The Best Airbnb Deals in
Windsor, California

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Windsor, California. Enter your travel dates to find the best deals!

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AirDNA Score: 83
$350/night

The Doll House

2 beds
2 baths
4 guests
Average Price:  
$307
14% More
than normal
AirDNA Score: 82
$224/night

LAST MINUTE PRICE - 2 Bdrm Condo - No Cleaning Fee

2 beds
2 baths
6 guests
Average Price:  
$293
24% Cheaper
than normal
AirDNA Score: 72
$324/night

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6

2 beds
2 baths
6 guests
Average Price:  
$293
11% More
than normal
AirDNA Score: 71
$550/night

Luxurious home and pool

4 beds
3 baths
8 guests
Average Price:  
$632
13% Cheaper
than normal
AirDNA Score: 71
$240/night

Winelight Vineyard Home With Spa

2 beds
1 bath
4 guests
Average Price:  
$257
7% Cheaper
than normal
AirDNA Score: 70
$324/night

Create Your Own 5 Star Vacation - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$383
15% Cheaper
than normal
AirDNA Score: 69
$450/night

Private Villa With Stunning Views

2 beds
2 baths
4 guests
Average Price:  
$472
5% Cheaper
than normal
AirDNA Score: 68
$324/night

Comforts of Home with Resort Amenities - Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$356
9% Cheaper
than normal
AirDNA Score: 67
$182/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
5 guests
Average Price:  
$202
10% Cheaper
than normal
AirDNA Score: 67
$324/night

Wine Country Getaway - Bring your Friends - Slps 6

2 beds
2 baths
6 guests
Average Price:  
$304
7% More
than normal
AirDNA Score: 67
$172/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$234
26% Cheaper
than normal
AirDNA Score: 66
$139/night

Windsor/Sonoma 2 Bed/2 Bath Condo Resort~Pool~

2 beds
2 baths
5 guests
Average Price:  
$279
50% Cheaper
than normal
AirDNA Score: 66
$324/night

Wine Country Is Open - 2 Bedroom Resort Condo

2 beds
2 baths
6 guests
Average Price:  
$379
15% Cheaper
than normal
AirDNA Score: 66
$187/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$245
24% Cheaper
than normal
AirDNA Score: 66
$289/night

LAST MINUTE PRICE - 2 Bdrm Slp 6 - No Cleaning Fee

2 beds
2 baths
6 guests
Average Price:  
$272
6% More
than normal
AirDNA Score: 65
$200/night

Luxurious Windsor Condo - 3bed/2bath

3 beds
2 baths
7 guests
Average Price:  
$264
24% Cheaper
than normal
AirDNA Score: 65
$225/night

LAST MINUTE PRICE - 2 Bdrm Slp 6 - No Cleaning Fee

2 beds
2 baths
6 guests
Average Price:  
$296
24% Cheaper
than normal
AirDNA Score: 65
$129/night

Windsor 1 Bed Condo (Sleeps 4) ~Pool~Hot Tub~Gym

1 bed
1 bath
3 guests
Average Price:  
$258
50% Cheaper
than normal
AirDNA Score: 65
$178/night

Luxurious Windsor Condo - 3bed/2bath

5 beds
2 baths
8 guests
Average Price:  
$255
30% Cheaper
than normal
AirDNA Score: 65
$172/night

Luxurious Windsor Condo - 1bed/1bath

1 bed
1 bath
3 guests
Average Price:  
$217
21% Cheaper
than normal
AirDNA Score: 65
$172/night

Luxurious Windsor Condo - 1bed/1bath

1 bed
1 bath
4 guests
Average Price:  
$217
21% Cheaper
than normal
AirDNA Score: 64
$324/night

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

2 beds
2 baths
6 guests
Average Price:  
$387
16% Cheaper
than normal
AirDNA Score: 63
$139/night

Windsor 2 Bed/2 Bath Condo ~Pool~Hot Tub~Gym

2 beds
2 baths
5 guests
Average Price:  
$253
45% Cheaper
than normal
AirDNA Score: 63
$324/night

Wine Country Condo - Food, Wine & Hot Tubs - Slp 6

2 beds
2 baths
6 guests
Average Price:  
$356
9% Cheaper
than normal
AirDNA Score: 62
$139/night

Windsor 2 Bdrm Condo Resort

2 beds
2 baths
5 guests
Average Price:  
$259
46% Cheaper
than normal
AirDNA Score: 62
$155/night

Windsor 3 Bdrm Condo Resort

3 beds
2 baths
7 guests
Average Price:  
$279
44% Cheaper
than normal
AirDNA Score: 62
$191/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$251
24% Cheaper
than normal
AirDNA Score: 61
$324/night

Treat Yourself to a Great Getaway - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$393
18% Cheaper
than normal
AirDNA Score: 60
$324/night

Make This Your Best Vacation Ever - 2 Bdrm Condo

2 beds
2 baths
6 guests
Average Price:  
$345
6% Cheaper
than normal
AirDNA Score: 60
$182/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$255
29% Cheaper
than normal
AirDNA Score: 59
$425/night

Gorgeous Victorian in the HEART of Windsor

3 beds
2 baths
6 guests
Average Price:  
$463
8% Cheaper
than normal
AirDNA Score: 59
$324/night

Condo Minutes to Dozens of Wineries - Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$343
6% Cheaper
than normal
AirDNA Score: 58
$300/night

Worldmark Windsor/Santa Rosa Short Notice! NICE! !

2 beds
2 baths
6 guests
Average Price:  
$259
16% More
than normal
AirDNA Score: 58
$159/night

Windsor 3 Bed/2Bath Condo ~Pool~Hot Tub~Gym

3 beds
2 baths
7 guests
Average Price:  
$299
47% Cheaper
than normal
AirDNA Score: 57
$273/night

Worldmark Windsor/Santa Rosa/Healdsburg Weekends 2

2 beds
2 baths
6 guests
Average Price:  
$264
3% More
than normal
AirDNA Score: 57
$260/night

Worldmark Windsor 2BR2BA Resort Condo, NICE!!

2 beds
2 baths
6 guests
Average Price:  
$270
4% Cheaper
than normal
AirDNA Score: 53
$223/night

Worldmark Wine Country Windsor Resort 2Night stays

2 beds
2 baths
6 guests
Average Price:  
$250
11% Cheaper
than normal
AirDNA Score: 53
$1582/night

"Castle" of Windsor in the Heart of Wine Country!

6 beds
3 baths
8 guests
Average Price:  
$1932
18% Cheaper
than normal
AirDNA Score: 53
$324/night

Just One Click Away from Vacay - 2 Bdrm - Slp 6

2 beds
2 baths
6 guests
Average Price:  
$325
0% Cheaper
than normal
AirDNA Score: 52
$228/night

WorldMark Windsor Two-Bedroom Condo - A

2 beds
2 baths
6 guests
Average Price:  
$181
26% More
than normal
AirDNA Score: 51
$325/night

Wyndham Windsor - 3BR

3 beds
2 baths
7 guests
Average Price:  
$275
18% More
than normal
AirDNA Score: 51
$208/night

Luxurious Windsor Condo - 2bed/2bath Twins

2 beds
2 baths
5 guests
Average Price:  
$243
14% Cheaper
than normal
AirDNA Score: 51
$268/night

Wyndham Windsor - 2BR

2 beds
2 baths
5 guests
Average Price:  
$240
12% More
than normal
AirDNA Score: 51
$1295/night

EstateHouse overlooking cult RussianRiverVineyard

5 beds
3.5 baths
12 guests
Average Price:  
$1382
6% Cheaper
than normal
AirDNA Score: 51
$225/night

Wyndham Windsor - 1BR

1 bed
1 bath
3 guests
Average Price:  
$192
17% More
than normal
AirDNA Score: 51
$129/night

Windsor 1 Bdrm Condo Resort

1 bed
1 bath
3 guests
Average Price:  
$266
52% Cheaper
than normal
AirDNA Score: 51
$243/night

Worldmark Windsor/Santa Rosa/Healdsburg Labor Day3

2 beds
2 baths
6 guests
Average Price:  
$265
8% Cheaper
than normal
AirDNA Score: 50
$330/night

Windsor Santa Rosa Resort Condo 2BR Long Stays!

2 beds
2 baths
6 guests
Average Price:  
$336
2% Cheaper
than normal
AirDNA Score: 50
$129/night

The Loft Under The Oaks

1 bed
1 bath
2 guests
Average Price:  
$155
17% Cheaper
than normal
AirDNA Score: 50
$260/night

Worldmark Windsor Wine Country 2BR resort Condo

2 beds
2 baths
6 guests
Average Price:  
$249
4% More
than normal
AirDNA Score: 50
$181/night

WorldMark by Wyndham Windsor - Studio Condo

studio
1 bath
2 guests
Average Price:  
$146
24% More
than normal
AirDNA Score: 48
$195/night

Studio -Windsor WorldMark Resort

studio
1 bath
2 guests
Average Price:  
$360
46% Cheaper
than normal
AirDNA Score: 48
$295/night

2bdm condo Windsor WM Resort#9

2 beds
2 baths
5 guests
Average Price:  
$545
46% Cheaper
than normal
AirDNA Score: 47
$275/night

2Bdm Condo Windsor WM Resort#3

2 beds
2 baths
5 guests
Average Price:  
$383
28% Cheaper
than normal
AirDNA Score: 46
$165/night

Windsor 2 Bedroom Sonoma Villa Ironman

2 beds
2 baths
6 guests
Average Price:  
$234
29% Cheaper
than normal
AirDNA Score: 45
$200/night

Wyndham Windsor - 2BR #2

2 beds
2 baths
6 guests
Average Price:  
$235
15% Cheaper
than normal
AirDNA Score: 44
$228/night

Windsor Two-Bedroom Condo - 3 Beds, Sleeps 6!

2 beds
2 baths
6 guests
Average Price:  
$189
21% More
than normal
AirDNA Score: 43
$238/night

WorldMark Windsor, CA

2 beds
2 baths
5 guests
Average Price:  
$298
20% Cheaper
than normal
AirDNA Score: 40
$150/night

Sonoma County 1BR or 2BR or 3BR

1 bed
1 bath
8 guests
Average Price:  
$272
45% Cheaper
than normal
AirDNA Score: 38
$380/night

Convenient Wine Country home for family or group

3 beds
3 baths
5 guests
Average Price:  
$419
9% Cheaper
than normal
AirDNA Score: 37
$344/night

Outdoor Fire-pit, Jacuzzi & BBQ w/ Vineyard Views!

3 beds
2.5 baths
8 guests
Average Price:  
$502
31% Cheaper
than normal
AirDNA Score: 36
$500/night

Windsor WorldMark Resort 3 bedroom Sleeps 8

3 beds
2 baths
8 guests
Average Price:  
$488
2% More
than normal
AirDNA Score: 36
$500/night

Cozy home minutes to wineries and Russian River

4 beds
3 baths
10 guests
Average Price:  
$676
26% Cheaper
than normal
AirDNA Score: 36
$641/night

Pinot Hill Estate, 4bd/2.5 ba, Healdsburg, Spa, Bo

4 beds
10 baths
10 guests
Average Price:  
$1039
38% Cheaper
than normal
AirDNA Score: 35
$295/night

2Bdm Condo Windsor WorldMark#2

2 beds
2 baths
5 guests
Average Price:  
$420
30% Cheaper
than normal
AirDNA Score: 32
$749/night

Vineyard Vista, 4Bd/3Ba, Healdsburg, Spa, Ping Pon

4 beds
10 baths
10 guests
Average Price:  
$978
23% Cheaper
than normal
AirDNA Score: 29
$182/night

Luxurious Windsor Condo - 2bed/2bath Queen

2 beds
2 baths
5 guests
Average Price:  
$188
3% Cheaper
than normal
AirDNA Score: 21
$214/night

Windsor Townhouse, 3bd/3ba 30+ days ONLY

3 beds
2.5 baths
6 guests
Average Price:  
$274
22% Cheaper
than normal
AirDNA Score: 21
$245/night

Windsor 2BR2BA Week/Month to Month Furnished NICE

2 beds
2 baths
6 guests
Average Price:  
$245
0% Cheaper
than normal
AirDNA Score: 14
$300/night

Windsor one bedroom

1 bed
1 bath
4 guests
Average Price:  
$361
17% Cheaper
than normal
AirDNA Score: 14
$228/night

WorldMark Windsor Two-Bedroom Condo - C

2 beds
2 baths
6 guests
Average Price:  
$198
15% More
than normal