
Holiday rentals in Cowles Mountain
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Top-rated holiday rentals in Cowles Mountain
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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

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is the perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very 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.

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!

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!

Wilson's Sunny Retreat
Welcome to Wilson's Sunny Retreat! This is a nice relaxing studio retreat with basic amenities. Newly remodeled private bathroom , in-suite sitting area , coffee bar and refrigerator. Great place to relax and have a coffee. View from private suite and outside sitting area. We are centrally located and 15 minutes or less from everywhere - beaches, San Diego State University, Downtown San Diego and the Gaslamp District, and shopping in Fashion Valley. Close to Mission Trails Regional Park.

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

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.

California Dreamin’ at our Coastal-Inspired Suite
Take a break and unwind at our coastal-inspired oasis. Enjoy a relaxed cabana vibe with great natural light in a quiet neighborhood. This newly built private suite has all new appliances, furniture, and fixtures. You'll have everything you need to make you feel right at home with a fully functioning kitchen, en-suite bathroom and stacked washer/dryer. It includes a comfortable workspace with charging ports & a reclining loveseat along with a brand new gel memory foam queen bed.

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.

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

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.

Luxe Home w. Serene Backyard Spa
Escape to the heart of San Diego in our chic and luxurious 3-bed oasis, where upscale meets laid-back California cool. Steps from vibrant eateries, buzzing bars, and unique boutiques, this retreat offers a serene backyard with a soothing spa. Experience local attractions, beaches, and the San Diego Zoo, all a short drive away. Your ultimate San Diego adventure awaits!
Popular amenities for Cowles Mountain holiday rentals
Other great holiday rentals in Cowles Mountain

Luxe Loft Retreat – Patio, High Ceilings & Parking

Spacious Family Home w/ Kids Playset And Fire Pit!

Discover La Mesa: Your Perfect Cozy Base

Amazing Views - Central Location & Close to SDSU

Jamul Hacienda | Couples Retreat | Pool & Views!

Private comfy studio; solo, couple, kids friendly

La Mesa Hidden Gem: Chic & Cozy!

Private House in the Hills, Pool, Pickleball court
Destinations to explore
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- Rosarito Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- Oceanside City Beach
- Petco Park
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Tijuana Beach
- Torrey Pines State Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Pechanga Resort Casino
- San Diego State University
- Liberty Station
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- Moonlight State Beach
- San Onofre Beach
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego




