Family-friendly holiday rentals in Oakley

4.96 out of 5 average rating, 236 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!!

4.85 out of 5 average rating, 220 reviews

An aerial view captures a vast outdoor space featuring a custom pool with a Jacuzzi, a white water slide, and a swim-up bar. Adjacent are sports courts for basketball and putting greens, all surrounded by landscaped areas and ample pathways.

Villa in Tracy

Luxury Entertainment Oasis

Coast to Coast Connections, Tracy presents this unique and family-friendly place. A versatile venue- perfect for family gatherings, corporate events, parties, remote workers, and anyone looking for an experience. Paradise awaits you. Get away from it all. Basketball Court Tennis Badminton Pickle Ball 13 Hole putting green Axe Throw Also a 7ft Deep custom pool with Jacuzzi, Swim-up bar White water slide, and 55" Smart TV Pool Table, Darts Board BBQ Kitchen with 55" TV to watch all the games.

4.96 out of 5 average rating, 27 reviews

The exterior of a charming yellow farmhouse is framed by lush green trees and blooming white flowers. A well-maintained yard features manicured grass, and a rustic fence adds character to the property. The clear blue sky enhances the serene atmosphere of the home.

Home in Oakley

PepperTree House

This modernized 1890s farmhouse has its authentic old California charm, with all of today's amenities. Its high ceilings, oak floors, large yard, and the surrounding vineyard make it a peaceful retreat from the hustle of modern life. PepperTree House is close to the Delta for boating, fishing, and walking/biking trails. Also nearby are the wineries and fruit stands of the Oakley/Brentwood area. The home is also located close to BART for easy access to San Franciso and the greater Bay Area.

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.

4.95 out of 5 average rating, 117 reviews

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, 139 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!

4.87 out of 5 average rating, 54 reviews

A spacious outdoor deck features a wooden dining table surrounded by six chairs, with a fire pit at its center. Large glass doors provide views into the inviting interior, showcasing a spiral staircase and comfortable seating areas in the background.

Home in Oakley

Oakley Delta Waterside Retreat

Welcome to our serene fishing retreat located on the California San Joaquin Delta in the City of Oakley. This getaway boasts its own private dock, ideal for casting lines or launching a boat. Just a short drive or boat ride away from the Sugar Barge Bar and Grill for a nice meal and where you can rent a boat for an adventure or bring your own. Our location provides easy access to the water. Come unwind, reel in the perfect catch, and savor the tranquil beauty of this fishing haven.

4.94 out of 5 average rating, 435 reviews

The houseboat is seen moored at night, illuminated by colorful LED lights. The dock features a paddleboard and kayaks ready for use, with reflections visible in the calm water. Surrounding vegetation adds a natural touch to the scene.

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!

5.0 out of 5 average rating, 18 reviews

Peaceful Single-Story Waterfront Lakehouse

Peaceful single-story waterfront lakehouse in a quiet cul-de-sac, designed for relaxing stays, slow mornings, sunsets, bird watching and quiet time by the water. Enjoy coffee on the deck, kayaking, movie nights, outdoor games, and waterfront views. Step-free kitchen, bedrooms, and living room make it great for couples, small families, traveling workers, and quiet getaways. Lodging only — no parties, events, gatherings, or day-use venue rental. Registered guests only.

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.

4.88 out of 5 average rating, 138 reviews

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.

4.88 out of 5 average rating, 278 reviews

The kitchen area features wooden cabinetry and black appliances, including a stove and refrigerator. A small dining table with two chairs is positioned beside a window. Nautical decor adorns the walls, while natural light streams into the space through the window.

Guest house in Rio Vista

Cozy Cottage Near the River

Clean and private, a standalone dwelling separated from my own residence by a parking pad. Small 2bd/1bath cottage. A 2 minute walk to the Sacramento River, bars, and restaurants. Boat launch is practically across the street. The kitchen is stocked with plates, silverware, pots, coffee maker, etc. (Just please clean up after yourself) There is WiFi, but it is not always reliable so I haven’t listed it as an amenity but it usually works well for the tv.

Two individuals are seen paddleboarding on calm waters during sunset, with vibrant hues of pink and orange reflected on the surface. Waterfront homes are visible in the background, along with boat docks, creating a serene atmosphere.

5.0 out of 5 average rating, 167 reviews

Waterfront Home 🚣 Paddleboat, Paddleboard & Kayak

This unique one-level waterfront home with fast water access would be perfect for you, your friends, and your families to enjoy. You can fish, kayak, paddleboard, and paddle boat right from the backyard. Yes, we have you covered with kayaks, paddleboards, paddleboats, fishing rods, floating devices, and bicycles available for you to use during your stay. You are welcome to bring your boat or other water toys as well!

The exterior view captures a spacious waterfront home with a private dock featuring a floating pool. Palm trees line the property, and outdoor seating areas are visible. A covered section houses a boat, enhancing the serene waterfront setting.

4.94 out of 5 average rating, 117 reviews

Waterfront home w/ private dock and pool

Waterfront family home with private floating pool in dock and hot tub jacuzzi. Only a short ride to the fast water to enjoy boating, fishing, wakeboarding, tubing, etc. Nearby wineries, fruit picking or scenic drives. An hour drive to San Francisco, Napa or Sacramento. Access to waterfront restaurant at the Marina by boat and 5 minute drive to shopping plaza with Safeway, CVS, Starbucks, etc.

Popular amenities for Oakley family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest house 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, 660 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.94 out of 5 average rating, 130 reviews

Guest house in Lodi

The Garage Apartment In Lodi (by Wine & Roses)

4.94 out of 5 average rating, 158 reviews

A game room features multiple arcade machines, including classic titles like Pac-Man, set against a neutral wall. Colorful graphics adorn the cabinets, enhancing the playful atmosphere. A large window allows natural light to illuminate the space, complementing the sleek bar stools positioned nearby.

Home in Fairfield

5BD Modern Home: Pool/Ping-Pong/Arcade - Wine City

4.9 out of 5 average rating, 277 reviews

Home in Livermore

Secluded retreat/Remote office/Livermore Ranch.

Guest house in North Berkeley

The room features traditional tatami mat flooring and a low wooden table surrounded by floor cushions. A wood-burning stove stands against one wall, contributing to the rustic atmosphere. Light floods in from the skylight above, illuminating the inviting space with natural warmth.

4.84 out of 5 average rating, 1472 reviews

Traditional Japanese Tea House

4.94 out of 5 average rating, 140 reviews

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.

Guest house in Concord

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

4.97 out of 5 average rating, 125 reviews

A vibrant outdoor area features a red pavilion surrounded by gravel, providing a relaxed space for gatherings. Inside, a spacious living room showcases a large gray sectional couch and a wall-mounted clock. A well-lit bedroom offers a plush bed and bedside lamps, ensuring comfort. A hot tub is nestled under a wooden gazebo, adorned with ambient string lights.

Home in Fairfield

Relax & Play Near Napa! 4Bd w/ Hot Tub & GameRoom

4.94 out of 5 average rating, 422 reviews

A view of the property surrounded by lush vineyard rows under a clear blue sky. The building features a light-colored exterior and a spacious layout, offering a serene retreat amidst the greenery. Nearby structures can be glimpsed, adding to the rustic charm of the setting.

Home in Livermore

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 217 reviews

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.

Guest house in Concord

Concord Lavender Farm

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

A well-maintained pool area is surrounded by lush grassy space and tall palm trees. Two lounge chairs are positioned beside the sparkling blue pool, while potted plants add greenery to the setting. A wooden fence encloses the area, providing privacy.

4.88 out of 5 average rating, 118 reviews

Craftman’s Castle

4.91 out of 5 average rating, 207 reviews

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.

Guest house in Concord

Private suite on 1918 heritage property

Superhost

A well-lit entryway features a neutral color palette with a staircase leading to the upper floor. Elegant framed artwork hangs on the walls. A cozy seating area includes a plush armchair and a coffee table set upon a patterned area rug, enhancing the home’s inviting ambiance.

4.8 out of 5 average rating, 246 reviews

Walking distance To Downtown, House W/ Back Yard

A spacious game room features a red felt pool table with balls positioned for a game. The light-colored walls enhance the openness of the area, while elegant decor and a staircase add to the inviting atmosphere.

4.89 out of 5 average rating, 166 reviews

*Designer East Bay Remodel Home*

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, 332 reviews

*MUST SEE* Private comfy suite in quite safe town

4.96 out of 5 average rating, 128 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.

Guest house in Pittsburg

Apartment with onsite laundry

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 120 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

Superhost

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.

4.91 out of 5 average rating, 232 reviews

Pool, Hot tub SFO, Napa, Clean Home

4.97 out of 5 average rating, 315 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.

Guest house in Oakland

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

4.97 out of 5 average rating, 349 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.

4.83 out of 5 average rating, 111 reviews

A spacious living area features a cozy sectional sofa adorned with decorative pillows. A wooden coffee table sits atop a soft area rug. Natural light pours in through large windows, illuminating the vibrant artwork of a beach scene. The kitchen, equipped with modern appliances, is visible in the background.

Guest suite in Alameda

Coastal Zen Den

4.99 out of 5 average rating, 179 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

4.99 out of 5 average rating, 241 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!