Tiny house holiday rentals in East County, San Diego

Panoramic VIEWS! Top of Mountain Cabin on 40 Acres

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.

Family · Location · Access

Townhouse - Private Yard, La Mesa Village

Enjoy a stylish experience at this centrally-located studio. Walking distance to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. With all the things you need in a kitchen to whip up any meal, and a patio to enjoy the San Diego sun. Hop on the trolley to get to anywhere. Bringing more friends or family along with you? We also have another listing, Casa de Pueblo at the same property. 20 min drive to the Beach or Downtown 15 min drive to Balboa Park or Old Town

Family · Value · Barbecue

Casita•Views•Outdoor Cinema• SoakTub+Zoo add-on

Escape to a private canyon retreat overlooking 30 acres of scenic hillsides just 20 minutes from Downtown San Diego, CA ✦ Private Hot Soaking Tub ✦ Outdoor Movie Theater ✦ Panoramic Sunset & City Views (west facing) ✦ Entire casita - no shared walls, or above/below units ✦ Exclusive amenities - just for you! ✦ Fast Wi-Fi ✦ 50" Smart TV ✦ Quiet A/C & Heat ✦ Private Patio ✦ Gated offstreet parking A perfect retreat for those wanting a special getaway on a very unique property overlooking the city

Family · Value · Amenities

Romantic Retreat & Private Fishing near Julian

Come and stay at this recently renovated little casita with surrounding wildlife. Get away from the busy city life and relax in nature. This semi -private lake is like no other, you have access to our community kayaks,paddleboat and fishing is also great here. In the mornings or mid day you can get a glimpse of blue jays,doves, turkeys and deer. This casita is perfect for a romantic getaway or for a small family to spend some quality time . Come and enjoy nature! WIFI NOW IN UNIT! No pets

Location · Family · Hospitality

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.

Value · Family · Beach

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.

Value · Location · Beach

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

Location · Value · Biking

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.

Value · Family · Wi-Fi

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

Family · Location · Access

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

Location · Family · Solo travel

Back Country Retreat

Escape to this peaceful Back Country Retreat, nestled under oak trees and natural rock formations. Upon arrival, you'll be greeted by flower gardens....when in season. The highlight of the property is a lovely flagstone patio complete with an outdoor gas firepit and a custom cedar bar. At night, we turn on four strands of beautiful bistro lights that give a great view of the gardens. Enjoy nearby hiking, biking, and birding in the Cleveland National Forest.

Value · Family · Solo travel

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 ⭑

Value · Location · Getting around