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Search Windsor Cottage Rentals from CA $246

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Windsor Cottages

Panoramic Ocean View--3 Min Walk To Beach
Outdoor dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (316)
"This home is well furnished and comfortable. The location is excellent."
Panoramic Ocean View--3 Min Walk To Beach
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Exterior

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

10.0 out of 10, Exceptional, (45)
"We rented this place for our babymoon and it met all of our expectations! The host is very friendly and prompt. The place was clean and had all necessities. It’s a short walk to the beach which was perfect for our pup! Hopefully we have the chance to stay here again!"
The price is CA $459
CA $887 total
includes taxes & fees
Aug 10 - Aug 11
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Outdoor dining

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (58)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
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, (331)
"We enjoyed the lovely location, comfortable living spaces and fun decor even though the weather wasn’t perfect. Great place to relax."
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
The price is CA $267
CA $297 total
includes taxes & fees
Aug 8 - Aug 9
Backyard Garden Oasis
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (386)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is CA $411
CA $561 total
includes taxes & fees
Aug 11 - Aug 12
Escape to Wine County in your independant Cottage in Downtown Calistoga
Comfort and Style in Our Queen Cottage
Property grounds

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is CA $246
CA $336 total
includes taxes & fees
Aug 11 - Aug 12
Comfort and Style in Our Queen Cottage
Waterfront home with views of the mountains and Salmon Creek - dogs welcome
Outdoor dining

Waterfront home with views of the mountains and Salmon Creek - dogs welcome

9.0 out of 10, Wonderful, (106)
"Beautiful location and surrounding neighborhood !"
Waterfront home with views of the mountains and Salmon Creek - dogs welcome
Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck
Outdoor spa tub

Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck

9.0 out of 10, Wonderful, (44)
"Excellent location, views, amenities - great home and place to stay/visit!"
Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck
Relaxing Beekeeper's Cottage with hot tub
Exterior

Relaxing Beekeeper's Cottage with hot tub

10.0 out of 10, Exceptional, (16)
"we love it at Beekeepers "
Relaxing Beekeeper's Cottage with hot tub
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Interior

Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

9.6 out of 10, Exceptional, (89)
"We stayed for a long weekend and couldn't have been happier. Mark was a lovely host and went out of his way each morning to bring us freshly baked goods. Would highly recommend if you are visiting the Russian River area"
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Sunny View Cottage in the Beautiful Wine Country
Exterior

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (272)
"Quiet setting great location!!"
Sunny View Cottage in the Beautiful Wine Country
Studio cottage retreat in a vineyard setting
Outdoor dining

Studio cottage retreat in a vineyard setting

10.0 out of 10, Exceptional, (64)
"Great little place - highly recommend!"
Studio cottage retreat in a vineyard setting
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
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Outdoor dining

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

10.0 out of 10, Exceptional, (276)
"Great place to stay. Excellent host"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
Exterior

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (372)
"A wonderful cozy house."
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Exterior

Santini Farmhouse | Complimentary tasting at Croix Winery included!

10.0 out of 10, Exceptional, (48)
"Everything was perfect"
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
Terrace/patio

Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace

9.2 out of 10, Wonderful, (15)
"A very cozy and clean home. Perfect for our girls getaway and fur babies."
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Exterior

Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!

9.8 out of 10, Exceptional, (42)
"Great location. Clean.. Great communication with property manager. The problem is that the second bedroom is really the attic, and even with window AC was 10 degrees hotter than first floor. Also colder at n ight so in warmer months this could potentially be a problem."
The price is CA $533
CA $1,229 total
includes taxes & fees
Aug 11 - Aug 12
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
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

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"Walk to casino was easy"
Jessica 1-night trip
Posted 14 hours ago
Oxford Suites Sonoma County