Holiday rentals in Lewes

2 Story Townhome-Walk to Downtown Lewes!

Welcome to your perfect family getaway in beautiful Lewes, DE! This two-level townhome is ideally located and just a short walk away from charming downtown Lewes. The two bedrooms and full bath are upstairs, and the well-equipped, gourmet kitchen, dining and living space are on the main level. This is a pet friendly home for a very well-behaved dog. The home also features a large screened-in sun porch, an upper sun-worshipper’s deck, and a private yard complete with a fire pit and grilling area. An outdoor shower adds the perfect touch for beach days. Set in a quiet residential neighborhood, the home offers both privacy and convenience. Step right onto the adjacent bike trail and ride to downtown Lewes, Savannah Beach, Cape Henlopen State Park and beaches, or even Rehoboth. This is an ideal retreat for families looking to relax and explore the area. Things to Know: * Guests must be 25 or older to rent this home. * No smoking or vaping of any kind. * During summer months we cannot accommodate early check-in or late check-out requests. * Guests must climb stairs. * Street parking only - for up to 2 vehicles. * Linens and bath towels are provided; please bring your own beach towels

Charming Apartment in Downtown, Historic Lewes

Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

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.

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

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.

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.

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 and XFinity TV 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!

The Loft

This studio apartment is located in Lewes' quiet historic district. Attached to the rear second and third levels of a Victorian home, the apartment has it's own outside private entrance with tree & rooftop views. We are located one block from our local grocery store, hospital and park (where summer concerts are held weekly). We are two blocks away from the library, scenic walking/biking trails, 1.02 miles from beach and within walking distance of many restaurants.

Lewes Carriage House-Hamptons Style Pool & 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.

The Loft 2B/2BA minutes to Rehoboth & Lewes Beach

Escape to a stylish coastal 2 bedroom 2 bath condo designed for relaxing beach vacations, family trips, and weekend getaways. Conveniently located just minutes from Rehoboth Beach and Lewes, The Loft offers the perfect combination of comfort, convenience, and coastal charm. Whether you're planning a family beach trip, a couples retreat, shopping weekend, or exploring Delaware’s beautiful coastline, you'll have everything you need for a memorable stay.