Vacation rentals in Cowles Mountain

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Top-rated vacation rentals in Cowles Mountain

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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, 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 favorite
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, 60 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 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, 405 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!

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.

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 favorite
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.
Guesthouse 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 favorite
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 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 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 favorite
The living room is furnished with a comfortable loveseat and a coffee table, complemented by a white TV stand supporting a large smart TV. Decorative plants and slender white branches enhance the ambiance, while soft lighting is provided by a standing lamp. Framed artwork adorns the walls.
Home in La Mesa
4.98 out of 5 average rating, 54 reviews

Discover La Mesa: Your Perfect Cozy Base

It's our pleasure to welcome you to your reserved room in La Mesa's town center .Enjoy exceptional privacy and comfort in this one-bedroom suite, boasting a private entrance and en-suite bathroom. The suite is meticulously cleaned and offers a cozy, inviting atmosphere. Ideal for family visits, leisure travel, or a relaxing getaway, it features spacious accommodations with premium amenities. This suite ensures a seamless and enjoyable stay, perfect for any traveler."

Top guest favorite
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, 68 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, curated charm. Enjoy tall ceilings, a bright living area with a queen-sized pullout couch, a useful kitchen with basic amenities, a quiet 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 favorite
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, 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 favorite
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.
Guesthouse 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.

Popular amenities for Cowles Mountain vacation rentals