Vacation rentals in Cowles Mountain

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!

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!

Emerald Suite Spa Experience with Sauna & Desk

Soothe your senses and unwind in your private spa retreat, featuring a restorative sauna, a huge soaking tub, and the refreshing scent of eucalyptus aromatherapy. Sink into a luxuriously comfortable king bed, surrounded by a calming ambiance. Thoughtful touches like plush robes and a chilled filtered water dispenser elevate your experience. Set in a tranquil neighborhood with easy access to San Diego’s highlights, this sanctuary offers the perfect blend of relaxation, rejuvenation, and comfort.

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!

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.

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.

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.

Cottage in the Garden! New! Modern!

COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

Lovely Hideaway Studio by Village-Private Patio

Enjoy the cool vibe at this unique rustic getaway tucked back on a tree-lined hill 5 minutes above City of La Mesa Village, 20 minutes from downtown San Diego. The studio is on the ground floor of our two-story house. We live on the 2nd floor, and the studio is it's own completely private space. 5 miles to San Diego State University; 16-20 miles to San Diego beaches; 10 miles to Downtown San Diego; 15 miles to Sea World San Diego; and 13 miles to the World Famous San Diego Zoo!

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.

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.

Suite Charles Way: A Cozy Fletcher Hills Studio

This newly remodeled spacious studio retreat features a private courtyard with barbecue, kitchenette, a brand-new California King bed, and a reclining love seat with charging ports. Enjoy a relaxed cabana vibe, a charming neighborhood and treetop views with easy access to all your favorite San Diego destinations. Within minutes from Grossmont Sharp Hospital, Grossmont Center, the trolley and Grossmont College.