Vacation rentals with a kayak in Downtown / Union Square

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Top-rated kayak rentals in Downtown / Union Square

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Guest favorite

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

4.95 out of 5 average rating, 104 reviews

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

Superhost

A comfortable living area is shown featuring two lounge chairs with decorative cushions. A coffee table rests on a soft, textured rug, while a black shelving unit displays various decorative items. Bright light fills the space through large sliding glass doors, revealing glimpses of the waterfront outside.

Home in San Rafael

4.89 out of 5 average rating, 167 reviews

Bayfront Oasis | Deck, Fire Pit, Kayaks – Near Win

Experience waterfront living in Marin County! This sunlit retreat features a private dock, kayaks, paddleboard, and stunning views. With 3 bedrooms, 2 baths, and spacious living areas, up to 8 guests can relax in comfort. Enjoy the fire pit, BBQ, and nearby trails. Between San Francisco & Wine Country. Security deposit, rental agreement, and ID required. Pets allowed with approval. Two parking spots provided, no off-street parking allowed per city laws. Driveway is 22ft long, vehicles over 24f

Guest favorite

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.

Guest suite in San Rafael

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.

Guest favorite

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

4.96 out of 5 average rating, 56 reviews

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.

Top guest favorite

Apartment in Mission Bay

5 out of 5 average rating, 19 reviews

Little Oasis

Enjoy a modern, peaceful retreat on the Mission Creek waterfront. Wake to sunlight on calm waters and start your day refreshed. Paddle down the creek to Oracle Park or walk 20 minutes to the Ferry Building, Chase Center, and Embarcadero. This fully private apartment offers quiet comfort and city convenience in a safe, walkable neighborhood with trendy cafés, markets, and shops. Whether here to explore, work, or relax, this stylish space is yours to feel at home in the heart of San Francisco.

Guest favorite

A serene hot tub is surrounded by lush greenery, offering a private retreat. The hot tub is covered, with gentle wind chimes hanging above. Potted plants add a natural touch, enhancing the tranquil outdoor setting, while views of the waterfront are visible beyond.

Villa in San Rafael

4.9 out of 5 average rating, 213 reviews

Waterfront Marin Retreat with Pool & Hot Tub

5,000 sq ft waterfront luxury villa right at the edge of the canal with private access to the water. Enjoy the heated pool and hot tub, or grab the kayak or paddle board and get on the water from your own dock. The home is 20 mins from San Francisco and Sonoma, has easy access to the 101 freeway, and close to China Camp State Park for hiking or downtown San Rafael. The five bedrooms are perfect for retreats, family vacations, or company off-sites. The spa-like environment is a true getaway.

Guest favorite

A serene view of the lagoon is captured during sunset, showcasing soft pastel colors reflecting on the calm water. The shoreline is visible along with a wooden deck extending over the water. Clouds swirl gently in the evening sky, enhancing the tranquil atmosphere.

Home in Bolinas

4.93 out of 5 average rating, 182 reviews

Bolinas Beach Home

One-of-a-kind house that is over the Bolinas Lagoon with 180 degree views of the lagoon, beach, and Mt. Tamalpais. The beach is 250 ft away. House is furnished with high end Restoration Hardware and Design Within Reach furniture. Relax on the deck, watch the tide go in-and-out, and marvel at the seals, birds, and wildlife. There is a canoe, 2 stand-up paddle boards, beach towel, fishing rods, and crab pot available for use. And of course fast WiFi for streaming and video calls.

Top guest favorite

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

4.98 out of 5 average rating, 49 reviews

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.**

Guest favorite

Home in San Mateo

4.99 out of 5 average rating, 69 reviews

Lagoon Living Offsite + Family Retreat!

► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

Guest favorite

Villa in San Rafael

4.92 out of 5 average rating, 260 reviews

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Superhost

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, 106 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 neat outdoor space features three tall planters filled with greenery and colorful flowers, positioned on a pathway of square stone pavers. Dark pebbles line the edges, contrasting with the lush green artificial grass beside the residence.

Guest suite in Foster City

4.99 out of 5 average rating, 98 reviews

New modern 1 bedroom unit

New modern 1 bedroom/studio unit in beautiful residential neighborhood near the water. Separate entrance that is fully furnished with top of the line appliances and high ceilings. Full size bed. Close access to highway 101, 92 and 280. Plenty of shopping nearby, Bridgepointe Shopping Center and Hillsdale Mall. Need to relax, stroll down to Gull Park to enjoy the water. Kayak and Stand-up Paddle Board available to borrow