Pet-friendly vacation rentals in Lewes

Cozy Country Beach Home

Private 3 bedroom 1 1/2 bath raised ranch home on 4 acres surrounded by woods. Dog friendly with fenced backyard. Walking trail through woods. Near Lewes, Milton, Cape Henelopen and Long Neck. Short drive to Indian River Bay, Broadkill River, Rehobeth Beach and Tanger Outlets. Three miles from bike path. Enjoy local establishments including Dogfish Head Craft Brewery, Dewey Beer Co., Brimming Horn Meadery, Beachtime Distillery, YellowFins, Brickworks Brewing, and Irish Eyes. Come enjoy!

Lewes Delaware Beach House

4 BR/2 BA beach house in Lewes DE. Fully furnished and equipped. Sleeps EIGHT MAX. INCLUDING KIDS. THIS IS NOT A PARTY HOUSE. No MAGAs. No WEDDINGS. Available for rent Off-Season (Sept 15 to May 15): weekly, weekend, or mini weeks, two-night minimum. Great location: 1 short block to Lewes Beach on Delaware Bay, 3 blocks to downtown Lewes shops/restaurants/harbor, 1/2 mile to Cape May NJ ferry, 1 mile to Cape Henlopen State Park. 2 hours 15 mins from Baltimore, Washington DC and Philadelphia.

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!

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.

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Relax, Party, Beach, Repeat!

The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

Ebb & Flow Beach House - Lewes Bay Beach Retreat

A few 2026 Summer Season weeks left! We accept only 7 night, Friday - Friday bookings in the summer Season (June 26 - Sept 4). Ebb & Flow Beach House is a 4 bedroom, 3 full bath multi-family retreat with an airy open floor plan. It is tastefully decorated and fully stocked. You will feel relaxed just walking in the door. 5 min walk to the beach. 10-15 minute walk to historic downtown Lewes. Lewes Short Term Rental License R2300082

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.