Vacation rentals in Jimtown

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Top-rated vacation rentals in Jimtown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Lewes
4.95 out of 5 average rating, 138 reviews

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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Top guest favorite
Home in Lewes
4.89 out of 5 average rating, 28 reviews

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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Superhost
Home in Lewes
4.88 out of 5 average rating, 32 reviews

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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Top guest favorite
Home in Lewes
5.0 out of 5 average rating, 81 reviews

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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Superhost
A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.
Home in Rehoboth Beach
4.94 out of 5 average rating, 106 reviews

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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Top guest favorite
A spacious living area features a light-colored sectional sofa and a patterned accent chair, positioned around a wooden coffee table. The adjacent kitchen includes modern appliances, a large island with bar seating, and overhead pendant lights illuminating the space.
Home in Lewes
5.0 out of 5 average rating, 89 reviews

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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Top guest favorite
An open concept living space is depicted, featuring a spacious kitchen with modern appliances and a large dining table with seating for eight. Light floods in through multiple windows, illuminating the wood flooring and an area rug beneath the table. A cozy sectional sofa is visible in the background.
Home in Lewes
5.0 out of 5 average rating, 42 reviews

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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Top guest favorite
Condo in Lewes
4.95 out of 5 average rating, 321 reviews

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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Guest favorite
Home in Lewes
4.91 out of 5 average rating, 69 reviews

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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Top guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.94 out of 5 average rating, 233 reviews

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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Top guest favorite
The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.
Home in Lewes
5.0 out of 5 average rating, 66 reviews

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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Superhost
A screened-in porch features a round table with four chairs overlooking a serene body of water. Sunlight reflects on the water's surface, and a gentle blue sky enhances the inviting outdoor space.
Home in Lewes
4.79 out of 5 average rating, 70 reviews

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