Pet-friendly vacation rentals in Shelter Island

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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 favorite

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.

WalkabilityOutdoor spacesKitchen

4.92 out of 5 average rating, 102 reviews

Top guest favorite

A charming beach house entrance is framed by a white picket fence and a wooden gate. A green front door welcomes guests, while a large teal umbrella is positioned to provide shade near the entryway. The facade features light blue siding and tasteful landscaping.

Home in Ocean Beach

San Diego Avocado 🥑 beach house is ready for you!

This unique experience has a style all its own. Named for the massive Avocado tree welcoming you to its doorstep this 3 bedroom 2 bath beach house is ready to help you relax. Just 4 blocks from the world-famous Ocean Beach, you'll be centrally located to everything great San Diego has to offer. Whether you want to enjoy gorgeous ocean sunsets and SeaWorld fireworks from the rooftop deck, visit parks with the kids, or spend a night out in the town, our house offers everything you could need.

Outdoor spacesWalkabilityFamily

4.95 out of 5 average rating, 249 reviews

Top guest favorite

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

PetsOutdoor spacesGrill

4.99 out of 5 average rating, 155 reviews

Guest favorite

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.

PetsWalkabilityValue

4.98 out of 5 average rating, 137 reviews

Top guest favorite

The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.

Bungalow in Greater North Park

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.

WalkabilityPetsHeating

4.96 out of 5 average rating, 185 reviews

Top guest favorite

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.

WalkabilityPetsKitchen

4.9 out of 5 average rating, 110 reviews

Top guest favorite

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.

Outdoor spacesPetsFamily

4.96 out of 5 average rating, 233 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.

Outdoor spacesPetsAccess

4.89 out of 5 average rating, 142 reviews

Guest favorite

Cottage in Ocean Beach

End of Summer Savings by the beach at Green Door!

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.

WalkabilityPetsGrill

4.88 out of 5 average rating, 419 reviews

Top guest favorite

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.

Outdoor spacesPetsFamily

4.97 out of 5 average rating, 159 reviews

Top guest favorite

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!

WalkabilityOutdoor spacesHiking

4.93 out of 5 average rating, 240 reviews

Guest favorite

A game room features a pool table surrounded by a sleek design and ample seating. Along one wall, vintage arcade games add a playful touch to the leisure space.

Home in San Diego

Modern Luxury w/ EPIC Backyard and Jacuzzi

Welcome to our newly remodeled "modern coastal" house with an incredible backyard! No detail was overlooked in this home, with designer finishes, high end furniture, and an outdoor oasis to soak in the beautiful San Diego days. Highlights include an open floor plan, jacuzzi, outdoor games, pool table, grill, string lights, and so much more. We cannot wait to host you!

WalkabilityOutdoor spacesCheck-in

4.93 out of 5 average rating, 285 reviews