Vacation rentals in Jimtown

Coastal Quarters - Unit 1 - Charming 2 BR Getaway

Relax and unwind at this beautifully renovated and fully furnished 2-story retreat, featuring 2 cozy bedrooms and 2 full bathrooms. Perfect for small groups or couples, this charming getaway offers modern comforts and a peaceful ambiance. Conveniently located near beaches and attractions, it’s an ideal home base for your vacation. (*Please note - this is only the 2 bedroom unit) **Need more space? Rent alongside with Unit 2, the 5-bedroom main house next door with a fenced in backyard oasis!*

Value · Location · Quiet

Ruby's Retreat at the Beach

Bring the family to this large, ground floor condo with lots of room for fun. It's in a great community close to the beach, the state park, downtown Lewes, shopping, and restaurants. It has a nice patio that faces a pond with a fountain. Close, free access to a great pool and gas grills. Primary has a spa tub and separate shower and walk-in closet. Second bath has shower/tub combo. Stocked pantry, washer and dryer, lgames and books, lockable outdoor closet for bikes, coolers and beach things.

Location · Family · Nearby

Laid-back in Lewes

Welcome to “Laid-Back in Lewes!” Kick back and relax in your new, fully renovated single family home. You are conveniently located off of Route 9 in a quaint and friendly community. Redner’s Fresh Market, Hopkins Farm Creamery & Nassau Vineyards are all just under a 2 mile drive. This accommodation is properly equipped for an enjoyable stay and a home cooked meal. Start the day off lounging on the deck, coffee in hand and your evenings playing a game of corn hole in your spacious backyard.

Location · Family · Condition

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

Family · Value · Parks

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Family · Location · Outdoor spaces

A Wave from it All - Beach, Bike Trail & Shopping

Your family will be close to all the beach area has to offer when you stay at this conveniently located beach getaway. Just steps away from the Lewes-Georgetown bike trail, this vacation home is great for those looking to enjoy a quiet weekend or those craving an adventure. A 10 minute drive will have you in downtown Lewes where you can enjoy the beach, shopping or amazing restaurants. The added garage game room is perfect for evenings in and family fun.

Family · Location · Check-in

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.

Family · Location · Decor

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* and no pets from June 14 to Labor Day.

Location · Value · Hospitality

Woodsey Beach House - Beach, Lake, Woods!

Beach? Check Cabin? Check Lake? Check Have it all at our home near the beach, in a beautiful wooded setting with a lake view! Quiet neighborhood makes you feel right at home. Newly renovated with new appliances and furnishings. The house has an upside-down layout, so most of the living spaces, including the kitchen, dining, and living rooms are on the second floor. The home is unique, bright and comfortable.

Family · Location · Parks

Coastal retreat •beaches, trails & historic Lewes•

Coastal townhome located East of Route 1 in Lewes, De. The property provides convenient access to bike trails, downtown Lewes, and several nearby beaches. Explore charming Historic downtown Lewes, where you will find an array of delightful restaurants and unique shops. Experience the beauty of the nearby canal at sunset for a truly unforgettable view. *available for mid and short term rentals*

Family · Location · Bathroom

Dog-Friendly Retreat with Fenced Yard, Fire Pit

Escape to our private, dog-friendly 3BR/2BA retreat in Lewes, just minutes from Delaware's best beaches! This charming home sits on a private acre with a fenced yard, deck, and fire pit. Perfect for families or groups, it features a modern, fully equipped kitchen, two living areas, and contemporary decor. Enjoy the perfect blend of seclusion and convenience for an unforgettable beach getaway.

Family · Value · Long stay

The Coastal Getaway on Wil King

Enjoy a peaceful getaway at this newly updated 3-bedroom, 2.5-bath coastal retreat! Features an open-concept living space, 3 spacious bedrooms, and a large yard—perfect for the whole family! Just a short drive to restaurants, shops, and entertainment along Route 1, including downtown Lewes and Rehoboth Beach. Ideal for a relaxing stay with plenty of room for everyone!

Family · Location · Nearby