House vacation rentals in Lakeside

4.92 out of 5 average rating, 123 reviews

HotTub & 100+ Game Arcade Family Getaway San Diego

Nearby📍 ✈️ San Diego Airport - 20min drive 🦓 San Diego Zoo – 17 min drive 🌸 Balboa Park – 17 min drive 🐬 SeaWorld – 22 min drive 🏙 Gaslamp Quarter – 20 min drive 🏡 Old Town San Diego – 20 min drive 🏖 Mission Beach – 25 min drive ⚾ Petco Park – 20 min drive 🌄 Mount Helix Park (scenic views) – 8 min drive ☕ Best Coffee: Public Square Coffee House (5 min) 🧭 Best Family Activity: San Diego Zoo (17 min) 🛍 Best Shopping: Grossmont Center (5 min) 🌿 Best Nature Spot: Mount Helix Park (8 min)

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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.

4.93 out of 5 average rating, 149 reviews

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.

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A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

4.85 out of 5 average rating, 260 reviews

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!

ValueFamilyWifi

4.85 out of 5 average rating, 424 reviews

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.

LocationValueComfort

4.97 out of 5 average rating, 929 reviews

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.

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A cozy living area features a sleek sofa adorned with decorative pillows. A stylish coffee table is positioned in front of the seating. A light yellow wall provides a warm backdrop, with a shelf displaying decorative plates and art, illuminated by subtle lighting.

4.9 out of 5 average rating, 204 reviews

Classic Mid-Century Mount Helix Home with Views

Located in the exclusive Mount Helix neighborhood of La Mesa, this property is conveniently located near the 8 and 94 freeways for easy access to explore the greater San Diego area. Attractions like the historic Balboa Park with the San Diego Zoo or Sea World are a 15-25 minute drive away. With spacious interior and exterior spaces at the property, though, you may not want to leave. The property includes 4 bedrooms and 2.5 bathrooms with furnished living room, family room and kitchen.

ValueFamilySleep quality

4.93 out of 5 average rating, 98 reviews

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!

LocationFamilyBackyard

4.98 out of 5 average rating, 120 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

LocationValueBackyard

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.

4.96 out of 5 average rating, 123 reviews

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!

ValueLocationLayout

4.96 out of 5 average rating, 222 reviews

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)

ValueLocationLong stay

4.98 out of 5 average rating, 122 reviews

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.

LocationFamilyGetting around

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.

4.99 out of 5 average rating, 131 reviews

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.

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Popular amenities for Lakeside house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 204 reviews

Mid-Century Style Family House with Spa

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4.96 out of 5 average rating, 178 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

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An outdoor area features a clear saltwater pool surrounded by elegant lounge chairs. A shaded umbrella stands nearby, and the landscape includes rolling hills and a distant view of the mountains, providing a serene backdrop for relaxation.

4.94 out of 5 average rating, 155 reviews

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

FamilyValueGetting around

4.87 out of 5 average rating, 239 reviews

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in San Diego

Bright and spacious home with views, pool & spa.

ValueLocationPool

4.98 out of 5 average rating, 115 reviews

A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.

Home in San Diego

ModernCoastal I View I Pool ITub

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An outdoor dining area is shown with a table and six chairs adjacent to a sparkling pool. Lush palm trees frame the scene, while a BBQ grill is positioned nearby. The sky is painted with soft hues of purple and pink during sunset.

4.77 out of 5 average rating, 104 reviews

4BR Pool and Fast WiFi Fifteen Min to SD

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4.98 out of 5 average rating, 135 reviews

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

ValueFamilyBeach

4.91 out of 5 average rating, 119 reviews

San Diego Oasis: Private Pool & Sunny Escape!

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Weekly house rentals

4.97 out of 5 average rating, 396 reviews

A spacious backyard is illuminated by string lights, creating a warm ambiance. Lush greenery, including tall palm trees and banana plants, frames the area. A wooden deck provides an outdoor seating space, while comfortable patio furniture is visible nearby. The sky displays soft pastel colors at twilight.

Home in Del Cerro

SDSU Beach Cottage

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4.96 out of 5 average rating, 393 reviews

Private Vineyard Estate w/ Guest House & Hot Tub

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A spacious living area features a large leather sectional sofa positioned around a circular wooden coffee table. A wall-mounted TV is visible above a decorative fireplace, while natural light streams through a large window adorned with sheer curtains. A dining area is seen in the background.

4.88 out of 5 average rating, 138 reviews

Sunny & Spacious 3BR Retreat w/ Parking & A/C

FamilyLocationCleanliness

4.97 out of 5 average rating, 102 reviews

A spacious Western-inspired home is presented, featuring a dark green exterior and a sloped roof. The front of the house displays large windows and a two-car garage, flanked by boulders and landscaped areas. A clear blue sky enhances the serene setting.

Home in Alpine

Japatul Haven

FamilyLocationAir conditioning

A single-story home is presented with a well-maintained facade, featuring a garage and a spacious driveway. Surrounding garden beds with greenery and white stones enhance the entryway. A lush hillside rises in the background, offering a glimpse of the natural landscape.

4.89 out of 5 average rating, 267 reviews

Private cozy house

LocationValueAmenities

A welcoming living area features a spacious beige sectional sofa adorned with patterned throw pillows. Natural light filters through a large window, complemented by soft, flowing curtains. A dark ottoman with decorative details adds a contrasting element to the cozy space.

4.96 out of 5 average rating, 141 reviews

Zen Retreat: 3-Bedroom Oasis near La Mesa Village

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5.0 out of 5 average rating, 14 reviews

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5.0 out of 5 average rating, 48 reviews

Villa Del Sole

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Private house rentals

An outdoor area showcases a inviting pool surrounded by lounge chairs and sun umbrellas. A fire pit, bordered by stone, sits nearby. Lush greenery and colorful flowers enhance the serene landscape, with distant hills visible against a clear blue sky.

5.0 out of 5 average rating, 69 reviews

Lakeside Hilltop Retreat w/Amazing Pool & Spa

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A spacious deck is illuminated by string lights, creating a serene atmosphere during twilight. The light-colored home features large glass doors that lead to the interior, while cozy seating arrangements are positioned for relaxation against the backdrop of nature.

4.81 out of 5 average rating, 26 reviews

Stunning Mountains view

LocationFamilyAccess

4.99 out of 5 average rating, 95 reviews

Resort Backyard • Pool & Spa • Game Room •Sleeps 8

LocationFamilyAccuracy

A spacious living area is featured, showcasing a large television on a wooden stand. Plush seating arrangements include several dark sofas and a coffee table with decorative items. A dining area with chairs is also visible, complemented by framed artwork on the walls.

4.98 out of 5 average rating, 41 reviews

Relax in Lakeside.

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5.0 out of 5 average rating, 78 reviews

Not Quite Perfect

ValueFamilyIndoor spaces

4.94 out of 5 average rating, 34 reviews

Modern Peaceful Retreat| 4 BR| Soaking Tub

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4.84 out of 5 average rating, 19 reviews

The Emerald Vista

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A welcoming kitchen space is highlighted by a decorative sign announcing 'Welcome to the Blue Door.' A blue candle and a small vase with greenery are placed on the countertop, next to a modern gas stove fitted into the light-colored granite surface.