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Guesthouse vacation rentals in Rancho San Diego

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Top-rated guesthouse rentals in Rancho San Diego

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite
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, 804 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
Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.
Guesthouse in La Mesa
4.99 out of 5 average rating, 137 reviews

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

Guest favorite
A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.
Guesthouse in La Mesa
4.96 out of 5 average rating, 224 reviews

Da Hui Hut - La Mesa’s best view and spa

Da Hui Hut is a very private oasis uniquely situated at the top of San Diego county's magnificent Mt. Helix. At roughly 1,300 feet above sea level, Mt. Helix is the crown jewel of natural landmarks in the area. The landscape provides bountiful views, and the large deck is positioned perfectly to see it all. It feels like you're on top of the city! Inside, guests will encounter Californian and Hawaiian inspired decor as they collide with wooden walls to compose a symphony of color and good vibes.

Guest favorite
The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.
Guesthouse in La Mesa
4.89 out of 5 average rating, 399 reviews

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!

Top guest favorite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guesthouse in El Cajon
4.99 out of 5 average rating, 205 reviews

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.

Top guest favorite
An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.
Guesthouse in Spring Valley
4.98 out of 5 average rating, 400 reviews

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

Nestled in a hillside canyon, a short drive outside the city, this Airstream glamping retreat offers incredible panoramic city, sunset & nature views. Modern comforts include A/C & heat, a full kitchen, fast Wi-Fi, and convenient off-street parking on a gated estate. Cozy up by the firepit as the city sparkles below or try your swing at the golf tee. Reconnect & recharge with your own outdoor hot soaking tub, open-air rain shower, and wood-fired sauna - the perfect retreat for nature lovers!

Top guest favorite
A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.
Guesthouse in Jamul
4.95 out of 5 average rating, 239 reviews

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

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 Lake Murray
4.96 out of 5 average rating, 133 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.

Guest favorite
A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.
Guesthouse in La Mesa
4.92 out of 5 average rating, 203 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Top guest favorite
The exterior of a two-story building is surrounded by lush tropical plants, including tall palms and vibrant greenery. A paved walkway leads to a private entrance, which is framed by a low wall and several ornamental plants, creating an inviting and serene environment.
Guesthouse in Chula Vista
4.95 out of 5 average rating, 596 reviews

Private Casita in Great Eastlake Neighborhood

This room is a "casita" (seperate living space) away from the house. It has a private entrance with a cypher lock on the door. The room has new carpet, new tile, and queen size bed. The Eastlake neighborhood is very safe and very quiet. We are located about 20 mins from the beach, downtown San Diego, and San Diego international airport. This location is only 2 miles from the Otay Ranch Mall.

Top guest favorite
An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.
Guesthouse in El Cajon
4.97 out of 5 average rating, 178 reviews

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request.

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 Normal Heights
4.98 out of 5 average rating, 448 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.

Popular amenities for Rancho San Diego guesthouse rentals

Quick stats about guesthouse rentals in Rancho San Diego

  • Total vacation rentals

    Explore 10 vacation rentals in Rancho San Diego

  • Nightly prices starting at

    Rancho San Diego vacation rentals start at ļŗ©.ļŗ‡331 per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Wi-Fi availability

    10 of Rancho San Diego vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rancho San Diego rentals

  • 4.9 Average rating

    Rancho San Diego stays are highly rated by guests—averaging 4.9 out of 5!

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