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, 137 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

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!*

Top guest favorite
An aerial view of the Blue Bird Cottage is presented, surrounded by a lush expanse of mature trees. The quaint cottage sits on a spacious green lawn, illustrating the serene and private setting within a forested area.
Cabin in Lewes
4.96 out of 5 average rating, 116 reviews

Tiny Living: The Blue Bird Tree House 1BR/Den

25% discount for 30 day stays! Tiny Home with mature trees yet close to the beaches! Tranquil getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with futon, 2 baths, fully equipped kitchen, large deck for relaxing. Entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 stairs. Must be 21yrs and have 1 airbnb review.

Top guest favorite
A spacious living area is presented, featuring a gray sofa and a light wooden coffee table at the center. A round dining table with white chairs occupies one corner. Natural light enters through large windows, illuminating the neutral wall tones and enhancing the comfortable atmosphere.
Guest suite in Rehoboth Beach
5.0 out of 5 average rating, 48 reviews

Kisa Dove

Kisa Dove is conveniently located East of Rt. 1 at Midway, Rehoboth Beach. This adorable beach cottage is in walking distance to all that Midway has to offer, including restaurants, shopping and entertainment. Midway movie theater, Dunkin Donuts, Acme, Surf Bagel, Panera Bread, 1776 Steakhouse, Marshalls, Midway Speedway and Water Park, and more, are all just within a 10-minute walk. NOTE - this cottage is an upper-level, detached garage apartment. The primary house is owner-occupied.

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.

Guest favorite
Cabin in Lewes
4.89 out of 5 average rating, 56 reviews

Dock, Waterfront, Fire Pit, Rare Find, Grill

This charming home sleeps 8 with 3 bedrooms, 2 new full baths, and a private dock. Enjoy a hammock, fire pit with wood provided, grill, game room, Smart TVs, plenty of parking and stunning views from every single room. Just 5.2 miles to shop and dine in downtown Lewes, 6 miles to the beach at Cape Henlopen State Park and 8.5 miles to the boardwalk in Rehoboth Beach, it’s the perfect blend of relaxation and adventure. All linens, towels, beach towels, beach chairs and essentials provided.

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.

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, 231 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.

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.

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, 666 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.

Top guest favorite
A comfortable living area is highlighted by a sectional sofa with neutral tones. A round dining table for four is set next to large windows, inviting natural light. Artwork depicting coastal scenes decorates the walls, enhancing the home's airy ambiance.
Cottage in Lewes
5.0 out of 5 average rating, 111 reviews

Hetty's House - Your Cozy Retreat

Hetty’s House offers a quaint standalone home in a peaceful and quite wooded setting, conveniently situated between Rehoboth, Lewes, and Long Neck. The location offers easy access to a multitude of great local restaurants, shopping at the Tanger Outlets, and Delaware's wonderful beaches and inland bays. Take advantage of the large private backyard, patio with fire-pit and outdoor dining. Plenty of parking, feel free to bring your boat, jet skis, etc.

Top guest favorite
A comfortable living area features a dark sofa adorned with patterned throw pillows. A coffee table sits atop a patterned area rug, while natural light enters through multiple windows adorned with wooden blinds. A TV is positioned on an entertainment unit across from the seating area.
Condo in Lewes
4.95 out of 5 average rating, 157 reviews

Beautiful condo in Villages of Five Points, Lewes

Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.

Popular amenities for Jimtown vacation rentals