Vacation rentals in Cowles Mountain

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Top-rated vacation rentals in Cowles Mountain

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Top guest favorite
A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.
Bungalow in La Mesa

Casa de Pueblo - Hot Tub, Fire Pit La Mesa Village

Enjoy a stylish experience at this centrally-located bungalow. Just a short walk to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. The outdoor space has a hot tub, fire pit, yard games, & bbq. Hop on the trolley to get anywhere. Traveling with additional friends and family? We have the Casita de Pueblo located at the same location. Check it out under our other listings where you can book both. 20 min drive to the Beach, Downtown, Balboa Park, or Old Town

4.98 out of 5 average rating, 280 reviews
Top guest favorite
Guest suite in San Diego

Aloha Private Suite | Central Location!

Welcome to the Aloha Private Suite, a tropical inspired stay in the heart of San Diego. This bright, ocean inspired private guest suite features a private entrance, a comfy queen bed, and a relaxed island feel. Centrally located 15 minutes from the airport and beaches, and close to the stadium and San Diego’s main neighborhoods. Whether you are visiting the city, heading to the beach, or looking for a quiet place to unwind, the Aloha Private Suite offers a comfortable and convenient stay.

4.97 out of 5 average rating, 146 reviews
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 La Mesa

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

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

4.96 out of 5 average rating, 180 reviews
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

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.

4.87 out of 5 average rating, 239 reviews
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

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!

4.92 out of 5 average rating, 102 reviews
Superhost
An open-concept living area features a large sectional couch, a coffee table, and a flat-screen TV opposite. The kitchen is visible in the background, showcasing modern appliances and a breakfast bar. Soft lighting highlights the warm wood flooring throughout the space.
Home in San Diego

Dream Home Away From Home - Huge Common Area!

Bring the whole family to this spacious 1904 square foot home with TWO king sized bed suites and three full bathrooms! Located centrally in San Diego, this is a perfect place to stay for those seeking an experience close to the beach and mountains and anywhere in San Diego you'd like to visit. The house is a short drive away from the zoo, Sea World, Animal Park, beaches, parks, downtown, trails, Balboa park, the Midway museum, Coronado, Torrey Pines, La Jolla Cove, and much more!

4.76 out of 5 average rating, 200 reviews
Guest favorite
A spacious living area is highlighted by a light-colored couch, a coffee table, and an area rug with a leaf pattern. An open layout leads to a dining area with wooden chairs and a kitchen visible in the background, featuring modern appliances and bright windows.
Home in San Diego

Your SD Home Away from Home-Big Family Retreat

Not just a stay—a space to belong. This 4BR San Diego retreat is designed for real connection, with room to breathe, soft touches throughout, and everything you need to feel at home from the moment you arrive. Laugh late into the night, greet sunlit mornings with coffee in the garden, and linger over unhurried meals. Become a local in one of San Diego’s safest, quietest neighborhoods—your home base for memory-making, firelit stories, and the kind of moments that stay with you.

4.92 out of 5 average rating, 100 reviews
Guest favorite
A gas fire pit is surrounded by four outdoor chairs, offering a cozy gathering spot. The expansive backyard provides views of the surrounding hills and valley, with twinkling lights from nearby homes under the twilight sky.
Home in San Diego

Spacious home with incredible backyard views

This beautifully appointed home is located in a quiet neighborhood & is central to all San Diego attractions - 5 min to hiking, 15 min to beaches/Zoo/Sea World, 20 min to downtown & 35 min to Legoland. But should you chose to stay in to relax there's plenty to enjoy - Bocce Ball, hot tub, BBQ & gas fire pit. Perfect for families or small groups looking to enjoy San Diego. Please note, if you’re looking to have a party or gathering this is NOT the property for you.

4.92 out of 5 average rating, 479 reviews
Top guest favorite
A pool table with a blue felt surface is positioned under a covered outdoor area, surrounded by lush greenery. The scene includes palm trees and various plants in the background, providing a serene view of the surrounding landscape.
Guest suite in El Cajon

Valley View Garden Suite

Kick back, relax, and enjoy the view in this delightful, 1 bedroom w/ livingroom suite. 20 mins from beaches, downtown, Sea World, Zoo. 2 mi to Grossmont Hosp, 8 mi to SDSU, 3 mi to Gillespie Field The suite is attached on the side of a house. But it is completely separate and has its own private entrance. The back patio & side breezeway are just for you. The rest of the backyard is private for owners only. Free, reserved, off-street parking.

4.96 out of 5 average rating, 313 reviews
Top guest favorite
A vibrant sunset casts shades of orange and pink across the sky, viewed from a residential street. Palm fronds frame the scene, while neighboring homes and trees are softly silhouetted against the colorful backdrop.
Guesthouse in La Mesa

San Diego Newly Built Private Guesthouse (Sleep 4)

Newly built one-bedroom private guesthouse w/view of Cowles Mountain and separate street entrance. Living room has queen futon. A 50" smart TV with YouTube TV. Free high-speed Wi-Fi. Kitchen with refrigerator, stove, oven, microwave, dishwasher, toaster, and Keurig coffee machine. Bedroom has queen bed and 40" smart TV. Bathroom has large shower and electronic bidet. Washer/dryer. Allow small pets up to 35 lbs. for $20 fee.

4.95 out of 5 average rating, 195 reviews
Top guest favorite
A spacious backyard is illuminated by string lights, creating a warm ambiance. Lush greenery, including tall palm trees and banana plants, frames the area. A wooden deck provides an outdoor seating space, while comfortable patio furniture is visible nearby. The sky displays soft pastel colors at twilight.
Home in Del Cerro

SDSU Beach Cottage

Welcome to our charming SDSU Beach Cottage! Centrally located in a desirable San Diego neighborhood, you're just 10 minutes from many of the city's top attractions. Steps away, you'll find popular local dining, a wine bar, pub, natural market, pizza shop, nail salon, liquor store, and Einstein Bros. Bagels. Enjoy San Diego's best or unwind in our tropical backyard featuring outdoor games and ping pong. Minimum age to book: 25.

4.97 out of 5 average rating, 399 reviews
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

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 comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

4.96 out of 5 average rating, 365 reviews

Popular amenities for Cowles Mountain vacation rentals