Pet-friendly holiday rentals in Shelter Island

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shelter Island

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

A charming cottage is framed by a large tree, with lush green foliage and a gentle slope leading to the entrance. A winding path guides visitors toward the house, which features light blue windows and a decorative trellis covered in greenery.

Guesthouse in San Diego

Cottage at Cabrillo Cozy garden studio

Relax at this peaceful and centrally located quaint studio Cottage. Close to all the excitement San Diego has to offer. Located in the Wooded area of Point Loma, close to beaches, San Diego bay and Cabrillo National Monument is minutes away. Step inside and enjoy the convenience of a sun filled and open layout. The exterior has a private bricked patio and a private evergreen filled yard. An ideal space to unwind & relax. 10 minute Uber ride to/from the airport. Weekday lower rate. No pets.

4.92 out of 5 average rating, 102 reviews

Top Guest favourite

Home in San Diego

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

4.99 out of 5 average rating, 155 reviews

Guest favourite

An outdoor relaxation area features four dark wicker chairs arranged around a decorative tree with string lights. A mural of coastal scenery adds color to the wooden fence, while stone and grass accents complement the space.

Guest suite in San Diego

Private space close to the heart of Ocean Beach

Enjoy two private bedrooms and a modern bath on the lower level of an Ocean Beach home. Your private side entrance opens to a relaxing gated outdoor space. Each bedroom features a queen bed, hardwood furniture, décor, TV, and Roku. One TV is 55'' and the other is 32''. Includes heating, cooling, and a kitchenette (no full kitchen). The owner lives on the upper floor—no shared spaces, locked door separation. Just blocks from historic Ocean Beach, Newport Avenue, and the famous Dog Beach!

4.95 out of 5 average rating, 263 reviews

Superhost

Home in Ocean Beach

Ocean Beach House | King Beds + A/C + Walk2Beach

Stay just blocks from the sand in this spacious 3-bed, 2-bath Ocean Beach home. Each bedroom features a plush king bed, with an ensuite in the primary and a queen pullout couch for extra guests. Enjoy A/C for a comfy and cool stay. The private patio is made for relaxing—complete with cozy seating, a dining space, and BBQ grill for easy outdoor hangouts. Walk to the beach, OB Pier, local breweries, cafés, and unique shops. Beach towels and chairs are ready—just bring your flip-flops.

4.74 out of 5 average rating, 182 reviews

Guest favourite

The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. White cabinetry and a marble countertop enhance the sleek design. Ample storage options are visible, complemented by natural light entering through a window. A coffee maker and utensils are neatly arranged.

Home in San Diego

Dune’s Desert Oasis

Enjoy access to everything in San Diego from this centrally located home. Located in the midway district only four blocks from Sports Arena. This brand new unit is equipped with everything you need and more. It has a fully equipped kitchen with tons of storage, large living area, large bedroom, super fast Wi-Fi, filtered shower, backlit vanity mirror, full-size washer and dryer in closet, dimmable lighting throughout, cozy bedding, thick towels, parking, and tons of natural light.

4.98 out of 5 average rating, 137 reviews

Top Guest favourite

Guest suite in San Diego

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.

4.9 out of 5 average rating, 110 reviews

Guest favourite

A light-filled sitting area features a plush sofa adorned with colorful cushions. Large windows frame the space, allowing natural light to illuminate the warm wooden flooring. A decorative mirror and a TV provide added detail, while a soft rug enhances the cozy ambiance.

Guest suite in Ocean Beach

Coastal Guest House with Gorgeous Sundeck

✨ Welcome to Our Charming Guest House on Voltaire Street ✨ 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. The listing has CO(Carbone Monóxid detector)

4.86 out of 5 average rating, 457 reviews

Top Guest favourite

A spacious bedroom features a light blue bedding set on a large bed, complemented by decorative pillows. Natural light filters through the window with bamboo shades, while a mirror reflects the room's bright, neutral tones. A bedside table and lamp add functionality.

Guest suite in Sunset Cliffs

Sunset Cliffs Hideaway

Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.

4.96 out of 5 average rating, 234 reviews

Guest favourite

Home in San Diego

Luxe OB Home, Walk to Beach, Sauna, and Backyard

Welcome to OB Surfer’s Paradise by Salt & Sky Lodging Co—your stylish coastal getaway just steps from Ocean Beach and Dog Beach. Enjoy a private sauna, fenced in backyard, balcony sunset views, and a dreamy master suite. With a chef’s kitchen, beach gear, 5 bikes, fast Wi-Fi, and walkable access to OB’s best spots, this home is designed for surf, relaxation, and effortless San Diego living. Designed and curated by Salt and Sky Lodging Co.

4.97 out of 5 average rating, 139 reviews

Superhost

A welcoming front porch features two chairs facing a lush green lawn. The vibrant sunset sky adds a warm glow, while surrounding greenery provides a touch of privacy. The entrance is enhanced by a bright green door and decorative elements above.

Guesthouse in Ocean Beach

OB Casita

Stay in a cozy Casita surrounded by a garden. The inside space is petite, the yard is large. This in-law unit features a kitchenette, a private bathroom, a BBQ, and a fenced outdoor area perfect for pups! Sit under the avocado tree on the back deck and watch for the OB parrots. Or, take a short walk in this lively neighborhood to, beaches, dog beach, tennis courts, restaurants, bars, shopping, a playground, or a dog park.

4.9 out of 5 average rating, 143 reviews

Top Guest favourite

Home in Ocean Beach

Completely Remodeled OB Casita

This condo has been completely remodeled, it's stylish, comfortable, an upstairs unit with no one underneath you, that is just blocks from the beach, restaurants and so much more! It has air-conditioning for those warm summer nights and a heater for the chilly winter nights, although it's never too cold here in San Diego. King size bed in bedroom and a queen size sofa sleeper in the living room.

4.97 out of 5 average rating, 161 reviews

Top Guest favourite

A welcoming entryway is framed by green siding and decorative wall planters that hold seasonal plants. A narrow walkway leads to a door with a glass panel, allowing glimpses of the interior. Natural light filters in, highlighting the pebbled landscaping on either side.

Bungalow in San Diego

Beachy Bungalow, Adult Retreat, Outdoor Oasis!

Adults only retreat. Pups welcome :) Rooftop level deck with Beautiful Sunset View. Sparkling clean for your health. Oasis Bungalow, Eco-friendly green, equipped with everything you will need for a comfortable stay. Our home, your vacation. Chill vibe & unique - like the rest of OB :) Lots of outdoor living; dining area w/ grill, lounge area with fire-pit. Beach gear! Walk to Beach, in OB!

4.93 out of 5 average rating, 240 reviews