Pet-friendly vacation rentals in Lakeside

Find and book unique pet-friendly homes on Airbnb

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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Guest favorite

Cabin in Julian

4.97 out of 5 average rating, 433 reviews

VIEWS! Top of Mountain CABIN on 40 Acres Pets ok

Welcome to our “Above the Clouds” cabin, perched at 6,000 feet, the highest residential point in San Diego County. Take in breathtaking views of the surrounding mountains, Anza-Borrego State Park and city lights. Wake up to unforgettable sunrises and surround yourself with nature and tranquility. Lake Cuyamaca is just minutes away, offering hiking, fishing, birdwatching and stunning scenery. Enjoy a delicious lakeside meal, or take a short drive to visit the only Wolf Sanctuary in California.

Top guest favorite

The exterior of the cottage features a sturdy stone façade with a sloped metal roof. Large windows provide ample natural light, and vibrant greenery surrounds the entrance, enhancing the rustic charm of the property.

Cabin in Julian

4.98 out of 5 average rating, 106 reviews

Historic Stoneapple Farm Writers’ Cottage

*UNIQUE PROPERTY RETURNS TO AIRBNB* Stoneapple Farm is a fairy-tale country cottage nestled among 6 acres of oaks & pear trees. Built in the late 1800s as an apple-packing house and remodeled by a well-known architect in the 1940s Stoneapple Farm is a charming two-story cottage full of vintage books, a perfect place to relax & enjoy the small town of Julian. All are welcome including your special dog friend. The new owners have kept the charm of Stoneapple Farm while making it more comfortable

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, 163 reviews

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

Top guest favorite

An aerial view captures the A-frame cabin surrounded by lush greenery. Warm light spills from large windows, illuminating the interior. The expansive deck is equipped with loungers, inviting seating areas, and a built-in BBQ, showcasing a welcoming outdoor space for relaxation.

Cabin in Julian

4.99 out of 5 average rating, 279 reviews

Welcome to your ideal retreat—a secluded mid-century modern A-Frame cabin nestled in serene Pine Hills, Julian. It's the perfect getaway for comfort and relaxation. ☞900ft² Deck // Dual propane firepits// propane BBQ ☞(6) Velux Skylights total: (5) incl blackout blinds & (2) open/close ☞75" and 55” LG Smart TVs w/Directv ☞Sony Soundbar & Sony PS-LX310BT Turntable. Classic and new LPs ☞Heated Bidet toilet seat ☞Binoculars: Celestial & Field both ☞Propane indoor heating stove ☞Tree house "vibe"

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, 122 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.

Superhost

A modern interior features a cozy loveseat and coffee table, complemented by a soft throw on the spacious bed. Large windows offer views of the vineyard, while an electric fireplace adds warmth. Soft natural light filters through, creating a serene environment.

Cabin in Ramona

4.91 out of 5 average rating, 139 reviews

Modern vineyard cabins in Ramona

Travino, a unique luxury vineyard glamping concept, is located in the beautiful Ramona Valley, just 40 min from San Diego! Named for winemaker’s favorite grapes Malbec and Syrah, our modern tiny cabins allow guests to wake up to beautiful views of the vineyard, offering the perfect escape from the city! Enjoy the opportunity to walk to the on-site vineyard tasting room or take a short drive to many other vineyards, great hiking trails, golfing, local restaurants, boutiques and shopping center.

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, 371 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.

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

4.95 out of 5 average rating, 189 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, 229 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..

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, 312 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 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, 181 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!