Holiday rentals in Cowles Mountain

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Top-rated holiday rentals in Cowles Mountain

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Top guest favourite
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.
Guest house in La Mesa
4.99 out of 5 average rating, 141 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 favourite
A bright corner space features a window with a view of outdoor greenery. A wooden table is set for two, surrounded by black metal chairs. A cozy blue armchair and a side table complement the warm tones of the hardwood flooring and a colorful area rug.
Home in El Cajon
5 out of 5 average rating, 59 reviews

Charming Cozy Studio Centrally Located

Welcome to our dreamy, San Diego-inspired private petite suite. The studio has its own entrance and perfect for solo travelers or couples. Nestled in a quiet and secure neighborhood, it’s centrally located, near shops, restaurants, and with convenient access to all major attractions. Enjoy complimentary coffee, snacks, and tea, get inspired by our quote wall, relax with a book in the floral tiny patio. This space offers a perfect blend of comfort and style, with all you need for a relaxing stay!

Guest favourite
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.

Superhost
A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.
Home in San Diego
4.88 out of 5 average rating, 210 reviews

Bright and spacious home with views, pool & spa.

This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

Top guest favourite
A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.
Guest house in La Mesa
4.99 out of 5 average rating, 309 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental!   Our casita is newly remodeled with luxury ammenities.  We proudly cater to the cannabis community and non-users alike.   Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest.  This ensures that every guest checks into a clean, fresh-smelling place that feels like home.   Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

Guest favourite
A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.
Home in San Diego
4.9 out of 5 average rating, 63 reviews

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

Top guest favourite
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, 67 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.

Top guest favourite
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.
Guest house in San Diego
4.96 out of 5 average rating, 136 reviews

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

This is your 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 beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favourite
A cozy living room area is displayed, featuring a gray couch adorned with decorative cushions, a comfortable armchair with plush accents, and a wooden coffee table. Natural light fills the space through a window with blinds, complemented by wall art showcasing colorful sea motifs.
Guest house in San Diego
5 out of 5 average rating, 75 reviews

Lrg 1 bedrm unit Full Kitchen by SDSU & Cowles Mtn

Escape your worries in this spacious, separate unit that is approximately 600 square feet located between scenic hiking trails and downtown attractions. It is attached to the rear of the property with a common wall, yet separate with a private entrance. You are 20 minutes from beaches and downtown and 10 minutes to SDSU. Walking distance to Cowles Mountain and Mission trails. Nearby is historic La Mesa Village famous for great dining and shopping.

Guest favourite
A light-filled studio apartment is presented, featuring a dining table with two chairs and a kitchenette equipped with modern appliances. The space boasts a ceiling fan and large mirror, while a bathroom area is visible with a blue rug. Neutral-toned walls create a clean atmosphere.
Guest house in San Diego
4.87 out of 5 average rating, 1,057 reviews

Private Garden Studio

Enter through a hidden garden filled with plants into a cute, clean, recently refurbished studio apartment. Although the house sits on a quiet street with abundant free street parking, it is within easy walking distance of craft breweries, cocktail bars, cafes, and some of San Diego's best restaurants, as well as Trolley Barn Park. We're also an easy shot to the zoo, Balboa Park museums, downtown, and the beaches.

Guest favourite
Home in San Diego
4.87 out of 5 average rating, 154 reviews

Travelers Dream Lux Home Sky Deck Spa Home Theater

Welcome to San Diego's best. Relax and rejuvenate in our outdoor spa or home theater, equipped with a custom retractable new Hi-Def projector/screen and surround sound. The master bedroom suite includes a massive bathroom featuring a large shower+ soaking tub, walk-in closet and your own private balcony. The 2 outdoor decks are perfect for family gatherings, including all new patio furniture, fire pit and BBQ.

Guest favourite
A cozy living room features a dark brick fireplace beneath a large flat-screen TV. Two teal armchairs and a brown sofa surround a low coffee table, with a colorful area rug adding warmth. A sliding glass door leads to a bright outdoor space.
Home in San Diego
5 out of 5 average rating, 13 reviews

Vintage Vibes|King Bed|Big Screen|Backyard & Bunks

⚜1,658 sq-ft of mid-century modern charm ⚜3 bedrooms, 2 baths, sleeps up to 8 ⚜King, queen & 4 twin bunk beds + sofa ⚜Bright open living area with big-screen TV ⚜Fully equipped kitchen with coffee maker & toaster ⚜Washer/dryer, Wi-Fi, heating & A/C ⚜Expansive 10,200 sq-ft backyard for relaxing or entertaining ⚜Quiet residential neighborhood ⚜Driveway & street parking available

Popular amenities for Cowles Mountain holiday rentals