Smoking friendly vacation rentals in San Diego County

Airstream Glamping!Jacuzzi, BBQ & Chill!

Glamping🌟 Unplug and unwind in a serene setting with breathtaking mountain views and unforgettable sunrises and sunsets. At night, marvel at the star-filled skies — one of the area’s most magical features. Your private retreat awaits in “Serenity,” a beautifully appointed 30ft Airstream. Spend your days lounging in the cozy teepee daybed, or soaking in the hot tub stargazing under open skies. As evening falls, curl up with a glass of wine by the fire on our expansive floating deck.

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

Private Entry | Crisp Sheets | Cozy Grotto Shower

Think of this like a hotel room or a minimalist studio. The entire unit is: - ONE compact room 6.5" x 11.5' - Bathroom - Private entrance There is no kitchen or living room. It's attached to my house. The room has a velvet couch that converts into a full sized bed. The bed is extremely comfy with its 2" topper. It will be ready as a bed upon arrival & is easy to convert into a couch. There is a desk, fridge/freezer, coffee machine, coffee, utensils, plates, bowls, washer/dryer & detergent.

The High Country Hobo Preserve: Rustic Cabin

Welcome to the High Country Hobo Preserve. This hidden gem is nestled in the Cleveland National Forrest. Guest cabin has all amenities: wood burning fireplace, board games, fishing poles, bottle house, bbq, and gold pans for when the creek is flowing. An outdoor fire pit if winds are calm. It has old character, unique charm, and is close to old mining town, Julian. Kitchen has fridge, hot plate, grill, microwave, coffee maker- coffee tea provided. Pets welcome, has dog door, fenced yard.

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

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

Lazy Y Guest Ranch Jacuzzi, stars, peace and quiet

The jacuzzi, AC and heat are all in working order. A million stars and no cars at 4200’ elevation. Stay in a 25' renovated 1990's trailer with AC and a 280 sq ft covered deck with misters and fan, propane grill and PRIVATE JACUZZI! Dedicated WiFi bridge insures solid connectivity. Fresh air, no crowds, nice local trails. Local wineries and restaurants are tasty. Wifi is great. TV with Roku indoors; bluetooth speakers on the deck, and cows in the pasture. It’s a peaceful get-away!

ROMANTIC AND SPACIOUS JACUZZI SUITE!

A completely private sanctuary with its own keyed entrance and no shared spaces. Enjoy breathtaking sunrises and sunsets from two private balconies, unwind in the jacuzzi, and relax in a suite designed for comfort. Plush mattresses and linens, a well-equipped kitchenette (microwave, Keurig coffee maker with coffee, mini-frig/freezer, toaster, two burner cooktop, kitchenware), and bathroom essentials including an iron/ironing board and hair dryer ensure a seamless, restful stay.

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Romantic Bay View Suite • Rooftop deck & jacuzzi

Luxury Romantic Gateway Experience. Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach.

Hot Tub Getaway by the Coast

Enjoy quality time with your entire family at this well-equipped home featuring a hot tub and tons of kids amenities! We cater to families. High-speed wifi, toys, and an outdoor wood-burning fire pit. Situated within walking distance to the Marina, downtown 3rd Ave, a 5 min drive to Sesame Place, a 15 min drive to the Zoo, downtown San Diego, liberty station, sea world, beaches, and more! This property is equipped with external security cameras for added safety.

Secluded Earthbag Off-Grid Tiny House

Discover the gorgeous landscape that surrounds this place to stay. 5 acre property bordering miles of BLM land as well as only a mile away from the Pacific Crest Trail. 30 minutes from the historic mining town of Julian, now known for their apple pie and ciders. Escape reality in this off-grid property. Relax and enjoy the sun. At night, enjoy the seasonal (available April-November) hot tub for two! Plenty of space to set up additional tents.

Tiny House Cottage in San Diego Countryside

Situated in a rural countryside, a Certified Wildlife Habitat, surrounded by orchards and vineyards. Very quiet setting with golf, hiking, restaurants, wine tasting, local breweries, biking,fishing, casinos, and plenty of relaxation. If you want to experience "Tiny House" living or just get away for the week, this cottage is for you. A loft that sleeps two, a single window bed, and a futon make for a comfortable experience. No Pets.