Holiday houses in Cowles Mountain

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Top-rated holiday rentals in Cowles Mountain

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

4.98 out of 5 average rating, 116 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!

LocationFamilyBathroom

Top Guest favourite

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, 280 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

LocationFamilyLong stay

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 La Mesa

4.97 out of 5 average rating, 179 reviews

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.

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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

4.92 out of 5 average rating, 102 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!

LocationFamilyPets

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

4.76 out of 5 average rating, 200 reviews

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!

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Guest favourite

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

4.92 out of 5 average rating, 479 reviews

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.

ValueFamilyHospitality

Top Guest favourite

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

4.95 out of 5 average rating, 193 reviews

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.

ValueFamilyLong stay

Top Guest favourite

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

4.97 out of 5 average rating, 398 reviews

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.

LocationFamilyParking

Top Guest favourite

An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.

Home in El Cajon

4.99 out of 5 average rating, 133 reviews

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

FamilyLocationWi-Fi

Top Guest favourite

A serene outdoor seating area features two cushioned chairs and a small table, overlooking a panoramic view of the landscape. Lush greenery is framed by palm trees, enhancing the tranquil atmosphere under a clear blue sky.

Home in Del Cerro

4.98 out of 5 average rating, 105 reviews

The Home with The View

In town for vacation, a Tour of San Diego State University, need a home during relocation or need a replacement home from Insurance due to flooding or repair? This home is spacious and the view is breathtaking. The home is conveniently located on Interstate -8 close to Alvarado Hospital( now called UCSD) f and near SDSU . Open concept floor plan, with a full outdoor dinning and living area. Kid Friendly.

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Guest favourite

A tranquil backyard scene is captured at dusk, featuring a newly-built gas fire pit surrounded by comfortable seating. Soft string lights twinkle overhead, illuminating the area. A spa is positioned nearby, with views of the landscape and a serene sunset in the background.

Home in San Diego

4.89 out of 5 average rating, 101 reviews

Charming 4-bedroom home w/ hot tub & canyon views

This home is perfect for a family looking to relax and enjoy some amazing, panoramic views. The sunsets are breathtaking, and even more enjoyable in front of the newly-built, gas fire pit. The brand-new pavers and string lights throughout the backyard set up a romantic atmosphere and make you feel like you are in a quaint, Tuscan villa. After a day of exploring, come home and enjoy the spa.

FamilyLocationBathroom

Top Guest favourite

A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.

Guesthouse in Normal Heights

4.99 out of 5 average rating, 492 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

ValueLocationOutdoor spaces