Holiday rentals in Lewes

Beach Retreat: Easy Walkable Living, Bikes, Coffee

Your basecamp for the best of the Delaware. From the pristine dunes of Cape Henlopen to the gentle waves of Lewes Beach, adventure starts at your front door. We’ve stocked this single-level retreat with everything you need: a pair of cruiser bikes for the trails, beach chairs for the sand, and a curated local coffee bar to fuel your day. Explore the wildlife of the state park by afternoon and walk to world-class restaurants by evening. It’s more than a stay; it’s your key to living like a local.

Henlopen Hideaway | Near Beach, Breweries, Trails

Welcome to Henlopen Hideaway! This Lewes getaway is perfect for families and friends looking to relax near the beach, breweries, restaurants, and trails. Enjoy 3 bedrooms, 2 bathrooms, a spacious living area, fully equipped kitchen, outdoor patio with fire pit & grill, plus beach gear for guest use. Bring your pup along and enjoy everything the Delaware beaches have to offer! Just minutes to downtown Lewes, Lewes Beach, and Cape Henlopen State Park. The perfect home base for your beach vacation!

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Charming Studio in Downtown, Historic Lewes

Newly renovated second floor studio apartment located in downtown historic Lewes. - Glassware/dishes/utensils/bowls/etc.) - Keurig Coffee Maker - Microwave - Toaster Oven - Dishwasher - Flat screen tv - Wifi - King sized bed - High count linens - Plush bath towels - Plush bathrobes Apartment is on the second floor and is not handicapped accessible. No on site parking, but plenty of public parking in our historic town of Lewes. Check in time : 3 p.m. Check out time : 11 a.m.

Dock, Waterfront, Fire Pit, Rare Find, Grill

This charming home sleeps 8 with 3 bedrooms, 2 new full baths, and a private dock. Enjoy a hammock, fire pit with wood provided, grill, game room, Smart TVs, plenty of parking and stunning views from every single room. Just 5.2 miles to shop and dine in downtown Lewes, 6 miles to the beach at Cape Henlopen State Park and 8.5 miles to the boardwalk in Rehoboth Beach, it’s the perfect blend of relaxation and adventure. All linens, towels, beach towels, beach chairs and essentials provided.

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Beach town Condo in Lewes! 1st Floor!

We'd love for you to spend your vacation in our beach town condo! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You can't beat being only a few miles to the beach and outlet malls! You'll also have access to the community pools (May-Sept), park, 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.

Beautiful Updated Condo Waterfront, Pool, Sunsets

WATER FRONT VIEWS AT LEWES HARBOUR! This newly renovated condo is a unique gem as it sits right between town and the beach on the canal in the heart of Lewes. Waterfront views welcome you into a large, modern kitchen; the sitting room has an electric fireplace and the condo includes its own washer/dryer. After a hot day at the beach cool off in the pool, walk into town for dinner or shopping. Or stay home and enjoy happy hour on the waterfront decks; the sunsets are unbeatable.

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

The Little Blue Cottage

Welcome to “the cutest cottage “ in historic Lewes. This 200 year old home is perfectly located to enjoy downtown Lewes. Park your car and walk to all of the best dining, shops and sites. Ride the provided bikes to the beaches, trails and state parks in minutes. Take in an outdoor concert at Canal Front Park, enjoy a cocktail at The Sussex Tavern all within blocks of the cottage or relax and steep yourself in this historic home’s charm in the private yard and gardens.

The Garden Apartment

Bubba & Banjo’s was built as a home for me and my husband before we bought our first house. And now we get to share it with others! Luxury garage apartment, barndominium, pole barn are a few words people have used when describing the spot. The garden view might be one of my favorite things but the spacious tile shower is a close runner up! It’s simple but checks all the boxes for what a great rental spot should be in our opinion.