House holiday rentals in Lakeside

4.99 out of 5 average rating, 159 reviews

Home in Julian

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.

4.9 out of 5 average rating, 264 reviews

Hidden King Suite with Garden, Parking - 4 Guest

Capture the essence of San Diego in our Hidden King Suite with Garden hosted by Ethos Vacation Homes. The peaceful property features elite comfort for up to 4 guests with beautiful outdoors and garden, off-street parking, A/C and heating, FREE laundry, comfortable king and queen size beds, plenty of sheets and towels, a large HDTV, Netflix, Max, Hulu, Showtime, Disney+, Apple+, and ESPN+. This spacious San Diego vacation rental home has everything you need for your California Dreaming Vacation!

4.99 out of 5 average rating, 115 reviews

Home in Lakeside

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.

4.98 out of 5 average rating, 325 reviews

Travel Writer's Pad

Hello, Bonjour, Hola, Ciao, Ni Hao! For the past two decades my career as a travel journalist has taken me around the globe. I’ve stayed at thousands of accommodations, where I learned personal touches create a comfortable home away from home. Certain places I visited offered extra special amenities, such as Green tea at a Japanese Ryokan & chardonnay infused bath salts at a Mexican posada. These kinds of touches are in the home. I welcome you, but no parties or events at the house. Thanks!

4.97 out of 5 average rating, 854 reviews

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.

Superhost

Home in San Carlos

4.87 out of 5 average rating, 206 reviews

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.

Superhost

4.85 out of 5 average rating, 233 reviews

Newer "Manor Studio"

Centrally located in San Diego County this newer studio style unit has a private entrance, private patio area and street parking. Furnished with a queen size bed, love seat, full bathroom and kitchen area. One large drawer to accommodate personal items, and a wall rack to hang clothing. There is a smart TV with WiFi streaming capabilities and lots of USB plugs to charge your devices. On street parking in front of unit (no parking in driveway). No Pets allowed. No Hair Dying allowed.

4.93 out of 5 average rating, 224 reviews

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!

4.98 out of 5 average rating, 278 reviews

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

4.99 out of 5 average rating, 176 reviews

Mid-Century Style Family House with Spa

Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas, Desert Inn 3/4 acre.Less than 20 minute drive to beaches/Zoo/Sea World/Downtown, . With a swimming pool/hot tub, whole House have AC to. surrounded by California Oak/orange/lemonpomegranate trees and herb garden this home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. No loud parties please, this is a quite community.

4.93 out of 5 average rating, 137 reviews

(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.