Condo vacation rentals in Windsor

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Top-rated condo rentals in Windsor

Guests agree: these condos are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Windsor
Make This Your Best Vacation Ever - 2 Bdrm Condo
***With each stay a portion of the proceeds will go towards supporting at risk youth for educational needs.*** Make this spacious condo in beautiful Sonoma Wine Country your home base. This two bedroom / two bath condo is well appointed with everything you’ll need to have a memorable getaway. Just minutes from Sonoma County’s world-class wineries, restaurants, shopping, and outdoor adventures. Guests have full access to all resort amenities including pools, spas, and on-site recreation areas.
Jan 6 – 13
$236 per night
4.93 out of 5 average rating, 44 reviews
Guest favorite
Condo in Windsor
2BR with Resort Amenities, Hot Tub, Pool, BBQ
If your travels take you to Sonoma Wine Country, this updated and comfortable apartment is the perfect home base for all your activities. In this two-bedroom and two-bath unit, you can comfortably sleep up to six individuals. As part of a larger facility, you'll have access to multiple amenities such as a pool, hot tub, fitness center, volleyball areas, basketball courts, kid's play area, and an indoor game center (coin operated).
Nov 11 – 18
$292 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Condo in Windsor
Spacious Clean 3 BDRM Condo in Sonoma Wine Country
Welcome to Sonoma County and Windsor, one of California's most beautiful and distinctive wine regions. You'll experience an unforgettable vacation at this resort, full of family-owned wineries, gorgeous ocean hikes, magnificent groves of Redwood trees, and much more. The Worldmark Windsor Resort is a highly rated luxurious and family oriented resort with spacious units and friendly staff. You will for sure have a wonderful time.
Apr 28 – May 3
$159 per night
5.0 out of 5 average rating, 5 reviews

Popular amenities for Windsor condo rentals

Weekly condo rentals

Room in Windsor
Private Room in Downtown Windsor
Jul 9 – 16
$87 per night
5.0 out of 5 average rating, 3 reviews
Superhost
Condo in Windsor
3Bedroom Worldmark Windsor Resort Condo Triathlon
May 30 – Jun 6
$314 per night
4.6 out of 5 average rating, 5 reviews
Superhost
Condo in Windsor
Treat Yourself to a Great Getaway - 2 Bdrm Condo
Dec 11 – 18
$236 per night
4.86 out of 5 average rating, 28 reviews
Superhost
Condo in Windsor
Worldmark Windsor/Santa Rosa/Healdsburg Weekends 2
May 21 – 28
$256 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Condo in Windsor
Just One Click Away from Vacay - 2 Bdrm - Slp 6
Aug 4 – 11
$261 per night
4.87 out of 5 average rating, 23 reviews
Superhost
Condo in Windsor
Windsor Santa Rosa Resort Condo 2BR Long Stays!
Jun 10 – 17
$321 per night
4.88 out of 5 average rating, 17 reviews
Superhost
Condo in Windsor
Comforts of Home with Resort Amenities - Sleeps 6
Dec 27 – Jan 3
$261 per night
4.87 out of 5 average rating, 15 reviews
Guest favorite
Condo in Windsor
Wine Country Is Open - 2 Bedroom Resort Condo
Jun 17 – 24
$236 per night
4.87 out of 5 average rating, 15 reviews
Guest favorite
Condo in Windsor
Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs
Jun 1 – 8
$236 per night
4.84 out of 5 average rating, 32 reviews
Superhost
Condo in Windsor
Condo Minutes to Dozens of Wineries - Sleeps 6
Apr 30 – May 7
$236 per night
4.71 out of 5 average rating, 41 reviews
Superhost
Condo in Windsor
Windsor Deluxe Resort 2bdr
Apr 10 – 17
$171 per night
New place to stay
Superhost
Condo in Windsor
Spacious 2 BDRM Condo in Sonoma Wine County
May 6 – 13
$183 per night
New place to stay

Condo rentals with a pool

Guest favorite
Condo in Windsor
Great Wine Country and Golfing Resort Getaway!!
Jan 21 – 28
$221 per night
4.93 out of 5 average rating, 69 reviews
Superhost
Condo in Windsor
Worldmark Windsor/Santa Rosa Wine Country Resort
Jan 28 – Feb 4
$258 per night
4.84 out of 5 average rating, 19 reviews
Superhost
Condo in Windsor
Wine Country, CA, 3-Bedroom Z #1
Apr 14 – 19
$213 per night
New place to stay
Superhost
Condo in Windsor
Windsor, CA, 1 Bedroom #2
May 8 – 15
$206 per night
New place to stay
Guest favorite
Condo in Windsor
WorldMark Windsor, CA
Jan 1 – 8
$240 per night
4.83 out of 5 average rating, 53 reviews
Condo in Santa Rosa
Beautiful Downtown 1-BD Sanctuary Home!
Jun 9 – 16
$233 per night
4.85 out of 5 average rating, 47 reviews
Guest favorite
Condo in Windsor
3bdm-condo Windsor-WorldMark Resort
Mar 17 – 24
$407 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Windsor
WM Windsor 2 Bedroom Twin Condo. Sleeps 6
Apr 11 – 18
$200 per night
4.91 out of 5 average rating, 23 reviews
Condo in Windsor
1 BR Worldmark Windsor Resort Condo Wine Country
Sep 15 – 22
$300 per night
New place to stay
Condo in Windsor
Santa Rosa - Self Contained Suite 5 Mins Away
Feb 7 – 14
$247 per night
New place to stay
Guest favorite
Condo in Windsor
Worldmark Wine Country Windsor Resort 2Night stays
Mar 19 – 26
$230 per night
4.89 out of 5 average rating, 44 reviews
Superhost
Condo in Windsor
Worldmark Windsor/Santa Rosa Short Notice! NICE! !
Apr 10 – 17
$250 per night
4.94 out of 5 average rating, 33 reviews

Private condo rentals

Guest favorite
Condo in Sonoma
Wine Country's Paradise - Downtown Sonoma (#421A)
May 9 – 16
$110 per night
4.86 out of 5 average rating, 66 reviews
Guest favorite
Condo in Sonoma
Easy Access to Sonoma Town Square 4-5 blocks away.
Aug 10 – 15
$323 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Condo in Windsor
Worldmark Windsor 2BR2BA Resort Condo, NICE!!
Mar 31 – Apr 7
$257 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Condo in Windsor
Queen2nd Worldmark Windsor 2B Perfect for Couples!
Jun 26 – Jul 3
$286 per night
5.0 out of 5 average rating, 9 reviews
Superhost
Condo in Sonoma
Oasis to Love, Wine Country 421B
Apr 8 – 15
$107 per night
4.81 out of 5 average rating, 48 reviews
Superhost
Condo in Windsor
Resort Living w/ Pools - 2 Bdm Condo Slps 6
Jul 15 – 22
$275 per night
4.92 out of 5 average rating, 79 reviews
Superhost
Condo in Windsor
3B Worldmark Windsor Resort Condo Triathlon NICE!
Jun 17 – 24
$314 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Condo in Windsor
Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6
Aug 18 – 25
$236 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Condo in Windsor
Top Wine Country Condo Sleeps 6 Instant Book
Jul 4 – 11
$286 per night
4.88 out of 5 average rating, 43 reviews
Guest favorite
Condo in Windsor
Worldmark Windsor Wine Country 2BR resort Condo
Mar 6 – 13
$236 per night
4.91 out of 5 average rating, 47 reviews
Superhost
Condo in Windsor
Wine Country Getaway - Bring your Friends - Slps 6
Jul 18 – 25
$236 per night
4.88 out of 5 average rating, 16 reviews
Guest favorite
Condo in Windsor
Worldmark Windsor/Santa Rosa/Healdsburg Labor Day3
Jul 12 – 19
$250 per night
5.0 out of 5 average rating, 17 reviews

Quick stats about condo rentals in Windsor

Total rentals

110 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Rentals with a pool

110 properties have a pool

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

$90 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. Condo rentals