Pet-friendly vacation rentals in Lakeside

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Top-rated pet-friendly home rentals in Lakeside

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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

4.99 out of 5 average rating, 160 reviews

Casita de Pueblo - 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

Top guest favorite

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.

Guest suite in La Mesa

4.99 out of 5 average rating, 116 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.

Guest favorite

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, 158 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.

Guest favorite

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

4.96 out of 5 average rating, 369 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Top guest favorite

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.

Home in La Mesa

4.99 out of 5 average rating, 260 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 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

4.96 out of 5 average rating, 185 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

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, 228 reviews

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

Guest favorite

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.

Camper/RV in El Cajon

4.94 out of 5 average rating, 311 reviews

Retro Fun, S'mores & Smiles in Bettie Blue

Your one of a kind RV adventure is centered between the Laguna Hills and the coast of San Diego, in sunny East County! Glamp in style in the new 2019 Retro Riverside trailer. This camper is set up with all the modern amenities with the quaint mid-century modern design of a teardrop trailer. The trailer sleeps 3 adults or 2 adults and 2 small children. You will have 1 designated parking spot available to you. Come have flashback fun in a Retro RV!

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 La Mesa

4.93 out of 5 average rating, 198 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.

Top guest favorite

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

4.97 out of 5 average rating, 121 reviews

Farmhouse Cottage Retreat with Beautiful View’s

Welcome to the farmhouse studio cottage. Located in the foothills of San Diego County. See beautiful views as you drive down the tree lined inner roads of the property. Hear birds as you awake in the morning and an occasional rooster off in the distance. Get back to nature at this lovingly appointed studio hideaway. Close to Alpine and Sycuan Resort & Casino, Golf. Pet friendly, Pet fee of $60.00 per pet per stay.

Guest favorite

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.

Home in La Mesa

4.89 out of 5 average rating, 178 reviews

The Queen House

Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!