Holiday rentals with a hot tub in Hillsborough

Apartment w hot tub / forest & ocean view

Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.

Winter Price Reduction * Beachfront w/ New Hot Tub

This private and magical property has direct beach access! The grounds are gorgeous with lush gardens and an expansive lawn. It's walking distance to restaurants, music venues & galleries. Enjoy ocean views while you relax in the hot tub or snuggle by the fire pit! Surfer's Beach + Princeton Harbor are just to the north. The Coastal Trail passes by and is perfect for biking or walking. Enjoy surfing, golfing, horse back riding, swimming or just relaxing with a cocktail while watching the sunset!

Mission Private 1BR/BA Garden Suite Separate Entry

Luxury garden suite w/ private entrance, private bathroom, and hot tub in one of SF's hottest neighborhoods - the Mission. No shared spaces in this quiet Inner Mission one-bedroom w/ large living room, Xfinity, Apple TV, hi-speed Wi-Fi. Lots of room to spread out & relax. Strict cleaning regimen incl 30-min UVC light treatment per room, min 24-hour vacancy, sterile wipe down of all common surfaces. Please check our location on map relative to places you plan to visit in SF. Please: no smoking.

Romantic Spa Suite — Whirlpool•Balcony•Luxe Escape

Unwind from your day and relax in the jet tub and massage recliner chair in this luxurious 450 sqf master suite w/vaulted ceiling, crown moldings and a huge onyx marble bathroom w/skylight. The suite sets far back in the green garden w/private entrance & balcony in safe, tranquil SF suburban. Close to scenic Highway 1 and beaches with many gourmet restaurants nearby. Free parking on the driveway. A comfy memory foam mattress, comforter and soothing lavender epsom salt bubble bath are provided.

Private Cottage near Redwood City and San Carlos Downtowns

Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Coastal Vacation House is a short 10 minute walk to Surfers Beach, Pillar Point Harbor & Sam's Chowder House! 15 miles/ 30 mins to San Francisco! Just a few blocks from the best restaurants, shops & Marina! Near ocean bluffs ( Mavericks) & Coastal Trail perfect for hiking, walking, bike riding. Short drive to downtown Half Moon Bay shops! Ideal for holidays & entertaining family on vacation! Fun for everyone including kids! The 2,100 sq ft home is cozy & roomy for a relaxing weekend in HMB!

Curated Studio w/ Hot Tub & Outdoor Bath

Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

Coastal Retreat w/ Ocean Views

Welcome to your dream coastal retreat! This stunning 4bd, 3ba modern home boasts breathtaking ocean views. Just minutes from the beach and a short drive to San Francisco, it's perfect for surfing, hiking, and relaxing. Unwind in the backyard hot tub after a day of exploring! Whether you're here to catch waves, explore trails, or simply relax with loved ones, our clean and stylish home offers the ideal setting for lasting memories. Book your stay and experience the ultimate luxury getaway!

Montara Beach Getaway

Peace and quiet awaits at our Montara Beach Getaway. Enjoy hiking, biking, and nice walks on the beach right out the front door. We are located 2 blocks from Montara State Beach, and across the street from open space with miles of hiking trails. Enjoy this 1 bedroom unit with a comfortable queen bed and a full kitchen in the living area. The couch also folds out to accommodate extra guests. To help you unwind there is a hot tub right outside your door. Come enjoy our beautiful Coastside.

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Private Garden Cottage in Belmont Hills

A fully accessorized cottage in a private and quiet setting at the heart of the San Francisco Bay Area. Newly renovated backyard with always blooming flowers, fruit trees, hot tub, and pool. Regular visits from deer, and professional night illumination make this place feel like a magical forest getaway, quiet and secluded from the surrounding city. Enjoy the multitude of patios for reading and relaxation. We even have a tree house for the kids.