Family-friendly holiday rentals in Oakley

4.87 out of 5 average rating, 1062 reviews

The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.

Boat in Alameda

Step back in time on this beautiful classic yacht

Good Luck is a hundred-year-old classic yacht, lovingly restored and ready to transport you to another time while luxuriously spoiling you on your bay area adventure. This dockside charter gives you complete privacy and an amazing nautical experience. Alameda is a beautiful island community in the heart of the Bay, filled with beautiful homes, adorable shops, and many great restaurants. The San Francisco ferry is close by to whisk you to the big city, so why would you want to stay anywhere else?

4.96 out of 5 average rating, 232 reviews

The image captures a serene sunset over calm waters, with soft hues of orange, pink, and purple reflected in the lake. Silhouettes of distant mountains and power lines add depth to the landscape, creating a peaceful and picturesque scene.

Home in Bethel Island

The Fishing House / Waterfront / Fishing / Boating

The Fishing House is the perfect home base to enjoy relaxing, fishing, wakeboarding, swimming and boating on the Delta. This Island getaway is designed to show you the lazy river lifestyle, opposite of the hustle and bustle of every day life. Views of Mt Diablo, bird and marine life galore plus lots of local bars on the water. Fully equipped 2 bed 2 bath open plan home is perfect for a family or small group of friends! Please note: there are stairs to get to main entry. Relax and enjoy!!

4.96 out of 5 average rating, 397 reviews

The interior features rustic wooden beams and stylish decor. A cozy seating area with a plush cushion is adjacent to a modern fireplace. A staircase leads to a lofted sleeping area, while the kitchen and dining are visible in the open layout, accented by natural light through the windows.

Tiny home in Livermore

Secluded retreat/Remote office/TinyHouse/Livermore

TINY HOUSE! This is your chance to experience what it's like to go Tiny! Located in Livermore California, Warm and cozy decor with a bit of a rustic feel, situated on beautiful rolling hills with spectacular views. BBQ on a large private deck and enjoy the sunset. Perfect for a sunrise yoga session or a peaceful surrounding in a country setting with cattle roaming and chickens nearby. Minutes away to many popular wineries and the San Francisco premium outlets in Livermore. Has 2 lofts/1 bath.

4.95 out of 5 average rating, 112 reviews

A covered seating area is featured near the jacuzzi, with four lounge chairs positioned to overlook the tranquil waterfront. The background showcases serene water views and neighboring homes, enhancing the relaxation space.

Home in Discovery Bay

Remodeled Lakeview Oasis W/Pontoon Boat. ~ 3k sqft

Amazing 2 Story Home with Waterfront views, Jacuzzi w/ bar, & a large dock. Can accommodate 2 Boat's & 3 jetski's. Spacious 3Bd + 1 Bonus Room w/ bunk bed, Foos Ball Table & TV. Home can sleep 9 adults. Large driveway can accommodate 4 cars. Newly renovated 11/2021 and just 10 min to fast water. Has a large deck with a fire pit, outdoor heater, bbq and lots of seating and located on a non busy area of the bay where kids & adults are safe to swim or play off the deck. Chartered Pontoon rides.

Townhouse in Discovery Bay

A tranquil waterfront view captures still waters reflecting the early evening sky. Multiple boats are docked nearby at the marina, with palm trees lining the shore in the background, creating a serene and peaceful atmosphere.

4.98 out of 5 average rating, 136 reviews

Disco Digs! Deep Water w/ Dock Near Marina

Clean and bright waterfront duet home next to the Marina/ Boat Launch, Marina Grill and Farmers Market with dock to side tie your boat. We are in a quiet area, great for swimming and fishing. Use our paddle boards or two-person kayak. We are a short boat ride to the fast water for boating, water sports or visit other dockside restaurants. Wineries, Fruit Picking and a Whiskey distillery are only minutes away. An hour drive to San Francisco, Napa or Sacramento. Add us to your favorites!

5.0 out of 5 average rating, 120 reviews

A glimpse into the living space is provided, showcasing a bright area with wooden floors and a dining table surrounded by chairs. A shower stall can be seen through an open door, adding to the cottage's functionality. A mirror hangs near the entrance, enhancing the welcoming feel.

Guesthouse in Livermore

Quiet wine country cottage sleeps 4 - Pet Friendly

Forget your worries in this spacious and serene space. Located in the beautiful Livermore wine country just two miles from downtown. With walking/biking trails just across the street and two wineries in walking distance you won’t need to go far to enjoy your time here. This very spacious one king bed bedroom cottage (and queen Murphy bed) is just right for quiet time. Most days you can see horses and cows just out your windows with owls hooting and birds chirping for the country feel.

4.95 out of 5 average rating, 496 reviews

The interior of the yurt showcases a circular ceiling adorned with colorful beams and a decorative chandelier. Traditional artwork is displayed on the walls, complemented by wooden lattice accents. A vibrant red appliance is positioned in the corner, harmonizing with the natural tones of the cowhide wall.

Yurt in Richmond

Exotic getaway in Sobrante hills

This is Mongolian traditional yurt when we married 40 years ago, our parents built it for us. It is located in our backyard about 90 feet from the street on the deck under pine trees. Path to the yurt has 12 steps and 15 degree up on some part of the deck. We have beautifully decorated, half around, eclectic full bathroom outside the yurt just 2 steps away. Yurt has low front door and low beds and seats. No tv, no wifi. It is out of your comfort zone! No human contact, self check in.

4.94 out of 5 average rating, 429 reviews

A modern kitchen is presented with stainless steel appliances, including a refrigerator and a gas stove. Grey cabinets complement a marble countertop, while a single basin sink offers a view through large windows. A decorative flower vase adds a touch of color to the counter.

Boat in Oakley

HouseBoat+Sauna+Fireplace+AC+Best Fishing spot

Welcome Aboard DeltaJaz! Pet & 420 Friendly. Special occasion? let us know and enjoy the surprise! You will be thrilled to be apart of this rare opportunity to enjoy your own fully remodeled houseboat to yourself. You will enjoy all the comforts of being home including a in home 3 person Sauna, Fire place, air conditioning, Full sound system though out entire boat, LED's etc. Includes two kayaks and one Paddle board. lots of privacy! Please bring your own drinking water!

4.87 out of 5 average rating, 134 reviews

A person stands on a wooden dock at sunset, holding a caught fish with one hand. The tranquil lake reflects vibrant orange and pink hues, with palm trees and homes visible in the background. A small dog is seen sitting nearby on the dock.

Home in Discovery Bay

Beautiful Homes by the Lakes in Discovery Bay .

Totally remodeled home by the lakes in Discovery bay, Ca. Please note that there is no access going to fast water/delta, and only electric boat allowed in the lake. We are located about 1.5 hours from SFO airport and 1 hour from Oakland airport. Napa Valley located in North part of the county about 1 hour a way and we are near the winery by Livermore area. 35 minutes away from SF Factory outlet by Livermore. This home is 3 bedrooms with 2 full bath. Pet friendly.

4.94 out of 5 average rating, 397 reviews

A private hot tub is shown in the foreground, with soft bubbles visible on the surface. In the background, a modern cabin facade features large glass doors reflecting warm sunset hues, framed by a wooden deck with seating.

Cabin in Oakland

Hike-in Bay Views Cabin w HotTub

Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

4.86 out of 5 average rating, 300 reviews

A spacious bed is presented with a white, textured comforter and multiple pillows in various sizes. A decorative gray pillow is centered against the backdrop of a dark wall, creating a calming focal point. Light from the kitchenette hints at the room's overall brightness.

Guest suite in Antioch

Spacious Studio-Private Entrance & Bathroom

Charming Studio with Private entrance, Walk-in closet & an Exclusive bathroom. Wakeup to the peaceful view of the open hill and birds chirping. Located in a quiet family neighborhood. Convenient distance to public transportation, eateries, and supermarket. Self-checkin/out with digital keypad at your convenience. No loose keys. Home features a comfortable queen size bed with 2 firm pillows, 2 plush pillows, comforter and clean linens. Work station/office desk.

4.97 out of 5 average rating, 105 reviews

5 min to DWTN, BART & Park| Private Deck w/ View

Situated in a quiet residential neighborhood, The Granada Guesthouse is conveniently located just 5 minutes from the local freeway and downtown Concord. This charming 1BR+1 BA, 500 sq. ft. space offers amenities such as a stocked kitchen with brand-new appliances, an in-unit washer/dryer, a large island, a flat screen TV, street parking and high-speed WiFi. Minutes To BART, Willow Pass Park, Todo Santos & Hwy 4.

Popular amenities for Oakley family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious bedroom features a large bed with a geometric-patterned blanket, complemented by stylish nightstands and lamps on either side. A large mirror reflects the bright space, while plants add a touch of greenery. Natural light enters through two sets of sliding glass doors.

4.94 out of 5 average rating, 129 reviews

Very Demure, Very Cozy, 2 bd guest home w/ hot tub

Guest suite in Walnut Creek

A tranquil swimming pool is surrounded by lounge chairs, nestled among lush greenery and tropical plants. The two-story house features large windows, allowing natural light to brighten the space, while a path leads to the garden area.

4.99 out of 5 average rating, 659 reviews

Garden Oasis 1 BR Suite w Spa & Pool, Walnut Creek

4.95 out of 5 average rating, 324 reviews

Home in Vallejo

Remodeled 3BR 2BTH •Hot Tub • GameRoom • Epic View

Guesthouse in Walnut Creek

A wooden deck is framed by palm trees, featuring a round table and an adjacent chair. The view captures a sparkling pool, surrounded by lush greenery, inviting relaxation in a serene outdoor setting.

4.91 out of 5 average rating, 654 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.94 out of 5 average rating, 126 reviews

Guesthouse in Lodi

The Garage Apartment In Lodi (by Wine & Roses)

4.96 out of 5 average rating, 311 reviews

An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.

Guesthouse in Oakland

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Guesthouse in San Leandro

The exterior of the recently renovated garden unit displays a soft green facade with a welcoming white entrance door. Decorative windows are positioned above the door, enhancing natural light. A wooden deck leads to the entrance, framed by lush vegetation and a bicycle is parked nearby.

4.96 out of 5 average rating, 321 reviews

Garden getaway near SF

4.79 out of 5 average rating, 136 reviews

The entrance of a charming home features a dark front door with a decorative arch. Two outdoor chairs are placed on the wooden deck, alongside potted plants. Large windows allow natural light to enter, illuminating the inviting space.

Home in Lodi

Little Lodi Lounge | Hot Tub, Walkable Downtown

Family- and pet-friendly home rentals

The exterior of the property presents a charming heritage design with white siding and dark green accents. A covered patio area features a set of rattan chairs and a table, surrounded by lush greenery and towering trees, offering a peaceful outdoor setting.

4.91 out of 5 average rating, 205 reviews

Private suite on 1918 heritage property

A serene outdoor space is presented with two red Adirondack chairs positioned around a white table. A vibrant tree with red foliage serves as a backdrop, surrounded by well-maintained grass and garden features. Bright skies add to the inviting scene.

4.98 out of 5 average rating, 212 reviews

Concord Lavender Farm

Superhost

An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.

Guesthouse in Walnut Creek

4.94 out of 5 average rating, 141 reviews

The Willow Cottage

Townhouse in Discovery Bay

An outdoor seating area features comfortable wicker chairs and a round table, centered around a fire pit. A shaded pergola and soft drapes provide a relaxing ambiance, while views of the water and palm trees create a serene atmosphere. Decorative cushions add a touch of style.

4.94 out of 5 average rating, 144 reviews

Marlin Cove Pet Friendly Waterfront Retreat

4.98 out of 5 average rating, 105 reviews

Home in Stockton

Cozy 3BR Family Kids Friendly Home

4.92 out of 5 average rating, 158 reviews

A charming river house stands directly on the water, featuring a spacious deck with dock access. The structure showcases a blend of rich colors, set against a backdrop of a serene river and expansive blue sky, reflecting the surrounding peaceful landscape.

Home in Isleton

Waterfront home - fish, kayak, swim - 1hr from SF

4.96 out of 5 average rating, 126 reviews

A modern living area is presented, featuring two sleek chairs positioned beside a stylish entertainment unit. A television displaying a colorful landscape artwork hangs on the wall above. Decorative plants and a small arrangement of dried flowers add a touch of warmth.

Guesthouse in Pittsburg

Apartment with onsite laundry

Guest suite in Mountain House

The bedroom features a spacious bed with a patterned gray comforter and pillows. A desk with a chair is positioned near a window, which is partially dressed with light curtains. A ceiling fan and framed artwork adorn the walls, creating a welcoming space.

4.87 out of 5 average rating, 330 reviews

*MUST SEE* Private comfy suite in quite safe town

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 174 reviews

The entrance to the studio is illuminated softly at night, framed by lush greenery and a vibrant palm tree. A wooden deck is visible, leading to a door that opens into the accommodation, while a well-manicured hedge enhances the inviting atmosphere.

Cottage in Acampo

Acampo Studio Retreat

4.97 out of 5 average rating, 117 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

4.97 out of 5 average rating, 346 reviews

A shaded outdoor dining area is set beside a heated pool. The space is furnished with a table and six metal chairs, accompanied by an umbrella. Lush greenery and tall trees provide a backdrop, enhancing the private and serene atmosphere of the yard.

Home in Walnut Creek

Gated 3 BR Home. Heated Pool. Top Location.

4.99 out of 5 average rating, 239 reviews

A serene outdoor area features a pool surrounded by lush greenery and tropical plants. Poolside, colorful lounge chairs are arranged for relaxation, with playful floaties brightening the water. Umbrellas provide shade, and a seating area is visible in the background, enhancing the inviting ambiance.

Home in El Sobrante

Zen Meets Pool Retreat!

4.98 out of 5 average rating, 156 reviews

Cottage in Sonoma

Idyllic Sonoma Vineyard Farmhouse With Pool

4.92 out of 5 average rating, 230 reviews

A private outdoor area features a modern hot tub alongside a comfortable seating arrangement. Bright turquoise chairs offer a pop of color, while tall trees provide natural shade. The concrete patio is spacious, ensuring ample room for relaxation and enjoyment.

Home in Concord

Pool, Hot tub SFO, Napa, Clean Home

4.96 out of 5 average rating, 221 reviews

A serene courtyard features a circular firepit surrounded by four wicker chairs, inviting relaxation. Sunlight filters through the trees, creating a warm ambiance. Lush greenery and a vineyard view extend beyond the enclosure, enhancing the tranquil outdoor space.

Guest suite in Napa

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa