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Vacation rentals in La Mesa

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Top-rated vacation rentals in La Mesa

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

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Top guest favorite
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.
Guesthouse in La Mesa
4.99 out of 5 average rating, 149 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

Top guest favorite
The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.
Guesthouse in La Mesa
4.9 out of 5 average rating, 426 reviews

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Top guest favorite
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
4.97 out of 5 average rating, 102 reviews

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!

Top guest favorite
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
4.98 out of 5 average rating, 250 reviews

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

Top guest favorite
An outdoor patio area features a round table with four chairs, all adorned with colorful cushions. A large red umbrella provides shade, and a decorative rug adds vibrancy to the stone surface. Surrounding greenery and blooming plants create a serene environment.
Home in La Mesa
4.98 out of 5 average rating, 333 reviews

Travel Writer's Pad

Hello, Bonjour, Hola, Ciao, Ni Hao! For the past two decades my career as a travel journalist has taken me around the globe. I’ve stayed at thousands of accommodations, where I learned personal touches create a comfortable home away from home. Certain places I visited offered extra special amenities, such as Green tea at a Japanese Ryokan & chardonnay infused bath salts at a Mexican posada. These kinds of touches are in the home. I welcome you, but no parties or events at the house. Thanks!

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, 214 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.

Guest favorite
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.
Guest suite in La Mesa
4.93 out of 5 average rating, 197 reviews

Hacienda de las Campanas (Bell Hacienda)

Stay in classic, historic California Hacienda style! A complete, self-contained apartment--your casita--within our beautiful, historic Monterey Spanish Revival hacienda home, situated on a half acre. The apartment has a separate, private entrance and includes a sunlit living/dining room opening on to a large swimming pool; a small kitchenette; and a private bedroom and bathroom down your own hallway. The suite is tastefully furnished consistently with the historic Spanish architecture.

Top guest favorite
A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.
Guesthouse in La Mesa
4.98 out of 5 average rating, 101 reviews

Mt. Helix Casita private petite home

This cozy, quiet retreat (5 min. from the quaint main street of downtown La Mesa) used to be a doll factory. Drink your morning ritual on our deck amongst the trees. 15 min. from downtown and SAN airport. 10 minutes from SDSU. 25 minutes to La Jolla/ beaches and most San Diego colleges and attractions like Birch Aquarium. 15 minutes from Balboa Park museums. Hike Mission trails-15 min. from trailheads. Take a walk up scenic Mt Helix and enjoy the vistas. Flora and fauna abound.

Guest favorite
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
4.94 out of 5 average rating, 213 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 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 El Cajon
4.94 out of 5 average rating, 201 reviews

Private cozy cottage

Set on top of a hill with a wonderful breeze. It is a private, cozy quaint place. Five minutes from the trolley making it easy to go downtown. Close to the 8, 52, 94 & 125 freeways. Downtown San Diego is 20 mins away. If you like to hike we are only 5 minutes from Cowles mountain and other trails. Restaurants and shopping nearby. Beaches are 20 minutes away. We allow house trained pets. Please notify us of pets when booking. Plenty of street parking.

Guest favorite
Home in La Mesa
4.93 out of 5 average rating, 137 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!

Top guest favorite
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
4.97 out of 5 average rating, 344 reviews

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).

Popular amenities for La Mesa vacation rentals

When is the best time to visit La Mesa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,496 GYDG$27,705 GYDG$28,545 GYDG$27,915 GYDG$30,014 GYDG$32,113 GYDG$35,891 GYDG$32,113 GYDG$28,965 GYDG$28,755 GYDG$30,014 GYDG$31,064 GYD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in La Mesa?

    La Mesa has a range of options, with many visitors choosing stays near the downtown village area for easy access to dining, local shops, and parks. Residential neighborhoods around Lake Murray are frequently suggested for a quieter experience and access to green spaces.

  • What are the best things to do in La Mesa with kids?

    Families often explore parks like Harry Griffen Park, enjoy playgrounds, and visit local community pools. Interactive activities such as public art walks or checking out seasonal farmers markets provide fun ways to engage with the area.

  • What are some of the best things to do in La Mesa?

    Explore the historic La Mesa Village, walk scenic trails at Mission Trails Regional Park, or relax by Lake Murray's shoreline. Local art galleries, regular outdoor markets, and annual festivals reflect the area's community spirit.

  • How is the weather in La Mesa?

    La Mesa has a mild, sunny climate with winter temperatures around 50–66°F (10–19°C) and summer warmth reaching 66–77°F (19–25°C). Rain is most common in winter, while summers tend to be dry and clear.

  • What are the best places to visit in La Mesa?

    La Mesa Village has locally owned shops and public art, while Lake Murray is popular for picnics and water activities. Mission Trails Regional Park is frequently suggested for hiking and nature experiences.

  • What are some hiking trails in La Mesa?

    Many hikers enjoy the trails at Mission Trails Regional Park, including the Cowles Mountain climb for broad views. Around Lake Murray, a paved path is suitable for walking, jogging, or cycling among natural surroundings.

  • What are some family activities we can do in La Mesa?

    Families often visit community parks for playgrounds and picnics, explore the interactive public art in the village, or attend local events like farmers markets and community festivals. Outdoor activities around Lake Murray are also popular among all ages.

  • What are some of the best day trip ideas from La Mesa?

    Many visitors spend a day exploring beaches along the Pacific coast, discover museums and gardens in Balboa Park, or hike in the Cuyamaca Mountains. Exploring neighboring neighborhoods known for food and local art is also frequently suggested.

  • Are there any pet friendly accommodations available in La Mesa?

    La Mesa has a number of stays that welcome pets, especially in neighborhoods with easy access to parks and trails. Public spaces, such as Lake Murray and local dog parks, can make visits enjoyable for guests traveling with animals.

  • What are some local tips for visiting La Mesa?

    Explore the farmers markets for fresh, local produce, and check for community festivals throughout the year. Comfortable walking shoes and sun protection are helpful, as much of La Mesa is best enjoyed outdoors.

  • What is La Mesa known for?

    La Mesa is known for its historic village atmosphere, regular community events, and scenic outdoor spaces such as Lake Murray. Its blend of independent shops, public art, and accessible parks appeals to locals and visitors alike.

  • What are the best hidden gems to explore in La Mesa?

    Seek out the Secret Stairs for a locally famous walking route through hillside neighborhoods. Pocket parks, mural art throughout the village, and lesser-known hiking trails around Lake Murray provide inviting ways to explore.

  • What are the best foods to try in La Mesa?

    La Mesa has a diverse dining scene, with Mexican cuisine, classic diners, and family-style restaurants frequently suggested. Visitors often enjoy local bakeries, craft coffee shops, and places featuring California-inspired dishes.

  • What should I bring for a trip to La Mesa?

    Light, breathable clothing is useful for sunny days, while a light jacket or sweater can be helpful in cooler evenings or during winter months. Sun protection, reusable water bottles, and comfortable walking shoes support outdoor exploration.

  • What is the nightlife in La Mesa like?

    La Mesa has a laid-back nightlife scene centered on relaxed bars, pubs, and a few live music venues in the village area. Many spots feature local craft beers and occasional events such as open mics or trivia nights.

  • What are the most popular events or festivals in La Mesa?

    La Mesa frequently hosts community street fairs in spring and autumn, a car show known as Back to the 50's, and Oktoberfest celebrations in the village. Seasonal farmers markets are also community favorites.

  • Are there family friendly vacation rentals in La Mesa?

    La Mesa has a variety of family friendly vacation rentals, including homes near parks, playgrounds, and local attractions. Many guests choose neighborhoods close to Lake Murray and the village for accessible amenities and outdoor activities.

  • When is the best time to visit La Mesa?

    Late spring and early autumn are often recommended for comfortable temperatures and minimal rainfall. Summer brings clear, sunny days, while winter is cooler and sometimes rainy.

Quick stats about vacation rentals in La Mesa

  • Total vacation rentals

    Explore 560 vacation rentals in La Mesa

  • Nightly prices starting at

    La Mesa vacation rentals start at G$6,297 GYD per night before taxes and fees

  • Verified guest reviews

    Over 31,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    550 of La Mesa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across La Mesa rentals

  • 4.9 Average rating

    La Mesa stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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