Title: Windsor Vacation Rentals from $140: Search Short-Term Rentals | Expedia.com

[Windsor Travel Guide](https://expedia.com/Windsor.dx9542)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d9542.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.com/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d9542.Destination-Travel-Guides)

![Great views. Great wine. Call ahead for a tasting. #russianrivervalley](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Stacey Strykowski 🌾

![](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=9542&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=9542&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=9542&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=9542&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/abbea1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/664dc749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

[](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.Hotel-Information)

Windsor

9.2/10

Wonderful

(44 reviews)

"Check-in was a little difficult, but the condo itself was convenient and a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SB L.

$337 nightly

$373 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/3d0a16e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/9262173b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/e518274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/f9a63ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Vineyard Living at a Private Wine Country Estate

[](https://www.expedia.com/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information)

Windsor

8.4/10

Very Good

(6 reviews)

"Stayed here for a wedding "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lanna E.

$774 nightly

$870 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/492cbb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/b623fb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/564e75ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/423ffdcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanting Retreat in the heart of Redwoods

[](https://www.expedia.com/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information)

Guerneville

8.8/10

Excellent

(12 reviews)

"Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer H.

$277 nightly

$307 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/c6cfa119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/4afa7211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/c51213b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/bf806af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Redwood Retreat

[](https://www.expedia.com/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information)

Guerneville

8.8/10

Excellent

(10 reviews)

"Perfect hun for enjoying downtown guernville "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex A.

$289 nightly

$320 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/b9e8bed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/9ef65b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2b2366dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Backyard Garden Oasis

[](https://www.expedia.com/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information)

Middletown

9.6/10

Exceptional

(51 reviews)

"Cute garden area, quiet, nice all inclusive spot"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jodi

$178 nightly

$198 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information)

![Apartment, 1 Bedroom (Sonoma Stonehouse in Boutique Hotel) | Free WiFi](https://images.trvl-media.com/lodging/125000000/125000000/124990800/124990783/81c12061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/125000000/124990800/124990783/4ba0492e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom (1st floor Cozy w/ Wine Country Charm) | Free WiFi](https://images.trvl-media.com/lodging/125000000/125000000/124990800/124990783/09939a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/125000000/125000000/124990800/124990783/e110e487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonoma Stonehouse, Wine Country Vibes

[](https://www.expedia.com/Santa-Rosa-Hotels-Sonoma-Stonehouse.h124990783.Hotel-Information)

Santa Rosa

$233 nightly

$273 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-Sonoma-Stonehouse.h124990783.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/6edcae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/aca85678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/05d67c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/cb1f51e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Russian River Retreat! Woodsy Guerneville Bungalow

[](https://www.expedia.com/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information)

Guerneville

$382 nightly

$432 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1264h852x0y1-adad65f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1280h852x0y1-11816e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/135d53a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1279h852x1y1-e0768002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glen Ellen Retreat #3 King Beds

[](https://www.expedia.com/Glen-Ellen-Hotels-Glen-Ellen-Retreat-In-The-Heart-Of-Glen-Ellen.h45581505.Hotel-Information)

Glen Ellen

10/10

Exceptional

(73 reviews)

"Perfect for a weekend getaway with family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara C.

$372 nightly

$411 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Glen-Ellen-Hotels-Glen-Ellen-Retreat-In-The-Heart-Of-Glen-Ellen.h45581505.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/23a412d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/bb7bf9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/da03731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/w796h532x4y3-c9b1340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming King Cottage

[](https://www.expedia.com/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information)

Calistoga

9.8/10

Exceptional

(11 reviews)

"Nice comfortable cottage."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael E. S.

$393 nightly

$471 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information)

![Room, 1 Bedroom | Outdoor dining](https://images.trvl-media.com/lodging/121000000/120800000/120797400/120797312/cdfb5146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Bedroom | Living area | Smart TV](https://images.trvl-media.com/lodging/121000000/120800000/120797400/120797312/5f9c2d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/121000000/120800000/120797400/120797312/97ae617a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Bedroom | 1 bedroom, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120800000/120797400/120797312/aa460059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rouge Cobb Mountain Hotel - Cabin 2

[](https://www.expedia.com/Cobb-Hotels-Dog-Friendly-Cabin-2-Mi-To-Trails-1-Bedroom-Cabin.h120797312.Hotel-Information)

Cobb

$220 nightly

$246 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Cobb-Hotels-Dog-Friendly-Cabin-2-Mi-To-Trails-1-Bedroom-Cabin.h120797312.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/106000000/105800000/105790600/105790590/28813046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi](https://images.trvl-media.com/lodging/106000000/105800000/105790600/105790590/c270f7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop](https://images.trvl-media.com/lodging/106000000/105800000/105790600/105790590/93ebda0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105800000/105790600/105790590/a538ffbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tiny Tipsy Turtle

[](https://www.expedia.com/Guerneville-Hotels-The-Tiny-Tipsy-Turtle.h105790590.Hotel-Information)

Guerneville

10/10

Exceptional

(48 reviews)

"Great location to walk to town!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brenda R.

$182 nightly

$194 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-The-Tiny-Tipsy-Turtle.h105790590.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/4100e81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1280h852x0y1-6d7f823c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1280h852x0y1-a6df5262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1279h852x1y1-668d9726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glen Ellen Retreat #1 Hot Tub and King Beds

[](https://www.expedia.com/Glen-Ellen-Hotels-Glen-Ellen-Retreat-1-King-Beds.h93000043.Hotel-Information)

Glen Ellen

10/10

Exceptional

(82 reviews)

"Very clean and excellent location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

carrie k.

$383 nightly

$423 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Glen-Ellen-Hotels-Glen-Ellen-Retreat-1-King-Beds.h93000043.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/882992a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/d3c0a2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/67d4a22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812058/1735edb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emerald Lodge quiet efficiency

[](https://www.expedia.com/Middletown-Hotels-Emerald-Lodge-Quiet-Efficiency.h114812058.Hotel-Information)

Middletown

10/10

Exceptional

(2 reviews)

"Very homey comfortable place. Peaceful 😊"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol

$192 nightly

$212 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Emerald-Lodge-Quiet-Efficiency.h114812058.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/w2171h1457x9y0-b534ae44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/f8aa3cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/aaed2979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/adae7968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information)

Dillon Beach

10/10

Exceptional

(65 reviews)

"This cottage was so cute! So close to the beach, super comfortable beds, and Valerie was an awesome host! This is a must stay if you are looking for a place in Dillon beach "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren S.

$504 nightly

$566 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/0322be8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/ec1ff136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to Wine County in your independant Cottage in Downtown Calistoga

[](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information)

Calistoga

9.6/10

Exceptional

(33 reviews)

"Great getaway for a couple"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David G.

$315 nightly

$378 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/8cd898db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/12fc56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/deef0ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538149/83e2e758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Hidden Wine Country Gem Upstairs Unit

[](https://www.expedia.com/Santa-Rosa-Hotels-2-Hidden-Wine-Country-Gem-Upstairs-Unit.h78538149.Hotel-Information)

Scenic Brush Creek

9.8/10

Exceptional

(22 reviews)

"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Glen M.

$238 nightly

$268 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Santa-Rosa-Hotels-2-Hidden-Wine-Country-Gem-Upstairs-Unit.h78538149.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106830000/106823900/106823878/4bddd713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106830000/106823900/106823878/eb99053a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/107000000/106830000/106823900/106823878/838dcf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106830000/106823900/106823878/141330f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin deep in the redwoods / WiFi & Hot Tub

[](https://www.expedia.com/Guerneville-Hotels-Cozy-Cabin-Deep-In-The-Redwoods-WiFi-Hot-Tub.h106823878.Hotel-Information)

Guerneville

10/10

Exceptional

(2 reviews)

"We stayed the weekend with friends at this beautiful hideaway in the woods and had a wonderful time. The house was spotless, the jacuzzi was perfect, the lighting was fun and ethereal, the fireplace was cozy, tv was easy to operate and had Netflix (thanks!). The beds are on the soft side, and curtains are sheer, which didn’t bother us, but that might be hard for some folks. We had a great time! Thank you so much!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laine & Guy H.

$243 nightly

$269 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Guerneville-Hotels-Cozy-Cabin-Deep-In-The-Redwoods-WiFi-Hot-Tub.h106823878.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/625cc6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/38ed8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c0b8300d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c3ac2964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort and Style in Our Queen Cottage

[](https://www.expedia.com/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information)

Calistoga

9.8/10

Exceptional

(49 reviews)

"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin T.

$371 nightly

$445 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91800000/91798400/91798374/a20c9fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/92000000/91800000/91798400/91798374/9f491a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91800000/91798400/91798374/f09a7cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/92000000/91800000/91798400/91798374/efc01634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown

[](https://www.expedia.com/Guerneville-Hotels-Quiet-Retreat-Among-The-Redwoods.h91798374.Hotel-Information)

Guerneville

10/10

Exceptional

(45 reviews)

"Great location, very clean, private hot tub, bed was comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter J.

[](https://www.expedia.com/Guerneville-Hotels-Quiet-Retreat-Among-The-Redwoods.h91798374.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/049431c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/0374f6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/962d1456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102860000/102856900/102856893/b0cd49fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright and modern - Water views - Close to beach

[](https://www.expedia.com/Dillon-Beach-Hotels-Bright-And-Modern-Water-Views-Close-To-Beach.h102856893.Hotel-Information)

Dillon Beach

10/10

Exceptional

(18 reviews)

"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donald H.

$424 nightly

$477 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Dillon-Beach-Hotels-Bright-And-Modern-Water-Views-Close-To-Beach.h102856893.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=9542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America&regionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

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## Top Windsor Hotel Reviews

![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg)

### Harvest Inn

10/10 Excellent

"Friendly staff, beautiful grounds and clean room. "

[](https://expedia.com/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information)

![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg)

### Hotel La Rose

10/10 Excellent

"I love staying at this hotel whenever I can. The beds are just amazing, and the rooms are also very comfortable."

[](https://expedia.com/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information)

![The Lodge at Bodega Bay](https://images.trvl-media.com/lodging/1000000/20000/10600/10546/9c3a45cd_y.jpg)

### The Lodge at Bodega Bay

10/10 Excellent

"A hidden gem! We loved Drakes and the lodge! Amazing get away!"

[](https://expedia.com/Bodega-Bay-Hotels-Bodega-Bay-Lodge.h10546.Hotel-Information)

![Oxford Suites Sonoma County](https://images.trvl-media.com/lodging/16000000/15930000/15927800/15927732/03c264d1_y.jpg)

### Oxford Suites Sonoma County

10/10 Excellent

"Beautiful lobby, professional and welcoming reception. Room was gorgeous! Nice complimentary breakfast. Lovely complimentary social beverage, the shuttle to Graton was great."

[](https://expedia.com/Rohnert-Park-Hotels-Oxford-Suites-Sonoma-County.h15927732.Hotel-Information)

![WorldMark Windsor](https://images.trvl-media.com/lodging/2000000/1160000/1151600/1151532/2d4fbda5_y.jpg)

### WorldMark Windsor

10/10 Excellent

"It was very nice at the resort, everyone was nice and the room was clean and comfortable "

[](https://expedia.com/Windsor-Hotels-WorldMark-Windsor.h1151532.Hotel-Information)

![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg)

### Best Western Dry Creek Inn

10/10 Excellent

"Clean, quiet. No issues. "

[](https://expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"courteous staff excellent breakfast "

[](https://expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg)

### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent

"Room and bathroom were a generous size, room was clean. I would for sure stay here again. Close to Sonoma airport, and centrally located downtown Santa Rosa and restaurants in Sonoma and Napa. "

[](https://expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent

"It was ALL great! Very friendly and accommodating staff, clean and modern lobby and impeccable rooms. The breakfast was hot and delicious. "

[](https://expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about Windsor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Windsor ](https://expedia.com/Windsor-Private-Vacation-Homes.d9542-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.com/Windsor-Cottages.d9542-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.com/Windsor-Cabins.d9542-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.com/Windsor-Apartments.d9542-aaApartments.Travel-Guide-Accommodation)
- [Villas in Windsor ](https://expedia.com/Windsor-Villas.d9542-aaVillas.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.com/Windsor-Bed-And-Breakfast.d9542-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.com/Windsor-Agritourism.d9542-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.com/Windsor-Condos.d9542-aaCondos.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.com/Windsor-Motels.d9542-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.com/Windsor-Guest-Houses.d9542-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Windsor ](https://expedia.com/Windsor-Resorts.d9542-aaResorts.Travel-Guide-Accommodation)
- [Aparthotels in Windsor ](https://expedia.com/Windsor-Apart-Hotels.d9542-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Windsor ](https://expedia.com/Windsor-Inns.d9542-aaInns.Travel-Guide-Accommodation)
- [Lodges in Windsor ](https://expedia.com/Windsor-Lodges.d9542-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Windsor ](https://expedia.com/Windsor-RV-Parks.d9542-aaRVParks.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Windsor ](https://expedia.com/Windsor-Holiday-Parks.d9542-aaHolidayParks.Travel-Guide-Accommodation)
- [Safari Tentalow in Windsor ](https://expedia.com/Windsor-Safari-Tentalow.d9542-aaSafariTentalow.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Windsor?

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- [Hotel Rooms in Temecula](https://expedia.com/Temecula-Hotels.d6034795.Travel-Guide-Hotels)
- [Hotel Rooms in Pismo Beach](https://expedia.com/Pismo-Beach-Hotels.d9118.Travel-Guide-Hotels)
- [Hotel Rooms in Irvine](https://expedia.com/Irvine-Hotels.d7819.Travel-Guide-Hotels)
- [Hotel Rooms in Palm Springs](https://expedia.com/Palm-Springs-Hotels.d180676.Travel-Guide-Hotels)
- [Hotel Rooms in Santa Barbara](https://expedia.com/Santa-Barbara-Hotels.d602277.Travel-Guide-Hotels)
- [Hotel Rooms in San Jose](https://expedia.com/San-Jose-Hotels.d602703.Travel-Guide-Hotels)
- [Hotel Rooms in San Luis Obispo](https://expedia.com/San-Luis-Obispo-Hotels.d6046822.Travel-Guide-Hotels)
- [Hotel Rooms in Big Bear Lake](https://expedia.com/Big-Bear-Lake-Hotels.d6919.Travel-Guide-Hotels)
- [Hotel Rooms in San Diego](https://expedia.com/San-Diego-Hotels.d3073.Travel-Guide-Hotels)

Flights

- [Flights to QLA](https://expedia.com/Cheap-Flights-To-Anaheim.d5921.Travel-Guide-Flights)
- [Flights to SAN](https://expedia.com/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights)
- [Flights to PSP](https://expedia.com/Cheap-Flights-To-Palm-Springs.d180676.Travel-Guide-Flights)
- [Flights to SJC](https://expedia.com/Cheap-Flights-To-San-Jose.d602703.Travel-Guide-Flights)

Cars

- [Car rentals in Palm Springs](https://expedia.com/Car-Rentals-In-Palm-Springs.d180676.Car-Rental-Guide)
- [Car rentals in San Jose](https://expedia.com/Car-Rentals-In-San-Jose.d602703.Car-Rental-Guide)
- [Car rentals in San Diego](https://expedia.com/Car-Rentals-In-San-Diego.d3073.Car-Rental-Guide)

Packages

- [Holiday in San Diego](https://expedia.com/San-Diego.d3073.Destination-Travel-Guides)

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