Guest house holiday rentals in Poway

Guest house in Mission Hills

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

5 out of 5 average rating, 241 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

A bright living area features a cozy sofa paired with a stylish coffee table, surrounded by large windows that allow natural light. A round mirror hangs above the seating, while indoor plants add a touch of greenery, creating a serene atmosphere.

4.95 out of 5 average rating, 133 reviews

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.

The kitchen area features a blend of natural stone walls and modern cabinetry. A small dining table with woven placemats is set for two. Essential appliances, including a refrigerator and coffee maker, are visible, alongside dishware neatly organized on the shelf.

4.9 out of 5 average rating, 124 reviews

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.

A modern kitchen space features wood cabinetry complemented by stainless steel appliances. A dining table with two chairs sits alongside a vibrant flower arrangement. Natural light enters through a nearby window, illuminating the open layout and inviting atmosphere.

4.96 out of 5 average rating, 101 reviews

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.

A shared outdoor area features a pool and a jacuzzi, both surrounded by a stone deck. Lounge chairs are positioned nearby under red umbrellas, and a fire pit is visible, inviting relaxation. Soft lighting illuminates the space, creating a welcoming ambiance for guests.

4.76 out of 5 average rating, 152 reviews

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.

4.91 out of 5 average rating, 383 reviews

The casita is illuminated under a night sky, with the warm glow of string lights reflecting off the tranquil pool. The charming architecture features a second-floor window, while the inviting outdoor area showcases a blend of nature and modern design.

Guest house in Ramona

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.

4.93 out of 5 average rating, 131 reviews

A private yard is illuminated with string lights, highlighting the artificial grass area. A patio extends from the back of the suite, with a white fence enclosing the space. The contrasting dark sky adds depth to the peaceful outdoor setting.

Guest house in Mira Mesa

Pet-Friendly Family Retreat • Sunshine lovely stay

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.

4.97 out of 5 average rating, 144 reviews

A welcoming front porch with comfortable seating is situated beneath a covered roof. Hanging flower baskets add a touch of color, while the neatly manicured lawn frames the entrance. The exterior features a light blue siding with white trim, creating a calm atmosphere.

Guest house in Ramona

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.

The entrance to the apartment is framed by a charming pathway, leading to a welcoming front door. Two light-colored chairs sit on the porch, surrounded by landscaped greenery and decorative stones. The overall design features a blend of stone and wood, creating an inviting entry.

4.98 out of 5 average rating, 355 reviews

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.

A white cup sits on a textured table, casting a shadow as the sun rises in the background. Soft orange and pink hues fill the sky, creating a peaceful ambiance. The distant hills and tree leaves frame the serene scene, inviting relaxation.

4.92 out of 5 average rating, 156 reviews

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

The exterior of a charming casita is highlighted with a terracotta tile roof and earthy stucco walls. Lush greenery surrounds the property, with stone pathways leading to the entry. A tall palm tree stands prominently against the clear blue sky.

4.97 out of 5 average rating, 110 reviews

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.

A comfortably arranged bedroom features a spacious bed adorned with a floral-patterned quilt. Flanking the bed, two bedside tables hold stylish lamps. Natural light filters in through window shades, decorated with subtle bird motifs, enhancing the room's serene atmosphere.

4.95 out of 5 average rating, 132 reviews

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!

Popular amenities for guest house rentals in Poway

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.98 out of 5 average rating, 223 reviews

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guest house in Talmadge

Lovely Guesthouse in garden setting

A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.

4.98 out of 5 average rating, 101 reviews

Mt. Helix Casita private petite home

5 out of 5 average rating, 221 reviews

A bright and airy living area features a blue couch and a matching armchair, complemented by decorative pillows. Light streams through two large windows adorned with floral curtains. A dining table with white chairs is visible in the background, enhancing the inviting atmosphere.

Guest house in Carlsbad

Peaceful, Private, Coastal Retreat

The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.

4.94 out of 5 average rating, 263 reviews

Fig Tree Bungalow

4.99 out of 5 average rating, 181 reviews

A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.

Guest house in Del Cerro

The Happy Family * 2 playhouses near SDSU!

4.98 out of 5 average rating, 222 reviews

Guest house in Vista

Luxury Romantic Spa Retreat Near Beach

4.98 out of 5 average rating, 174 reviews

A bright living area is viewed from the entrance, featuring a gray sofa, a wooden side table, and a striped area rug. Large sliding glass doors provide a view of a private outdoor space with lounge chairs. Modern decor and ceiling fan contribute to the airy ambiance.

Guest house in Encinitas

Beach Rock Retreat - Private Encinitas Guesthouse

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

4.99 out of 5 average rating, 151 reviews

Private 1 BR Paradise retreat

Guest house rentals with a patio

Superhost

An open kitchen and living area is presented with modern furnishings. A large island with four bar stools centers the space, complemented by pendant lighting. A round mirror and a plant add decor, while a living area with a cozy sofa invites relaxation.

Guest house in Encinitas

4.92 out of 5 average rating, 117 reviews

Coastal Casita - Your Rad Cali Getaway

4.97 out of 5 average rating, 186 reviews

A light-filled living area features two comfortable sofas facing a modern entertainment unit. A large screen television is mounted on the wall. Sunlight streams through windows, illuminating decorative plants and a neutral-colored coffee table, enhancing the serene ambiance.

Guest house in La Jolla

Free Bikes. 5 min walk to Windensea Beach La Jolla

4.95 out of 5 average rating, 109 reviews

Guest house in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla

A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.

4.96 out of 5 average rating, 237 reviews

Da Hui Hut - La Mesa’s best view and spa

The casita's entrance features a spacious patio adorned with a red umbrella and black metal furniture, creating an inviting outdoor area. Lush greenery and tropical plants surround the entrance, enhancing the natural setting of the property.

4.91 out of 5 average rating, 147 reviews

The Casita at Casa de Art

4.96 out of 5 average rating, 147 reviews

A private patio area is presented with a round dining table and four chairs, shaded by a large umbrella. Lush greenery surrounds the space, and sunlight filters through, creating a serene outdoor setting ideal for relaxation or dining.

Guest house in San Diego

SDSU Central Cozy Casita | Fast WiFi | Walkable

4.96 out of 5 average rating, 175 reviews

The two-story cottage is framed by lush greenery, showcasing a spacious deck with seating for two. A flower-laden trellis adds charm, while stone landscaping complements the natural surroundings. The front entrance is marked by a cozy table arrangement, inviting relaxation amidst the serene landscape.

Guest house in Julian

Daffodil Season | Stargazing & Cozy Fire Nights

4.89 out of 5 average rating, 323 reviews

A private deck is featured, offering views of the surrounding mountains and lush greenery. The space includes wooden railing and lattice work, complemented by a large palm tree and a pathway visible in the distance, enhancing the connection to the natural landscape.

Guest house in Fallbrook

Fallbrook Treehouse on quiet Bluff. Wifi & Parking

Guest house rentals with a washing machine and dryer

4.98 out of 5 average rating, 446 reviews

An outdoor living space is featured, showcasing a stone fireplace with a flickering fire. A cozy seating arrangement is present nearby, and a television is visible through a glass door, contributing to a relaxed atmosphere perfect for gathering.

Guest house in La Jolla

Beautiful Private Villa walk to beach

Guest house in Pacific Beach

The open living area features a modern dining table with four white chairs, accompanied by a small black side table. Light wood tile flooring creates a warm atmosphere. Large windows provide natural light and a view of the outdoors, while soft curtains frame the space.

4.98 out of 5 average rating, 331 reviews

Charming Modern Apartment with private terrace

Guest house in Del Mar Heights

A private roof deck is equipped with four comfortable wicker chairs surrounded by vibrant cushions. A fire pit is set in the center, with a gas grill positioned nearby. Tranquil views of the surroundings and distant greenery are visible under clear blue skies.

4.95 out of 5 average rating, 106 reviews

Guest Studio, Ocean & Lagoon Views, Walk to Beach

4.96 out of 5 average rating, 404 reviews

Guest house in Encinitas

Cardiff by the Sea Beach Bungalow

4.98 out of 5 average rating, 244 reviews

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guest house in El Cajon

Fletcher Hills - modern 1 BR.Easy, no step access.

4.99 out of 5 average rating, 254 reviews

A spacious living area features large glass sliding doors leading to a patio, allowing natural light to fill the room. A comfortable sectional sofa is paired with a soft ottoman, and a wall-mounted television is positioned above a modern fireplace. Decorative shelves showcase various items.

Guest house in Carlsbad

Ocean/Lagoon View/New Luxury Casita /Walk To Beach

4.97 out of 5 average rating, 135 reviews

A vibrant outdoor space features lush tropical plants, including tall palm trees. A cozy seating area is set up on a lawn that leads to a stunning sunset over the horizon. The nearby home displays modern architectural elements, enhancing the serene environment.

Guest house in Carlsbad

Private Carlsbad lagoon getaway. Stunning escape.