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Holiday houses 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.
Guesthouse in La Mesa
4.99 out of 5 average rating, 134 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
An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.
Guesthouse in El Cajon
5 out of 5 average rating, 12 reviews

Sunset House

Casa sunset Modern 2BR/1BA in quiet Fletcher Hills with hillside views, shared pool, and in-unit laundry. Fully remodeled with stylish decor, full kitchen, coffee machine, fast Wi-Fi, A/C, and free parking. Enjoy sunset views, outdoor seating area for morning coffee or glass of wine sunset, cozy bedrooms, and a bright living space perfect for couples, families, or business trips. Just 20 mins to downtown San Diego and beaches. Clean, comfortable, and move-in ready — your perfect SoCal retreat!

Top Guest favourite
A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.
Home in San Diego
4.99 out of 5 average rating, 73 reviews

ModernCoastal I View I Pool ITub

Spectacular canyon views are the backdrop to this stunning, modern newly renovated San Diego home! The jetted hot tub with water falling in the sparkling pool, the natural light streaming through the french doors, huge screened folding door, and skylights, the beautiful Great Room with the inviting living room, gourmet kitchen, indoor/outdoor dining, comfy beds, spectacular rooms & bath, sunset vista point, outdoor BBQ & backyard loungers and daybed are all designed to get you in vacation mode!

Guest favourite
A stylish bathroom features a floating double vanity with wooden drawers and a large mirror above. Adjacent, a curbless walk-in shower showcases elegant tile work and both rain and handheld showerheads, completed with modern gold fixtures and a glass enclosure.
Guest suite in San Diego
4.97 out of 5 average rating, 39 reviews

Cozy Resort-Style Retreat

The perfect getaway for 1–2 guests! This private unit features a master suite that offers resort-style comforts, complete with a luxurious bathroom and a spacious patio. Nestled in a quiet, peaceful neighborhood just minutes from Cowles Mountain, Lake Murray, Mission Trails Golf Course, and SDSU. You’ll enjoy easy access to local dining, shopping, public transit, and freeways. Downtown San Diego, the Gaslamp Quarter, and airport are just a short drive away, a great home base for work or play!

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, 364 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.

Guest favourite
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, 208 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.

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
4.89 out of 5 average rating, 56 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 bright living area features a comfortable brown couch adorned with colorful cushions. A white table accommodates seating for four, while vibrant wall art enhances the atmosphere. A retro-style refrigerator adds a pop of color, and natural light floods through the windows.
Guesthouse in La Mesa
5 out of 5 average rating, 60 reviews

Stylish San Diego Guesthouse - Walk to the Lake!

Our vibrant guest house in La Mesa is located minutes from SDSU, Lake Murray, La Mesa Village, and central San Diego! This colorful retreat combines modern comforts with serene, expertly curated charm. Enjoy tall ceilings throughout, a bright living area with a queen-sized pullout couch, a useful kitchen with basic amenities, a serene private patio, and a tranquil primary suite with a plush king bed & blackout curtains. Enjoy amenities like fast WiFi, air conditioning, & washer/dryer!

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.
Guesthouse in San Diego
4.96 out of 5 average rating, 128 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.

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.
Guesthouse in San Diego
5 out of 5 average rating, 60 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. It is walking distance to Cowles Mountain and Mission trails. Nearby is historic La Mesa Village famous for great dining and shopping.

Superhost
Home in San Diego
4.86 out of 5 average rating, 142 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
The spacious studio features a modern design with a cozy seating area that includes a dark leather couch and a patterned armchair. A dining table is set for four, and natural light fills the room from large windows. The kitchen showcases sleek cabinets and stainless steel appliances.
Guesthouse in La Mesa
4.92 out of 5 average rating, 325 reviews

Private Detached Modern Studio located in La Mesa

**Cleaned and disinfected following COVID-19 guidelines provided by CDC/Airbnb** Modern studio with private entry, walking distance from stores, shops, restaurants, and parks. Cozy for a couple and sleeps up to 5. Feel at home with your own private laundry, full size kitchen, and private bath. 3 minutes from Highways 125, 94, and 8. Centrally located and less than 15 minutes from downtown San Diego.

Popular amenities for Cowles Mountain holiday rentals