Pet-friendly holiday rentals in El Cajon

4.98 out of 5 average rating, 129 reviews

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

Guesthouse in La Mesa

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!

Outdoor spacesPetsFamily

4.98 out of 5 average rating, 276 reviews

A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.

Bungalow in La Mesa

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

PetsWalkabilityAccess

A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.

4.99 out of 5 average rating, 201 reviews

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

Outdoor spacesPetsQuiet

4.97 out of 5 average rating, 132 reviews

A light-filled dining area features a simple white table set for two, complemented by wooden chairs. A comfortable seating area with neutral cushions is positioned against a green wall, while a glimpse of the kitchen is visible in the background, showcasing charming decor and a welcoming ambiance.

Guest suite in El Cajon

Farmhouse Cottage Retreat with Beautiful View’s

Welcome to the Farmhouse Cottage a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 2 in a comfortable Queen bed.

Outdoor spacesWalkabilityQuiet

4.98 out of 5 average rating, 117 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!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Outdoor spacesPetsSolo travel

4.95 out of 5 average rating, 235 reviews

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

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.

PetsWalkabilityCheck-in

4.98 out of 5 average rating, 254 reviews

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

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..

WalkabilityOutdoor spacesBathroom

4.98 out of 5 average rating, 119 reviews

Quiet Country Home

Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

WalkabilityOutdoor spacesGetting around

4.94 out of 5 average rating, 329 reviews

The retro-style trailer is set against a green lawn, featuring turquoise and white stripes. Two white chairs with floral cushions are positioned beside a fire pit, creating a cozy outdoor seating area. Pink flamingo decorations add a playful touch to the surroundings.

Campervan/RV in El Cajon

Limited-Time Savings at Bettie Blue!

Get cozy at Bettie Blue Retro Retreat, a charming vintage-style camper perfect for a unique glamping getaway. Tucked into a lush East County hillside, this colorful hideaway blends playful retro flair with modern comforts inside a 2019 Retro Riverside trailer inspired by classic mid-century teardrop design. With big personality in a small, stylish space, Bettie is the perfect escape for travelers seeking something fun, cozy, and truly one-of-a-kind.

Outdoor spacesWalkabilityWi-Fi

Villa in Rancho San Diego

A serene outdoor area features a hot tub surrounded by stone elements and a waterfall feature. Sunlight filters through the overhead pergola, creating a play of light and shadow. Lush greenery and a glimpse of a spacious pool can be seen in the background.

4.9 out of 5 average rating, 293 reviews

Private Villa: Pool, Slide & Hot Tub

Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses

PetsOutdoor spacesDecor

4.96 out of 5 average rating, 175 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

Beautiful 4 Bedroom, 2 1/2 Bath Family Home Located in Tranquil Fletcher Hills. This 3,000 sq. ft. Home is Perfect for large families who wish to Relax in a Peaceful Setting. 24-hour self check-in keypad after 4pm and check-out at 11AM. Host does not allow parties/events. This is NOT a Party House! This home is located in a quiet residential neighborhood, Guests who do not respect this will be asked to leave.

PetsOutdoor spacesBeach

4.97 out of 5 average rating, 218 reviews

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

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.

Outdoor spacesWalkabilityBathroom

Popular amenities for El Cajon pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 180 reviews

Home in Lemon Grove

Impeccable & private: cozy KING BEDS, FUN Patio

PetsOutdoor spacesGetting around

4.94 out of 5 average rating, 362 reviews

An outdoor private backyard is highlighted, featuring a far infrared sauna and a seating area with wicker furniture. A covered pergola provides shade, while a low-maintenance lawn adds to the serene environment. The interior showcases a spacious living area with a beamed cathedral ceiling.

Home in Normal Heights

Jacuzzi, Firepit, Sauna & Ice Bath, Rest & Relax

WalkabilityOutdoor spacesNearby

A contemporary casita is featured with a neatly landscaped front yard and stone pathway leading to the entrance. A garage is visible to the left, and large windows allow natural light to illuminate the welcoming exterior, which is surrounded by lush greenery.

4.91 out of 5 average rating, 137 reviews

Sunnyside Resort Spa, Beach, Zoo, Arcade

Outdoor spacesPetsParking

Double glass doors provide access to the patio, revealing views of a kidney-shaped pool surrounded by a deck. Lush greenery and hills are visible in the background, creating a serene outdoor setting.

4.77 out of 5 average rating, 133 reviews

Views - Quiet Mt. Helix Home - Pool -Sleeps 11

PetsOutdoor spacesFamily

An outdoor seating area features a large sectional sofa in dark wicker with neutral cushions. A glass-top table sits in the center, complemented by an umbrella for shade. The space is enclosed by a wooden fence adorned with greenery and decorative flowers.

4.91 out of 5 average rating, 160 reviews

Cozy 2Bed-Private Parking, Dog Friendly, Big Yard!

Outdoor spacesPetsCleanliness

4.97 out of 5 average rating, 153 reviews

A well-lit bedroom featuring a spacious bed adorned with decorative pillows and a soft bedspread. Two stylish lamps flank the bed, providing additional lighting. Natural light enters through a window, which is dressed with light curtains, emphasizing a serene and relaxing atmosphere.

Home in Spring Valley

Paradise View Staycation Q Bed, Sofa-bed *420 *

PetsOutdoor spacesWi-Fi

4.98 out of 5 average rating, 119 reviews

Home in Serra Mesa

5 Min > Convoy | King Bed | Parking | Private Yard

PetsOutdoor spacesComfort

5.0 out of 5 average rating, 46 reviews

Home in Lakeside

Villa Del Sole

Outdoor spacesBathroomBeach

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 114 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

PetsOutdoor spacesValue

4.96 out of 5 average rating, 416 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

PetsOutdoor spacesLaundry

4.89 out of 5 average rating, 275 reviews

A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.

Guest suite in El Cajon

Tranquil Poolside Studio

PetsOutdoor spacesIndoor spaces

The image captures a modern saltwater pool illuminated in vibrant blue tones. Surrounding vegetation and trees frame the pool area, enhancing privacy. A gated fence ensures security, while landscaped features and lounge chairs offer inviting relaxation options.

4.99 out of 5 average rating, 100 reviews

Mt. Helix Resort+ Pool/Spa, Pickleball, Amenities!

PetsOutdoor spacesCondition

A vibrant arcade room features colorful LED lights along the ceiling, an oversized couch, and a large screen TV. Stand-up arcade games, including classic titles, are positioned alongside playful wall art and decorations, creating an inviting space for entertainment and relaxation.

4.97 out of 5 average rating, 115 reviews

SunDiego Escape Heated Pool Spa Arcade15 min to SD

WalkabilityPetsPool

Holiday home in San Diego

A covered patio area is highlighted with a round table and two black chairs. Red cushions add a pop of color to the seating. The inviting hot tub is located adjacent to a turquoise pool, surrounded by landscaped greenery.

4.86 out of 5 average rating, 113 reviews

Cozy Home by SDSU - 8ft deep heated pool+hot tub

Outdoor spacesPetsBathroom

Home in University Heights

An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.

4.9 out of 5 average rating, 181 reviews

Your Modern Lux Pool Resort in the Heart of SD

PetsWalkabilityCheckout

4.88 out of 5 average rating, 102 reviews

A serene outdoor space features a sparkling pool bordered by smooth stone and surrounded by lush greenery. A rustic stone fireplace is visible in the background, adding a cozy element to the setting. Soft lighting creates a tranquil atmosphere as night falls.

Home in San Diego

the Belvedere

PetsWalkabilityNearby

Private, pet-friendly home rentals

Guest suite in Spring Valley

A comfortable armchair with an ornate design is positioned near a glass door, allowing natural light to illuminate the space. An arched wall leads to the sleeping area featuring a spacious bed and decorative elements. Soft curtains frame the door, enhancing the serene atmosphere.

4.81 out of 5 average rating, 337 reviews

Comfy Mountain Top Casita

WalkabilityPetsBeach

Guest suite in Spring Valley

A modern kitchen is presented with butcher block countertops and stainless steel appliances. Open shelving displays decorative items, while plants add a touch of greenery. Two black stools are situated at a small dining space, and natural light filters through a window with a wood frame.

4.92 out of 5 average rating, 178 reviews

🤲🏼 Handmade hideaway Mt. Helix - AC/Laundry/Parking

PetsWalkabilityAmenities

4.96 out of 5 average rating, 48 reviews

An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.

Guesthouse in El Cajon

Sunset house

WalkabilityPetsAmenities

4.94 out of 5 average rating, 36 reviews

The kitchen showcases modern white cabinetry and stainless steel appliances. An abundance of natural light streams in through a window above the sink. Open shelving displays dishware, while a wood cutting board rests on the counter, highlighting the functional layout.

Guesthouse in La Mesa

San Diego 1BR Stylish Stay

PetsWalkabilityNearby

4.98 out of 5 average rating, 46 reviews

Helix Haven

PetsNearbyKitchen

5.0 out of 5 average rating, 8 reviews

Cabin in Alpine

The Lodge at Luz de Luna Ranch! Zen Views & Nature

Outdoor spacesCleanlinessCondition

An aerial view of the estate reveals a spacious home surrounded by vibrant landscaping, including blooming flowers and tall palm trees. An inviting patio area is shown, along with an expansive green lawn in the background, highlighting the serene outdoor setting.

5.0 out of 5 average rating, 64 reviews

Granite Hills Sunset Villa- Sleeps 12 w. Hot Tub

Outdoor spacesWalkabilityFamily

An inviting outdoor scene showcases a heated pool illuminated with soft purple lights against a backdrop of mountains. Palm trees frame the area, adding a tropical touch. The warmth of the landscape is accented by nearby subtle lighting, enhancing the evening ambiance.