Pet-friendly holiday rentals in Shelter Island

4.92 out of 5 average rating, 168 reviews

Modern Craftsman Bungalow Walkable + Outdoor Space

Modern Craftsman Bungalow in Walkable North Park! Originally built in 1921 and perfectly situated between North and South Park, this restored Craftsman retains its original ceiling beams, shaker doors, and redwood siding, enhanced with luxury updates and vintage finds. Ideal for couples, small families, and solo travelers seeking a safe, walkable, and central spot to relax, cook, visit breweries and cafés, hit the beach, or explore Balboa Park and the Zoo. The airport is just 10 minutes away!

5 out of 5 average rating, 354 reviews

Guest suite in San Diego

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Welcome to San Diego! The Bayview Roost awaits you - a newly built 465 sq. ft luxury studio with a breathtaking view overlooking Mission Bay and Sea World fireworks! Modern amenities include a full kitchen and bath with a rain shower, quartz counter tops, washer/dryer, central AC/heat, high speed Wifi, Smart TV and your own private entrance! Situated less than 10 minutes to Sea World, Little Italy, Old Town, Gaslamp, San Diego Zoo, Petco Park, La Jolla, beaches, local universities & SD trolley.

4.98 out of 5 average rating, 216 reviews

Guesthouse in San Diego

La Jolla Oasis: Ocean, City and Fire Works Views

Welcome to your private 1,000 sq. ft. studio apartment, atop a scenic hill in La Jolla. Enjoy views of the ocean, bay, city lights and Sea World fire works display, creating the perfect backdrop for your getaway. Conveniently located just 5 minutes from the beautiful Windansea Beach and only 8 minutes from the vibrant village of La Jolla, where you can explore shops, dining, and cultural attractions. Experience the best of San Diego, with top attractions just minutes away. Your ideal getaway

4.9 out of 5 average rating, 411 reviews

Guest suite in San Diego

New cozy studio,2 queen beds,kitchen,walk to water

Beautiful cottage-studio, just remodeled, in a fantastic location! All is brand new! Just 5 minutes to the beach and bay in a relaxing and safe area. Walkable any hour of the day and night. Enjoy 2 really comfy queen size beds, a kitchenette with all you may need, wonderful 2 rainfall showers, large smart TV and working space. Walk to La Playa Beach, Shelter Island or Sunset Cliff to experience the most amazing sunsets in San Diego! 5 min drive to Liberty Station and just 10 min to the airport

Superhost

Guest suite in San Diego

4.9 out of 5 average rating, 164 reviews

Adorable place in Point Loma - no cleaning fee!

You will be close to everything when you stay at this centrally-located place. The place is recently renovated with brand new appliances, countertops, and kitchen cabinets. The space is light and airy with private entrance and small fenced in side yard perfect for pets. Bedroom has a queen sized bed and futon. Living room couch has a queen sleeper sofa. There is a queen air mattress and pack n play as well. **Must be comfortable with stairs, there are two sets of stairs when accessing unit

4.92 out of 5 average rating, 126 reviews

OB Spanish beach cottage w/ AC- 2 blks to beach

New! Fully renovated historic 1920’s Spanish cottage. This 2 bedroom cottage has a spacious very private back patio perfect for drinks or dinner outside. Set in on a quiet street 2.5 blocks to the beach. It sits on a huge private lot with large private fenced front and back yard with a 2 car garage. Bring your dog and head 3 blocks away to the famous dog beach or cruise Newport ave. to enjoy the laidback town of OB. 8 min drive to Seaworld and mission bay makes it the perfect location.

Superhost

Loft in San Diego

4.83 out of 5 average rating, 333 reviews

Stylish Downtown Loft w/ Parking in Little Italy

Stylish Modern Loft In The Heart Of Little Italy. Immerse Yourself In San Diego's Trendiest Neighborhood With A Stay In This Elegant Loft. Featuring Exposed Brick, Tall Ceilings, A Cozy Loft Bed Accessed By A Ladder, And An Open Layout Adorned With Stunning Artwork, This Space Blends Charm And Sophistication. Enjoy Vibrant Culture, Renowned Dining, And Little Italy’s Lively Atmosphere—All Steps From Your Front Door. Includes 1 Free Onsite Parking Spot. 1 Dog Accepted With A $50 Pet Fee.

4.97 out of 5 average rating, 199 reviews

Pet-Friendly Home with Ocean Views

Enjoy a relaxing getaway in Ocean Beach at this cozy home. You’ll LOVE the deck with ocean views and breathtaking sunsets. Only 1 mile from the heart of OB, where you’ll find surfing, restaurants, bars, and shopping. We’re happy to host one pet- Dog Beach is only 5 minutes away! Please note that we do not allow third-party services or experiences. However, we do offer fun upgrades like pre-arrival grocery stocking and romantic/celebration setups (flowers, balloons).

4.93 out of 5 average rating, 123 reviews

The California II- Luxury Mission Hills Hideaway

Escape to this luxurious Mission Hills home, a true sanctuary offering breathtaking panoramic views of San Diego. By day, marvel at the stunning vistas – the sparkling bay, the bustling airport, the Point Loma peninsula, and Coronado Island. The home itself is spacious and well-appointed, providing ample room for families or groups of friends. From the pristine beaches to the world-class museums and vibrant nightlife, your San Diego adventure truly begins here. 🏄

4.97 out of 5 average rating, 195 reviews

Condo in San Diego

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

4.89 out of 5 average rating, 352 reviews

Cottage in San Diego

Charming coastal cottage Dogs free, 3 blocks ocean

Just three blocks from the ocean, our cozy cottage is the ideal San Diego getaway! Green Door Cottage sits in the heart of a bustling area in quirky Ocean Beach—steps from top restaurants, tasting rooms, yoga studios, and shops. Enjoy free parking for one car and bring your dog! Dog beach and the dog park are both a few blocks away. The home is designed with stylish décor and A/C for comfort and fun, we welcome everyone to our home!