Pet-friendly vacation rentals in Shelter Island

An outdoor dining area features a dark wood table surrounded by four chairs, set against a backdrop of lush greenery. A large umbrella offers shade, while warm lights illuminate a nearby tree. The space is designed for relaxation and enjoyment.

4.95 out of 5 average rating, 265 reviews

Stunning Grand Villa Dream Yard Amenities Location

Stunning Grand Villa in the perfect Location with Amazing Amenities!! Relax and recharge in this beautifully designed home featuring a hot tub, soaking tub, peaceful Zen garden, fully fenced yard, gated parking, luxury Posturepedic mattresses, grill, central A/C, fast WiFi, parking, and a fully stocked kitchen. Located In Marston Hill next to Balboa Park and the Zoo, minutes from San Diego’s top beaches and attractions, and walking distance to an incredible selection of restaurants and shops.

The exterior of the Huguette House displays a modern design with multiple levels, featuring large windows that offer views of the surrounding area. A sleek driveway leads to a spacious garage, while a landscaped pathway guides to the entrance, framed by elegant railings.

4.99 out of 5 average rating, 149 reviews

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

4.98 out of 5 average rating, 102 reviews

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

4.96 out of 5 average rating, 254 reviews

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!

4.96 out of 5 average rating, 171 reviews

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 San Diego

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.

4.89 out of 5 average rating, 102 reviews

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.

4.87 out of 5 average rating, 118 reviews

Spanish Casita w/ Hot Tub, Fire Pit, Private Yard

Welcome to Casa Stella, a beautifully renovated 1920s Spanish casita, just a 10 min drive from Balboa Park, San Diego Zoo, Downtown, and the beaches. Nestled on a quiet, picturesque street, this pet-friendly private home offers a serene stay while being just a 5-min walk to Adams Avenue's top restaurants, breweries, and yoga studios. Enjoy free parking, a cozy fire pit, and mid-century modern flair! We offer flexible check-in/ check-out, ask me how!

An outdoor patio features a hot tub, a picnic table, and two red lounge chairs. The deck is surrounded by a large tree and offers an inviting space for relaxation, with light-colored siding of the home visible in the background.

4.94 out of 5 average rating, 142 reviews

Beautiful 2 Bedroom, 1 Bath House

Stay in the heart of Ocean Beach at this newly remodeled 2-bedroom, 1-bath coastal retreat. Enjoy high-speed Wi-Fi, air conditioning, and a comfortable space just 2 blocks from the beach and a half block from Sunset Cliffs. Walk to Newport Avenue’s restaurants, coffee shops, breweries, bars, and boutiques. Only 10 minutes from the airport and a short drive to Downtown San Diego, SeaWorld, Mission Beach, Balboa Park, and the San Diego Zoo.

4.9 out of 5 average rating, 127 reviews

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 San Diego

OB Casita

Stay in a cozy Casita surrounded by a private 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.

A welcoming living area showcases a sectional sofa adorned with blue cushions. A wooden coffee table sits in the center, with a candle and a small plant. Natural light enters through large windows, illuminating the space. A dining table is positioned nearby, complemented by modern decor.

4.97 out of 5 average rating, 142 reviews

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.