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, 136 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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Guest favorite
Home in Lewes
4.92 out of 5 average rating, 13 reviews

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!*

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Top guest favorite
Home in Lewes
4.86 out of 5 average rating, 22 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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Top guest favorite
Home in Lewes
5.0 out of 5 average rating, 80 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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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, 84 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
Condo in Lewes
4.95 out of 5 average rating, 318 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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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, 227 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
A bright living area features a spacious sofa paired with accent chairs. Natural light floods through large windows, enhancing the serene atmosphere. A wooden coffee table rests on a textured rug, while a wall-mounted TV adds modern convenience.
Condo in Lewes
4.99 out of 5 average rating, 92 reviews

Water Views: Balcony, Pool & Easy Parking

Why just visit the coast when you can live on the water? Experience the peaceful side of Coastal Delaware in our bright, first-floor waterfront retreat. Perched at the mouth of the Rehoboth Bay, this condo offers an escape where you can watch the tide turn from your private rocking-chair balcony. Wake up to locally roasted Rise Up coffee, spend the afternoon at the pool, and explore the dunes of Cape Henlopen just a short drive away. Your stress-free vacation starts here.

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Top guest favorite
A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.
Home in Lewes
5.0 out of 5 average rating, 65 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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Top guest favorite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 664 reviews

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.

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Guest favorite
An inviting entrance features a bright white door adorned with a decorative wreath. Lush white hydrangea flowers bloom vibrantly in the foreground, complementing the blue exterior of the cottage.
Cottage in Lewes
4.86 out of 5 average rating, 222 reviews

BnB’s Dog-Friendly Garden Cottage

YOU MADE IT! Look no further. This comfy cozy little cottage is located along the outskirts of our quaint and busy town. Whether you are looking to jump into the happenings of multiple thriving beach towns (beaches, bike trails, outlets, restaurants, bars, breweries, etc.) or are seeking some peace & quiet, this cottage is for you! We are so excited to share our little piece of Lewes with visitors from near & far!

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Top guest favorite
Cottage in Lewes
4.93 out of 5 average rating, 130 reviews

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.

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