Pet-friendly holiday rentals in Shelter Island

Coastal Guest House with Gorgeous Sundeck

✨ Welcome to Our Charming Guest House on Voltaire Street ✨ Just want to make sure you know that the whole unit is private for your use only. Our listing is exclusive for you. You will not share any space with anyone else. Enjoy a cozy and freshly renovated space designed for comfort and relaxation. create a cheerful atmosphere that feels just like home. Step on our beautiful wooden floors, enjoy the spacious open layout, and unwind on the large private deck — perfect for soaking up the sun.

NEW Luxury 3BR HOUSE❤️of DT Walk Petco w/Garage AC

Located in the heart of Downtown San Diego, this unique house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. 7 min walk Petco Park/14 min walk to Convention Center/6 min to Zoo/9 min Airport/12 min to SeaWorld/9 min to Coronado *Stunning bathrooms w/ dual showers, tub, smart glass *Full Kitchen, AC Central *SONOS Sound System, 4K TVs every room *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

LOFT: Detached Cottage with Patio

Located in the heart of Normal Heights, where everything is walkable; pubs, markets, cafes. Local’s favorite! The LOFT is a spacious open-space studio loft, in a stand-alone cottage. Whether you fall in love with the vaulted-beamed ceilings, the Loft-style open kitchen, the clawfoot tub, the art & decor, or the lush landscaping, you won’t likely forget this place any time soon. Everywhere you turn is a feast for your eyes. We’ve ensured that comfort is as much of a priority as is beauty.

Bayview Paradise

Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI

Haute City Cottage *Near Petco & Convention Center

The cottage is centrally located near Downtown Gaslamp District, Petco Park and the Convention Center, with stunning views of the city skyline, Coronado Bridge, and SD sunsets. The property has two outdoor decks, a private hot tub, separate dedicated office space with French doors and an outdoor fire pit. We are dog friendly (no pet fees) 🐾 and the yard is completely fenced for your pups to run and explore! *PRIMARY GUEST MUST BE 21+ TO BOOK* Please review house rules prior to reserving.

#1 LOCATION - Rare Luxury Home in Downtown

***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

Ocean Beach Beautiful Bungalow!

You will stay in an adorable private Bungalow that is 1/2 of a duplex, boasting 3br/1bath all recently remodeled and ready to be enjoyed! The property has a wonderful private partially enclosed patio with lovely ambiance, table seating and a brand new Weber BBQ! It is located 1 mile from Ocean Beach and just minutes away from famous Sunset Cliffs, Grocery store, wonderful restaurants, and so much more! Located in Ocean Beach but away from it's craziness - you will love your stay!

Modern House In The Hills | Killer Location!

Enjoy a stylish experience at this centrally-located, spacious 2 bedroom top floor retreat in lower Mission Hills, just 2 minutes north of Little Italy. Perched in one of the most prestigious & historic neighborhoods in San Diego. Be close to downtown, only 10 minutes to Mission Beach and centrally located for all the city has to offer. This is the perfect launching point to exploring San Diego, and coming home to this beautifully appointed home in this location is second to none.

Modern home w/ large private yard & sunset view

Come stay at this newly renovated private canyon home in San Diego. It’s 10-15 minutes from literally all major attractions San Diego has to offer - the Zoo, Sea world, the beach, Balboa park, and more. The space is kid and pet friendly and great as a work space. The private backyard up against the canyon gives peace and quiet. It faces west and with a beautiful sunset and cool breeze throughout the day. Perfect for families and small groups looking for a relaxing and fun stay.

Canyon-facing Studio with Private Entrance

Located in the hippest neighborhood in San Diego, nestled between North Park & South Park, this private hotel-style guest suite offers close proximity to activities, relaxation, and expansive views of the canyon. Ideal for solo travelers or couples, the space can also accommodate a third guest with the convertible sofa bed, just let us know in advance, and we’ll have it ready for you. We also offer the flexibility of bringing a furry friend with a fully fenced-in backyard.

Longboard Studio

Your affordable La Jolla getaway! Your private guest quarters comes with a dedicated carport for parking, your own private entrance, crisp white bathroom, large bright bedroom and living area with flat screen TV and a kitchenette all to yourselves. The location can't be beat. You will be just minutes from all that UCSD, La Jolla & the San Diego area has to offer. Calendar and photos are always up to date and yes we are pet friendly with a fully fenced back yard.

State & Fir (Little Italy Loft, Free Parking)

Ultra Minimal, Sunlit Bi-Level Loft In The Heart Of Little Italy—A Bright, Aesthetic Escape For Slow Mornings And Cozy Evenings. Enjoy Exposed Brick, High Ceilings, Beautiful Art, And An Airy Open Floor Plan. Step Outside To Trendy Cafés, Restaurants, Wine Bars, Farmers Markets, And Waterfront Park. Just Minutes To The Convention Center, Concerts, And The Trolley. Includes One Free On-Site Parking Spot And Free Laundry. Live Like A Local.