Tiny house vacation rentals in San Mateo County

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Top-rated tiny house rentals in San Mateo County

Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious sleeping area is distinguished by a relaxed design featuring a colorful woven blanket draped over a large bed with two soft pillows. Natural light floods the room through multiple glass doors and brightens the polished hardwood floor.
Guesthouse in Palo Alto
4.77 out of 5 average rating, 167 reviews

Sunnystay: Bright Garden Palo Alto Studio Cottage

Brand New Remodeled Updated Charming extremely well lit Independent Private Guest cottage with New Bed , Bedding, New Hardwood floors, Remodeled Private bath, Added new Full Kitchen, & Washer Dryer facility in a serene garden setting desirable Crescent Park Palo Alto. Guests have the entire cottage to themselves with a private patio. We have fully upgraded the cottage and addressed all issues from past listing of 3 years ago. Extremely serene and quiet environment, a dream for remote work.

Guest favorite
A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.
Guest suite in Boulder Creek
4.9 out of 5 average rating, 1,105 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Top guest favorite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guesthouse in San Carlos
4.99 out of 5 average rating, 802 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Superhost
A sunset casts vibrant orange and purple hues across the sky, reflecting on the ocean's surface. Waves gently lap against a sandy shore, where several birds can be seen near the water's edge. A distant lighthouse is visible on the horizon.
Guesthouse in Half Moon Bay
4.92 out of 5 average rating, 471 reviews

Stylish Seaside Cottage - Walking to Beach

A perfect place for romantic getaways! newly built on top of our detached garage, 10mins walk to beach! private entrance, smart lock, modern skylights, quality linens, trendy decor, private deck with splendid ocean view, on-site parking! At the sunny beautiful El Granada, 4miles north of Half Moon Bay, a lot of fun activities: spending your days on the beach, exploring the hiking trails, trying out many local restaurants, or road trip along Highway 1, 30 mins to SF or 60 mins to Santa Cruz.

Top guest favorite
A small, Mediterranean-style guesthouse is depicted, featuring a charming doorway with a glass panel. To the side, a cozy seating area with a wicker chair and cushion is visible. An affectionate dog sits on the ground, surrounded by potted plants, adding a welcoming touch.
Guest suite in Palo Alto
4.93 out of 5 average rating, 122 reviews

Peaceful & Safe Garden Guesthouse in Midtown PA

Recently painted, our quiet, safe, very clean and quaint Mediterranean style guesthouse, is located in a landscaped yard underneath a Redwood tree, and is suitable for only 1 guest. You can conveniently walk to Midtown neighborhood cafés, great eateries and markets. Quickly access the Stanford campus, Silicon Valley companies, San Antonio Shopping areas, and California Ave Caltrain Station by car. You're welcome to enjoy our backyard, nap in the hammock or work on the patio with WiFi access.

Guest favorite
A serene beach scene captures the golden sun setting over the calm ocean waters. Silhouettes of distant hills align with the horizon, while the sandy shoreline, marked by gentle waves, is framed by lush greenery in the foreground.
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 556 reviews

Cozy Cabin w/Firepit on the Coast-hear Ocean waves

Guesthouse in quiet neighborhood. Short walk to Surfer’s beach. Near harbor, restaurants & Spangler’s market. Bike ride or stroll the paved coastal bluff trail. Kayak in the harbor. Hiking in the hills behind the cottage in Quarry Park. Full kitchen. Attached covered deck. Cable TV & WIFI. Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves and seals. Brew pubs & live music in the Harbor. Shopping & Festivals on Main Street, 3 miles away.

Top guest favorite
The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.
Home in San Carlos
4.96 out of 5 average rating, 296 reviews

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

Top guest favorite
A cozy cabin exterior is set among tall trees, featuring a stone patio with two Adirondack chairs. The structure has large windows that invite natural light, while the surrounding landscape includes rocks and pine needles, creating a natural and serene environment.
Cottage in Boulder Creek
4.98 out of 5 average rating, 131 reviews

Creekside Bliss #1 - The Santa Cruz

Santa Cruz County Vacation Rental Permit# 191283. Newly remolded beachy creek side cottage, bright and airy, fully equipped kitchen. Located in the Santa Cruz mountains 1/2 mile from downtown Boulder Creek on a secluded property. Close to many event and wedding venues. Fifteen minute drive to Big Basin State Park, 30 minutes to Santa Cruz and Beach Boardwalk, close to many wineries and lots of hiking trails. Twenty minutes from Roaring Camp Railroad.

Guest favorite
An open living space features dark tiled flooring and natural wood cabinets in the kitchen area. A round dining table with four chairs is positioned near a flat-screen TV. Two bedrooms can be seen through two doors, providing a layout that emphasizes accessibility.
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 168 reviews

16017-Private 2BR Guest Unit near HWY, BART & Mall

This is a detached 2-bedroom 1-bath guest unit with full kitchen and laundry at the back of my house. It has a private entrance which is accessed from our driveway and backyard. It is conveniently located near freeway 580, 880 and 238, and Bay Fair Bart Station. It's also close to Costco, Walmart, Target and many restaurants and shops, as well as everything you need. It is 13-min drive to Oakland Airport, 16 mins to Coliseum, 30 mins to Downtown SF.

Top guest favorite
A white trellis adorned with vibrant flowers stands against a sunny garden backdrop. A mix of colorful blooms, including tulips and daisies, creates a lively display in a brick planter, inviting guests to enjoy the natural beauty of the surroundings.
Guesthouse in Atherton
5 out of 5 average rating, 232 reviews

Charming Studio Garden Cottage near Stanford

Come and relax in our light and airy studio 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 as well as Stanford Hospital, 45 minutes' drive 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
A scenic outdoor area is visible, featuring a trampoline alongside a grassy space. A deck extends toward the water, where a blue kayak and a boat with a cover are stationed. A shaded seating area is located nearby, with a view of the serene lake.
Place to stay in San Mateo
4.91 out of 5 average rating, 121 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.

Top guest favorite
A well-lit guestroom features a queen-size bed with floral bedding. A spacious loveseat sofa is positioned near a sliding glass door that opens to the backyard. A small coffee table rests in front of the sofa, and a portable air conditioner is visible in the corner.
Guesthouse in Pacifica
4.97 out of 5 average rating, 539 reviews

Elegant Garden Studio w/ AC | Near SF/SFO/Beach

Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

Popular amenities for San Mateo County tiny house rentals

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