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Windsor Vacation Rentals

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Browse Select Windsor Vacation Homes

Love Shack private retreat

9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
The price is CA $127
CA $307 total
includes taxes & fees
Aug 25 - Aug 26
Love Shack private retreat

King Room ADA with Balcony

9.0 out of 10, Wonderful, (2)
"It was a nice room with a great view of the bay. The bed was vary comfortable. the hotel is under renovation and the grounds are in dire need of TLC. There is no sign for the hotel so watch for it also the spa was out of service but over all I would stay again"
The price is CA $258
CA $340 total
includes taxes & fees
Sep 7 - Sep 8
King Room ADA with Balcony

Double Queen Room with Ocean View!

8.4 out of 10, Very good, (11)
"The rooms were clean and spacious and very affordably price! Upon checking in clear directions were given to get to and access the room. Overall environment was very quiet and made for an enjoyable stay."
The price is CA $256
CA $338 total
includes taxes & fees
Sep 2 - Sep 3
Double Queen Room with Ocean View!

Luxury Estate Awaits: Your Ultimate Vineyard Escape

The price is CA $964
CA $1,791 total
includes taxes & fees
Sep 11 - Sep 12
Luxury Estate Awaits: Your Ultimate Vineyard Escape

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (21)
"Perfect place to stay, nice and cozy!"
The price is CA $72
CA $201 total
includes taxes & fees
Aug 27 - Aug 28
Cobb Mountain Chalet King Size Suite

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is CA $127
CA $307 total
includes taxes & fees
Aug 25 - Aug 26
Garden house with gas fireplace

Emerald Lodge quiet efficiency

10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
The price is CA $119
CA $350 total
includes taxes & fees
Aug 24 - Aug 25
Emerald Lodge quiet efficiency

Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond

The price is CA $267
CA $442 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond

Glen Ellen Retreat #1 Hot Tub and King Beds

10.0 out of 10, Exceptional, (66)
"Great place to relax. Nice backyard with hot tub. "
The price is CA $224
CA $562 total
includes taxes & fees
Sep 3 - Sep 4
Glen Ellen Retreat #1 Hot Tub and King Beds

Bright and modern - Water views - Close to beach

10.0 out of 10, Exceptional, (15)
"Nice place. Clean and well located. Easy walk to the beach and the general store. "
The price is CA $267
CA $688 total
includes taxes & fees
Aug 25 - Aug 26
Bright and modern - Water views - Close to beach

Secret Garden: 1BR Oasis, Dog Friendly

9.6 out of 10, Exceptional, (5)
The price is CA $178
CA $562 total
includes taxes & fees
Sep 7 - Sep 8
Secret Garden: 1BR Oasis, Dog Friendly

Creekside Cozy 2BR 1BA + 2 Acres

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was well set up. Enjoyed the stay very much. "
The price is CA $269
CA $663 total
includes taxes & fees
Aug 24 - Aug 25
Creekside Cozy 2BR 1BA + 2 Acres

Lovely Russian River Bungalow-2BR 1 BA New Remodel

10.0 out of 10, Exceptional, (1)
"Great accommodations and convenient location to Santa Rosa, Sebastopol, etc. Impeccably clean and completely remodeled. Nice outdoor area with grill, fire pit, ping pong table and seating for end of day chilling. All kitchen amenities including coffee for am wake-up. Water pressure in shower was amazing. Road up to house is a bit gnarly the first time up before you get your bearings. All check in information available a day in advance. Would definitely be back for another stay."
The price is CA $185
CA $568 total
includes taxes & fees
Sep 16 - Sep 17
Lovely Russian River Bungalow-2BR 1 BA New Remodel

2 Hidden Wine Country Gem Upstairs Unit

9.6 out of 10, Exceptional, (19)
"Lovely home, great location, helpful property manager. Would definitely book again."
The price is CA $206
CA $409 total
includes taxes & fees
Sep 10 - Sep 11
2 Hidden Wine Country Gem Upstairs Unit

Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

6.0 out of 10, (1)
"Close to downtown...easy walking. Unit attached to the main house. Street parking close to entrance. Minimal kitchen supplies. Good value."
The price is CA $148
CA $260 total
includes taxes & fees
Aug 24 - Aug 25
Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

Private Lofted Downtown Studio

10.0 out of 10, Exceptional, (39)
"My wife and I very much enjoyed our 2 night stay. Property was beautifully appointed, well maintained and in a quiet neighborhood close to restaurants, stores and the Barlow. Communications with owner and check-in/check-out process were effortless. We really loved it and would absolutely stay here again! "
The price is CA $236
CA $554 total
includes taxes & fees
Aug 24 - Aug 25
Private Lofted Downtown Studio

Russian River Retreat with Hot Tub, BBQ, & Deck

10.0 out of 10, Exceptional, (3)
"We had a great time visiting the Russian River Valley. This property was as advertised and very comfortable. We had plenty of space and really enjoyed the kitchen, back deck, and hot tub. We had a toddler with us and found the place to be relatively toddler friendly, just had to hide some breakables and barricade the stairs, but she had a great time! Our only complaint was the level of road noise, but that probably comes with any property that is along River Road. "
The price is CA $236
CA $559 total
includes taxes & fees
Aug 24 - Aug 25
Russian River Retreat with Hot Tub, BBQ, & Deck

Glen Ellen Retreat #2 King Beds

10.0 out of 10, Exceptional, (146)
"The place was great! Great location, nicely decorated, everything was wonderful-no complaints. "
The price is CA $210
CA $545 total
includes taxes & fees
Sep 3 - Sep 4
Glen Ellen Retreat #2 King Beds

Peaceful, charming, cottage in wine country. Beautiful yard!

10.0 out of 10, Exceptional, (2)
"Clean, tastefully decorated in vintage style. Delightful home"
The price is CA $188
CA $459 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful, charming, cottage in wine country. Beautiful yard!

Walk to Russian River - Casa Del Rio - Unit A

9.2 out of 10, Wonderful, (34)
"Great location to stay to get the most out of your wine trip. "
The price is CA $152
CA $537 total
includes taxes & fees
Aug 27 - Aug 28
Walk to Russian River - Casa Del Rio - Unit A
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