"Pleasant neighborhood for a family stay."
Wine Country Bungalow
Hidden Wine Country Cottage in Downtown Calistoga
Terrace/patio

Hidden Wine Country Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (1)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is AED 1,098
AED 1,499 total
includes taxes & fees
2 Jun - 3 Jun
Hidden Wine Country Cottage in Downtown Calistoga
Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (304)
"The view is amazing! The place is cute and practical! We really enjoyed our stay and will definitely recommend it to our friends/family."
Panoramic Ocean View--3 Min Walk To Beach
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Terrace/patio

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (324)
"Everything you need to relax, find peace, and forget about the world for awhile. Bridgette is a true gift of a human!"
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (47)
"Wonderful time in Calistoga "
The price is AED 694
AED 929 total
includes taxes & fees
1 Jun - 2 Jun
Comfort and Style in Our Queen Cottage
Brand new modern cottage in the heart of Glen Ellen on Sonoma Creek.
Interior

Brand new modern cottage in the heart of Glen Ellen on Sonoma Creek.

10.0 out of 10, Exceptional, (2)
"The unit is a StudioShed tiny home, beautifully designed and furnished. Small but efficient and comfortable. Lovely location! Great, helpful host."
Brand new modern cottage in the heart of Glen Ellen on Sonoma Creek.
Backyard Garden Oasis
Deep-tissue massages, Swedish massages, prenatal massages, massages

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (45)
"perfect place"
The price is AED 713
AED 795 total
includes taxes & fees
30 May - 31 May
Backyard Garden Oasis
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Fridge, microwave, oven, stovetop

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

10.0 out of 10, Exceptional, (38)
"Special touches and a thoughtful host made my stay feel personal. The decor is quality and beautiful all while welcoming and cozy. Easy walk to the beach. "
The price is AED 1,205
AED 2,341 total
includes taxes & fees
1 Jun - 2 Jun
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Chalk Hill Cottage Close to Wineries
Exterior

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (36)
"The cottage was spacious and in a great location."
Chalk Hill Cottage Close to Wineries
Sunny View Cottage in the Beautiful Wine Country
Fridge, microwave, oven, stovetop

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (267)
"Wonderful cottage with all the amenities in a great location to explore all the area has to offer."
Sunny View Cottage in the Beautiful Wine Country
Dry Creek Cottage - Healdsburg
Pool

Dry Creek Cottage - Healdsburg

9.8 out of 10, Exceptional, (148)
"We had a great stay!"
Dry Creek Cottage - Healdsburg
1 Bedroom Cottage Walking Distance to Down Town
Fridge, microwave, oven, stovetop

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (53)
"I had a great stay at this cozy VRBO cottage while attending a K9 training program. The home was clean, comfortable, and just a short 1.5-block walk to a lovely neighborhood park—perfect for unwinding after training sessions. The backyard was a great bonus, with a picnic table to relax and enjoy the fresh air. Highly recommend for anyone looking for a quiet, convenient stay!"
1 Bedroom Cottage Walking Distance to Down Town
Spring Lily! Amazing View! Hot Tub! Serene house & WiFi in beautiful Bodega Bay
Miscellaneous

Spring Lily! Amazing View! Hot Tub! Serene house & WiFi in beautiful Bodega Bay

10.0 out of 10, Exceptional, (2)
"I wish I could give more stars for this place. What an absolute gem of a spot. We woke up in the clouds, enjoyed the sun on the deck in the afternoon and relaxed in the hot tub in the sunsets. This is the perfect romantic getaway spot for a couple. Just absolutely perfect - no notes. Karen (our host) was fantastic with communication and so accommodating. We will be back every year to this beautiful spring lily."
Spring Lily! Amazing View! Hot Tub! Serene house & WiFi in beautiful Bodega Bay
Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!
Outdoor spa tub

Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!

10.0 out of 10, Exceptional, (21)
"Lovely property, well managed. Really enjoyed being on the Russian River, would absolutely book this one again. "
Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!
Charming Relaxing Cottage on Sonoma Mountain
Interior

Charming Relaxing Cottage on Sonoma Mountain

Charming Relaxing Cottage on Sonoma Mountain
Gorgeous lush private RIVERFRONT modern cabin
Outdoor spa tub

Gorgeous lush private RIVERFRONT modern cabin

9.6 out of 10, Exceptional, (53)
"This house is stunning - created with a sophisticated eye for design. It's close proximity to the Russian River makes you appreciate Northern California beauty while being close to many amenities and attractions. We also loved the proximity to Korbel. We would love to stay here again. "
The price is AED 1,466
AED 2,413 total
includes taxes & fees
1 Jun - 2 Jun
Gorgeous lush private RIVERFRONT modern cabin
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Exterior

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
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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Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between AED 694 and AED 1,205 per night. No matter your budget, you’ll find the perfect place to reconnect with nature. 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 cottages are there in Windsor?
Pack your bags and pick from 139 cottages in Windsor. Thinking about a place where you can relax and connect with nature? Expedia can help you find your ideal stay in a few simple clicks.
Why book your cottage in Windsor with Expedia?
Reserving a cottage in Windsor is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From ritzy retreats to affordable properties and cottages that come with amenities like laundry facilities, Expedia has something for all traveler tastes. As for the best offers around? We’ve got them too!