Guesthouse vacation rentals in Poway

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Top-rated guesthouse rentals in Poway

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Guest favorite
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.
Guesthouse in Poway
4.95 out of 5 average rating, 132 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.

Top guest favorite
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.
Guesthouse in Escondido
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.

Guest favorite
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.
Guesthouse in Poway
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.

Guest favorite
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.
Guesthouse in Ramona
4.91 out of 5 average rating, 382 reviews

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.

Top guest favorite
A serene landscape is presented with rolling hills under a hazy sunrise. Silhouettes of farm structures are visible, framed by lush greenery and rustic wooden fencing. Soft morning light casts a warm glow over the scene, creating a peaceful atmosphere in the countryside.
Guesthouse in Olivenhain
4.99 out of 5 average rating, 187 reviews

Sanctuary Stay. Tranquility 20 min. to the beach.

Coastal Farm Sanctuary guest house, superbly finished. 20 min to beach. Quiet relaxing farm sanctuary retreat. Close to the beach, shops and restaurants. Our location offers an air of tranquility and peace, allowing you to unplug and unwind. There is a full kitchen, space for lounging, an elegant bathroom and a comfortable king sized bed with lush linens. The apartment has a modern country vibe, situated on 2.5 acre estate with privacy and breath-taking views. Please no pets and no smoking.

Top guest favorite
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.
Guesthouse in Ramona
4.97 out of 5 average rating, 143 reviews

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.

Top guest favorite
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.
Guesthouse in Escondido
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.

Top guest favorite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guesthouse in La Mesa
4.97 out of 5 average rating, 146 reviews

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.

Guest favorite
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.
Guesthouse in Poway
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

Top guest favorite
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.
Guesthouse in Escondido
4.97 out of 5 average rating, 108 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.

Top guest favorite
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.
Guesthouse in Escondido
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!

Top guest favorite
Guesthouse in Pacific Beach
4.97 out of 5 average rating, 146 reviews

Crown Point Retreat for Two | Walk to Mission Bay

Perfect for couples or solo travelers, this cozy Crown Point retreat offers a peaceful place to unwind just steps from Mission Bay. Thoughtfully designed for comfort and privacy, it’s ideal for a relaxing getaway for two. Walk to the bay, beach paths, and local dining while enjoying a quiet space to come home to.

Popular amenities for Poway guesthouse rentals

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Quick stats about guesthouse rentals in Poway

  • Total vacation rentals

    Explore 30 vacation rentals in Poway

  • Nightly prices starting at

    Poway vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Poway vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Poway rentals

  • 4.9 Average rating

    Poway stays are highly rated by guests—averaging 4.9 out of 5!