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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious bedroom is furnished with a large bed featuring a white comforter and decorative pillows. Twin French doors open to a private balcony, allowing natural light to fill the room. A small seating area with a desk and chair is visible along with a TV mounted on the wall.

Guesthouse in San Diego

4.99 out of 5 average rating, 483 reviews

Lovely La Jolla Cottage Minutes from the Beach

Awesome location! Right in the heart of Bird Rock/La Jolla close to some of Southern California's best beaches! The Beach Cottage is detached and located towards the rear of our property. You will have your own private entrance with key-less entry. To access The Cottage, walk down the drive way, up the stairs to your suite. The Cottage was custom built with luxury in mind. This one-of-a-kind space provides the ultimate beach getaway! Custom doors and lighting, private balcony off your bedroom, black-out curtains, amazing shower with heated tile flooring, new super-comfortable Eastern King bed with luxury memory foam topper, remote controlled A/C and heating unit, bar sink and mini fridge, Nespresso coffee maker, tea kettle, Direct TV, closet, beach chairs and towels, and more. Unrestricted street parking. Local surf board and bike rental around the corner and if traveling with your four-legged friend, check out online sites for in-home doggie care within blocks. Walk to Bird Rock Coffee Roasters in the morning, Wayfarer Bakery and around the corner for amazing sunsets at the ocean. We are available to help with any questions or concerns during your stay. We look forward to having you! The cottage is a 4-minute walk from the ocean that has a lovely park and benches to enjoy the view, the sunrise and sunset, and clean ocean air. Just steps away from some of the best coffee shops, bakery and cuisine in the Bird Rock, LaJolla neighborhood. Enjoy great bars, shops and casual dining. It’s within a very short ride to Wind n'Sea Beach as well as the sand and surf of Pacific Beach and Mission Bay. LaJolla Cove is an 8-minute car ride. Walking is the BEST way to see La Jolla! Explore the neighborhood and its architecture, see the sea lions in the Cove, shop downtown La Jolla or just hang by the beach! If you want to explore more, Uber is the best way to get around! Pacific beach is 5-min away, Mission beach is 8-min away and downtown San Diego is only 15-min away! Access to The Cottage is down the driveway, and up the stairs. No smoking on property, including private balcony and deck. Southern California is known for being especially dry and fires can spread easily. Thanks for understanding!

Top guest favorite

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.

Guesthouse in San Diego

5 out of 5 average rating, 201 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!

Superhost

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

Guesthouse in Escondido

4.91 out of 5 average rating, 776 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.

Top guest favorite

A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.

Guesthouse in Escondido

5 out of 5 average rating, 159 reviews

Infinity Poolside Apt. In San Diego Wine Country

158 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

Top guest favorite

A broad view captures the coastal landscape of La Jolla, featuring the shimmering ocean, serene bay, and city lights under a clear sky. The horizon displays the iconic pier, with the vibrant residential area blended into the backdrop of rolling hills.

Guesthouse in San Diego

4.98 out of 5 average rating, 216 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

Welcome to your private 1,000 sq. ft. studio apartment, atop a scenic hill in La Jolla. Enjoy views of the ocean, bay, city lights and Sea World fire works display, creating the perfect backdrop for your getaway. Conveniently located just 5 minutes from the beautiful Windansea Beach and only 8 minutes from the vibrant village of La Jolla, where you can explore shops, dining, and cultural attractions. Experience the best of San Diego, with top attractions just minutes away. Your ideal getaway

Guest favorite

A welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.

Guesthouse in San Diego

4.95 out of 5 average rating, 494 reviews

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D

This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Top guest favorite

The entrance to the casita features a dark door with a decorative glass panel, framed by rustic wooden accents. An orange awning provides shade above. Flower boxes with vibrant blooms are seen under a window, while a welcoming doormat lies on the wooden steps.

Guesthouse in Escondido

4.99 out of 5 average rating, 145 reviews

Garden Casita

Enjoy a unique private space with no shared walls on an acre of lush property. Stroll the grounds picking fresh oranges and watch all the beautiful birds that grace our large ash trees. Sip coffee and watch the sunrise on the private deck off the casita, or a glass of wine by the fire pit. There’s also a private side yard where you can grill and dine. We are tucked away, yet close to shopping, restaurants and the beautiful Orfila winery. Easy access, parking, & check-in. Come see us

Top guest favorite

The exterior of a renovated guesthouse is presented, featuring a white stucco facade with decorative tiles along the steps. A green door, large windows, and a charming walkway leading to the stairs enhance the inviting appearance of the property.

Guesthouse in San Diego

4.99 out of 5 average rating, 167 reviews

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

Fully renovated stand-alone guesthouse in North Park, consistently voted one of the coolest "hipster" neighborhoods in the US. Just a few blocks from all the action at 30th and University, but tucked away in a quiet, historically designated residential neighborhood. Walk to Balboa Park or The World Famous San Diego Zoo. Get to Downtown San Diego, San Diego International Airport, Old Town, Little Italy, Coronado, La Jolla, Sea World, multiple beaches & so much more in under 15 minutes.

Top guest favorite

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.

Guesthouse in Encinitas

4.97 out of 5 average rating, 159 reviews

Beach Rock Retreat - Private Encinitas Guesthouse

Enjoy San Diego’s North Coast in this tropical PRIVATE Encinitas guesthouse centrally located from beautiful BEACHES, world-class GOLF courses, upscale shopping, and amazing restaurants. Beach Rock Guesthouse offers plenty of PRIVACY in all directions from its SECOND STORY comfortable living space. At 780 sq. ft., it's quiet and airy with lots of LIGHT and everything you need to relax or work in COMFORT during your stay. Short Term Rental City Permit # RNTL-007659-2018

Guest favorite

A spacious sleeping area features a bed adorned with floral-patterned bedding. Two lamps are positioned on bedside tables, providing soft light. A wooden bench sits at the foot of the bed. Large glass doors lead to a lush garden, enhancing natural light in the room.

Guesthouse in Encinitas

4.97 out of 5 average rating, 705 reviews

Beach City Bungalow

Detached 400 sf studio with full kitchen, private redwood deck, and own entrance/parking. Just a mile to the coast, the house is a 15-20 minute walk to the beach and a 25-minute walk into Encinitas, a classic beach surf town. Restaurants, live music, and quaint shops line nearby Highway 101. The large tropical garden has walking paths and seating areas perfect to relax in. The property is a true oasis! City of Encinitas business license #RNTL-007530-2017.

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 San Diego

4.96 out of 5 average rating, 118 reviews

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

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

Top guest favorite

A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.

Guesthouse in San Diego

4.99 out of 5 average rating, 432 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.