Family-friendly vacation rentals in La Mesa

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

4.99 out of 5 average rating, 138 reviews

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

4.99 out of 5 average rating, 177 reviews

The studio features exposed wooden beams and a spacious layout. A queen bed is positioned against the wall, while two comfortable chairs are set nearby. A well-equipped kitchen area with appliances and a counter is visible, alongside a door leading to the patio.

Tiny home in La Mesa

Townhouse - Private Yard, La Mesa Village

Enjoy a stylish experience at this centrally-located studio. Walking distance to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. With all the things you need in a kitchen to whip up any meal, and a patio to enjoy the San Diego sun. Hop on the trolley to get to anywhere. Bringing more friends or family along with you? We also have another listing, Casa de Pueblo at the same property. 20 min drive to the Beach or Downtown 15 min drive to Balboa Park or Old Town

A spacious sleeping area is featured, highlighted by a plush green bedspread atop a comfortable bed. Flanking lamps on either side provide soft illumination, while a large round mirror reflects the room's light. Decorative artwork and potted plants add a serene touch.

4.99 out of 5 average rating, 137 reviews

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.

4.95 out of 5 average rating, 370 reviews

A spacious bedroom features a king bed dressed with a patterned duvet. A stone fireplace adds warmth, while a dresser and TV are positioned nearby. Natural light filters through large windows, highlighting the vaulted wooden ceiling and creating an inviting atmosphere.

Guest suite in Santee

Spacious 1 Bdrm Unit: king bed, fireplace, parking

Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

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.

4.99 out of 5 average rating, 206 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 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, 291 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

Guest suite in Lemon Grove

A compact kitchenette features cream-colored cabinetry complemented by a vibrant blue countertop. Appliances include a microwave and refrigerator, with cooking utensils and dishware neatly arranged on the open shelves above. A flat-screen TV is mounted on the wall, enhancing the functional space.

4.87 out of 5 average rating, 245 reviews

GROVE CASITA/ Amiable Room, Private Enrty, Bath

Quaint Guest Space - 2 easy, fast access ways to Freeway - Keypad entry - Parking - AIR CONDITIONING, - Wired internet, Wi-Fi - Laundry - 10 to 15 minutes to downtown San Diego, the Convention Center, Little Italy, and 32nd Naval Base, San Diego Zoo/ Balboa Park, Coronado Island beach - 15 to 20 minutes to Sea World, Tijuana Mexico, La Jolla, Imperial Beach, Ocean Beach - 1.6 miles to Trolley - 0.6 miles to bus Bus lines - Close to Grocery Stores , fast food, and restaurants

4.97 out of 5 average rating, 191 reviews

A sunny outdoor view showcases a vintage red and white travel trailer surrounded by tropical palm trees. A hot tub is positioned on a wooden deck, complemented by potted plants and cozy seating nearby.

Camper/RV in La Mesa

“Pineapple Express”

Aloha! If your looking for a relaxing & mellow vibe, We invite you to stay the night in our cozy 1948 16ft Travelo travel trailer, “The Pineapple Express” Enjoy your private pool and hot tub, behold a beautiful San Diego sunset from the hillside deck or pull up a stool at the Tiki Bar for your morning coffee. We now have an outdoor gas grill, hot water pitcher, microwave, mini fridge and utility sink for food prep! Hablamos español Deaf friendly 🏳️‍🌈. Alycen ASL fluent.

Guesthouse in Lake Murray

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.

4.96 out of 5 average rating, 134 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 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.

4.88 out of 5 average rating, 247 reviews

Tranquil Poolside Studio

Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

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.

4.92 out of 5 average rating, 203 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.

4.97 out of 5 average rating, 261 reviews

A pool table with a blue felt surface is positioned under a covered outdoor area, surrounded by lush greenery. The scene includes palm trees and various plants in the background, providing a serene view of the surrounding landscape.

Guest suite in El Cajon

NEW! Valley View Garden Suite

Kick back, relax, and enjoy the view in this delightful, 1 bedroom w/ livingroom suite. 20 mins from beaches, downtown, Sea World, Zoo. 2 mi to Grossmont Hosp, 8 mi to SDSU, 3 mi to Gillespie Field The suite is attached on the side of a house. But it is completely separate and has its own private entrance. The back patio & side breezeway are just for you . Free, reserved, off-street parking.

Popular amenities for La Mesa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A well-maintained putting green is surrounded by lush greenery, featuring multiple flags indicating different holes. A sand trap is positioned nearby, and a winding path made of stone leads through the garden space, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 150 reviews

Pool Side Safari Cabin (On Backside of our Home)

4.98 out of 5 average rating, 131 reviews

The tiny home is nestled among vibrant flowers and lush greenery. A rainbow arcs overhead, enhancing the cheerful exterior of the home, which features large windows and a welcoming porch. The surrounding landscape showcases a peaceful rural setting with gentle hills in the background.

Tiny home in Lakeside

Home at the Sanctuary

Guesthouse in Spring Valley

4.99 out of 5 average rating, 391 reviews

Views! Outdoor Cinema•SoakTub +Zoo pkg add-on

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.

4.82 out of 5 average rating, 261 reviews

Comfy Mountain Top Casita

Guesthouse in Normal Heights

A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.

4.98 out of 5 average rating, 449 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

4.97 out of 5 average rating, 867 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

4.96 out of 5 average rating, 377 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

4.95 out of 5 average rating, 240 reviews

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

Retreat house. Nature, Hot Tub, Views!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 132 reviews

An open living space is illuminated by natural light, featuring a light-colored sofa and a woven coffee table. A bed with neutral bedding is positioned beside a bright kitchenette. Decorative elements include a round mirror, a rattan light fixture, and a potted plant, enhancing the welcoming ambiance.

Guesthouse in San Diego

Insta-worthy! 1 night/many nights, no min required

The spacious living area features a comfortable sofa, a dining table with chairs, and a full kitchen with modern appliances. A front-loading washer and dryer are visible, along with a wall-mounted air conditioning unit. Neutral tones are complemented by natural lighting.

4.96 out of 5 average rating, 551 reviews

Clean 1BR/1BA Guest House Peaceful Private Casita

4.88 out of 5 average rating, 136 reviews

A spacious bedroom features a comfortable bed with a textured blanket and several decorative pillows. Soft lighting is provided by wall sconces, and a circular mirror adds visual interest. A patterned bench sits at the foot of the bed, alongside a stylish closet and a decorative basket.

Guest suite in Rolando

Spacious studio in La Mesa-near SDSU/Central 2 all

4.94 out of 5 average rating, 318 reviews

The interior of the trailer features a cozy sleeping area with a spacious bed adorned with decorative pillows. Wood paneling complements the mid-century modern design. A welcome sign and colorful decor are visible, along with a kitchenette and a refrigerator, enhancing the functional living environment.

Camper/RV in El Cajon

Retro Fun, S'mores & Smiles in Bettie Blue

Guest suite in Lemon Grove

4.85 out of 5 average rating, 354 reviews

Lemon Drop Cozy Studio

4.98 out of 5 average rating, 238 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.

A swimming pool reflects sunlight under a clear blue sky, surrounded by a patio area. A colorful hammock is suspended near the pool, while potted plants add greenery. The adjoining building features large windows and a seating area.

4.93 out of 5 average rating, 195 reviews

Hacienda de las Campanas (Bell Hacienda)

4.93 out of 5 average rating, 199 reviews

A welcoming entrance features a white front door framed by large windows, offering natural light. Two blue chairs are positioned on a small grassy area, ideal for outdoor relaxation. Surrounding plants enhance the calm and inviting setting.

Cottage in La Mesa

Private cozy cottage

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 221 reviews

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

Lovely Guesthouse in garden setting

The sunset illuminates the sky with vibrant hues, casting a warm glow over the swimming pool and surrounding backyard. Outdoor seating is arranged near the pool, complemented by lush greenery and a large rock. The scene evokes a sense of tranquility.

4.88 out of 5 average rating, 188 reviews

Mountain Retreat Ocean View-Great for Staycation

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, 190 reviews

The Queen House

Guesthouse in Allied Gardens

A cozy bedroom is highlighted by a neatly made bed, featuring a patterned quilt and two pillows. A small tray with snacks sits attractively on the bed. Natural light pours in through a window adorned with light curtains.

4.94 out of 5 average rating, 424 reviews

The BEST NEST Clean, peaceful, private, affordable

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.

4.84 out of 5 average rating, 224 reviews

La Mesa

Superhost

An aerial view of the outdoor space showcases a well-maintained yard, featuring a pool, seating areas, and vibrant foliage. A stone path meanders through the garden, leading to a fire pit and a shared spa, surrounded by flora and inviting umbrellas.

Guest suite in Spring Valley

4.78 out of 5 average rating, 116 reviews

Former ManCave with Pool & Spa!

4.88 out of 5 average rating, 210 reviews

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

Bright and spacious home with views, pool & spa.

A welcoming sitting room features two wooden chairs with green cushions and a comfortable sofa. In the center, a woven coffee table rests on a floral rug. A soft light is provided by a ceiling fixture, with doors leading to a bedroom visible in the background.