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Kennedyville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Kennedyville vacation rentals

Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (21 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is ￥17,306
￥44,672 total
includes taxes & fees
Jun 19 - Jun 20
Historic Chesapeake City Stay
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (42 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is ￥11,217
￥17,835 total
includes taxes & fees
Jun 22 - Jun 23
Country Get Away Studio Apartment
Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
10.0 out of 10, Exceptional, (44 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is ￥28,122
￥33,546 total
includes taxes & fees
Jun 16 - Jun 17
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Terrace/patio

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 ￥30,285
￥37,738 total
includes taxes & fees
Jun 17 - Jun 18
Nature's Haven Tiny Home
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (112 reviews)
"Every thing was great"
United States
lesia k.
The price is ￥15,864
￥25,453 total
includes taxes & fees
Jun 16 - Jun 17
First Floor Studio Apartment in Historic Chestertown
Exterior

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, (23 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is ￥10,896
￥20,042 total
includes taxes & fees
Jun 29 - Jun 30
Guest Suite for up to 2 in a Victorian on the Chester River
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (22 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is ￥19,870
￥47,226 total
includes taxes & fees
Jun 21 - Jun 22
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Exterior

Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (1 review)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is ￥25,959
￥29,356 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.8 out of 10, Good, (17 reviews)
"Nice place"
United States
christine
The price is ￥10,384
￥14,404 total
includes taxes & fees
Jun 21 - Jun 22
Charming 2-bedroom house in Aberdeen with WiFi and AC
Shower, hair dryer, towels, soap

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace
10.0 out of 10, Exceptional, (10 reviews)
"The house was very cozy and close to my venue Jennifer was very responsive with any questions nice place to stay roomy"
United States
Liza
The price is ￥30,574
￥41,751 total
includes taxes & fees
Jun 16 - Jun 17
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Beach nearby

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is ￥36,054
￥60,664 total
includes taxes & fees
Jun 21 - Jun 22
Waterfront Retreat with Private Dock and Beach
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
The price is ￥30,285
￥38,539 total
includes taxes & fees
Jun 19 - Jun 20
Tiny Home Tranquil Oasis
Interior

Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (30 reviews)
"Perfect location for that town. "
United States
Hisham M.
The price is ￥26,440
￥46,031 total
includes taxes & fees
Jun 28 - Jun 29
Private 3 room Queen Suite w/Kitchenette
WiFi, bed sheets

Turtle Cove Room

Turtle Cove Room
Kent County
The price is ￥22,498
￥27,919 total
includes taxes & fees
Jul 6 - Jul 7
Turtle Cove Room
Property grounds

Beachcomber Suite

Beachcomber Suite
Kent County
The price is ￥23,363
￥28,862 total
includes taxes & fees
Jun 22 - Jun 23
Beachcomber Suite
Terrace/patio

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
The price is ￥22,353
￥27,091 total
includes taxes & fees
Jun 16 - Jun 17
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is ￥28,202
￥58,430 total
includes taxes & fees
Jun 30 - Jul 1
Bayside Cottage steps from Rock Hall Harbor
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (55 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ￥32,048
￥48,578 total
includes taxes & fees
Jun 16 - Jun 17
BAYSIDE BUNGALOW
TV, fireplace

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is ￥67,602
￥100,421 total
includes taxes & fees
Jun 23 - Jun 24
Long Beach Cottage, (romantic couple’s getaway)
Fridge, microwave, oven, stovetop

Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (13 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is ￥37,352
￥53,352 total
includes taxes & fees
Jun 21 - Jun 22
Quarry Landing - Center of Town & River View - 3 Bedroom
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 Kennedyville Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"OK, this place here really surprise me. Everything was exceptional. I didn’t even think Hampton Inn suites could have a place so clean family friendly. The staff was great Front desk was exceptional. I have no complaints money well spent."
Alix 1-night trip
Posted 8 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South

Find out more about Kennedyville

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

Frequently asked questions

Can I find a vacation rental in Kennedyville?

Yes, there are vacation rentals close to top local attractions in Kennedyville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Kennedyville has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Kennedyville is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What’s there to see and do in Kennedyville?

Turner's Creek Park and Turner Creek Landing Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Crow Farm and Vineyard and Kent Museum.

What’s a vacation rental in Kennedyville like?

Vacation rentals are private properties where you can stay for a long or short time in Kennedyville. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.