Oak Shores Vacation Rentals

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Browse Select Oak Shores Vacation Homes

"We stayed at this historic house for 3 nights. It was well-equipped, and the location was awesome—within walking distance to great restaurants in downtown. Driving to wineries, the coast, and attractions was also a breeze. We will definitely book again"

"Beautiful house. I chose it because of all the windows and. decks.The kitchen was fully and very thoughtfully equipped."

"The description was accurate and the location was amazing. Had a fantastic time here over the holidays with my family."

"Quaint, cozy, very clean, and convenient mini-house with a small but very well-appointed kitchen and a nice bathroom. The bed was also very comfortable. "

"Great place to rest between rounds of wine tasting!"

CA $1,581 total

includes taxes & fees

Apr 3 - Apr 4

"We spent 4 nights at the Peachy Canyon hillside home for. 60th birthday girls trip and loved it! Great location close to downtown and centrally located to all the wineries we visited. House was well equipped with everything we could have possibly needed. The views from the deck of the house were amazing!! We’d definitely return! Thanks for a great stay! ❤️🍷"

"Enjoyed the amenities and hot tub, comfortable beds, close walk to the park and town "

CA $562 total

includes taxes & fees

Mar 17 - Mar 18

"This house comfortably accommodated 3 adult couples in the living room and dining room. The bedrooms were good sized with cozy beds. The kitchen was well stocked with pans, utensils, plates, cups, bowls and would have been perfect except for only 5 wine glasses. There are great walks around the neighborhood to the coast. We would definitely stay here again! "

"We always enjoy TreetopLodge. One of our very favorite VRBOs anywhere! Great views, well appointed kitchen, beautiful property. "

"We absolutely love this home and can’t wait to be back!"

"The property was nice. The owners were quick to respond to questions. overall, it was a really good experience. Would highly recommend it."

"Excellent location and peaceful. A bit of road noise but not bad. "

CA $452 total

includes taxes & fees

Mar 12 - Mar 13

"Beautiful home, in a beautiful area. Extremely convenient location. My family loved everything about the home and PR. Great communication with the hosts"

"This is a cute older home in a quiet neighborhood and an easy walk to downtown. Would book again as it worked for the 3 of us on our girlfriend getaway and the price was comparatively affordable given it’s location. That said, the house could use some minor, inexpensive fixes to enhance a guest’s experience, such as a room darkening shade in the master bedroom western window (it was about 90 in there mid-day), door knob maintenance (many were loose), and some useful kitchen additions (I ended up...

Microwave, dishwasher, coffee/tea maker, toaster

"What a great stay. The house is in a great location. Everything in the house seemed to be new. We had a Galentine's weekend which included wineries, the Air Museum and the Speakeasy downtown. we would absolutely stay there again. "

"The property is fabulous. You’re in the woods but can see the ocean. Views are from every direction as are doors and patios that provide air and sunlight to come drifting in for a true feeling of nature. Huge amount of space to spread out and not be on top of everyone. "