Holiday rentals with a kayak in Downtown / Union Square

Apartment in Duboce Triangle

A cozy living area features wood-paneled walls and beams, illuminated by natural light. A comfortable couch is positioned near large windows that showcase a city skyline view. A rustic wooden coffee table adds charm, while a small side table complements the space.

4.98 out of 5 average rating, 116 reviews

Peaceful Studio in the Trees

Private Studio with a beautiful view, surrounded by urban nature. The studio is cozy and cabin-like with everything you need to enjoy your visit. The neighborhood is peaceful and quiet for a city setting. Duboce Triangle is a gorgeous, central neighborhood in San Francisco and arguably one of the best! Our walking score is 98. Enjoy Victorian houses and tree-lined walks to coffee shops, parks, restaurants, fitness studios, events, work, and easy access to public transit for all the sightseeing.

4.95 out of 5 average rating, 113 reviews

A light-filled living area features floor-to-ceiling windows providing panoramic views of the bay. A contemporary glass table is surrounded by stylish chairs, and a plush sofa adds comfort. Greenery from a potted plant enhances the natural ambiance.

Condo in Emeryville

Lux Water View with Balcony Minutes -San Francisco

Luxury Waterfront Retreat | Breathtaking Panoramic Views Wake up to stunning, panoramic water views from every room and balcony in this spa-like, resort-style haven! Whether you're seeking a romantic getaway, executive retreat, or a peaceful stay for remote work or travel nursing, this luxurious space offers the perfect escape. Free onsite parking, 24/7 security patrol for your peace of mind Trader Joe's, restaurants, San Francisco, UC Berkeley, Emeryville Marina & access to Silicon Valley

4.96 out of 5 average rating, 23 reviews

Guesthouse in Martinez

Serenity Cottage #C- private guesthouse oasis

Perfect Bay Area Restorative Oasis for business or pleasure in Historic Martinez. Our clean, safe, private Cozy Cottage is stocked w/all the comforts of home +local coffee, Lipman Hive raw honey, display of local authors & artists. Stay local & enjoy trails, parks, tennis, swimming, restaurants, shopping, marina, John Muir House or a short excursion to San Francisco, Berkeley, Napa, Hot Springs, Apple Hill, Six Flags, Jelly Belly, Muir Woods, Stinson Beach, Santa Cruz, Tahoe, Reno & more!

Guest suite in San Rafael

A calm seascape depicts a rocky shoreline with clusters of stones extending into the tranquil water. In the background, single-family homes line the hillside, surrounded by trees under a clear blue sky.

4.85 out of 5 average rating, 73 reviews

Guest Suite in magical bayside acres

Cozy, downstairs guest suite with private entrance, a block from the bay and parking right outside the door. It is nestled in the neighborhood of Bayside Acres which is a small enclave with its own beach, unique character, history, tranquility and stunning views of the Bay and Mt Tam. It is walking distance to the marina and Andy's Market. There is a shore bird-filled nature preserve that abuts the neighborhood . The guest suite is approximately 450 square feet and is tastefully appointed.

4.87 out of 5 average rating, 75 reviews

The exterior of a quaint tree cabin is shown, featuring a wooden facade and a white door under a bright blue sky. Two windows are visible on either side, and a welcoming 'OPEN' sign is displayed above the door. Two planters with large green plants frame the entrance.

Treehouse in Martinez

Treemendous Potting Shed with beautiful views

Enjoy the sounds of nature when you stay in this unique place. Tree cabin potting shed is surrounded by 15 miles of hiking trails on a private 60 acre ranch, enjoy peace and quiet, nature, bird watching and private pond overlooking Carquinez straight. (Tree cabin is 100% off grid.) Take advantage of private bocce ct, outdoor kitchen BBQ, or take an outdoor shower after a brisk hike. 3 miles to Briones regional park, 10 miles to Mt. Diablo State Park, 3 miles to Crockett Hills Regional Park.

Guest suite in San Rafael

A spacious studio is shown with a queen bed, plush bedding, and a decorative throw blanket. A work desk is positioned next to a light-colored sofa, while sliding glass doors lead to a private deck. Natural light fills the room, highlighting the wooden flooring.

4.95 out of 5 average rating, 111 reviews

Comfy studio, deck, sep. entrance, a/c. Near S.F.

Cozy studio with comfy queen bed and linens. Separate entrance. Private bathroom, beautiful deck and yard. Perfect home base to relax between touring SF or visiting Marin and adjacent areas. Close to SF, nature, hiking, beaches, bay, excellent restaurants. Convenient location 3 min from 101. One hour from Sonoma & Napa wine country. We have A/C-rare in this area.Backyard shared w/ host and friendly dog. Heads up: some construction in rest of house in 6/25. Prob not very loud or early or late.

4.97 out of 5 average rating, 60 reviews

A white farmhouse with blue trim is set against a backdrop of tall trees. In the foreground, a person holds a cat, surrounded by landscaped gardens featuring various shrubs and plantings.

Farm stay in Bolinas

Wishbarn Loft on Idyllic Farm Property Near Beach

Welcome to a one-of-a-kind, private getaway, located on a historic 4-acre family farmstead in beautiful Bolinas. Wishbarn Loft is the perfect place to relax, unplug and enjoy the simple pleasures of the West Marin coast -- and the abundant trails, beaches and wild natural open spaces that surround it. Our charming, art-filled space -- complete with full kitchen, bath with shower, and 2 separate enclosed sleeping rooms -- totals 800 square feet, or the equivalent of a larger-sized tiny home.

4.97 out of 5 average rating, 62 reviews

A light-filled living room features a plush sofa and a leather couch, complemented by a patterned area rug. Large windows provide views of the garden. Shelves with books and artwork adorn the space, creating an inviting atmosphere for relaxation.

Home in Kentfield

Garden Cottage

Quiet 3 BR 2 BA home w/ lovely yard & garden. Patio & garden tables ea seat 4. Master BR has private BA with lg tub & 2 person shower, private toilet rm, & spacious walk-in closet, private entrance from garden patio. 2nd BR is spacious has full bed + desk. 3rd BR has twin trundle beds & private entrance from front yard. Queen sofa bed in LR. Kid/dog friendly front yard. EV chg on site.** Please do not apply if you are a smoker as this is strictly a non-smoking property.**

4.79 out of 5 average rating, 14 reviews

An open kitchen space features modern appliances, including a stainless-steel refrigerator and oven. Light wood beams stretch across the ceiling, while a large window allows natural light to illuminate the area. A comfortable seating area is visible through an adjoining doorway.

Home in Montara

Shenoa By-The-SEA

This ocean-view cottage was featured in Coastal Living Magazine. With views of the Pacific and Montara Mountain, Shenoa-by-the-Sea features vaulted ceilings with skylights that fill the space with natural light. The pergola-covered back deck offers a lovely outdoor living area with a fire pit, perfect for relaxing. Beach access is less than half a mile north at Montara State Beach. The cottage is adjacent to Highway 1 so you will hear some traffic noise.

Place to stay in San Mateo

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.

4.91 out of 5 average rating, 116 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.

Guest suite in Mission Terrace

A serene backyard patio is surrounded by lush greenery and vibrant plants. Comfortable seating is offered on a modern outdoor sofa, complemented by decorative cushions. A stylish side table and a variety of potted plants enhance the inviting outdoor space.

4.91 out of 5 average rating, 185 reviews

Peaceful garden space in nice neighborhood in SF

Tucked away on a peaceful San Francisco street, this modern home offers a calm retreat from the city’s buzz. Start your morning with coffee on the serene back deck, shaded by our beautiful, fruit-laden grapefruit trees. When you’re ready to explore, you’re just steps from multiple fast, reliable bus lines, BART, and a city bike rental station, making it effortless to get anywhere in the Bay Area. A quiet escape with unbeatable convenience.

4.8 out of 5 average rating, 10 reviews

A modern kitchen features sleek cabinetry and stainless steel appliances, including a gas stove and espresso machine. Natural light streams through large floor-to-ceiling windows, illuminating a cozy living area adorned with art prints and a vibrant flower arrangement.

Apartment in Mission Bay

Modern Wellness Oasis | Sauna • Spa • Remote Work

Wellness meets waterfront living—next to Oracle Park! • Light-filled designer unit w/ floor-to-ceiling windows • Italian kitchen, barista espresso machine & spa-style bath • Ergonomic WFH setup & high-speed Wifi • Rooftop lounges, hot tub, sauna, yoga studio, 2 gyms • Game rooms, golf simulator, production studio • Co-working space & private offices • Waterfront park at your front door • Walk to Giants games & concerts in minutes

Popular amenities for Downtown / Union Square kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

An outdoor seating area features modern furniture, including a sectional sofa and a coffee table, positioned on a spacious cement patio. A view of the bay is visible, with palm trees lining the waterfront and boats anchored in the distance.

Home in San Rafael

4.74 out of 5 average rating, 27 reviews

Luxury Waterfront Hawaiian Oasis w/Hot Tub

A warm living area features a plush brown sofa and armchairs, arranged around a wooden coffee table. A large framed painting hangs above the table, while light streams through multiple windows covered with white shutters. Soft area rugs adorn the hardwood floor.

Home in Rockridge

4.75 out of 5 average rating, 8 reviews

4 Bdrm Home— Island Charm, Wellness Area, Tiki Hut

A light-filled living room features a cozy sofa adorned with neutral cushions, accompanied by a textured armchair. A contemporary coffee table, shaped like a flower, sits on a natural fiber rug, while a tall stack of books adds visual interest beside a large leafy plant.

Home in San Pablo

4.8 out of 5 average rating, 15 reviews

Sunny 3 Bed Cottage in Beautiful Garden Oasis

A charming backyard is featured, showcasing a rustic shed adorned with climbing greenery. Stone pathways are lined with potted plants, offering a serene outdoor space under the shade of a large tree. The area provides a blend of natural beauty and functional storage.

Home in Alameda

5 out of 5 average rating, 4 reviews

Charming Alameda home. Walk to restaurants & beach

4.74 out of 5 average rating, 23 reviews

A welcoming living area features a dark leather sofa and a round coffee table atop a fluffy area rug. Natural light streams in through an arched window, illuminating the space. The entrance door, with intricate detailing, opens to a serene outdoor view.

Home in Gerstle Park

Charming 2.5/1 Victorian flat

4.95 out of 5 average rating, 124 reviews

Home in Stinson Beach

The Carriage House at Willow Camp

The exterior of a two-story historic home is visible, surrounded by lush greenery and colorful flowering plants. The property features a deck and is set on a slight incline, enhancing its charming curb appeal. A stairway leads up from the street to the entrance.

Home in Point Richmond

4.63 out of 5 average rating, 19 reviews

Cosy Craftsman, view, historic area

5 out of 5 average rating, 49 reviews

A natural landscape is captured with flowing water and distant mountains under a partly cloudy sky. Vibrant flowers and shrubs line the foreground, adding color to the scene. The calming environment suggests opportunities for relaxation and exploration.

Home in Corte Madera

Waterfront w/ dock incredible views easy access SF

Other holiday rentals with a kayak

A spacious room features a king bed with crisp white linens and a large window offering views of the Golden Gate Bridge. A fireplace is positioned beside a minimalist wood furniture set, which includes a desk and a TV. Comfortable armchairs are situated near the balcony.

King Room - 1 bed

A spacious room features a comfortable king bed with decorative pillows. A separate sitting area includes a sofa, armchair, and a small table, all illuminated by natural light from large windows. Soft colors and neutral decor create a relaxed atmosphere, complemented by a ceiling fan.

King Room - 1 bed

King Room - 1 bed

A spacious room features two queen beds with light-colored linens and wood accents. A red armchair complements the neutral tones, and an LCD TV is positioned on a dark cabinetry. Artwork adorns the wall, and a doorway leads to an additional space, enhancing the overall openness.

Two Queen Room - 2 beds

A spacious room is furnished with a king bed, complemented by warm bedding. A cozy armchair and a stylish lamp are positioned near the fireplace. Natural light illuminates the room through two large windows, showcasing scenic views of the surroundings.

King Room - 1 bed

A scenic view captures the Golden Gate Bridge in the distance, framed by rolling green hills. The foreground reveals a collection of buildings with red roofs nestled among trees, alongside expansive grassy areas and the shimmering water.