Pet-friendly holiday rentals in Dewey Beach

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day or week at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,200 sf. space is PET FRIENDLY and has a back yard deck, front patio, full bath, 2 bedrooms with 1 queen and king bed, 1 reserved parking space, & kitchenette. 11.5% tax added at booking.

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

Cozy Getaway w/King Bed in Master & renovated Bath

Summer 2025 - Sunday to Sunday Rentals! Our home is minutes from the Heart of Cape May's restaurants and shops. Beach is a 10 minute walk. 3 BDRMS, 2 full baths w/renovated upstairs bathroom, fam room w/flat TV (& Roku), dining for 6. Deck w/table, chairs & gas Weber grill. Park for children across the street. Kitchen w/SS appliances, WiFi and private outdoor shower. While we are a Dog Friendly home (we have 2 of our own), we ask you to walk your dog and not allow in the backyard, thank you!

Central Haven with Great Fenced Yard

You will be close to everything when you stay in this centrally-located home. The rear deck and grill are great for enjoying time outside. There's a fenced rear yard, making this home a perfect choice for man's best friend. We welcome dogs of any breed, size, and weight. We do offer size-specific pet amenities, so please share a photo of your dog when booking, or provide a basic description so we can set out appropriate amenities. For those traveling with cats, please inquire before booking.

Sunshine Cottage ~ Pet Friendly & Great Location!

The Sunshine Cottage is perfect for couples, small families, & you can even bring along your furry friend. This one bedroom, one bathroom home, is bright, cheery, cozy, & just the right amount of quirky to make it a rare find. Enjoy the screened-in porch, on a warm summer’s night. Located in West Cape May, less than a mile from the beach & center of town, this home is in a fantastic & special area. **Bookings between 6/28/25 to 8/16/25 are only Sat-Sat.** **LINENS AND TOWELS ARE NOT PROVIDED

Midway Magnolia-3BR/2BA Home, dog-friendly

Less than a mile away from the movies, go-kart track and the outlets, this dog-friendly home is a 3 bedroom, 2 full bath, newly renovated property. Located behind Midway Movies in a quiet community close to everything Lewes, Rehoboth, and Dewey Beach have to offer! It comes with FREE Wifi, Netflix and XFinity as well as linens, towels, a sunroom, outdoor patio and a fenced-in backyard for outdoor entertaining. Everything you need to make your home away from home as comfortable as possible!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

JoJo's Cottage is a clean and cozy pet friendly 4 bedroom 2 bath home. Featuring a 4-5 person hot tub open year round! Sleeps 7 comfortably and has ample space for your favorite fur baby to run and play with a 6 foot fenced in yard. Linens & towels provided for your relaxing stay. Centrally located in the Breezewood community between Lewes and Rehoboth Beaches, just minutes to the Outlets and dozens of amazing restaurants nearby. We hope you enjoy your stay at JoJo's Cottage!

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Patrick's Creekside is free to your pooches - barking allowed, 420 friendly on your private deck, half a mile to the bike trail. Private entry to this 2nd story (2rm,2beds/queen bed & full sofa bed) 1 BR apartment with one full bathroom for a max of 4 humans and a handful of dogs. A good fit if you don’t mind who gets the sofa bed with bathroom access thru the master. Mini kitchen:Keurig, fridge, coffee, crockpot, backyard with little trail! Check out Timmy’s Treeside also.

The Laurel House - Large fenced in yard!

Recently renovated 3 bedroom, 2 bath with outside shower. 1625 square foot single family home with fenced-in yard in the Caine Woods section of North Ocean City. 2 Smart TV's, 2 TV'S with Roku, all with Netflix, Comcast, and fast Wi-Fi. Complete kitchen including dishwasher. Two off street parking spaces with ample free street parking in area. Short 5 block walk to the beach. Nearby shops, restaurants, community area, and amusements all in walking distance.