Vacation rentals in Cuyamaca Peak

4.98 out of 5 average rating, 115 reviews

A scenic outdoor deck offers a view of rolling hills and a tranquil landscape, with two glasses of red wine set on a glass-topped table. The area is framed by a railing, enhancing the open feel of the space.

Home in Julian

Four Seasons Lake House- Dream Beds sleep 10

Suite deck and Babmar Daybed areas are like being in a tree house overlooking the entire lake and entire Cuyamaca Area. Private Suite deck among trees with unobstructed views. Fully fenced lawn area w/ fire pit.The Daybed area is on a separate Hexagon deck in the middle of trees and it has a waterfall stream flowing beneath it. Polished wood floors, granite counters in the kitchen area, and plush amenities. Views are like staring at a painting. Quality throughout. The Jewel of Cuyamaca Resort.

A spacious living area features a cozy, light-colored sofa with a textured throw blanket draped over it. A round glass coffee table sits in front, surrounded by warm-toned wooden furniture. Natural light filters through window treatments, illuminating the open layout that connects to the kitchen.

4.94 out of 5 average rating, 110 reviews

2. Amazing Comfort Family Reunion J street

Large newly remodeled home in Downtown. Private front and back yard. This amazing house is perfered by convention attendees. One Trolly stop to convention center. $10 Uber. Golden sand Coronado beach is one bridge away New kitchen and house. Natural Travertine flooring. Brand new central HVAC. Create your family outdoor bbq dinner. Please be prepared with an open mind you will see people without shelter. Once you enter, you will come into a clean wonderful space.

Superhost

An open living area is shown, featuring a modern kitchen with a sleek countertop and stainless-steel appliances. A comfortable sofa and a patterned accent chair are visible, with large windows allowing natural light. A ceiling fan adds to the airy feel of the space.

Condo in San Diego

4.89 out of 5 average rating, 474 reviews

Walk to Little Italy & Bay Views –Perfect Location

Enjoy a spacious 1,000 sq. ft. home with stunning city and bay views. Just four blocks from Little Italy, this space offers walkable access to top dining, nightlife, and entertainment, plus a quick Uber ride to San Diego’s best beaches and attractions. ✨ Highlights: ✔ 2 Private Balconies – Enjoy city and bay views. ✔ Walkable to Little Italy – Steps from top dining & nightlife. ✔ Prime Location – 5-7 min Uber to beaches & attractions. 🌟 See below to learn more!

The exterior of a charming Craftsman cottage is showcased, featuring a distinctive grey facade and decorative roofline. Vibrant purple flowers bloom in the front yard, surrounded by a black wrought iron fence. Large windows frame the entrance, allowing natural light to fill the space.

4.83 out of 5 average rating, 687 reviews

1925 Hillcrest Cottage in with City Views!

Freshly Painted! LOCATION, LOCATION, LOCATION!! Upgraded internet. Escape to beautiful San Diego in this very unique 1925 Built Craftsman one-bedroom, one-bathroom cottage that sleeps up to 2-3. Only five minutes from downtown, Balboa Park, the San Diego Zoo and surrounded by a wide variety of fun and popular attractions. It is perfect for those that want complete privacy but close to everything! This cottage has a full kitchen and beautiful city views.

4.98 out of 5 average rating, 130 reviews

Home in Escondido

Paradise:Pool Slide/Game Room/EVCharger/Volleyball

BOOK TODAY this 5 bedroom/ 4.5 Bathroom home located about 30 minutes from all of San Diego hot spots, this house offers everything vacationers can dreams of: Fully stocked kitchen, spacious bedrooms with TV in each , 2 dining room & 2 Living Rooms, state of the art Game Room and a resort style backyard- Pool, Pool Slide, Hot Tub & BBQ are truly a highlight. After all , Nothing beats relaxing & enjoying sunset with a cup of beer from a huge deck!

4.93 out of 5 average rating, 108 reviews

Cozy Cottage | Walk to SDSU | Free Laundry

Perfect Space for a Couples Staycation! ☀ Spacious, modern, and beautifully designed property ☀ Prime location near public transportation, top restaurants, shops, and attractions ☀ Fully furnished with all the essentials for ultimate comfort ☀ Enjoy year-round comfort with air conditioning and heating ☀ Stay connected with high-speed internet, perfect for work or streaming ☀ Only 25 minutes from San Diego International Airport!

The exterior of the cottage presents a welcoming entrance with white railings leading up a set of stairs. Light from a nearby fixture casts a soft glow, highlighting the charming light green facade and small windows. Lush greenery surrounds the base of the structure.

4.95 out of 5 average rating, 132 reviews

Beautiful Canyon Cottage located on a huge lot

Our Canyon Cottage is a beautiful remodeled cottage sitting up off the street in a serene, private location on a large lot. We enjoy an awesome location, 2 minutes from the freeway, 10 minutes to Mission Beach, Coronado, Little Italy, Downtown, Old Town and Mission Hills. The cottage is on a non-through street, providing our guests a quiet and beautiful spot to enjoy. The cottage is gorgeous, with a beautiful private yard and patio.

An outdoor patio area is displayed, featuring a round table surrounded by four cushioned chairs. The setting sun casts a warm glow over the distant bay and palm trees, with additional seating visible in the background among lush greenery.

4.82 out of 5 average rating, 196 reviews

Best Value in SD! $1M Views; Great Location; W/D

Located in the hills of San Diego, you will feel like you are on top of the world. The Modern Award Winning Bayview Home by Rental With A View in San Diego, has floor to ceiling bay windows that offer 180 degree panoramic water view that will leave you saying "WOW"! Many guests have shared one of the highlights of their trip is relaxing in the cuddler lounge chair while reading a book and enjoying the magical view over the bay.

4.96 out of 5 average rating, 238 reviews

Stunning Grand Villa with Dream Yard and Amenities

Stunning New Home with the best amenities!! Hot Tub, Soaking Tub, Zen Garden, Fully Fenced, Gated Parking, Posturepedic luxury mattresses, grill, central A/C, high speed WiFi, fully equipped kitchen, and more. Perfect location next to Balboa Park and the Zoo, within minutes to all San Diego beaches and attractions and walkability to hundreds of restaurants and shops.

Farm stay in Borrego Springs

Two wooden lounge chairs are positioned near a circular stock tank tub, with the sun rising in the background. Mesquite trees and distant mountains are visible, creating a serene outdoor setting illuminated by morning light.

4.89 out of 5 average rating, 201 reviews

Golden Sands Bunkhouse #2 Pickleball-Jacuzzi-More!

This is a peaceful, scenic stay in the heart of Borrego Springs. It features two generous bedrooms with a private backyard and cowboy hot tub. There are tons of amenities including tennis/pickleball, jacuzzi, community pool, etc. It's also a walkable distance to town for food and fun, although once you're there you might not want to leave.

Cabin in Palomar Mountain

The open living area features high wooden ceilings and a large ceiling fan. A spacious window offers views of the outdoors, while comfortable seating is arranged around a wooden coffee table. A Smart TV is positioned against a wood-paneled wall, and a well-equipped kitchen is visible in the background.

4.92 out of 5 average rating, 301 reviews

Cabin Fever Mountain Getaway

Come cool off with our nice AC in living room and bedroom! Restored vintage cabin with re-claimed cedar logs. Deck, gourmet kitchen, stone fireplace, beautifully furnished, sparkling clean. Smart TV, high speed internet. Four Seasons of Beauty. Family friendly, Romantic getaway. Quite, peaceful neighborhood