Vacation rentals in Rancho San Diego

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Top-rated vacation rentals in Rancho San Diego

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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, 140 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

Top 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, 228 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.

Top guest favorite
A spacious bedroom features a king bed dressed with a patterned duvet. A stone fireplace adds warmth, while a dresser and TV are positioned nearby. Natural light filters through large windows, highlighting the vaulted wooden ceiling and creating an inviting atmosphere.
Guest suite in Santee
4.95 out of 5 average rating, 374 reviews

Spacious 1 Bdrm Unit: king bed, fireplace, parking

Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

Top guest favorite
A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.
Farm stay in Lakeside
4.96 out of 5 average rating, 380 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Top guest favorite
A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.
Home in Jamul
4.97 out of 5 average rating, 66 reviews

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Guest favorite
A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.
Guesthouse in La Mesa
4.94 out of 5 average rating, 201 reviews

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.

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, 240 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.

Guest favorite
Camper/RV in El Cajon
4.94 out of 5 average rating, 320 reviews

Retro Fun, S'mores & Smiles in Bettie Blue

Your one of a kind RV adventure is centered between the Laguna Hills and the coast of San Diego, in sunny East County! Glamp in style in the new 2019 Retro Riverside trailer. This camper is set up with all the modern amenities with the quaint mid-century modern design of a teardrop trailer. The trailer sleeps 3 adults or 2 adults and 2 small children. You will have 1 designated parking spot available to you. Come have flashback fun in a Retro RV!

Top guest favorite
A modern kitchen with white cabinetry and granite countertops is paired with a round dining table set for four. Sunlight fills the space through large windows, and a cozy seating area features a dark leather sofa, creating an inviting atmosphere.
Cottage in La Mesa
4.97 out of 5 average rating, 332 reviews

La Mesa House On a Hill With Mountain Views!

SUNRISE PERCH - A standalone guest house, perfect spot for your San Diego stay! Enjoy inspiring sunrise views from the deck or relax indoors with super fast WiFi and a 43" TV. Enjoy a full kitchen! The king bed is super comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Families welcome! Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

Guest favorite
A well-appointed bathroom features a spacious soaking tub with a decorative backsplash. Natural light enters through a nearby window, complementing the neutral color palette of the tile flooring and walls. A separate shower area and an elegant vanity are also visible.
Home in Spring Valley
4.83 out of 5 average rating, 356 reviews

ROMANTIC AND SPACIOUS JACUZZI SUITE!

Completely private sanctuary--no shared spaces--and it has a private entrance. Enjoy stunning sunrises and sunsets from your two private balconies. Unwind in the jacuzzi. This suite is provided with everything you need to feel at home, such as plush mattresses and linens, a kitchenette with microwave, coffee maker, mini-frig, toaster, and necessities including silverware and dishes, and in the bathroom, an iron and hair dryer.

Top 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, 204 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
A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.
Guesthouse in La Mesa
4.99 out of 5 average rating, 281 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.

Popular amenities for Rancho San Diego vacation rentals

When is the best time to visit Rancho San Diego?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Rancho San Diego?

    Rancho San Diego has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Rancho San Diego?

    Experience the best of Rancho San Diego with our guesthouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Rancho San Diego have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Rancho San Diego have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Rancho San Diego?

    Four-legged friends are welcome in Rancho San Diego. Choose from more than 30 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Guesthouse Rentals in Rancho San Diego?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there Rancho San Diego vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Rancho San Diego, available on Airbnb. Make a splash and soak up the sun in style!

  • Do guesthouse rentals in Rancho San Diego have a kitchen?

    Absolutely! We offer over 10 guesthouse rentals with a kitchen in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Rancho San Diego?

    Yes! Work meets play with ease at over 50 vacation rentals in Rancho San Diego featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do guesthouse rentals in Rancho San Diego have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Rancho San Diego

  • Total vacation rentals

    Explore 100 vacation rentals in Rancho San Diego

  • Nightly prices starting at

    Rancho San Diego vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 5,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 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

  • 4.8 Average rating

    Rancho San Diego stays are highly rated by guests—averaging 4.8 out of 5!