Pet-friendly holiday rentals in Lewes

Timmy's Treeside Studio Pets Welcome Peeps #420

Timmy’s Treeside in Rehoboth Beach, DE is one of two apts with private entry/deck, on 2 acres, one mile to Rehoboth-Lewes trail and 5min drive to boardwalk/Atlantic Ocean. Queen and a sofa bed for 2-3 humans and all your dogs. Your big deck is a tall perch for fresh air, star gazing, 420 fun, sunbathing, and a dog haven. 1200mb Wifi, Roku TV, shower, mini-kitchen/grill/firepit and backyard trail. Tanger Outlets, dog friendly eateries, Revelation Brewery and The Pond are minutes. EZ parking+plugs

Sweet getaway - beach block, steps from the beach!

Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

Secluded Coastal Cottage • Just 9 Min to the Beach

In a serene natural setting, this charming house offers a peaceful retreat for up to 8 guests, including children. With 3 cozy bedrooms and breathtaking view, it’s the perfect place to relax and reconnect with nature. Surrounded by state forest, you can enjoy bonfires under the stars and a variety of outdoor activities. Conveniently located, the house offers easy access to a scenic bike trail and is just a 9-minute drive from the beach, making it an ideal getaway for adventure and tranquility.

Rehoboth Beach Farmhouse Studio *Pet Friendly*

Pet Friendly, monthly rates available. Farmhouse-inspired studio apartment just minutes from the beach, close to outlets, movies, the Breakwater Junction trail, breweries, and tons of restaurants and entertainment. Take a quick bike ride to Cape Henlopen or save time and money on parking meters with a bus stop just down the street. As a seasoned Airbnb Superhost, I'd like to give you the best experience possible when staying with us. .07 Miles to the Breakwater Trail - 4 minutes on a Bike

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!

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

"Sandy Feet" Broadkill Beachfront Home

Beachfront home w/ unobstructed bay views. Your group will enjoy front-row seats to breathtaking sunrises & water views from the elevated LR and wrap-around deck. The expansive deck with grill & fire table is a great place to sip your morning coffee or gather for dinner & enjoy the unobstructed sights & sounds of the bay. Stay and discover what makes Broadkill Beach so special! Linens are not provided but can be rented from local linen companies.