Guesthouse holiday rentals in Chula Vista

4.91 out of 5 average rating, 396 reviews

Mid Century Studio Bungalow Near SDSU

This private bungalow sits behind a main house in the beautiful El Cerrito Neighborhood, (College Area). This is a studio type room with a bathroom, bed, and sitting area. There is a private side entrance and plentiful parking. Guests will have full access to the backyard which includes lounging area to enjoy the beautiful San Diego weather. Location is ideally located: 1 mile from SDSU 7 miles from Downtown San Diego 10-15 miles from local beaches 5 miles from North Park All locations are an affordable Uber.

4.94 out of 5 average rating, 148 reviews

New! Beautiful Private Casita- King Bed & Office

Relax in this welcoming brand new casita featuring: ✓ Private side entrance with a keypad ✓ Modern kitchen fully equipped with cooking essentials ✓ Stocked coffee/tea bar with locally roasted coffee ✓ 1 bedroom with a comfy King size bed and smart TV ✓ 1 bath with essentials ✓ Separate office space, including monitor, keyboard, & fast internet, perfect for remote workers! ✓ In-unit washer/dryer, pods & dryer sheets provided ✓ Cozy outdoor living space ✓ Parking for 1 vehicle in the driveway

4.93 out of 5 average rating, 222 reviews

Guesthouse in Encanto

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath (tub/shower), living/dining area and stocked kitchen all with stylish touches. Relax and lounge on your back deck while saying hello to the friendly goats. Your lodging is nearby the city where you can have a touch of countryside as well as modern amenities throughout with keyless entry, WiFi and Smart TV (W/D also available). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

Superhost

Guesthouse in National City

4.85 out of 5 average rating, 156 reviews

Private Pet-Friendly Studio w/Parking Near Gaslamp

Escape to this cozy, private back-studio, perfect for couples! Located just 4 miles from San Diego’s lively Gaslamp District, this studio offers a peaceful retreat in a safe neighborhood. Enjoy hassle-free parking and a fenced space with a private entrance through the side gate—no face-to-face contact. Fenced yard perfect for pets to play safely, plus nearby dog-friendly beach. Whether you’re here to explore downtown, relax in comfort, or visit Coronado, this studio is your ideal getaway!

4.92 out of 5 average rating, 114 reviews

Bayside Boho Casita

Beautifully remodeled large open concept studio unit with equipped with kitchen amenities . Includes refrigerator, 2 burner hot plate, air fryer and microwave. French doors leading you to a private deck to enjoy your morning coffee and cool bay breeze. Our unit is perfect for couples or families with small children. We are one block from the bay, trolley, mall, restaurants, and highway. Our studio is privately attached to the main house 3 bed/1 bath and is also a vacation rental.

4.96 out of 5 average rating, 373 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.

4.96 out of 5 average rating, 184 reviews

Guesthouse in La Mesa

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

4.96 out of 5 average rating, 116 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.

Guesthouse in National City

4.86 out of 5 average rating, 215 reviews

Open concept Guesthouse w/private entrance

Welcome Travelers! We’re thrilled to host fellow Airbnb guests, especially those who love to travel as much as we do. My husband and I have had amazing experiences with Airbnb around the world, and now we're excited to share the beauty of San Diego with you! A few things to note: We live on the property in a completely separate unit with our dog and eight chickens, so you'll experience a peaceful, homey environment with a local touch.

4.83 out of 5 average rating, 212 reviews

Private Modern Studio with Ocean View

Newly remodeled clean, bright, and modern private entrance studio with beautiful view of the ocean and downtown from your room. Brand new sliding glass door opening up to a newly built 240 square foot private deck attached to the studio to enjoy breakfast in the morning and sunsets in the evening. Imagine relaxing while having wonderful conversation on your ocean view deck! Just 15 minutes away from downtown San Diego and the beach!

4.96 out of 5 average rating, 112 reviews

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

Welcome to our cozy and stylish 500 sq. ft. one-bedroom Casita, tucked away in a quiet corner of our lot in the College Area of San Diego. With a private entrance and your own secluded patio, it’s the perfect little retreat whether you're visiting SDSU, exploring the city, or relaxing at the beach. Just a 20-minute walk to SDSU Less than a 20-minute drive to the beach, airport, downtown, and the zoo!