House vacation rentals in Lakeside

Find and book unique houses on Airbnb

Quick stats about house rentals in Lakeside

  • Total vacation rentals

    Explore 20 vacation rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 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!

Top-rated house rentals in Lakeside

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

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Top guest favourite
An outdoor seating area is equipped with sectional sofas arranged around a fire pit, featuring a grassy lawn surrounded by lush greenery. A large tree provides shade, while a spacious porch is visible in the background, contributing to the serene atmosphere.
Home in La Mesa

Family Fun! Game Garage + Big Yard + Free Parking

Embodying the epitome of cool! This home has the perfect blend of a vintage feel with a modern touch. Stepping inside, you’re greeted by an atmosphere of fun & creativity. A large private serene retreat in the backyard w/abundant seating and fire pit. Huge 3-car garage bonus space with games. Located just minutes from downtown La Mesa, many dining options & conveniences. Everything you need & more! Distance to: San Diego Zoo: 18 min Sea World: 23 min SDSU: 13 min Airport: 19 min Gaslamp: 18 min

4.94 out of 5 average rating, 163 reviews
Guest favourite
A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.
Home in Lakeside

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes kitchen with GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on s 240 sq. ft. private deck with fire pit, adirondack chairs and BBQ. Level 1 EV Charger.

4.93 out of 5 average rating, 151 reviews
Top guest favourite
An aerial view of the estate shows a sprawling layout with a swimming pool and outdoor leisure areas. A basketball court is visible beside the home, surrounded by lush greenery and landscaped gardens. The arrangement of buildings and paths creates an inviting outdoor space.
Home in Ramona

Retreat:GameRoom/PuttGreen/Volleyball/Pool/HotTub

Located high on the mountain and surrounded by the best trails & wineries, this house offers something for everyone to enjoy their vacations at its best. See SD hot spots - Little Italy, Sea world, Balboa park, Lego land, Beaches, 30-40 mins away, SD safari zoo in 20 mins. Once you enter the house, you might not want to go out. A fully stocked kitchen, all kinds of games you can dream of from indoor to outdoor. When everyone is tired, just relax in the pool & enjoy sunset at the pool side bar.

4.98 out of 5 average rating, 124 reviews
Top guest favourite
A well-appointed backyard features a heated pool with a waterfall, surrounded by palm trees and lounge chairs. An outdoor dining area is under a covered gazebo, providing a view of the landscaped space. Soft evening light hints at a serene atmosphere.
Home in Spring Valley

Tropical Oasis: spa, solar heated pool, waterslide

This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi

4.98 out of 5 average rating, 137 reviews
Guest favourite
Home in La Mesa

Cozy 4bd Family Home near all SD Attractions!

This sunny, 4bd home located on a private cul de sac in Mount Helix. Perfect for both family vacations & business trips. Conveniently situated near freeways & grocery stores. It’s comfortably furnished with a fully equipped kitchen. We have new beach chairs towels & toys! Pac-n-play available, fast Wi-Fi and smart TVs. The home features a quiet, private fenced backyard, BBQ, & covered patio. There’s plenty of room for kids to play! Please note that parties and events are not allowed.

4.85 out of 5 average rating, 427 reviews
Top guest favourite
An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.
Home in Ramona

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

4.97 out of 5 average rating, 933 reviews
Guest favourite
A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.
Home in San Diego

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

4.92 out of 5 average rating, 102 reviews
Top guest favourite
A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.
Home in La Mesa

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

4.99 out of 5 average rating, 205 reviews
Top guest favourite
An outdoor seating area is equipped with a sectional couch surrounding a stone fire pit, with flames flickering invitingly. A large dining table offers ample seating. The heated pool glistens in the background, surrounded by lounge chairs and shaded umbrellas.
Home in El Cajon

Family Fun Oasis Pool Spa and Game Room

Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!

4.96 out of 5 average rating, 126 reviews
Top guest favourite
A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.
Home in Spring Valley

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

4.96 out of 5 average rating, 227 reviews
Top guest favourite
Home in El Cajon

Quiet Country Home

Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

4.98 out of 5 average rating, 124 reviews
Top guest favourite
An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.
Home in El Cajon

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

4.99 out of 5 average rating, 133 reviews

Popular amenities for Lakeside house rentals

When is the best time to visit Lakeside?

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Avg. price$392 CAD$318 CAD$348 CAD$413 CAD$455 CAD$537 CAD$450 CAD$369 CAD$294 CAD$337 CAD$327 CAD$369 CAD
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