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Guesthouse vacation rentals in San Diego County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in San Diego County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Escondido

4.92 out of 5 average rating, 702 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guesthouse in San Diego

5 out of 5 average rating, 152 reviews

Santorini-Inspired Cottage #1 w/ Hot Tub + Views

Travel 16 steps up a Greek-inspired curving stairway with two-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the front private 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. Design & details inspired by European travel, it'll be hard to believe you’re still in San Diego.

Guesthouse in Ramona

4.93 out of 5 average rating, 333 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.

Guesthouse in Encinitas

4.99 out of 5 average rating, 136 reviews

The Tiki Lounge, Leucadia, California

The Lounge is a quaint, cozy 400 sq. ft. one-bedroom detached guesthouse with lots of character in the "funky" community of Leucadia. Located just east of historic Highway 101 in a quiet neighborhood a mile from beach access, you're close to many eclectic shops, restaurants and entertainment. You'll also have access to a semi-private patio and shared access to our back yard, where, as of June 2023, Debe works 3 to 4 days a week in her studio. We really love it here and think you will too.

Guesthouse in Solana Beach

4.98 out of 5 average rating, 457 reviews

Quiet cottage AC near beach in nice private yard.

Private cottage in a great neighborhood close to the beach. Cottage has an air conditioner/heater, queen bed, kitchen, bathroom, & TV & desk. Washer & dryer available. Fletcher cove is 1/2 mile by car or walk. Walking distance to Cedros Shopping district that has boutiques, restaurants & coffee houses. The Belly Up Tavern, Del Mar Race Track & Fairgrounds and fine restaurants are nearby. It is a short walk to the trailhead to San Elijo Lagoon Preserve hike and Annie's canyon.

Guesthouse in San Diego

4.97 out of 5 average rating, 329 reviews

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

Guesthouse in San Diego

4.96 out of 5 average rating, 160 reviews

super clean studio/private entrance&parking

Newly remodelled studio with private entrance and 1 reserved drive way parking spot in an upscale neighborhood. Bright color designs will bring you good mood and energy. Neighborhood is quiet and safe, near Sorrento valley, La Jolla and Del Mar beach. So many good restaurants and markets around. I'm an interior designer and really care about how my guests feel during their stays. When I designed and built this unit, I choose all unique materials that bring you the best experience.

Guesthouse in Encinitas

4.85 out of 5 average rating, 246 reviews

Sunset/Ocean View Guest House! Minutes to Beach

Sunset/Ocean view guest house (one bedroom with a sofa bed)--386 Sunset Drive, 92024. Quiet residential neighborhood, close to downtown Encinitas, and half a mile from Moonlight Beach. Balcony features a propane barbecue, table, chairs, chaise lounge, and a distant view of the sunset and ocean. Living room/dining/kitchen area includes sofa bed. Living room features a 45" flat screen and DVD player. Bedroom includes a natural gas fireplace, television, and DVD player.

Guesthouse in Pine Valley

5 out of 5 average rating, 110 reviews

Back Country Retreat

Back Country Retreat is nestled under oak trees and surrounded by a natural rock setting. You will be greeted with several flower gardens. The retreat has a lovely flagstone patio with outdoor gas firepit and custom cedar bar. Pine Valley has clear night skies with no light pollution. You will feel right at home in this quiet neighborhood with access to the Cleveland National Forest for hiking, biking or birding. Owners live on the same property, so you may see them.

Guesthouse in San Diego

4.91 out of 5 average rating, 434 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Guesthouse in San Diego

4.99 out of 5 average rating, 384 reviews

*Private Canyon Retreat: Your Own Guesthouse*

An airy 1BD guest house at the end of a quiet dead-end street that overlooks a tranquil canyon....and an owner that works hard to create a fabulous experience for each guest; not just “another average rental”. With private entrance, full kitchen & bath, and double french doors opening onto a 400 sq ft deck with canyon views, it's the ideal retreat to come back to after exploring San Diego. Come fall in love with your next home away from home!

Guesthouse in Dulzura

4.97 out of 5 average rating, 607 reviews

Vineyard & Winery Guest House

A hidden gem! Get away and stay at the historic pioneer era Clark Ranch established in 1885. Our guest house sits above our winery tasting room and has its own private entrance and driveway. It's clean, cozy, and self-contained . Make it a weekend 'getaway' stay and sample our fine wines , and Estate Olive Oil. There is a tower in the vineyard where you can enjoy a glass of wine and watch the sun set. Balcony overlooks Dulzura Creek.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Bungalows

Intimate homes. inviting architecture

Popular amenities for San Diego County guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in La Mesa

4.93 out of 5 average rating, 229 reviews

Fig Tree Bungalow

Guesthouse in Oceanside

4.97 out of 5 average rating, 547 reviews

The Flying Mermaid

Guesthouse in San Diego

4.96 out of 5 average rating, 675 reviews

BEAUTIFUL Private Studio

Guesthouse in Encinitas

4.97 out of 5 average rating, 140 reviews

Beach Rock Retreat - Private Encinitas Guesthouse

Guesthouse in Encinitas

4.96 out of 5 average rating, 365 reviews

Cardiff by the Sea Beach Bungalow

Guesthouse in El Cajon

4.98 out of 5 average rating, 206 reviews

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

Guesthouse in Jamul

4.95 out of 5 average rating, 187 reviews

Retreat house. Nature, Hot Tub, Views!

Guesthouse in San Diego

4.96 out of 5 average rating, 513 reviews

Romantic Private Garden Studio Near Downtown

Guest house rentals with a patio

Guesthouse in San Diego

4.99 out of 5 average rating, 147 reviews

Modern Guest House with Patio, Parking, & Laundry

Guesthouse in San Diego

4.99 out of 5 average rating, 185 reviews

Adorable cottage in Talmadge

Guesthouse in Oceanside

4.95 out of 5 average rating, 192 reviews

Detached, Private Cottage! Fenced, PET friendly!

Guesthouse in San Diego

4.96 out of 5 average rating, 103 reviews

Sunset Cliffs Studio

Guesthouse in San Diego

4.86 out of 5 average rating, 106 reviews

Cozy Downtown Cottage Minutes to Gaslamp & PETCO

Guesthouse in La Mesa

4.98 out of 5 average rating, 175 reviews

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

Guesthouse in San Diego

4.97 out of 5 average rating, 156 reviews

Private Studio Cottage with Outdoor Patio

Guesthouse in Vista

4.97 out of 5 average rating, 119 reviews

Ocean Blue Vista One-Bedroom Private Guest House

Guest house rentals with a washer and dryer

Guesthouse in La Mesa

4.99 out of 5 average rating, 163 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Guesthouse in San Diego

4.99 out of 5 average rating, 150 reviews

Carrie’s North Park Casita, in Heart of San Diego

Guesthouse in San Diego

4.83 out of 5 average rating, 231 reviews

Cozy Cottage

Guesthouse in San Diego

4.95 out of 5 average rating, 329 reviews

*BEAUTIFUL* Sunny Home in Golden Hill

Guesthouse in San Diego

4.87 out of 5 average rating, 461 reviews

The Golden Hill mosaic "casita"

Guesthouse in San Diego

4.86 out of 5 average rating, 233 reviews

Sea Star Cottage

Guesthouse in Valley Center

4.92 out of 5 average rating, 230 reviews

North San Diego Serenity

Guesthouse in San Diego

4.98 out of 5 average rating, 217 reviews

Our Garden Cottage: A home away from home.

Destinations to explore