
Pet-friendly holiday rentals in Lakeside
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Lakeside

Total holiday rentals
Explore 20 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Lakeside holiday 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 pet-friendly home rentals in Lakeside
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Luxury Julian Home w/ Cedar Tub, View, Horse Stall
Welcome to our stunning Julian retreat, Sierra Jean just 5 minutes from the famous Pie Town! This gorgeous home offers panoramic views from all rooms! Designed by a local interior designer, it's not your average Julian home. Enjoy Sonos sounds, a wood-burning fireplace & a fully stocked kitchen. Step onto the expansive deck with cantina doors for seamless indoor/outdoor living, complete with a fire pit & custom cedar soaking tub & 2 horse stalls. With 3 bedrooms 2 baths it's the perfect getaway!

East Watch- a private getaway
East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Sycamore Creek cottage with Mountain View’s
Welcome to the Sycamore Cottage Retreat- a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 2 1 Queen bed Pets welcome, pet fee.

San Diego Mountain Retreat
3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Mid-Century Modern A-Frame Secluded with Hot Tub
Secluded mid-century modern A-Frame cabin located in the Pine Hills community of historic Julian, CA. Built in 1969, the cabin completed a 2.5 year renovation in 2023 to meet modern tastes and amenities but keeps the original 60's groovy vibe. This unique family retreat offers a 900 sq ft deck, hot tub, firepits, and stunning views. Julian, a 1.5 hours drive east from San Diego, is a small town with big activities: hiking, biking, fishing, winery/breweries, winter sledding, apple pie eating.

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.

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.

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.

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.

Fletcher Hills - modern 1 BR.Easy, no step access.
** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

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!

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.
Popular amenities for Lakeside pet-friendly home rentals
Pet-friendly house rentals

The Bluebird Retreat

The Queen House

Mid-Century Style Family House with Spa

Sunnyside Resort Spa, Beach, Zoo, Arcade

Family Fun Oasis Pool Spa and Game Room

Lux Casita with Pickleball & Resort Amenities

Zen Retreat with Solarium & Spa Tub

5 Min > Convoy | King Bed | Parking | Private Yard
Pet-friendly home rentals with a pool

Cozy Spanish Casita w/ Mountain View in Ramona

Bella Vita,Majestic Resort w/ Bungalow Pool House

@ Paradise villa, Top view, 4600sqrt on 10 acres

Beautiful 3,000 Sq Ft Tropical Oasis

Wine Country Cabin Near San Diego - Private

Mt. Helix Resort+ Pool/Spa, Pickleball, Amenities!

Tranquil Poolside Studio

Views - Quiet Mt. Helix Home - Pool -Sleeps 11
Private, pet-friendly home rentals

Townhouse - Hot Tub, Fire Pit La Mesa Village

Casita in the Vineyard. Privacy & Beauty combine.

Limited-Time Savings at Bettie Blue!

Cottage on the Rock | Hot Tub · King Bed · Bikes

The High Country Hobo Preserve: Rustic Cabin

Comfy Mountain Top Casita

Retreat house. Nature, Hot Tub, Views!

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $358 SGD | $341 SGD | $398 SGD | $377 SGD | $416 SGD | $492 SGD | $473 SGD | $637 SGD | $427 SGD | $496 SGD | $478 SGD | $458 SGD |
| 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 |
Destinations to explore
- San Diego Holiday rentals
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- Big Bear Lake Holiday rentals
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- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- LEGOLAND California
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Zoo Safari Park
- San Diego Convention Center E Ent
- Pacific Beach
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- San Diego State University
- Torrey Pines State Beach
- Mission Beach
- Oceanside City Beach
- Ocean Front Walk
- Anza-Borrego Desert State Park
- Las Olas Resort & Spa
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





