Vacation rentals in Townsend

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Townsend

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A calm scene captures the reflection of a brightly lit building along the water's edge at dusk. The surrounding architecture features a mix of traditional and charming homes, with soft clouds above and a tranquil water surface mirroring the lights.

Apartment in Chesapeake City

5 out of 5 average rating, 20 reviews

The Pearl: a 70s vibe, hip/cozy

The Pearl is located in the heart of historic Chesapeake City; just steps from all the boutiques, restaurants & nightlife with a lovely view of the C&D Canal. It's cozy, but functional with 2 workspaces, 2 bedrooms & all the amenities you'd want in your home away! We provide a Nespresso machine & excellent coffee, snacks, sparkling water, full kitchen,etc. It's got a 70s vibe, an eclectic combo of euro/scan/boho hip! It's not your usual Victorian spot. Come stay with us, you won't regret it!

Top guest favorite

An exterior view of the cottage showcases a welcoming wooden deck with ramps, facilitating accessibility. A glass door leads inside while a white chair and barbecue grill are present nearby. Lush greenery and a horse fence frame the scene, enhancing the country setting.

Cottage in North East

4.98 out of 5 average rating, 568 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Guest favorite

An updated kitchen stovetop is showcased with a glass lid resting on a burner. A metallic kettle sits nearby, reflecting light from the overhead source. The countertop features modern appliances and utensils, contributing to a functional cooking space.

Townhouse in Middletown

5 out of 5 average rating, 26 reviews

Luxury Townhome w/free parking

Welcome to this luxurious, updated and stylish home that is centrally located, yet tucked away in a peaceful area with inside & outside dining. This 2 bed/1.5 bath home is has beautiful lighting, laminated floors, high ceilings, large rooms w/king bed & comfortable sofa for reading or relaxing in the master bedroom. The second room has 2 full beds. The kitchen is updated with all the necessary appliances and utensils that even a chef would enjoy and flows into the classy living/dining area.

Guest favorite

Cottage in Charlestown

4.94 out of 5 average rating, 176 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & 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

Guest favorite

A corner of a bathroom features a jetted tub beside a window offering views of the surrounding trees and water. Soft white towels are neatly arranged on the tiled ledge, and a simple vase holds decorative dried grasses.

Home in Galena

4.93 out of 5 average rating, 40 reviews

Connection Pointe•River views•Quiet•Peaceful

Connection Pointe is a great getaway for your family vacation or to reconnect with friends, you will be sure to enjoy this beautiful property that sits right along the Sassafras River, it is quiet and peaceful with amazing views from the house and the screened in deck. Come enjoy the sounds of nature as you take time to relax and refocus! There is no boat access to the river from the property. There is a fairly steep bank going down to the river, so please be mindful of this with children.

Superhost

The bathroom features neutral tones with a tiled shower area and a bathtub. A compact vanity with a sink is positioned beside the toilet. Soft towels are neatly hung on a towel rack, and a mirror is mounted on the wall above the sink.

Apartment in Clayton

4.92 out of 5 average rating, 52 reviews

Quaint 1st floor 1 BR apt in Historic Firehouse

1 bedroom apt. in historic building in town (1800's Firehouse). Newly remodeled for those looking for quaint getaway. Within sight of small park with gazebo, coffee shop (old Town hall), 1 block to local pizza shop. Just a short drive to Smyrna where you will find anything else you are needing. Central to the beach, the bay, Baltimore, Philadelphia, Lancaster, and so many small towns along the way. Anything you dont find in Smyrna we have Dover to the south or Middletown to the north.

Superhost

A neatly arranged coffee station is displayed on a marble-top console table. Items include a coffee maker, a glass carafe, a basket with assorted tea bags, and a variety of single-serve coffee pods arranged in a circular holder.

Home in Smyrna

4.76 out of 5 average rating, 37 reviews

Entire house sleeps 8 with parking, Wi-fi, kitchen

Welcome to our home! Located in the heart of DE, in front of Smyrna rest stop on exit 119 on route 1, making it convenient to explore North or South: Dover Airforce 16 miles away, Ballys Dover casino is 11 miles away, DE Turf complex 29 miles away, Harrington Casino 36 miles away, Smyrna downtown 3 miles away full of shops and restaurants, Middletown downtown 11 miles away, Bay health hospital 13 miles away, Neumorus Children Hospital 38 miles away, Wilmington River front 35 miles away.

Superhost

A serene landscape captures the early sunrise over a foggy field, with a gentle reflection on the calm water of a pond. A white fence outlines the area, and trees are shrouded in mist, creating a tranquil atmosphere.

Farm stay in Townsend

4.68 out of 5 average rating, 41 reviews

NBR Farms Guest House

Serene Farm Getaway. Escape to a peaceful retreat on a private estate. Immerse yourself in the tranquility of nature as you explore the sprawling grounds, featuring picturesque apple orchards and peaceful fishing ponds. Enjoy 3-bedroom guest house. Relax and unwind in the rejuvenating hot tub or indulge in a luxurious soak in the Jacuzzi. This serene farm getaway offers the perfect retreat. Bring your furry friend along to enjoy the scenic surroundings together

Guest favorite

An outdoor patio features a shaded table and chairs under a large red umbrella. The landscape includes open grassy areas, with trees in the background. A pathway leads from the patio toward the lush greenery, connecting to other buildings in the distance.

Guesthouse in Dover

4.88 out of 5 average rating, 120 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

Top guest favorite

Cottage in North East

4.95 out of 5 average rating, 360 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Top guest favorite

A scenic view from the property showcases neighboring houses with diverse architectural styles. The landscape includes a green lawn in the foreground and a parking area in the distance, with trees lining the waterfront beyond the buildings.

Townhouse in Port Deposit

4.96 out of 5 average rating, 218 reviews

Quarry Landing *River View* in Port Deposit

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Guest favorite

A welcoming signage for Byler's Store is prominently displayed, featuring a wooden structure with stone accents. Lush greenery surrounds the entrance, complemented by a classic lamp post, enhancing the inviting appearance of this local destination.

Apartment in Dover

4.88 out of 5 average rating, 139 reviews

Cozy apartment in a quiet Amish country setting

Relax in our fully furnished 1 bedroom basement apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop. Bylers.com

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Townsend vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Townsend

Guest favorite

The historic Terry House features a charming brick exterior with a distinctive dome atop the roof. Large windows provide a glimpse into the past, while greenery surrounds the building, creating a serene atmosphere. Flags are displayed at the front, signifying its historical importance.

Hotel room in New Castle

4.95 out of 5 average rating, 132 reviews

“Out to Sea” at the Terry House !

MinetteRating, 5 stars5 days ago

Lovely area! And so full of history! We enjoyed walking around the neighborhood, seeing the beautiful old houses & cemeteries. The house & rooms were amazing! Beautifully decorated!

Top guest favorite

Private room in Millington

5 out of 5 average rating, 268 reviews

Guest Suite in a Victorian on the Chester River

AnielaRating, 5 stars2 weeks ago

Our stay was perfect - like a luxury suite for a portion of the cost and no worries about other people around you making noise. Teddi is very nice and the place was super clean. Would definitely stay again and recommend!

Guest favorite

Private room in Smyrna

4.91 out of 5 average rating, 22 reviews

Private suite with own entrance/Bathroom

DorborRating, 5 stars1 week ago

Beautiful home just as the pictures. I enjoyed my time there. Very quiet neighborhood.

Guest favorite

An A-frame tiny home is presented, featuring a striking sloped design with large glass panels. The wraparound deck is enclosed by black railings, providing a cozy outdoor space. Surrounding greenery suggests a serene setting within the Lancaster countryside.

Tiny home in Gap

4.98 out of 5 average rating, 47 reviews

A-Frame Tiny Home

JaredRating, 5 stars3 days ago

I love this place. I will absolutely try to rent again. I only got to be there for one evening so I’d like to spend more time, to enjoy just how peaceful it is. The bed was one of the most comfortable I’ve ever slept on. The space was so comfortable and clean. I can’t say enough good things about my experience. Thank you!

Guest favorite

Two sandwiches are presented on a white plate, showcasing layers of crispy bacon and fried eggs nestled between soft, white rolls. The background features an out-of-focus sandwich, enhancing the focus on the main dishes.

Private room in Chesapeake City

4.91 out of 5 average rating, 268 reviews

Cafe on the Bay 2- breakfast included!

LynnRating, 5 stars3 weeks ago

We booked this location based on the wonderful reviews and we found it perfectly as described! The room was spotless and the bed was comfortable! We enjoyed an outstanding breakfast courtesy of the Cafe on The Bay’s owner Tammy! I am forced to eat gluten-free and am use to only being able to enjoy a cup of coffee when meals are offered. When Tammy became aware of my dietary restrictions, she provided me with one of the best breakfasts I’ve enjoyed! We will definitely return if the opportunity arises and stay again!

A modern shower area is enclosed with clear glass, featuring textured stone walls in neutral tones. A handheld shower head and wall-mounted fixture are equipped, while a mosaic pebble floor adds an earthy touch. Decorative artwork is displayed on the adjacent wall.

Home in Middletown

5 out of 5 average rating, 4 reviews

Spacious Two (2) Bedroom Unit And Fully Equipped

BrettRating, 5 stars1 week ago

My family of 4 spent the weekend here. The place was exactly as described. Everything was clean and orderly. We enjoyed relaxing by the TV. Beds were very comfortable. Great place to stay for a short trip. Thank you!

Top guest favorite

Private room in Dover

4.99 out of 5 average rating, 193 reviews

'Room J' for 1-2 guests in "Black Horse Inn"

AndrewRating, 5 starstoday

What a great host! They made us feel right at home and rolled out the red carpet for us. Great conversation and great privacy when needed. Good decision to stay with Renate and Bob. Will definitely stop in the next time we are in the area.

A spacious living area is highlighted by a comfortable sectional sofa and a light-colored chair. A flat-screen television is positioned on a dark wooden stand. Natural light filters through sheer window treatments, illuminating the room's neutral walls and flooring.

Home in Earleville

5 out of 5 average rating, 3 reviews

The Cottage at Crystal

PamelaRating, 5 stars2 weeks ago

Everything was great and as described in the listing. We would go back! The only small issue we had was no curtain on front or back door for privacy. All the big windows have really great blinds that are easy to use. Everything was very clean. There is spotty cell service in this area of the Bay and people should realize there is not wifi currently offered at this home. The views of the bay from the living room and front porch are spectacular. Thank you for having us, Ashley!

Show all

Vacation rentals in Townsend

Top-rated vacation rentals in Townsend

Vacation rentals for every style

Popular amenities for Townsend vacation rentals

Other great vacation rentals in Townsend

Destinations to explore