
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.

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

Cedar Cottage Retreat with Mountain View’s
Escape to the countryside. Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3. 1 Queen bed and 1 comfortable Twin bed 1 bathroom. Pet friendly Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage.

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.

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.

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

Hillside Retreat with Views
Escape to the mountains of San Diego and into a peaceful, well-furnished, private living space with plenty of room to spread out and enjoy the California lifestyle. Take in the panoramic views of El Capitan and the Cuyamaca mountain range as you enjoy your favorite beverage around the firepit. California awaits as you can wander east to the mountains and desert, or west to the beaches and shopping centers. Legoland, Seaworld, and the Sesame Place waterpark are all within a short drive.

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.

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.

Luxury RV- Edge of the Cleveland Nat’l Forest!
Scenic vistas and unique landscapes right outside the door! Nestled in the hills of San Diego, our luxury RV sits right on the edge of the Cleveland National Forest and is hiking distance from the famous Cedar Creek Falls. These hills host a wide variety of unique plant and animal life, like Laurel Sumacs, Yuccas, California Quail, and if you're lucky, you might even see a coyote or wild turkey. Book us today to experience a once in a lifetime opportunity!

Winter Wonderland at Bettie Blue!
Get cozy at Bettie Blue Retro Retreat, a charming vintage-style camper perfect for a unique glamping getaway. Tucked into a lush East County hillside, this colorful hideaway blends playful retro flair with modern comforts inside a 2019 Retro Riverside trailer inspired by classic mid-century teardrop design. With big personality in a small, stylish space, Bettie is the perfect escape for travelers seeking something fun, cozy, and truly one-of-a-kind.

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Secluded A-Frame, Private Hot Tub, Pet Friendly
Secluded mid-century modern A-Frame cabin in Julian's Pine Hills. This unique 'tree house' retreat offers a 900 sq ft deck with a hot tub, firepits, and stunning views. Inside, find modern comforts, a fully stocked kitchen, and a cozy propane stove. Perfect for a relaxing getaway, comfortably accommodating guests in a main bedroom and an open loft.
Popular amenities for Lakeside pet-friendly home rentals
Pet-friendly house rentals

The Bluebird Retreat

A gorgeous fully remodeled 1 bed + office

La Jolla Beach House-Family Focused-3min to Beach

The Queen House

ENJOY A REAL FARM EXPERIENCE!

Dream 3BR HOUSE San Diego - Spa BBQ Playroom

Mt Helix Delight 3-4br/2ba, with YOGA room

Modern ❤️ of South Park, SD skyline, private patio
Pet-friendly home rentals with a pool

Gorgeous guesthouse with tranquility spa.

Wine Country Cabin Near San Diego - Private

Your Modern Lux Pool Resort in the Heart of SD

Lionhead - Private Boutique Home

Former ManCave with Pool & Spa!

Mid-Century Modern and Contemporary House

Hacienda de las Campanas (Bell Hacienda)

Law Street Retreat
Private, pet-friendly home rentals

A Perfect Pet Friendly Getaway.

Modern Apartment with a View of Central Park

Jamul Hacienda | Couples Retreat | Pool & Views!

Clean Cozy Private Guesthouse | Central San Diego

Ocean/Lagoon View/New Luxury Casita /Walk To Beach

Stunning SD Zen Villa 3Tubs Parking AC Rain Shower

Luxury Escape | Heated Pool/Spa • Views + Events

Mountaintop Estate: The Best Backyard In San Diego
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $460 CAD | $376 CAD | $419 CAD | $387 CAD | $445 CAD | $519 CAD | $510 CAD | $686 CAD | $460 CAD | $529 CAD | $499 CAD | $344 CAD |
| Avg. temp | 15 °C | 15 °C | 16 °C | 17 °C | 18 °C | 20 °C | 21 °C | 22 °C | 22 °C | 20 °C | 17 °C | 14 °C |
Quick stats about vacation rentals that are pet-friendly in Lakeside

Total vacation rentals
Explore 20 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Lakeside vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests—averaging 4.9 out of 5!
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