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 favourite

Guest suite in Spring Valley

4.89 out of 5 average rating, 121 reviews

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

Tucked away in the foothills of beautiful Mt. Helix, the Hand-made Hideaway has everything you need. - No cleaning Fee - Pet friendly - 450 sf ground level apartment. - Private entrance with outdoor seating - Designated parking - Fully stocked kitchen and dining area - Safe, quite neighborhood - 20 minute drive to beaches, downtown, hiking areas - Ride-shares and delivery services readily available “The Hide-away is gorgeous! The pictures don’t do it justice - a lot of crafty considerations”

May 14 – 21

$173 CAD per night

Guest favourite

Guesthouse in La Mesa

4.97 out of 5 average rating, 117 reviews

San Diego Newly Built Private Guesthouse (Sleep 5)

Newly built one-bedroom private guesthouse with view of Cowles Mountain and separate street entrance. Living room has queen futon and side chair that folds out into small cot-sized bed. A 50" smart TV with YouTube TV. Free high-speed Wi-Fi. Kitchen with new 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. New washer/dryer. Allow small pets up to 35 lbs. for $20 fee.

Nov. 9 – 16

$214 CAD per night

Guest favourite

Guesthouse in El Cajon

4.96 out of 5 average rating, 131 reviews

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

Jul. 13 – 20

$272 CAD per night

Guest favourite

Farm stay in Lakeside

4.96 out of 5 average rating, 287 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.

Dec. 31 – Jan. 7

$364 CAD per night

Guest favourite

Guesthouse in La Mesa

4.99 out of 5 average rating, 167 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

Jul. 6 – 11

$249 CAD per night

Superhost

Guest suite in La Mesa

4.94 out of 5 average rating, 162 reviews

Hacienda de Las Campanas

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.

Apr. 20 – 27

$262 CAD per night

Guest favourite

Apartment in La Mesa

4.98 out of 5 average rating, 122 reviews

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!

Oct. 9 – 16

$150 CAD per night

Guest favourite

Guesthouse in La Mesa, California, US

4.98 out of 5 average rating, 119 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.

Jan. 29 – Feb. 5

$328 CAD per night

Guest favourite

Guesthouse in El Cajon

4.98 out of 5 average rating, 190 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 48 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..

Apr. 20 – 27

$177 CAD per night

Guest favourite

Guesthouse in El Cajon

4.93 out of 5 average rating, 165 reviews

San Diego Bohemian Poolside Lounge @ Eden East

Retreat to a private 1 bedroom poolside apartment. Not just a place to stay, but a retreat to recharge mind, body & spirit and forget everything currently happening on the "outside". Perfect escape for locals and tourists alike...ideal for spending some time with friends and loved ones soaking up the chill vibes of our little hidden gem in the East County of San Diego. Strong WIFI. Shared pool. By reserving, we assume you've read entire ad and agree to all house rules.

Oct. 15 – 22

$252 CAD per night

Guest favourite

Camper/RV in El Cajon

4.94 out of 5 average rating, 287 reviews

Retro Bettie- Unique glamping RV adventure

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!

Jan. 17 – 24

$175 CAD per night

Guest favourite

Cottage in La Mesa

4.92 out of 5 average rating, 171 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.

Aug. 17 – 24

$206 CAD per night