House holiday rentals in East County, San Diego

4.99 out of 5 average rating, 183 reviews

A serene view of Lake Cuyamaca is framed by lush greenery and trees. The distant Stonewall Peak rises majestically against a clear blue sky, creating a tranquil landscape that invites relaxation and reflection.

Home in Julian

Zen House

Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.

4.97 out of 5 average rating, 317 reviews

Home in Ramona

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

4.99 out of 5 average rating, 215 reviews

An aerial view of Zen House reveals a glass solarium and inviting outdoor spaces illuminated by soft lighting. The lush garden features various plants and cozy seating. A sleek dining area is visible, all set against the backdrop of distant city lights and a twilight sky.

Home in Chula Vista

Zen Retreat with Solarium & Spa Tub

A Zen-like Airbnb, combining High Design with Leisure and Resort amenities. Self-Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd floor solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

4.93 out of 5 average rating, 122 reviews

A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.

Home in Lakeside

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

4.97 out of 5 average rating, 889 reviews

An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.

Home in Ramona

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

A spacious studio features a purple sofa and a queen bed, both adorned with soft blankets and decorative pillows. Vibrant area rugs cover the wooden floor. Natural light floods the room through glass doors, leading to a private patio surrounded by greenery.

4.96 out of 5 average rating, 107 reviews

XLarge Artist Garden Suite w/Private Patio/Parking

*Forget your worries in this beautiful 700sq/ft spacious and serene space. *Come soak up in the artsy feel of this newly renovated large guest suite, ideally located in the middle of town close to SDSU. Roll out of bed and Enjoy a cup of coffee in the private patio then explore ALL of the city’s top attractions a short drive away. This beautiful space is clean, crisp and fully decorated with great style uniquely curated with original art by one of SD’s most established artists. * Enjoy*

4.9 out of 5 average rating, 193 reviews

A cozy living area features a sleek sofa adorned with decorative pillows. A stylish coffee table is positioned in front of the seating. A light yellow wall provides a warm backdrop, with a shelf displaying decorative plates and art, illuminated by subtle lighting.

Home in La Mesa

Classic Mid-Century Mount Helix Home with Views

Located in the exclusive Mount Helix neighborhood of La Mesa, this property is conveniently located near the 8 and 94 freeways for easy access to explore the greater San Diego area. Attractions like the historic Balboa Park with the San Diego Zoo or Sea World are a 15-25 minute drive away. With spacious interior and exterior spaces at the property, though, you may not want to leave. The property includes 4 bedrooms and 2.5 bathrooms with furnished living room, family room and kitchen.

4.94 out of 5 average rating, 234 reviews

A view into a modern living space reveals a sleek kitchen with bar seating and a spacious dining area. Natural light floods the room through large glass doors, showcasing lush greenery outside. A cozy area is completed with a colorful rug beneath and a inviting seating arrangement.

Home in La Mesa

Cottage in the Garden! New! Modern!

COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

A charming exterior of a single-story home is showcased, surrounded by lush palm trees and vibrant landscaping. The front entrance features a round window and an archway, while the driveway is paved, offering easy access to the front door.

4.93 out of 5 average rating, 102 reviews

Guest Room with Beautiful Views

Welcome to our charming retreat nestled in San Diego. This private suite, attached to the main house, features its own bathroom, kitchenette, and a convenient private entrance with easy self-check-in. Just 10 minutes from Mission Beach, downtown San Diego, Balboa park, and SeaWorld. 5 min from Fashion Valley Mall, and only 2 minutes from the University of San Diego. You can either use the free parking space in front of the house or make use of the private driveway next to the house.

5 out of 5 average rating, 114 reviews

Peaceful Casita | Firepit • Near SDSU

Welcome to our cozy home, perfect for couples visiting the area. It's also a great spot for SDSU parents visiting their kids. Conveniently close to the campus but far enough to enjoy some peace and quiet. If you enjoy this listing, click the heart icon ❤ in the top-right corner to bookmark it for easy access! Minutes from key attractions: ★ 6 min to SDSU/Viejas Arena ★ 14 min to Balboa Park ★ 17 min to Downtown SD (Gaslamp) ★ 19 min to San Diego Zoo ★ 21 min to the Airport

4.96 out of 5 average rating, 191 reviews

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.