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Search Windsor Cottage Rentals from CA $247

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Windsor Cottages

Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (319)
"Dillon Beach views from the house are stunning! The area is convenient for visiting all the cutebtowns. Great hostess!"
Panoramic Ocean View--3 Min Walk To Beach
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, (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 $373
CA $787 total
includes taxes & fees
Sep 3 - Sep 4
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Terrace/patio

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, (334)
"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
Property grounds

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 $269
CA $300 total
includes taxes & fees
Aug 21 - Aug 22
Backyard Garden Oasis
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (388)
"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
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (21)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is CA $413
CA $556 total
includes taxes & fees
Aug 25 - Aug 26
Escape to Wine County in your independant Cottage in Downtown Calistoga
Comfort and Style in Our Queen Cottage
Dining

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 $247
CA $331 total
includes taxes & fees
Aug 24 - Aug 25
Comfort and Style in Our Queen Cottage
Waterfront home with views of the mountains and Salmon Creek - dogs welcome
Interior

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

9.0 out of 10, Wonderful, (107)
"We had a lovely weekend. The place was clean, cozy, and very quiet (except for the nesting swallows ;)). Very convenient access to hiking and good restaurants. You can walk to the beach. "
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
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (47)
"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
Terrace/patio

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
Fridge, microwave, oven, stovetop

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (273)
"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, (65)
"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
Smart TV, fireplace, books, music library

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

10.0 out of 10, Exceptional, (278)
"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
Interior

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (374)
"Clean, beautiful by the sea cottage. Can’t wait to come back. Very well stocked, well maintained and clean. We found the Murphy bed more comfortable than the upstairs bed. Very cozy with a very nice host!!"
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!
Property grounds

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

9.8 out of 10, Exceptional, (43)
"Everything was excellent. The accommodations were clean and comfortable with everything we would want. The location was perfect, walking distance to everywhere. The communication with the property manager was fast and complete. I would totally recommend."
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

The Inn at the Tides

The Inn at the Tides

10/10 Excellent
"Loved the balcony with a water view as well as the company of neighboring cows & a delightful fawn playing on the lawn below. Was concerned about the lawn below our room being watered for hours especially when there is a saving water suggestion on the mirror in the bathroom. The grounds were nice & as was the proximity to local restaurants. "
Ann 2-night trip
Posted 1 day ago
The Inn at the Tides