A waterfall, a stone building, and autumn foliage.

Townsend Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Townsend vacation rentals

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

1. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is ￥10,737
￥18,410 total
includes taxes & fees
Nov 4 - Nov 5
Guest Suite for up to 2 in a Victorian on the Chester River
A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

2. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is ￥11,029
￥16,200 total
includes taxes & fees
Nov 16 - Nov 17
Country Get Away Studio Apartment
A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

3. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is ￥21,271
￥46,764 total
includes taxes & fees
Nov 4 - Nov 5
Historic Chesapeake City Stay
A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

4. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is ￥13,500
￥22,318 total
includes taxes & fees
Nov 4 - Nov 5
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
A covered deck area with a grill and outdoor seating.

5. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is ￥29,779
￥35,216 total
includes taxes & fees
Nov 16 - Nov 17
Nature's Haven Tiny Home
A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

6. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
United States
John
The price is ￥22,736
￥44,016 total
includes taxes & fees
Nov 9 - Nov 10
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

7. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (7 reviews)
"Great stay. Awesome owner. Nice restaurant right up the ramp. Would def recommend and do again if in the area!!!"
United States
Justin M.
The price is ￥39,390
￥44,629 total
includes taxes & fees
Nov 5 - Nov 6
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Terrace/patio

8. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is ￥29,779
￥39,927 total
includes taxes & fees
Nov 16 - Nov 17
Tiny Home Tranquil Oasis
A two-story residential building with a stone facade, a large front lawn, and a driveway.

9. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is ￥46,735
￥61,311 total
includes taxes & fees
Dec 1 - Dec 2
Elegant Family Stay • Quiet Neighborhood • Comfort
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

10. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is ￥25,578
￥30,223 total
includes taxes & fees
Nov 9 - Nov 10
Turtle Cove Room
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

11. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is ￥27,415
￥32,388 total
includes taxes & fees
Nov 23 - Nov 24
Beachcomber Suite
A room with a large sliding glass door leading to a balcony with a view of the sea and a wooden deck.

12. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is ￥48,954
￥73,035 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Cottage, (romantic couple’s getaway)
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

13. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful spot for five ladies to enjoy an evening away close to Chesapeake City"
United States
Rebecca G.
The price is ￥27,710
￥58,661 total
includes taxes & fees
Nov 4 - Nov 5
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A garden path leading to a wooden building with a rustic appearance.

14. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is ￥28,928
￥43,335 total
includes taxes & fees
Nov 16 - Nov 17
Secluded Cottage in Middle of Chestertown
A modern kitchen with dark cabinets, a white refrigerator, a microwave, an oven, and a bar area with stools.

15. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.4 out of 10, Very good, (24 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is ￥28,278
￥57,339 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A covered outdoor seating area with a wooden ceiling, two chairs, a table, and a wicker sofa.

16. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton

Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
Betterton
The price is ￥28,136
￥54,764 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
A kitchen with a wooden island, built-in cabinets, and a window providing a view of the outdoors.

17. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
8.0 out of 10, Very good, (1 review)
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...
United States
Miriam G.
The price is ￥31,197
￥43,591 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A wooden deck with lounge chairs and a dock extending into calm water.

18. Waterfront house with amazing views. Top of the Chesapeake

Waterfront house with amazing views. Top of the Chesapeake
Perryville
10.0 out of 10, Exceptional, (115 reviews)
"Matt was a wonderful host whi responded to my texts very quickly. The house was perfect for a quick getaway celebrating my dad's retirement. Fishing from the dock was a plus, and everyone caught fish, even some "keepers"."
United States
Joe M.
The price is ￥40,783
￥79,046 total
includes taxes & fees
Nov 4 - Nov 5
Waterfront house with amazing views. Top of the Chesapeake
A spacious room with a large sliding glass door leading to a deck, a dining area with a white table, and a cozy seating area with a view of the water.

19. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
Charlestown
10.0 out of 10, Exceptional, (5 reviews)
"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."
United States
Laura K.
The price is ￥41,422
￥66,129 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

20. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is ￥27,056
￥58,318 total
includes taxes & fees
Dec 1 - Dec 2
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Townsend Hotel Reviews

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"Everything was great. I would love to stay again."
Claudiana 2-night trip
Posted 3 hours ago
Embassy Suites by Hilton Newark Wilmington South

Find out more about Townsend

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Look no further and take a look at our great range of rental properties in Townsend!

Frequently asked questions

Can I find vacation rentals in Townsend?

Yes, we give you a choice of vacation rentals close to popular sights in Townsend, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Townsend?

Private 3BR Farmhouse on Estate with Event Space, Horses,Trails, Ponds & Orchard: This highly rated vacation home rental in Townsend is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What can I see and do in Townsend?

Explore the area and family-friendly sights such as Frightland, or get out into nature at a spot like Woodland Beach. In the larger area, you’ll find Middletown Town Hall and Middletown Historic District.

What are vacation rentals like in Townsend?

Vacation rentals are private properties you can reserve for a couple days or more in Townsend. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.