
Guesthouse holiday rentals in San Diego County
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Top-rated Guesthouses in San Diego County
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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!
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Private 1 BR Paradise Retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport
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Modern mountain guest house. Incredible views
Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.
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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.
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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.
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La Casita - Fully Updated Casita in Mission Hills
This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.
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New Tranquil Barn Retreat on a Peaceful Half Acre
The Buena Vista barn is a clean, quiet, and upgraded detached barn in Vista with everything you need for a peaceful and comfortable stay! Only 10 minutes to downtown Vista, you'll find great restaurants, breweries, shops, and a movie theater. Points of interest: • Downtown Vista: 10 minutes • Cal State San Marcos: 15-17 minutes • Beach: 20 minutes • Legoland: 22 minutes • Temecula and Wine Tasting: 30-40 minutes • Sea World: 47 minutes
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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 ⭑
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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.
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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.
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Private Poolside Cabana
Poolside cabana with incredible mountain view in the Mt. Helix area. Located 20 mins - Downtown and beaches. 10 mins - SDSU and trolley. Bottle of wine waiting with comfortable King sized bed and luxury bathroom. Small kitchen area includes Keurig, microwave, blender, toaster, and small fridge.
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*BEAUTIFUL* Sunny Home in Golden Hill
Bright & Sunny Home Guest house with private entrance and deck. Lots of great restaurants and shops nearby. Located on a quiet street with a nice kitchen, A/C, heat, deck, king bed, and laundry. **BRAND NEW washer and dryer installed 11/8/24!!!
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Popular amenities for San Diego County guesthouses
Family-Friendly guesthouses

The Happy Family * 2 playhouses & baby gear
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Adorable Hawaiian themed Guest House
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Retreat house. Nature, Hot Tub, Views!
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Farm Vibe near City with Friendly Goats & Big Deck
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La Cabana
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NEW construction - Studio by Village of La Mesa
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Moonrise Cottage at Buena Terra Lavender Farm
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Private Lake with fishing/Tennis court near Julian
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Guesthouses with a patio

Guest house with ocean views and private deck.
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Beach views for 2! Jacuzzi, fire pit
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La Mesa Suite
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Garden Room- Private Studio with a Panoramic View
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Private Casita with amazing VIEWS
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Ocean Blue Vista One-Bedroom Private Guest House
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Central studio w/ private outdoor space & parking
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OB Casita
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Guest house rentals with a washing machine and dryer

Gorgeous Guest Home
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The “OUT” House: Artist’s Loft/Studio
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East Watch- a private getaway
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The Golden Hill mosaic "casita"
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Hawks nest
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Waterhaven - A Pondside Oasis
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Fletcher Hills - modern 1 BR.Easy, no step access.
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Private beach guesthouse w/ private parking
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- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
- University of California-San Diego
- Petco Park
- San Diego Zoo
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- Pacific Beach
- Tijuana Beach
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- PGA WEST Nicklaus Tournament Course
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