Guest house holiday rentals in Poway

Charming Guest House in Poway - Kid friendly

Welcome to our cozy and private 1 bed/1 bath guest house, nestled in the heart of Poway. Our space offers a queen-sized bed, spacious bathroom with a walk-in shower, a living area and kitchen with large windows providing great natural lights. The kitchenette is well-equipped for you to channel your inner chef and comes with a fully stocked coffee/tea station. Stay connected with high-speed Wi-Fi and unwind with Smart TV entertainment. Enjoy the luxury of a private entrance for added privacy.

Secluded Casita in Wine Region

The Casita is a separate building next to our home. Its unique design with saltilo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space. Close to Orfila winery, and San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq and pool in our shared back yard space, available for our guests only, upon request. This space is not offered for parties, or gatherings, sorry.

Tranquil Resort: 2 bd Cottage in exclusive area!

Beautiful Guest House on private lot in San Diego County. Enjoy the use of pool, Jacuzzi, outdoor fire pit, and sand volleyball court. Centrally located in San Diego County. You have full use of private guest house with 2 bedrooms, full kitchen, washer/dryer, and bathroom. Enjoy the peace & tranquility this upscale property offers. Property owners live onsite in the main house, all common areas, pool, & spa are SHARED and have video, audio, & still images captured at discretion of owners.

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you'll feel a million miles away as you take in the stunning views, enjoy morning coffee on the deck, refresh in the saltwater pool, indulge in a moonlit outdoor shower, relax & recharge with a poolside massage, or sip wine by the fire bowl. A short walk to lake w/boating, fishing & miles of hiking & biking trails. Great restaurants, SD Zoo Safari Park, wineries, breweries, & ocean beaches all nearby.

Adorable Hawaiian themed Guest House

Enjoy the quaintness of country living just 35 miles from San Diego. Ramona is the heart of San Diego's wine country; home to many boutique winery’s and vineyards. Our guesthouse will provide the perfect space to unwind and relax after sightseeing, beaching, or visiting the world famous San Diego zoo. Guest home has one bedroom with king bed, separate great room/kitchenette w/hide-a bed and a couch. Fire pit, large grassy play area with zip-line and a pool to cool off in.

Relax cozy Pet & family Paradise

Welcome to our cozy San Diego Mira Mesa Guesthouse! This private 600 sqft suite offers comfort and convenience for families, friends, and pets. Enjoy a brand-new sofabed added Sep 13th 2025. For those working during their stay, the suite includes a dedicated remote-friendly workspace with fast WiFi and natural light, ideal for video calls or productivity on the go. With quick access to Freeway 15, you’re just 15–20 minutes from beaches, downtown, and San Diego’s top attractions.

Private 2 bedroom apt in new craftsman ranch!

This 2 bedroom apartment has two queen beds, a full kitchen and laundry! With beautiful views all around, it is very close to the San Diego Safari Park, wine tasting (walking distance to 4 wineries) and several wedding venues. You’ll love the privacy and spaciousness, the fresh fruit and farm animals, and the tranquility of the place, while being only 4.5 miles off the freeway. This space is excellent for couples, business travelers, small groups, solo adventurers, and families.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Hilltop Horizon Haven

Welcome to our San Diego retreat! Our two-bedroom haven offers a blend of tranquility and convenience. Enjoy stunning sunrise views and cozy comfort. Explore the vibrant neighborhood and major shopping hubs like Walmart, Costco, Target, Aldi, and a Mediterranean store—all nearby. Indulge in relaxation and accessibility, where nature meets city living. 20-25 Min: SD Safari Park Torrey Pines State Beach Old Town BalboaPark 30-40 Min La Jolla Shores Beach LegoLand

Casita in the Vineyard. Privacy & Beauty combine.

Take it easy at the Art House, our unique and tranquil getaway. With a full kitchen, bath and laundry facilities you'll only need to enjoy your privacy. Only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country” some with live music and food within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

Craftsman style 1-BR in Historic Old Escondido

Enjoy a relaxing visit to this recently built guest house in our backyard. We custom designed it in a historic style to complement our 1924 Craftsman home. Located just a few short blocks from Grand Avenue, we hope you'll walk downtown to discover the coffee shops, bars, restaurants, antique stores, and the always delicious Escogelato!