Holiday houses in Pleasanton

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Top-rated holiday rentals in Pleasanton

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Guest favourite

Guest suite in Tiburon

4.97 out of 5 average rating, 182 reviews

Award-winning ocean view luxury master suite.

Teaberry is a private entry 1,100 sq ft master suite addition to a mid-century modern house on a 2 acre wooded lot overlooking the northern San Francisco Bay in Tiburon, CA. Featured in Dwell (Sept 2018) with a spa-like bathroom winning design awards in Architectural Record, Interior Design Magazine, Architect Magazine (Jan ‘19). With stunning ocean views from every room, the private addition includes a bridge/hall, decks, bedroom and bathroom consisting of jacuzzi tub and large walk-in shower.

Guest favourite

Home in Half Moon Bay

5 out of 5 average rating, 105 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Guest favourite

Home in Stinson Beach

4.93 out of 5 average rating, 403 reviews

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

Guest favourite

Home in Discovery Bay

5 out of 5 average rating, 79 reviews

Lighthouse Holiday Home in Discovery Bay

This amazing location is right across from the Discovery Bay Lighthouse, fast water is literally 1 min away. Bring your boat! Bring your family! Bring your pets! Equipped like no other! Bedrooms have king beds. Bunk room for the kids. Gourmet kitchen with hibachi! Arrange for a cook to have a spectacular meal! Plenty of seating, sunken bar, game room with ping pong ... The HOT TUB and SAUNA make this one of the most unique locations in Discovery Bay! Come stay with us, you wont regret it!

Guest favourite

Condo in Marina Gardens

5 out of 5 average rating, 101 reviews

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

Guest favourite

Townhouse in Discovery Bay

4.94 out of 5 average rating, 110 reviews

Marlin Cove - Pet & Boat Friendly Oasis

Located at the end of cul de sac, you’re right on the water & directly across from Discovery Bay Marina. KEY FEATURES: - 2 bedrooms (1 King, 1 Queen) - Water views (sunrise and sunset are incredible) - 2.5 full bathrooms - Covered dock (up to 4 ft boat) - Water toys (1 x sea kayak, 3 x paddleboards, lily pad, water floaters, fishing rods) - Outdoor living area w/ large screen TV & cool misting system/space heater - Green Egg BBQ - Loft lounge w/ desk - Ping pong table - Free two car parking

Guest favourite

Home in Stinson Beach

4.89 out of 5 average rating, 46 reviews

Gated Seadrift Lagoon with all the ToyZ!

Enjoy Serenity @ Seadrift gated Lagoon home with all the Toys! Sleeps up to 8. 2 King beds En Suite + 2 Queens. 2 double Kayaks, Sailboat, Paddleboards, Tennis, Surfing, Kiting, 60' Lagoon deck w/Swim up Dock, Prodigy Spa, Pool Table, Ping Pong, Mini-Golf, Pinball, Pac Man, Foosball, X-box. The house is fully equipped. Enjoy the lagoon/beach/gardens around the house and choose shade or sun for your relaxation. A great place for families with kids to bike, skate and scooter freely.

Guest favourite

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 648 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Guest favourite

Home in Pacifica

4.96 out of 5 average rating, 219 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.

Guest favourite

Cottage in Bolinas

4.98 out of 5 average rating, 205 reviews

Enchanting cottage in charming Bolinas

The Casita is a charming one bedroom cottage in the highly desirable coastal community of Bolinas. With all new appliances and fixtures, this bright sunny spot on half acre garden will keep you enchanted your entire stay. The rental is perfect for a couple or small family, with a separate bedroom and cozy pull out sofa. With a darling treehouse outside your window and plenty of peace and quiet, you will never want to leave.

Guest favourite

Home in Stinson Beach

4.93 out of 5 average rating, 290 reviews

Luxury and Design- 200 ft or 1 min walk to beach

Enjoy nature & great design in one gorgeous location. We are 200 ft from beach. Rentals usually have 4 nt min stay (except for holidays). High season (Sept thru Mid Oct) has 5 nt min stay with check in days on Fridays (but ask if you want Thurs check-in) . Longer stays possible, just ask. Occasionally, we have a last minute deal (LMD) with shorter stays. Let us know if you want to be added to the LMD list.

Guest favourite

Home in Stinson Beach

4.98 out of 5 average rating, 110 reviews

Garden oasis steps from the beach

Cozy, extremely private home in the heart of Stinson Beach -- just steps to the sand and only a five minute walk to town. With four bedrooms (two upstairs, two downstairs), 2.5 baths, cozy living room, fully equipped kitchen, 4 parking spaces and a huge, lush garden, it's a perfect place to breathe deep, settle in, relax and have fun with family and friends!