Holiday rentals in Lewes

Upscale Downtown Suite in Lewes

A stunning suite, newly constructed @ Preservation Forge, in the heart of downtown Lewes-named 2022's most beautiful city in America-short walk to the beach, boutiques, restaurants, & cultural destinations of this charming town. With a fully equipped kitchen, spacious dining & lounging area, our cathedral great room is perfect for entertaining. Sleeps 4 w/ 1 King bedroom, 1 pull out Queen sofa bed, a full bath with tiled shower, & washer/dryer, just a few highlights of this 2nd story apartment.

Hot tub, Fire-pit, Bike Path, Private backyard

This private, beautifully updated cedar shake home is the perfect getaway to relax and explore coastal Delaware. The spacious 4 bed/2 bath home features an open-concept living area with unique character throughout. Enjoy a huge yard with mature trees, indoor-outdoor dining, a fire pit (wood provided), and a hot tub. With private bike trail access, you can ride straight into downtown Lewes to explore scenic paths, shops, the waterfront, the beach, the state park and award winning restaurants.

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.

Cozy Cottage on 3rd Street - Fully Accessible

This special place is in the heart of downtown with many accessibility features, truly a rare find in Historic Lewes. This 1 bedroom, 1 1/2 bath retreat is perfect for a couple or for families staying next door at "Robin's Nest" or "Stevenson Place" who need a little extra space with no stairs. Relax & unwind as soon as you arrive, your bed will be made with quality linens and bath towels are provided. An exceptional location only 1 short block from shops & restaurants on 2nd Street!

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 Sunrise: Walk to Downtown & Lewes Beach

Skip the traffic and parking stress — stay where everything is steps away. Experience the best of Lewes (pronounced loo-iss) from this perfectly located, walkable condo. Step outside and you’re minutes from the beach, downtown dining, scenic parks, and bike trails. With ultra-fast 2-Gig Wi-Fi, KING bed, free bikes, coffee bar, easy parking, and thoughtful amenities, this is the ideal home base for couples or small families seeking comfort, convenience, and an authentic local stay.

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.

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

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.

Pondside Paradise | Dog-Friendly, Pond Views, Pool

Discover Pondside Paradise—a stylish, dog-friendly condo offering all the comforts of home. Unwind in the chic, cozy interior or relax on the private balcony with tranquil pond views where you are sure to see local wildlife like ducks, turtles, and herons. Enjoy access to two community pools (open seasonally), tennis/pickleball courts, and a community playground. Centrally located in Lewes, you're just 0.4 miles from the bike trail and 3.7 miles from the beach.

In-Town Retreat, Fully Renovated

Relax in this beautifully renovated 3BR, 2BA home just a short walk to restaurants, cafes, and Lewes Harbor/Inlet. Features include a fully equipped kitchen, open layout, hardwood floors, and a new front porch & swing as well as a spacious backyard deck—perfect for morning coffee or evening cookouts. Sleeps 6 comfortably with central AC, washer/dryer, private parking, high speed internet, and large front & back yard. Your ideal coastal getaway starts here!