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Guesthouse vacation rentals in El Cajon

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Top-rated guesthouse rentals in El Cajon

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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A spacious studio room encompasses a relaxed seating area and a large bed. Natural light enters through multiple windows, and a decorative rug anchors the space. A coffee table sits in the center, and a television is positioned near the seating arrangement.

Guesthouse in San Diego

4.91 out of 5 average rating, 396 reviews

Mid Century Studio Bungalow Near SDSU

This private bungalow sits behind a main house in the beautiful El Cerrito Neighborhood, (College Area). This is a studio type room with a bathroom, bed, and sitting area. There is a private side entrance and plentiful parking. Guests will have full access to the backyard which includes lounging area to enjoy the beautiful San Diego weather. Location is ideally located: 1 mile from SDSU 7 miles from Downtown San Diego 10-15 miles from local beaches 5 miles from North Park All locations are an affordable Uber.

Top guest favorite

A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.

Guesthouse in El Cajon

4.99 out of 5 average rating, 191 reviews

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

Top guest favorite

The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.

Guesthouse in La Mesa

4.93 out of 5 average rating, 242 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

Guesthouse in El Cajon

4.97 out of 5 average rating, 170 reviews

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

The living room features a queen futon adorned with decorative cushions and a single convertible chair beside it. A coffee table is centered on a multicolored area rug, while a small table lamp stands nearby. Natural light filters through partially covered windows.

Guesthouse in La Mesa

4.94 out of 5 average rating, 157 reviews

San Diego Newly Built Private Guesthouse (Sleep 5)

Newly built one-bedroom private guesthouse w/view of Cowles Mountain and separate street entrance. Living room has queen futon and single convertible chair sleeper that folds into small bed. 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.

The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.

Guesthouse in Encanto

4.93 out of 5 average rating, 222 reviews

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath (tub/shower), living/dining area and stocked kitchen all with stylish touches. Relax and lounge on your back deck while saying hello to the friendly goats. Your lodging is nearby the city where you can have a touch of countryside as well as modern amenities throughout with keyless entry, WiFi and Smart TV (W/D also available). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

Top guest favorite

A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.

Guesthouse in La Mesa

4.99 out of 5 average rating, 192 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.

Guesthouse in La Mesa

4.96 out of 5 average rating, 184 reviews

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

Top guest favorite

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guesthouse in El Cajon

4.98 out of 5 average rating, 228 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Top guest favorite

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

Guesthouse in San Diego

4.96 out of 5 average rating, 116 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.

Guesthouse in La Mesa

4.91 out of 5 average rating, 187 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Top guest favorite

A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.

Guesthouse in La Mesa

4.99 out of 5 average rating, 280 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.

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Popular amenities for El Cajon guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top guest favorite

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guesthouse in Talmadge

4.98 out of 5 average rating, 211 reviews

Lovely Guesthouse in garden setting

A serene garden courtyard is depicted, featuring two wooden chairs adorned with floral cushions. A small table sits between the chairs on a grassy area, surrounded by lush greenery and climbing vines, creating a peaceful outdoor setting.

Guesthouse in Mission Hills

4.92 out of 5 average rating, 427 reviews

La Casita - Fully Updated Casita in Mission Hills

Top guest favorite

A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.

Guesthouse in Jamul

4.95 out of 5 average rating, 227 reviews

Retreat house. Nature, Hot Tub, Views!

Top guest favorite

A charming guest house is set amid lush greenery, featuring a covered porch with white patio chairs. The pathway leads to a spacious driveway, bordered by natural stone and vibrant plants, offering a peaceful rural setting.

Guesthouse in Dulzura

4.97 out of 5 average rating, 625 reviews

Vineyard & Winery Guest House

Top guest favorite

A spacious outdoor deck features comfortable seating arrangements with light-colored cushions, providing a relaxed space for guests. A wooden coffee table sits in the center, surrounded by potted plants and the entrance to the guest house visible in the background.

Guesthouse in Talmadge

4.99 out of 5 average rating, 405 reviews

*Private Canyon Retreat: Your Own Guesthouse*

A quaint wooden counter is displayed, featuring a vintage cash register and an old-fashioned gramophone. Behind the counter, shelves are filled with various antique items and collectibles, creating a nostalgic atmosphere. A wooden chair sits invitingly in front of the counter.

Guesthouse in La Mesa

4.93 out of 5 average rating, 164 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

A vibrant wall art piece features two alpacas, one with a light-colored fleece and the other with dark fur. They are depicted against a backdrop of green foliage, adding a touch of nature and whimsy to the space.

Guesthouse in San Diego

4.93 out of 5 average rating, 195 reviews

Cosy quiet Guesthouse near SDSU

A private garden area features two large orange umbrellas shading wicker seating arrangements. Lush greenery and colorful potted plants surround the space, with a stone patio leading to a warm-toned guesthouse wall. A window on the guesthouse reflects natural light, enhancing the serene atmosphere.

Guesthouse in Kensington

4.97 out of 5 average rating, 587 reviews

Central & Serene Secret Garden Guesthouse

Guest house rentals with a patio

Top guest favorite

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

Guesthouse in Mission Hills

5 out of 5 average rating, 196 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

Top guest favorite

A two-story family home features a classic white exterior with dark shutters. The well-maintained front yard is landscaped with flowers and a pathway leading to the entrance. Soft sunlight filters through the clouds in the background, creating a serene atmosphere.

Guesthouse in El Cajon

5 out of 5 average rating, 29 reviews

Fantastic Find in Fletcher Hills!

Top guest favorite

A private outdoor patio presents comfortable seating with two chairs and a sofa surrounding a coffee table. An umbrella provides shade, and greenery is visible alongside the patio. The paved surface features decorative stones, creating a cozy area for relaxation.

Guesthouse in Poway

4.98 out of 5 average rating, 111 reviews

Gorgeous Guesthouse Poway w/Private Yard

Top guest favorite

A broad view captures the coastal landscape of La Jolla, featuring the shimmering ocean, serene bay, and city lights under a clear sky. The horizon displays the iconic pier, with the vibrant residential area blended into the backdrop of rolling hills.

Guesthouse in La Jolla

4.98 out of 5 average rating, 215 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

A private patio area is visible, featuring two rattan chairs positioned around a small table. A plant is placed nearby, and string lights are hung discreetly above. The space is enclosed by a dark fence, providing a tranquil outdoor setting with trees visible in the background.

Guesthouse in City Heights

4.86 out of 5 average rating, 271 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

Top guest favorite

The living area features a spacious dark blue sectional sofa complemented by two brown leather armchairs. A flat-screen television is placed on a white media console. Decorative wall art is visible, along with a standing lamp and a potted plant, creating a cozy yet modern ambiance.

Guesthouse in El Cajon

4.97 out of 5 average rating, 66 reviews

Cozy Hillside Retreat with View

The tiny cabin is illuminated by soft lighting, showcasing its wooden exterior and welcoming design. Surrounding cacti and plants enhance the natural setting, while steps lead up to a private deck. The evening sky provides a serene backdrop, highlighting the cabin's cozy atmosphere.

Guesthouse in Spring Valley

4.97 out of 5 average rating, 177 reviews

Loft Cabin-Night Cinema+Hot Soaking Tub+Views!

An open living area is shown with a cozy sofa adorned with decorative pillows. A spacious bed with neutral bedding occupies one corner, while a wooden desk and chair are positioned nearby. A ceiling fan and wall-mounted air conditioning unit provide comfort.

Guesthouse in La Mesa

4.96 out of 5 average rating, 115 reviews

Violet Oasis | hot tub, kitchen, dog friendly!

Guest house rentals with a washer and dryer

Top guest favorite

The exterior of a renovated guesthouse is presented, featuring a white stucco facade with decorative tiles along the steps. A green door, large windows, and a charming walkway leading to the stairs enhance the inviting appearance of the property.

Guesthouse in Greater North Park

4.99 out of 5 average rating, 165 reviews

Carrie’s North Park Casita, in Heart of San Diego

A bright kitchen and living area feature modern decor with a gray couch and teal chairs. The kitchen showcases stainless steel appliances, including a refrigerator and gas stove, while a round dining table invites casual meals. Natural light is provided by nearby windows.

Guesthouse in Talmadge

4.81 out of 5 average rating, 251 reviews

Cozy Casita

A bright bedroom is furnished with a gold metal bed, adorned with white linens and decorative pillows. Large windows allow natural light to fill the room, and a green plant adds a touch of nature. A comfortable chair and a small bedside table complete the decor.

Guesthouse in Golden Hill

4.93 out of 5 average rating, 367 reviews

*BEAUTIFUL* Sunny Home in Golden Hill

Top guest favorite

A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.

Guesthouse in Del Cerro

4.99 out of 5 average rating, 152 reviews

The Happy Family * 2 playhouses near SDSU!

A bright and airy sleeping area is highlighted by a spacious bed with a striped duvet. Built-in shelving lines one wall, displaying books and decorative items. A ceiling fan and large window provide light and airflow, while a TV is mounted on the opposite wall.

Guesthouse in Greater North Park

4.96 out of 5 average rating, 706 reviews

BEAUTIFUL Private Studio

A cozy studio suite features a queen bed with fresh linens and a sleek, dark wood frame. A full-size leather sofa is positioned near a decorative coffee table. Soft lighting illuminates the gray walls, and artwork is displayed above the bed.

Guesthouse in Rancho Penasquitos

4.91 out of 5 average rating, 105 reviews

❤ Cozy Private Studio w/ WD 2 Minutes from Freeway

Top guest favorite

A spacious outdoor area features a pool and spa surrounded by tropical landscaping and palm trees. Sunlight reflects off the water's surface, creating a serene ambiance. Comfortable seating is arranged nearby, enhancing the inviting atmosphere of the space.

Guesthouse in Rancho Santa Fe

4.99 out of 5 average rating, 167 reviews

Rancho Relaxo / Spacious Detached Guest House

A cozy bedroom is highlighted by a spacious bed adorned with a bright yellow knit blanket. Framed photographs of palm trees and cityscapes decorate the walls, while bedside lamps provide soft illumination on either side of the bed.

Guesthouse in San Diego

4.94 out of 5 average rating, 156 reviews

Clean Cozy Private Guesthouse - Central San Diego

Quick stats about guesthouse rentals in El Cajon

Total rentals
50 properties
Nightly prices starting at
G$12,533 GYD before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore