Tiny house holiday rentals in San Diego County

Quaint Craftsman#2- Walkable, Parking, EV Charging

Come relax in our quaint, newly remodeled North Park guesthouse located in a quiet neighborhood that is a foody, millenial paradise! 7 minute walk to 30th street and 15 minute walk to University - each with a plethora of trendy coffee shops, breweries and restaurants. Eight min drive to Balboa Park/San Diego Zoo and fifteen minute drive to Coronado beach. Coffee and tea is provided, although you will probably prefer a five minute stroll to Santos Coffee house for a cold brew and breakfast bagel.

VIEWS! Top of Mountain CABIN on 40 Acres Pets ok

Welcome to our “Above the Clouds” cabin, perched at 6,000 feet, the highest residential point in San Diego County. Take in breathtaking views of the surrounding mountains, Anza-Borrego State Park and city lights. Wake up to unforgettable sunrises and surround yourself with nature and tranquility. Lake Cuyamaca is just minutes away, offering hiking, fishing, birdwatching and stunning scenery. Enjoy a delicious lakeside meal, or take a short drive to visit the only Wolf Sanctuary in California.

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Charming Cottage Retreat Steps from Lake Hodges

You will find this intimate and charming hideaway space, nestled in an oasis of greenery just minutes walk to beautiful Lake Hodges. Hiking trails in all directions. Your little cottage is a perfect space to relax and refresh. Extra bonus : We deep clean our cottage using environmentally conscious, non toxic practices. High end Ozone technology (kills 99.9% all bacteria) and Thieves cleaner ( aromatherapy ) We also use Eco friendly non toxic and allergenic laundry detergent and no perfumes.

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Mike's House and Garden

The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage Retreat- a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 3. 1 Queen bed, one twin bed. Pets OK

LOFT: Detached Cottage with Patio

Located in the heart of Normal Heights, where everything is walkable; pubs, markets, cafes. Local’s favorite! The LOFT is a spacious open-space studio loft, in a stand-alone cottage. Whether you fall in love with the vaulted-beamed ceilings, the Loft-style open kitchen, the clawfoot tub, the art & decor, or the lush landscaping, you won’t likely forget this place any time soon. Everywhere you turn is a feast for your eyes. We’ve ensured that comfort is as much of a priority as is beauty.

Bluebird Tiny House Forest Retreat

This vintage horse trailer was reimagined into a Tiny house by Lane and Laurie as a couples project in 2018 which they completely gutted and remodeled using beautiful natural materials like wood, old fashioned wood cabinetry, handmade ceramic tiles and woven bamboo. Bluebird Tiny House is tucked into a secluded forest meadow, named for the bluebirds that spend part of the year there and there are miles of private trails to enjoy. Also on property is a Yurt with gym and yoga equipment .

Back Country Retreat

Back Country Retreat is nestled under oak trees and surrounded by a natural rock setting. You will be greeted with several flower gardens. The retreat has a lovely flagstone patio with outdoor gas firepit and custom cedar bar. Pine Valley has clear night skies with no light pollution. You will feel right at home in this quiet neighborhood with access to the Cleveland National Forest for hiking, biking or birding. Owners live on the same property, so you may see them.

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Peaceful Garden Getaway-Near Downtown & Beaches

Welcome to your private San Diego escape—a stylish, designer guesthouse set in a peaceful garden in the heart of walkable, centrally-located Kensington. With its relaxed coastal vibe, this cozy casita is perfect for couples, solo travelers, or remote work stays. Enjoy your own lush patio—perfect for morning coffee or evening wine—and walk just minutes to Kensington’s cafés, restaurants, and shops. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑