Family-friendly holiday 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, 147 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

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

5 out of 5 average rating, 109 reviews

NEW construction - Studio by Village of La Mesa

New studio - Attached Dwelling Unit (ADU) with a private entrance. Walking distance to the Village of La Mesa which has several restaurants, shops and a Vons. Very close to SDSU and quick access to multiple freeways that take you to beaches, mountains, SD Zoo, the nightlife in downtown SD (8, 94, 125). Access to shared laundry room, 2 parking spaces and its own outdoor area. AC & heat. WiFi. Netflix, Hulu with live TV, Apple TV, Disney +, Prime Video and HBO Max. Crib and high chair upon request

4.99 out of 5 average rating, 185 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 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, 209 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 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 cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.

4.99 out of 5 average rating, 324 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our casita is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our casita 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 casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

4.98 out of 5 average rating, 179 reviews

A bedroom is equipped with a metal bed frame featuring a floral-patterned quilt. Two bedside lamps cast soft light, and wall art in calming colors adds a touch of design. Sliding glass doors reveal outdoor access to a private patio area with furniture.

Flat in La Mesa

Lovely Hideaway Studio by Village-Private Patio

Enjoy the cool vibe at this unique rustic getaway tucked back on a tree-lined hill 5 minutes above City of La Mesa Village, 20 minutes from downtown San Diego. The studio is on the ground floor of our two-story house. We live on the 2nd floor, and the studio is it's own completely private space. 5 miles to San Diego State University; 16-20 miles to San Diego beaches; 10 miles to Downtown San Diego; 15 miles to Sea World San Diego; and 13 miles to the World Famous San Diego Zoo!

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, 251 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

4.93 out of 5 average rating, 134 reviews

Palm Cottage, San Diego

Palm Cottage sits in the heart of La Mesa Village, San Diego. Enjoy the charm of a historic home with a fully remodeled and stylish interior featuring both Dutch & French doors letting in plenty of sunshine. A large private yard w/ covered outdoor living area creates the ultimate indoor/outdoor lifestyle. You're steps from the local grocery store, village shopping, coffee shops, restaurants, bars and the trolley. You could not ask for a better location!

4.97 out of 5 average rating, 337 reviews

A modern kitchen with white cabinetry and granite countertops is paired with a round dining table set for four. Sunlight fills the space through large windows, and a cozy seating area features a dark leather sofa, creating an inviting atmosphere.

Cottage in La Mesa

La Mesa House On a Hill With Mountain Views!

SUNRISE PERCH - A standalone guest house, perfect spot for your San Diego stay! Enjoy inspiring sunrise views from the deck or relax indoors with super fast WiFi and a 43" TV. Enjoy a full kitchen! The king bed is super comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Families welcome! Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

Guest suite in Ocean Beach

A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.

4.95 out of 5 average rating, 774 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

A softly lit wooden pathway meanders through a lush garden, framed by greenery. Warm lights illuminate the edges, creating a serene ambiance as the path leads deeper into the vibrant landscape.

5 out of 5 average rating, 102 reviews

Shadow House Mt. Helix

Shadow House is a 1-bedroom 1-bathroom sanctuary nestled on an exclusive road, yet, oh so close to the vibrant heart of San Diego. This charming retreat is your perfect base camp as it's only 15 minutes away from sun-kissed beaches or downtown. With boutique hotel amenities and lush outdoor spaces, we’ve practically invented outdoor comfort with a side of charm.

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

The outdoor area features a private pool surrounded by lush greenery and palm trees. A fire pit area with woven seating provides a relaxed gathering spot. A shaded deck extends the living space, while colorful pool floats add a playful touch to the inviting scene.

4.86 out of 5 average rating, 101 reviews

Entertainers Dream Pool Home

4.99 out of 5 average rating, 252 reviews

A charming cottage exterior features a brick pathway leading to the front door, surrounded by well-kept grass and shrubs. The wooden siding is complemented by a welcoming porch and a prominent chimney, set against a clear blue sky.

Cottage in La Jolla

La Jolla Shores redwood beach cottage

A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.

4.96 out of 5 average rating, 234 reviews

Da Hui Hut - La Mesa’s best view and spa

4.96 out of 5 average rating, 385 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

A soothing jacuzzi is nestled among vibrant greenery, surrounded by lush plants and fragrant citrus trees. The bubbling water invites relaxation, while comfortable seating is provided nearby. The serene garden setting enhances the tranquil atmosphere of this retreat.

4.92 out of 5 average rating, 101 reviews

Secret Garden Apartment~ Treehouse ~Hot Tub Oasis4

Campervan/Motorhome in La Mesa

An Airstream trailer is situated under a wooden pergola, surrounded by decorative plants and a stone path. A comfortable seating area is positioned in front, featuring a cushioned bench with vibrant green cushions. The outdoor space offers access to the private courtyard.

4.99 out of 5 average rating, 135 reviews

Zen Airstream Experience

The outdoor pool area features a clear, inviting pool surrounded by a stone deck. Tall palm trees sway gently in the background, which is complemented by lush greenery. A shade sail is stretched overhead, providing comfort on sunny days.

4.94 out of 5 average rating, 139 reviews

Birdsong Suite | Family-friendly getaway

A well-lit bedroom features a spacious bed adorned with a light purple comforter. Nightstands are placed on each side of the bed, and a colorful floral area rug adds warmth to the floor. Light filters through sheer floral curtains, enhancing the calm ambiance.

4.85 out of 5 average rating, 158 reviews

Cozy Casita

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 212 reviews

An open living space is highlighted by a large sectional sofa and a round coffee table. The neutral-toned decor includes a colorful area rug. A dining table with two chairs is visible, while the kitchen area features a minimalist design with essential appliances.

Flat in Little Italy

State & Fir (Little Italy Loft, Free Parking)

4.97 out of 5 average rating, 148 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.

Guest house in San Diego

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

Guest suite in Lemon Grove

4.84 out of 5 average rating, 367 reviews

Lemon Drop Cozy Studio

4.91 out of 5 average rating, 144 reviews

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.

Home in College East

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

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, 168 reviews

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

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, 196 reviews

Hacienda de las Campanas (Bell Hacienda)

Guest suite in Kensington

The exterior of a historic home features a charming Tudor-style architecture with a steep roof and decorative brick chimney. Lush green grass and colorful flowers surround a small tree in the well-maintained front yard, complementing the overall classical design.

4.98 out of 5 average rating, 280 reviews

Kensington Classic/Historic Tudor - Fully Licensed

4.85 out of 5 average rating, 166 reviews

A small vase holds a cluster of white hydrangeas, topped with a green leaf. The vase features a decorative beige ribbon and a sign that reads 'Welcome' in elegant script, adding a warm touch to the setting.

Flat in San Diego

Awesome Studio. Total Privacy. Close to everything

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 223 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.

Guest house in Talmadge

Lovely Guesthouse in garden setting

Superhost

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.

4.87 out of 5 average rating, 192 reviews

Peaceful Valley Ocean View - Restful and Relaxing

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

Guest house 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, 428 reviews

The BEST NEST Clean, peaceful, private, affordable

The pool area features a clear swimming pool surrounded by lounge chairs, palm trees, and a shaded seating space. The scenic backdrop showcases mountains under a partly cloudy sky, emphasizing the tranquil outdoor atmosphere.

5 out of 5 average rating, 414 reviews

Private Poolside Cabana

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.

4.9 out of 5 average rating, 187 reviews

Charming Suite in Historic Home

4.93 out of 5 average rating, 128 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool