
Vacation rentals in Jimtown
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Top-rated vacation rentals in Jimtown
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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
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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.
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Coastal Quarters -Unit 2 -Spacious, Yard & Firepit
Bring the whole family to this newly renovated, single-level home designed for multi-generational groups! With an open-concept layout, modern furnishings, and a 2/3-acre fully fenced yard, there’s plenty of space for everyone, including your furry friends, to relax and make lasting memories. Just 4 minutes from Coastal Highway, you'll enjoy convenient access to nearby beaches. Need more room? This property can be rented with the adjacent 2BR/2BA unit next door to sleep an additional 4 guests.
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Coastal Farm Cottage
Nestled on 2 acres of private land, this cozy renovated 2BR/2BA cottage is less than 5 mi to Lewes Beach and 7 mi to downtown Rehoboth! Enjoy the excitement of the shore and downtown area and then come 'home' to relax in a country setting to take in the beautiful sunsets & outdoor space. The home has Queen-sized beds in each of the two bedrooms, as well as a crawl loft with a full-sized bed. Only a mile from tax-free Outlets, movie theater, vineyard, grocery/liquor store, restaurants & more!
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Perfect Rehoboth Beach Getaway with Hot Tub
Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.
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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.
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New Modern Beach Home, Close to Beaches
This home is perfect for everyone, centrally located in a beautiful beach town with local shops, outlets, family-friendly restaurants, activities, and access to multiple beaches all with in a 10 mile radius. Enjoy a vibrant nightlife or relax at home with board games, ping pong, cornhole, & an outdoor gas fire pit. Third floor balcony seats 10 & offers stargazing & sunset views. Enjoy our heated community pool or take our bikes for a spin on 17-mile bike trail located steps from our door.
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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.
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House• Private Yard • Family Friendly•Near Beaches
Charming single-story home with a private 6-car driveway, perfect for family getaways. Located in a quiet, safe neighborhood, close to local shops, restaurants, and attractions. Just 15 minutes from Lewes Beach and 15–20 minutes from Rehoboth Beach, you’ll be perfectly situated for beach days, boardwalk fun, and family adventures. The home features a private yard ideal for kids and pets to play, making it a great choice for families traveling with little ones or furry friends.
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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.
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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.
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Spacious 4 Bedroom Coastal Retreat w/ Waterview
Forget your worries in this spacious and serene home overlooking the water in almost every room in the house. Newly renovated 4bed/3bath expansive home to fit your whole family and your friends! Conveniently located off of Rt. 1 & 9, 10 minutes to Lewes Beach, 15 minutes to Rehoboth Beach, and 12 minutes to Dewey Beach. Ample parking- garage, driveway, and designated spots across the street. 15 minutes to Dogfish Head Brewery!
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Popular amenities for Jimtown vacation rentals
Other great vacation rentals in Jimtown

Lovely loft minutes to downtown Lewes and beaches!
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Dock, Waterfront, Fire Pit, Rare Find, Grill
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Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
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Slipper Shell Sanctuary
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Lewes Beach Condo: 1st Floor, 2 Pools, Bike Trail
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Coastal retreat •beaches, trails & historic Lewes•
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Open floorplan & backyard oasis with bar & swimspa
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4BR Townhouse with pool & bike trail access
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