Vacation rentals in Jimtown

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Top-rated vacation rentals in Jimtown

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Top guest favorite

A light-filled living room features a cozy seating arrangement with two patterned chairs and a soft sofa. A coffee table with a checkerboard design sits atop a textured area rug, with a flat-screen TV positioned nearby. Soft blue walls complement the space.

Townhouse in Lewes

Spacious, Conveniently Located Townhouse

Beautifully updated townhouse located in quiet community of Eagle Point offers 4 bedrooms, 2.5 bathrooms and 2,500 SF. The 1st floor offers open concept layout with living and dining rooms, large set up kitchen with breakfast area, 1/2 bath, laundry room, and master suite with king bed. The 2nd floor offers 3 bedrooms (2 queen beds and 1 full size bunk bed) and full bath. In addition, the 2nd floor presents another living space with TV and pullout sofa. Plenty of room for cozy family gatherings!

LocationValueLaundry

4.98 out of 5 average rating, 107 reviews

Guest favorite

Home in Lewes

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!*

FamilyValueBeach

4.94 out of 5 average rating, 17 reviews

Guest favorite

Home in Lewes

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.

FamilyValueCheckout

4.85 out of 5 average rating, 33 reviews

Guest favorite

Home in Lewes

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!

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 84 reviews

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

Lewes Carriage House: Quiet for Mind, Body & Soul.

Lewes Carriage House is a 5 Star, thoughtfully curated & designed luxury escape nestled on a 4-acre estate w/ a Hamptons style heated salt water pool, sprawling 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.

FamilyLocationAccess

5.0 out of 5 average rating, 71 reviews

Top guest favorite

A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.

Condo in Lewes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

LocationFamilyParks

4.98 out of 5 average rating, 222 reviews

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

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.

FamilyLocationCheckout

5.0 out of 5 average rating, 93 reviews

Top guest favorite

Condo in Lewes

Spacious | Modern & Cozy | Close to the 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.

FamilyLocationComfort

4.95 out of 5 average rating, 327 reviews

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

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.

FamilyLocationHeating

4.94 out of 5 average rating, 241 reviews

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

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.

FamilyLocationTV

4.97 out of 5 average rating, 675 reviews

Top guest favorite

A spacious living area features two light grey sofas adorned with blue pillows, positioned around a coffee table with a pastel blue finish. Artworks depicting ocean waves hang on the wall, while a staircase leads to the upper level, enhancing the airy feel of the space.

Home in Lewes

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.

LocationFamilyGetting around

4.97 out of 5 average rating, 63 reviews

Top guest favorite

A spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.

Condo in Rehoboth Beach

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.

FamilyValueNearby

5.0 out of 5 average rating, 129 reviews