Vacation rentals with outdoor seating in Woodside

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Top-rated outdoor seating rentals in Woodside

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Guest favorite

Guesthouse in Redwood City

4.93 out of 5 average rating, 300 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Guest favorite

Guesthouse in Woodside

4.99 out of 5 average rating, 309 reviews

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Guest favorite

Camper/RV in La Honda

4.99 out of 5 average rating, 149 reviews

40 Acre Redwood Forest With Private Trails

We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.

Guest favorite

Cottage in Woodside

4.98 out of 5 average rating, 372 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Superhost

Place to stay in Portola Valley

4.88 out of 5 average rating, 129 reviews

Magical 2br/2ba cabins nestled in the redwoods

Nestled into the redwoods of Portola Valley but only 15 minutes from Palo Alto and 25 minutes from SFO, this is a dreamy rustic cabin retreat. We're honored to share it with you. The residence consists of 3 separate cabins built by Yurt People/California Yurts. The cabins are connected by a large deck overlooking a forest creek and enveloped in redwood, oak, and bay trees. You are surrounded by nature and can walk to a large network of public trails. It's a beautiful and magical place.

Guest favorite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 187 reviews

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 210 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Guest favorite

Guest suite in Emerald Hills

4.91 out of 5 average rating, 164 reviews

Elegant retreat in Redwood City

Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. All furnishings are selected by a professional decorator and routinely upgraded. This is part of a ~4000 sq ft luxury single family home with 2 completely separate and private entrances.

Guest favorite

Guesthouse in Woodside

4.93 out of 5 average rating, 130 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 412 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Guest favorite

Guesthouse in Atherton

4.99 out of 5 average rating, 191 reviews

Charming Cottage near Stanford in Lovely Garden

Relax in our light and airy cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations; 45 minutes from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.

Guest favorite

Guesthouse in Redwood City

4.95 out of 5 average rating, 523 reviews

Stylish Separate Loft/Cottage Walk to Redwood City

* Automated, simple, quick self check in! * Located in a quaint and desirable neighborhood in Redwood City * 15 minutes from Stanford * 5 minutes to the 101 and 280 freeways * Easy walking distance to fun and lively downtown Redwood City/Train * No pets, no pets, no pets