
House holiday rentals in Lakeside
Find and book unique houses on Airbnb
Top-rated house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness and more.

Maison Zen
Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.

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

Terra Mesa - Charming Retreat
Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

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 a kitchen with many amenities including a GE electric cooktop, refrigerator, microwave and air fryer, rice cooker, Kitchenaid mixer, 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 sofabed. How about a large deck with fire pit and BBQ?

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.

Bright and spacious home with views, pool & spa.
This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

Cottage in the Garden! New! Modern!
COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

Zen Retreat: 3-Bedroom Oasis near La Mesa Village
Relax in this charming 3-bedroom, 1-bathroom home located just 1 mile from the heart of Historic Downtown La Mesa Village. Nestled in a quiet, central neighborhood, this cozy retreat offers easy access to major freeways, top-rated restaurants, and the local trolley line making it a breeze to explore the best of San Diego. Within 10 to 15 miles, you’ll find yourself in iconic destinations like Downtown San Diego, Balboa Park, Coronado Island, scenic beaches, and beautiful mountain trails.

Private Studio
Enjoy a cozy studio all to yourself, just minutes from University Ave, walking distance to shopping and food like Denny's Jamba Juice and Starbucks. Less than 15 min to Gaslamp (Downtownthe San Diego zoo, North Park, the 805, 15, and other great places nearby. This is a unit with a private entrance and black out shades and a gated driveway for security. California King with plush top Serta mattress. check in can be earlier. Please ask PLEASE READ INFO to ensure it's a fit for you.

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub
Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our studio is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our studio 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 studio is located in our quiet, fully fenced in backyard, close to San Diego's attractions

Private Getaway - Breathtaking Views
Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

(Relist!) Relax at a Stunning 1931 Historic Tudor!
Come & enjoy our 1931 historic tudor home! Beautifully rebuilt within the last 2 years. This house has a huge front lawn and space to roam. Enjoy the serenity this large property has to offer. Three peaceful patios to enjoy your morning coffee. The kitchen has an 48-inch 1950’s oven for the chef in the family. Bay windows, arched entryways and original light fixtures make this such a charming place to stay. Centrally located to enjoy everything San Diego & La Mesa has to offer.
Popular amenities for house rentals in Lakeside
House rentals with a pool

The Queen House

Your Modern Lux Pool Resort in the Heart of SD

University Heights Oasis Getaway

Secluded View Home •Saltwater Pool&Spa •Sleeps 10

Mid-Century Modern and Contemporary House

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Designer Luxury Rental With Pool

Heated Pool-Jacuzzi-King Bed-City Views-Chic Decor
Weekly house rentals

Shadow House Mt. Helix

Airbnb Luxe: The Perfect Blend of Access & Escape

Helix Haven

Jamul Hacienda | Couples Retreat | Pool & Views!

Lakeside Haven | Mountain Views, Private Pool

Luxury Hilltop Getaway • Scenic Views

Studio In Home with Private Entry

San Diego retreat 4 Bd/Bath/Pool/Putting/Hot tub
Private house rentals

Surreal Serenity Escape wIth Game Room, Pool & Spa

Santee Gem: Luxe Modern Home, Spacious Backyard

Hot tub, salt water pool, peaceful family oasis

Modern Peaceful Retreat| 4 BR| Soaking Tub

The Bunny’s Burrow | Jamul Mountain Getaway

Luxury Escape | Heated Pool/Spa • Views + Events

XLarge Artist's Retreat w/private patio/parking

Quiet Country Home
Quick stats about house rentals in Lakeside
Total rentals
30 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
920 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Rentals with a firepit Lakeside
- Rentals with a fireplace Lakeside
- Fitness-friendly rentals Lakeside
- Beachfront rentals Lakeside
- Rentals with a patio Lakeside
- Rentals with a washing machine and dryer Lakeside
- Pet-friendly rentals Lakeside
- Villa rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Cottage rentals Lakeside
- Rentals with pools Lakeside
- Family-friendly rentals Lakeside
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