Photo by Jennifer Hill

Holiday Homes in Windsor

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Windsor

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Interior

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

9.2 out of 10, Wonderful, (188)
"We really enjoyed the cozy spaciousness of this clean home, with multiple rooms to choose from, ample space to relax and a super functional kitchen. The host was very considerate of our needs, and left us welcome goodies on the counter which was an unexpected treat. We enjoyed the fireplace and wood was even provided. Could not have asked for more for a memorable weekend getaway!"
The price is AU$1,285
includes taxes & fees
24 Feb - 25 Feb
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
Smart TV, fireplace, DVD player, books

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

10.0 out of 10, Exceptional, (236)
"Great friends, great house, great memories!We could not have asked for more."
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
Seaside Modern - Easy 3 min Walk to Beach!
Beach

Seaside Modern - Easy 3 min Walk to Beach!

9.8 out of 10, Exceptional, (205)
"We have stayed at this property twice now for our girls weekend getaway and it is perfect! The location is quiet, the beds are comfortable, the kitchen has all amenities, the view of the ocean is incredible! The communication with the owner is also great. We will be back again! "
Seaside Modern - Easy 3 min Walk to Beach!
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Outdoor pool, a heated pool

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
The Best value on the River and Great Low Season 20% Discounts Available
3 bedrooms, iron/ironing board, travel cot, WiFi

The Best value on the River and Great Low Season 20% Discounts Available

9.4 out of 10, Exceptional, (88)
"Great location, comfortable house, there were a few maintenance issues and we got locked out of the house (code stopped working on the door) before our check out time. Luckily there were people still in the house to let us back in."
The Best value on the River and Great Low Season 20% Discounts Available
Wine Country Getaway
Dining

Wine Country Getaway

10.0 out of 10, Exceptional, (19)
"This is a very nice open floor plan home with many upgraded amenities. The location is perfect for exploring western Sonoma and there is a nice, but modest grocery store just two blocks away. The only minor issue is that the driveway is short and quite steep which may challenge some drivers."
The price is AU$915
includes taxes & fees
1 Mar - 2 Mar
Wine Country Getaway
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Outdoor spa tub

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

10.0 out of 10, Exceptional, (120)
"Loved the property, right on the water, very clean, well stocked for cooking in. Highly recommend.My only complaint is the laundry list of check out items… we were only there for a short weekend and had to launder all towels before leaving with incredibly specific instructions about cycle length and amount of detergent, etc. our checkout was at 11am… it was a little stressful to get it all done. if we’re paying a few hundred for a cleaning service, shouldn’t that include laundering towels? Or...
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
365 Days Great Views of Dillon Beach
TV, fireplace, DVD player

365 Days Great Views of Dillon Beach

9.8 out of 10, Exceptional, (150)
"We loved our stay at "365 Days", especially the professional kitchen appliances and the back patio/view. The downstairs suite is separate from the upstairs living quarters, which provided some extra privacy for our large group. The house was clean and well stocked, we would love to stay again in the future. "
365 Days Great Views of Dillon Beach
Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine
On the beach, sun-loungers

Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine

9.0 out of 10, Wonderful, (279)
"Had a great view of the ocean in multiple locations of the property. Short walk to the beach which was great. Nice amenities like the hot tub, sauna, and arcade games! Great stay for a small family of 4 or couples getaway. "
Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine
Charming modern bungalow w/ hot tub steps away from the beach
Sun-loungers, beach towels

Charming modern bungalow w/ hot tub steps away from the beach

10.0 out of 10, Exceptional, (36)
"Amazing location. Classiest house in the village. Would love to stay again! "
Charming modern bungalow w/ hot tub steps away from the beach
Wine Country Backyard Escape
Fridge, microwave, oven, stovetop

Wine Country Backyard Escape

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay! The backyard was perfect for eating outside, relaxing in the hot tub and playing bocce. Our little dogs loved the freedom to run and play in the fenced yard."
Wine Country Backyard Escape
Kenwood Vista by AvantStay | 7acres w/ Pool, Fire Pit, Vineyard Views
Smart TV, fireplace, stereo, offices

Kenwood Vista by AvantStay | 7acres w/ Pool, Fire Pit, Vineyard Views

10.0 out of 10, Exceptional, (2)
"Incredible location, views and appointments in house. We cooked there and the kitchen was great. The views are amazing and the pictures almost don’t do it justice. We would absolutely rent this place again. It was an incredible place."
Kenwood Vista by AvantStay | 7acres w/ Pool, Fire Pit, Vineyard Views
COZY Bungalow--Dog-Friendly—Perfect for Couples!!!
Beach

COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

9.6 out of 10, Exceptional, (164)
"Excellent location to be near bodega bay restaurants and The headlands -very nice and approachable host, very dog friendly place. "
COZY Bungalow--Dog-Friendly—Perfect for Couples!!!
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Outdoor dining

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (219)
"Lavender Hill was the perfect spot for a weekend reunion with a bunch of friends to celebrate a milestone birthday! The home is beautiful and has everything you need for a great stay. The panoramic views were breathtaking and our group spent the majority of our stay in the living area soaking up the beauty. We had grand plans for making more use of the sport court and would've loved to use the pool (it was too cold), but this just makes it easier to plan a return stay in the future. Thanks to...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
1 Acre with 3 homes in the heart of wine country with last minute specials!
Outdoor dining

1 Acre with 3 homes in the heart of wine country with last minute specials!

9.6 out of 10, Exceptional, (29)
"A group of 11 stayed at this property over a long weekend and enjoyed our stay. The location was great, everything we needed was very easy to get to. It was nice that we could all stay together while still having our space when we needed. "
1 Acre with 3 homes in the heart of wine country with last minute specials!
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
Outdoor spa tub

Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

10.0 out of 10, Exceptional, (127)
"Don’t hesitate to book this place! Amazing 360 views, gorgeous house that’s even bigger and nicer than the photos. The owner Per is super nice and communicative. Everything in the house is top of the line. We loved it!"
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.
Terrace/patio

Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.

10.0 out of 10, Exceptional, (70)
"The house was very warm and comfortable. Clean and had just about everything we needed. Close walk to the beach and relaxing views"
Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.
Calistoga Vineyard House
Smart TV, fireplace, stereo

Calistoga Vineyard House

10.0 out of 10, Exceptional, (34)
"Nice new place with great kitchen."
Calistoga Vineyard House
Bird Watch @ Land's End with Amazing Views of the Harbor and Pacific Ocean
Terrace/patio

Bird Watch @ Land's End with Amazing Views of the Harbor and Pacific Ocean

10.0 out of 10, Exceptional, (122)
"Very beautiful place everything about it was special "
Bird Watch @ Land's End with Amazing Views of the Harbor and Pacific Ocean
Charming house in a charming town, Casa Cerini
Fridge, microwave, oven, stovetop

Charming house in a charming town, Casa Cerini

10.0 out of 10, Exceptional, (32)
"We enjoyed our stay at Casa Cerini - the house was recently renovated, everything was in top working order, the location a block away from the town center was great. We will definitely be back!"
Charming house in a charming town, Casa Cerini
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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Other property types in Windsor

Cottage home near the Russian River; county parks; numerous wineries
Property grounds

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (416)
"Cozy home overlooking the ocean. We loved sitting by the warm gas fireplace and looking at the scenic ocean view. Quiet and private. A very special place that I hope to return to!"
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (361)
"The views from this house are insane!"
Oceanfront - Hot Tub - Newly Remodeled Cottage
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.