Guesthouse holiday rentals in San Diego Bay

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!

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!

Charming Studio in The Heart of South Park

Welcome to the beautifully designed furnished studio in the heart of South Park. Featuring high-end furniture & thoughtful details, this space blends comfort & style. Enjoy a restful night on the ultra-comfortable queen sleeper sofa by American Leather & stay cool year-round with a mini-split AC. It has a private relaxing outdoor space. Located just a few blocks from South Park’s cafés, boutiques, & top restaurants, you’ll enjoy the neighborhood like a local. Ideal for short & extended stays.

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

Coronado Island Pool Cottage

2 blocks from the Beach, the Cottage offers a peaceful, clean & private stay with exclusive use of the pool, jacuzzi, bikes, beach items, deck chairs, Stream-TV & Wifi. 3 rooms: QUEEN BEDROOM has AC, heater, ironing, hangers & 8 foot mirrors. LOUNGE ROOM has AC, heater, QUEEN sofa-bed, TV, microwave, fridge/freezer, toaster, tableware & utensils, coffee/tea, & bottled water. BATHROOM has walk-in shower, all toiletries & towels. BEFORE BOOKING, please click/read the “SHOW MORE" details here:

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.

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

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.

Golden Hill House, Gorgeous Skyline, Private Patio

Our Victorian home is nestled in San Diego’s historic neighborhood of Golden Hill and has fabulous views of downtown, as well as its own private back patio oasis. This bright and airy “home away from home” lets you unwind and relax, while providing a central location from which to take in all that San Diego has to offer. It is very close to Balboa Park, hip coffee shops, restaurants, local breweries, wine bar, yoga studio, art gallery, etc.

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 ⭑

Mission Hills: Private Studio • Walk to Hillcrest

Experience 'The Lark Nest,' a stylish San Diego studio loft in Mission Hills. This private detached guest house offers panoramic bay, Coronado, and ocean views from the property, perfect for sunset watching. Featuring a comfortable queen bed and a small futon, it comfortably fits 2 guests, with space for 3. Enjoy a well-equipped kitchenette and proximity to top city attractions and dining for a unique San Diego escape.