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Holiday rentals in Townsend

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Top-rated holiday rentals in Townsend

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

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Top guest favourite
Home in Middletown
5 out of 5 average rating, 17 reviews

Private Guest Suite

Our suite features a 3-speed ceiling fan with dimmable overhead lighting, a kitchenette, a bidet toilet, an office nook, and more. While this space is most comfortable for 2 people, up to 2 additional people may be added to your reservation for a fee and we will provide an air mattress. Please note: our home shares a small mud room-style entrance with the guest suite, however the suite has a lock and is private with its own bedroom, bathroom, and kitchenette. We look forward to hosting you!

Top guest favourite
The exterior of a large, historic house is viewed from the river, surrounded by leafless trees and greenery. A deck is visible, along with a patio area featuring white chairs. The structure showcases multiple levels and a traditional architectural style.
Flat in Chestertown
5 out of 5 average rating, 145 reviews

Waterfront historic district 1BR Apartment

Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

Top guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 270 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Guest favourite
A charming two-story cottage is framed by tall trees and a grassy yard. The light siding contrasts with the darker roof, while the front steps lead to a welcoming door. Clouds fill the sky, and the surrounding greenery complements the tranquil setting.
Home in Galena
5 out of 5 average rating, 8 reviews

Hunter's Lodge

Escape to our charming countryside cottage nestled on a picturesque farm on the Eastern Shore and just a stone’s throw from Delaware. Surrounded by rolling fields, this cozy retreat offers the perfect blend of rustic charm and modern comfort. Enjoy morning coffee on the porch, explore nearby towns and outdoor experiences. With easy access to local attractions, you can experience farm life while being close to charming towns and beautiful landscapes. Your serene getaway awaits!

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guest house in Elkton
4.91 out of 5 average rating, 193 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 278 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Superhost
An open living space features a dining area with a round wooden table and three chairs. A comfortable seating area includes a dark couch and a patterned rug. Natural light enters through the sliding door, which leads to the outdoor balcony. Decorative elements include a plant and artwork on the wall.
Townhouse in Middletown
4.91 out of 5 average rating, 80 reviews

Spacious 3 bed/1.5 bath townhome with free parking

Relax in this lovely 3 bedroom, 1.5 bath townhome with free parking on premises. This home is close to parks, beaches, fine dining, bowling, art activities, theater, walking trails & much more. The home has ample space for you and your family to enjoy. There is a full kitchen, living and dining area, laundry room, 3 bedrooms and a balcony. There is opportunity for short stays and longer stays.....send us a message. Don't forget Tax-Free shopping in Delaware!

Top guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 117 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Guest favourite
The interior of the cottage features rustic wooden beams and stone walls, creating a charming ambiance. A staircase leads to a lofted area. An inviting dining table sits at the center, surrounded by open living and workspace areas, equipped with various comfortable furnishings.
Cottage in Port Deposit
4.94 out of 5 average rating, 342 reviews

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.

Top guest favourite
A charming stone cottage is surrounded by lush greenery. The red roof contrasts with the natural landscape. A spacious deck features outdoor seating, providing a serene view of the garden and rolling grassy hills beyond.
Farm stay in Lincoln University
4.97 out of 5 average rating, 184 reviews

Pyle Cottage, circa 1750

Relax at this unique and tranquil getaway located within 5 minutes of Fair Hill Training Center and MD 5* Event site. Quiet with lots of outside spaces and local hiking & biking right out your front door. Ten minutes off Rte 95 ~ 1 hour south of Philadelphia and 1 hr north of Baltimore in the tristate corner of DE-MD-PA.

Top guest favourite
A comfortable living room is furnished with a light gray sofa and an armchair featuring a striped pattern. A smart TV is positioned on a black cabinet, while a decorative plant adds a touch of greenery. Natural light enters through two windows, enhancing the serene ambiance.
Home in Clayton
4.98 out of 5 average rating, 55 reviews

The Little Gem Cottage/ EV charging station

Little Gem Cottage is the perfect place for a couples getaway! Come enjoy this peaceful countryside setting. We are only minutes from Delaware State University and some of Delaware’s major attractions like Dover Air Base and Dover Motor Speedway This property has it’s own Level 2 multi port EV charging station!

Top guest favourite
A cozy living room is depicted, featuring a large screen displaying a fireplace. Comfortable gray sofas surround a white coffee table, while soft lighting from two overhead fixtures enhances the space. A minimalist workspace and decorative plants are visible in the background.
Guest suite in Middletown
4.86 out of 5 average rating, 72 reviews

Charming Private Basement Retreat in Middletown

Escape to our private basement retreat in charming Middletown, Delaware. This cozy space features a comfortable living room, inviting bedroom, charming farmhouse-styled toilet, and a dedicated workspace. Explore nearby attractions and return to unwind in serene surroundings. Book now for a memorable getaway!

Popular amenities for Townsend holiday rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. New Castle County
  5. Townsend