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Holiday rentals 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
The living area features a gray sofa paired with a coffee table, overlooked by a ceiling fan. Large doors provide access to a balcony with leafy views. Decorative plates adorn the walls, while a tall plant adds a natural touch to the inviting space.
Guest suite in San Diego
4.96 out of 5 average rating, 332 reviews

Find a Country Feel in the City with Rural Views

Sit out in the backyard then come indoors to relish leafy views from a triple-aspect living room. The apartment has a cottage feel with window boxes and wooden fittings. A hanging plant, and white linens provide a calming feeling. Awake to the songs of birds and explore our 1/2 acre of fruit trees, vegetable beds, and landscape. Yet most of San Diego’s attractions are just 5 to 10 miles away. The new kitchen is included in your space so you can prepare your own meals if desired. Cooking equipment included are a convection toaster oven, coffee maker, hot pot, a microwave, and an induction plate, pots & pans, kitchen tools, cutlery and dishes. We also provide coffee, tea, sugar, salt & pepper, cooking oil, and ice. This space is attached to our main home but you’ll have your own separate entrance and private kitchen/ living, bed and bath. We'd love to greet you and show you around when you arrive, but if we happen to miss you will have your own unique door code to get in. We’ve prepared a binder of information for guests and can help you plan for best use of your time. However if you prefer to be on your own we’re fine with that too. We have walked to downtown or to the nearest trolley, but unless you are walkers and out for exercise, you will probably want a car. There are now lots of bikes available for rent, but it will be uphill to get back to the house. Some of our guests have chosen to rely only on Uber, in which case grocery and/or meal delivery are helpful. If you have an afternoon or evening flight you are welcome to store luggage at our house after your 10 AM check out. We are in a hilly residential area with stores, restaurants and bus/ trolley access about 2 miles away, so you'll have the most flexibility if you come by car. If you choose to Uber, you can order groceries or takeout meals to be delivered.

Guest favourite
A spacious backyard is showcased, featuring a wooden deck with steps leading to a well-manicured lawn. String lights are hung above, creating a warm evening glow, while lush greenery and palm trees provide a tropical ambiance in the background.
Home in San Diego
4.97 out of 5 average rating, 382 reviews

SDSU Beach Cottage

Welcome to our stunning SDSU Beach Cottage. Our home is 10 minutes away from everything amazing in San Diego! Our home is Centrally located in San Diego and in a desirable neighborhood. We are steps away from a Local favorite Eatery, Wine Bar, Beer Pub, Natural-Holistic Market, Pizza shop, Liquor Store, Nail shop, and Einstein's Bagels. Play in San Diego or stay and relax in our tropical yard that is set up to entertain you and your family with outside games and Ping Pong. 25 Yr's of age req'd

Top guest favourite
Guest house in La Mesa
4.9 out of 5 average rating, 447 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!

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, 102 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
Guest suite in Spring Valley
4.82 out of 5 average rating, 317 reviews

Comfy Mountain Top Casita

Experience a one-of-a-kind getaway at our quite mountain retreat that offers a nice space and comfort for your family. Our 2-bedroom suite features 2 queen beds and a full futon, connected by a garden door living room and a beautiful arched wall, offering much more privacy than typical hotel rooms. Enjoy your own private entry and custom bath, complete with a well-equipped kitchen, outdoor barbecue, and dining area. Plus, with a washer/dryer on site and free parking. Create memories. Book Now!

Top guest favourite
Guest house in San Diego
4.95 out of 5 average rating, 234 reviews

Central Guest House with Private yard

Enjoy a private, fully equipped guesthouse for two in central San Diego — professionally cleaned, thoughtfully hosted & designed for a comfortable stay. Full kitchen, washer/dryer, filtered RO water & a fenced backyard with ambient lighting. Keyless entry keeps arrival simple & secure. Quick access to freeways. Within 15 minutes of the airport, Gaslamp District, Balboa Park, the Zoo, Petco Park, Seaport Village, the Convention Center, and beaches; tucked into a quiet residential neighborhood…

Top guest favourite
A spacious living area features a large, modern sectional sofa and a round dining table. A ceiling fan provides airflow, while a 50" smart TV displays a vibrant underwater scene. Light floods in through large windows, enhancing the inviting atmosphere, with surfboards displayed on the wall.
Home in Lakeside
4.93 out of 5 average rating, 138 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 favourite
Bungalow in La Mesa
4.98 out of 5 average rating, 266 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

Top guest favourite
Guest house in San Diego
4.97 out of 5 average rating, 158 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.

Guest favourite
The salt-water pool and spa are illuminated with soft purple lighting, creating a serene atmosphere. Lush plants and well-placed lighting surround the pool area, enhancing the peaceful setting in the evening.
Home in San Diego
4.88 out of 5 average rating, 225 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.

Superhost
Home in San Diego
4.92 out of 5 average rating, 469 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.

Superhost
Home in La Mesa
4.81 out of 5 average rating, 111 reviews

Mountain View• Solar-heated Pool •HotTub •GameRoom

☀️Welcome to our fun, newly updated home in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue, solar-heated pool while enjoying an elevated mountain view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

Popular amenities for Cowles Mountain holiday rentals