House holiday rentals in Lakeside

4.99 out of 5 average rating, 175 reviews

A serene view of Lake Cuyamaca is framed by lush greenery and trees. The distant Stonewall Peak rises majestically against a clear blue sky, creating a tranquil landscape that invites relaxation and reflection.

Home in Julian

Maison Zen

Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.

4.98 out of 5 average rating, 215 reviews

A cozy living area features a modern gas fireplace and panoramic ocean views at sunset. Glass doors lead out to the balcony, while a round glass coffee table is surrounded by two chic chairs. A wall-mounted art piece adds a touch of decor.

Home in Cardiff

The Seaford - sweeping ocean view and pet friendly

The Seaford is a magical seaside property with panoramic ocean views. It’s both an experiential feast for the eyes, and a place made for the adventures of real life. Recently re-tuned and modernized, it's been designed to reflect the roots of our vibrant community so guests can feel fully integrated into what makes this town so special. Our goal here at The Seaford is to be a comfortable and relaxing backdrop for memories made, and our hope is to have you return year after year to make more.

4.97 out of 5 average rating, 311 reviews

Home in Ramona

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

5 out of 5 average rating, 129 reviews

The casita features a charming Spanish style exterior with a tiled roof and smooth stucco walls. Custom wooden doors open onto a patio surrounded by native landscaping. The peaceful surroundings include views of the hills and scattered vegetation, emphasizing the serene atmosphere.

Home in Vista

The Casita Vista/Epic Panoramic Views

Welcome to our stunning newly built Casita secluded on a 3-acre property in the hills of Vista, San Diego. With sprawling views of the surrounding mountains, Carlsbad city lights, and hot air balloons above Del Mar, the Casita is flooding with natural light. Enjoy European oak wood floors, natural stone countertops, custom south facing French doors for seamless indoor/outdoor living, central air, full-size washer/dryer and a fully stocked kitchen. Location is minutes from the Carlsbad beaches!

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.

4.94 out of 5 average rating, 116 reviews

SD Casita Sleeps 6 - Morey from 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 many amenities including a GE electric cooktop, refrigerator, microwave and air fryer, rice cooker, Kitchenaid mixer, 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 sofabed. How about a large deck with fire pit and BBQ?

A wide window frames a stunning view of the sunrise over Mission Valley, featuring soft orange and yellow hues blending into a clear blue sky. Silhouettes of palm trees and distant hills can be seen, creating a serene transition from indoor to outdoor scenery.

4.99 out of 5 average rating, 316 reviews

Private Canyon Sanctuary

Enjoy fantastic forever views of Mission Valley in this adorable fam1 bed/bath newly remodeled home located just 2 blocks from excellent dining and nite life. *Full size kitchen, W/D. * Strong Wi-Fi, TV’s and SonoS sound system. * New bed and always white linens. * Easy in/out with garage parking included. * Safe and private (no surveillance on property). *Fast EV charger (no fee) This property also comes with radiant healing energy. Check out our reviews for confidence in booking.

4.97 out of 5 average rating, 882 reviews

An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.

Home in Ramona

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

A spacious studio features a purple sofa and a queen bed, both adorned with soft blankets and decorative pillows. Vibrant area rugs cover the wooden floor. Natural light floods the room through glass doors, leading to a private patio surrounded by greenery.

5 out of 5 average rating, 100 reviews

XLarge Artist's Retreat w/private patio/parking

*Forget your worries in this beautiful 700sq/ft spacious and serene space. *Come soak up in the artsy feel of this newly renovated large guest suite, ideally located in the middle of town close to SDSU. Roll out of bed and Enjoy a cup of coffee in the private patio then explore ALL of the city’s top attractions a short drive away. This beautiful space is clean, crisp and fully decorated with great style uniquely curated with original art by one of SD’s most established artists. * Enjoy*

A view into a modern living space reveals a sleek kitchen with bar seating and a spacious dining area. Natural light floods the room through large glass doors, showcasing lush greenery outside. A cozy area is completed with a colorful rug beneath and a inviting seating arrangement.

4.94 out of 5 average rating, 234 reviews

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!

A colorful studio space features turquoise walls and a ceiling fan. A comfortable sofa with decorative pillows is paired with a coffee table. A bed with a floral-patterned comforter sits against a window, while a TV and white refrigerator complete the modern setup.

4.98 out of 5 average rating, 304 reviews

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our studio is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our studio has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our studio is located in our quiet, fully fenced in backyard, close to San Diego's attractions

4.91 out of 5 average rating, 144 reviews

Home in College East

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 inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.

4.96 out of 5 average rating, 137 reviews

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

Popular amenities for house rentals in Lakeside

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

4.89 out of 5 average rating, 195 reviews

The Queen House

An open-concept living space features a modern kitchen with a large island and bar seating for four. A light-colored sofa is positioned nearby, with a stone fireplace adding warmth to the room. Natural light streams through the skylight and windows, enhancing the airy feel.

4.9 out of 5 average rating, 108 reviews

Bright Contemporary 5-Bedroom Oasis with Pool and

4.94 out of 5 average rating, 122 reviews

A modern living room features a light wooden floor and white walls, complemented by a pink accent wall. A flat-screen TV is mounted above a stylish cabinet, with two potted plants on top. A comfortable seating area includes a rattan chair and a coffee table.

Home in Chula Vista

Casa Bahia Beautiful San Diego Home with Pool

A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

4.85 out of 5 average rating, 230 reviews

The Table

Superhost

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in Lake Murray

4.88 out of 5 average rating, 214 reviews

Bright and spacious home with views, pool & spa.

4.81 out of 5 average rating, 127 reviews

The outdoor area showcases a clear pool surrounded by a spacious patio. Lounge chairs, a poolside table, and an umbrella are positioned for relaxation. The backdrop features low landscaping with cacti and a glimpse of the house, enhancing the tranquil setting.

Home in Lake Murray

Mid-Century Modern and Contemporary House

A scenic hillside is displayed, featuring a variety of homes nestled among lush greenery. The landscape showcases a blend of residential architecture within a mountainous region, with expansive views of the surrounding area under a clear blue sky.

4.93 out of 5 average rating, 124 reviews

Updated TownHome, Great Location, Fantastic Views

4.99 out of 5 average rating, 172 reviews

A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.

Home in Hillcrest

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Weekly house rentals

5 out of 5 average rating, 19 reviews

A cozy outdoor seating area features two white Adirondack chairs positioned beside a small round table. The inviting entryway of the tiny home is visible, surrounded by lush greenery and trees, creating a peaceful and refreshing environment.

Home in Rolando

Tiny Home with a View

4.98 out of 5 average rating, 97 reviews

The exterior of a single-family home is showcased, featuring a spacious driveway and a two-car garage. Mature cacti and landscaped greenery enhance the front yard, while a clear blue sky provides a bright background.

Home in Santee

Santee Gem: Luxe Modern Home, Spacious Backyard

5 out of 5 average rating, 77 reviews

A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.

Home in Ocean Beach

Bright & Modern OB Getaway

The living room is furnished with a comfortable loveseat and a coffee table, complemented by a white TV stand supporting a large smart TV. Decorative plants and slender white branches enhance the ambiance, while soft lighting is provided by a standing lamp. Framed artwork adorns the walls.

4.98 out of 5 average rating, 58 reviews

Discover La Mesa: Your Perfect Cozy Base

5 out of 5 average rating, 15 reviews

Helix Haven

5 out of 5 average rating, 40 reviews

Home in Cherokee Point

Garden Retreat in North Park.

The living area is accented with wooden beams and features a cozy sofa, an armchair, and a round wooden coffee table. Natural light fills the room through a window, with a piece of abstract artwork displayed on the wall, enhancing the inviting space.

4.87 out of 5 average rating, 23 reviews

Lakeside Haven | Mountain Views, Private Pool

A private deck features a small round table surrounded by two blue chairs, situated under a palm tree. The view includes rolling hills and a clear blue sky with scattered clouds, offering a peaceful outdoor space to enjoy the scenery.

4.96 out of 5 average rating, 27 reviews

Studio In Home with Private Entry

Private house rentals

4.96 out of 5 average rating, 99 reviews

A modern kitchen features white cabinetry and sleek countertops. A stove with a stainless-steel microwave is present, along with a double sink positioned under a large window offering natural light. A small plant decorates the windowsill, adding a touch of greenery.

Home in Lake Murray

Cozy, Single Bedroom, Detached Guest House

5 out of 5 average rating, 16 reviews

Airbnb Luxe: Designer Pool, Fitness and Office

Superhost

Home in El Cajon

4.76 out of 5 average rating, 21 reviews

The Manor cottage

Superhost

A modern home is showcased with a clear blue heated pool reflecting the evening sky. The pool area is bordered by sleek stone and features a welcoming outdoor seating area. Lush greenery frames the property, enhancing the serene atmosphere of the neighborhood.

4.69 out of 5 average rating, 84 reviews

Peaceful Modern 8 Bed Home With Pool

4.97 out of 5 average rating, 73 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

5 out of 5 average rating, 13 reviews

A sunlit bedroom features a spacious queen bed adorned with decorative bedding and a light throw. A minimalist bench sits at the foot of the bed, while a desk and lamp occupy a corner. Windows provide natural light, illuminating the soft-toned walls.

Home in El Cajon

Cozy quiet getaway, great mattress (1-br)

4.96 out of 5 average rating, 52 reviews

A modern outdoor pool area features sleek loungers positioned in water, accompanied by gentle water jets creating a relaxing atmosphere. The spacious patio, framed by a stylish roof, offers seating options and unobstructed views of the surrounding landscape.

Home in Alpine

Luxury Escape | Heated Pool/Spa • Views + Events

The exterior of the home is framed by lush greenery and a stone pathway leading to the entrance. Sunlight illuminates the front area, highlighting the modern structure and the inviting details of the landscaping.