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.

Private GuestHouse with Kitchen,Bath,Dryer, Washer

Our 1b1b guesthouse(485 sqft)features a private entrance, full bathroom, brand-new mini split with both heating and cooling, and an in-unit washer and dryer. The full kitchen is equipped for all your cooking needs, and you’ll find a coffee and tea station ready to help you start your mornings right. Enjoy high-speed WiFi to stay connected and a Smart TV for relaxing evenings. Whether you're here to work or unwind, you'll love the comfort, privacy, and peaceful vibe of our quiet neighborhood.

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.

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

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Perfect Home Base for Family Adventures

Welcome to our cozy Mira Mesa guesthouse in San Diego! This private 600 sq ft suite is perfect for families, friends, and pet-friendly stays. Enjoy a brand-new sofa bed (Sept 13, 2025) plus recent updates including a side bed, added storage, new wall décor, and curtains (Mar 22, 2026). The space also features a bright workspace with fast WiFi—ideal for remote work. Conveniently located near Freeway 15, you’re just 15–20 minutes from beaches, downtown, and top San Diego attractions.

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! This property is fully permitted by City of Escondido license 26521897, ensuring a legal and regulated short-term rental experience for our guests.

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.

Hilltop Horizon Haven San Diego

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

Private Retreat With Amazing View

Escape to our private guesthouse in Poway, “The City in the Country,” where stunning canyon views create the perfect backdrop for your stay. Nestled on a secluded hillside, this cozy retreat is just minutes from scenic hiking trails, Lake Poway, and the famous Potato Chip Rock. Enjoy nearby dining, shopping, and parks, with San Diego’s top attractions only 25–30 miles away. Relax, explore, and experience the best of nature and city life!

Casita in the Vineyard. Privacy & Beauty combine.

Enjoy our newly updated resort-style Casita with hot tub, propane fire pit, and shaded pagoda. This tranquil and private getaway has a full kitchen, bath and laundry facilities and is only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country”, some with live music and food, are within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.