Guesthouse vacation rentals in San Diego County

Quaint Craftsman#2- Walkable, Parking, EV Charging

Come relax in our quaint, newly remodeled North Park guesthouse located in a quiet neighborhood that is a foody, millenial paradise! 7 minute walk to 30th street and 15 minute walk to University - each with a plethora of trendy coffee shops, breweries and restaurants. Eight min drive to Balboa Park/San Diego Zoo and fifteen minute drive to Coronado beach. Coffee and tea is provided, although you will probably prefer a five minute stroll to Santos Coffee house for a cold brew and breakfast bagel.

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Upscale Studio

Stay just minutes from the sun-soaked shores, vibrant downtown San Diego, SeaWorld, and the world-famous San Diego Zoo. This thoughtfully designed retreat offers a seamless blend of comfort & convenience. ✨ Luxury Features Include: A massage bed with adjustable head and foot settings for ultimate relaxation A spacious, spa-inspired bathroom with a premium Toto toilet and oversized shower A kitchen equipped with a sink, fridge, toaster oven RIGHT CLICK ON MY PICTURE TO SEE ALL OF OUR PROPERTIES.

Central Guest House with Private yard

Enjoy a private, fully equipped guesthouse for two in central San Diego — professionally cleaned, thoughtfully hosted & designed for a comfortable stay. Full kitchen, washer/dryer, filtered RO water & a fenced backyard with ambient lighting. Keyless entry keeps arrival simple & secure. Quick access to freeways. Within 15 minutes of the airport, Gaslamp District, Balboa Park, the Zoo, Petco Park, Seaport Village, the Convention Center, and beaches; tucked into a quiet residential neighborhood…

Private 400sf iFULL KITCHENi beautiful cozy 2bed

Welcome to your cozy city cottage! @JOY_AirBB Conveniently located just outside downtown San Diego tucked into a serene garden setting. Enjoy a fresh, sun filled space with plenty of places to sink in and relax. A secluded private patio, built in reading/TV nook, and comfy bedroom with blackout shades. Fully equipped to spend a weekend solo, entertain a partner, or bring your kiddo to explore the city. 5 min➡️ South Park 10 min➡️ Downtown 15 min➡️ Airport 30 min➡️ La Jolla Traffic varies

Romantic Private Garden Studio Near Downtown

A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.

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

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

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.

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Nestled in a quiet hillside canyon above San Diego, this one of a kind glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Panoramic city/sunset views ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

*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!

Peaceful Garden Getaway-Near Downtown & Beaches

Welcome to your private San Diego escape—a stylish, designer guesthouse set in a peaceful garden in the heart of walkable, centrally-located Kensington. With its relaxed coastal vibe, this cozy casita is perfect for couples, solo travelers, or remote work stays. Enjoy your own lush patio—perfect for morning coffee or evening wine—and walk just minutes to Kensington’s cafés, restaurants, and shops. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑

Casita in the Vineyard. Privacy & Beauty combine.

Enjoy our newly updated resort-style Casita with hot tub, propane fire pit, and shaded pagoda. This tranquil and private getaway has a full kitchen, bath and laundry facilities and is only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country”, some with live music and food, are within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.