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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, 153 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 and airy living space features a cozy seating area with a gray sofa accented by blue and yellow cushions. A spacious bed is dressed in a patterned coverlet, positioned near a window with natural light illuminating the room. A small table adds functionality.
Guest suite in San Diego
4.96 out of 5 average rating, 158 reviews

Private, bright, cozy getaway with full kitchen

Experience a delightful getaway in this beautifully remodeled and centrally located guest suite. With its bright and inviting living space, it’s perfect for relaxation during the day and transforms into a cozy retreat at night. Sleeps up to four guests, the sofa easily converts into a full bed. Just 10-20 minutes from landmarks such as SDSU, Downtown, Little Italy, Gaslamp, San Diego Zoo, SeaWorld, Mission Bay, and concert venues. This is a 2nd floor unit, so guests will need to navigate stairs

Top guest favorite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guesthouse in La Mesa
4.97 out of 5 average rating, 102 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Guest favorite
Condo in Lemon Grove
4.85 out of 5 average rating, 244 reviews

Boutique Casita gimmini gem..🌠💫

our Boutique Casita features beautiful ample gardens, huge trees and 3 outdoor seating areas, the house has a country feeling to it however, decor of the Casita is all modern and fresh, the kitchen houses a stove and refrigerator, the Casita can sleep up to 4 people, 2 in the main Queen bed and 2 in the kitchen area in the Daybed which has one top one bottom mattress as viewed in the pictures, access from street is flat no steps access all the way into the house , the patio has indoor parking.

Guest favorite
A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.
Home in Lakeside
4.93 out of 5 average rating, 124 reviews

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

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
4.98 out of 5 average rating, 251 reviews

Townhouse - 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

Guest favorite
An open kitchen and living area is shown, featuring a modern design with white cabinetry and wooden accents. A comfortable sofa is positioned in front of a wall-mounted TV. A dining table with seating for four is placed next to the kitchen, surrounded by natural light.
Guest suite in La Mesa
4.87 out of 5 average rating, 186 reviews

Stylish Boho Studio | Walk to Cafes | Outdoor Livi

The studio is located within a quiet leafy neighborhood right in the heart of La Mesa giving you a great base to explore everything San Diego has to offer. Inside you will find a bright, sun-filled space with a chic kitchen, an open plan living/dining area with a comfortable sofa bed, a stylish queen bedroom and a modern, sparkling bathroom with a built in laundry. Stay a short 15 min walk to a shopping center nearby with cafes, restaurants and stores and an easy 15 min drive into Downtown.

Top guest favorite
A modern open concept living area is showcased, featuring a comfortable beige sectional sofa and a wall-mounted television. Natural light fills the space from large windows adorned with sheer curtains, revealing a view of lush greenery outside. A light wood side table complements rustic décor elements.
Guesthouse in La Mesa
4.99 out of 5 average rating, 104 reviews

Amazing Views! Private Hilltop Home with Balcony~

~PANORAMIC SUNRISE & SUNSET VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ OCEAN, Mountain, Harbor, & Valley VIEWS ~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Furnished balcony to enjoy an outdoor living space! Private entrance 1 Driveway parking space NON SMOKING/VAPING property indoor & out Read about our limited feature option, POOL/SPA/LOUNGE, requiring additional fees & approval terms that apply. Available ONLY as an ADD ON fee package~Scroll down for detail

Top guest favorite
A contemporary casita is featured with a neatly landscaped front yard and stone pathway leading to the entrance. A garage is visible to the left, and large windows allow natural light to illuminate the welcoming exterior, which is surrounded by lush greenery.
Home in La Mesa
4.93 out of 5 average rating, 112 reviews

Sunnyside Resort Spa, Beach, Zoo, Arcade

SEND US A MESSAGE FOR SPECIAL OFFER! Imagine booking the most memorable experience with your party! Kick back and relax in a safe, stylish casita. Check in contactless and enjoy! Cozy, comfy, and a perfect base for exploring the city. Cook your own meal in the alluring kitchen or enjoy your meal at the cute dining area outside. Great for family's or trips with friends! The entire guest house is is 5 minutes from SDSU, 15 minutes from the beach and 15 minutes from downtown San Diego! Enjoy

Guest favorite
A bright kitchen area features vaulted ceilings and large windows offering views of the surrounding greenery. The space includes modern appliances, a mini island with bar stools, and light-colored cabinetry, creating an open and airy atmosphere.
Guest suite in Santa Fe
4.94 out of 5 average rating, 174 reviews

Private Apartment - Secluded 2 Acre Estate/Orchard

Enjoy our serene and beautiful loft apartment in south Rancho Santa Fe. Quiet and completely private retreat on garden like 2 acre farm estate with orchard. Kid friendly and just minutes from the beach, fair grounds, restaurants, golf, horse riding, hiking, and shopping. This spacious 900 sq ft. getaway includes wifi, 2 smart ROKU TVs, full kitchenette, dining table, King bed, additional two twin XL beds. 7 miles from the beach, 2.5 miles from Trader Joe's and multiple restaurants.

Guest favorite
Home in San Diego
4.9 out of 5 average rating, 101 reviews

Spanish Casita w/ Hot Tub, Fire Pit, Private Yard

Welcome to Casa Stella, a beautifully renovated 1920s Spanish casita, just a 10 min drive from Balboa Park, San Diego Zoo, Downtown, and the beaches. Nestled on a quiet, picturesque street, this pet-friendly private home offers a serene stay while being just a 5-min walk to Adams Avenue's top restaurants, breweries, and yoga studios. Enjoy free parking, a cozy fire pit, and mid-century modern flair! We offer flexible check-in/ check-out, ask me how!

Top guest favorite
A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.
Home in La Mesa
4.9 out of 5 average rating, 200 reviews

The Queen House

Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!

Popular amenities for Cowles Mountain vacation rentals