Kennedyville Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Kennedyville holiday rentals

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
9.6 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 HK$533
HK$980 total
includes taxes & fees
3 Jun - 4 Jun
Guest Suite for up to 2 in a Victorian on the Chester River
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is HK$776
HK$1,245 total
includes taxes & fees
1 Jun - 2 Jun
First Floor Studio Apartment in Historic Chestertown
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (43 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
The price is HK$549
HK$872 total
includes taxes & fees
10 Jun - 11 Jun
Country Get Away Studio Apartment
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
8.2 out of 10, Very good, (17 reviews)
"Nice place"
United States
christine
The price is HK$458
HK$652 total
includes taxes & fees
3 Jun - 4 Jun
Charming 2-bedroom house in Aberdeen with WiFi and AC
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 HK$846
HK$2,201 total
includes taxes & fees
10 Jun - 11 Jun
Historic Chesapeake City Stay
Interior

2 Mi to Apg: Edgewood Family Home w/ Fenced Yard

2 Mi to Apg: Edgewood Family Home w/ Fenced Yard
3.0 star property
Edgewood
The price is HK$1,144
HK$3,726 total
includes taxes & fees
25 Jun - 26 Jun
2 Mi to Apg: Edgewood Family Home w/ Fenced Yard
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is HK$1,481
HK$1,869 total
includes taxes & fees
31 May - 1 Jun
Tiny Home Tranquil Oasis
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
The price is HK$1,270
HK$1,461 total
includes taxes & fees
2 Jun - 3 Jun
Luxury Bed and Breakfast Suite for a Weekend Getaway near Susquehanna State Park, Maryland
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, (21 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$923
HK$2,247 total
includes taxes & fees
31 May - 1 Jun
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Smart TV, books

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveller
The price is HK$1,959
HK$3,001 total
includes taxes & fees
3 Jun - 4 Jun
Newly restored apartment in the heart of Chestertown
Dining

Sunset River Cottage

Sunset River Cottage
Elkton
8.6 out of 10, Excellent, (16 reviews)
"The property was just what we needed. Very quiet, laid back and the pier was great for fishing!"
United States
Ray D.
The price is HK$2,390
HK$3,746 total
includes taxes & fees
11 Jun - 12 Jun
Sunset River Cottage
Property grounds

Beachcomber Suite

Beachcomber Suite
Kent County
The price is HK$1,142
HK$1,411 total
includes taxes & fees
1 Jun - 2 Jun
Beachcomber Suite
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, (12 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is HK$1,425
HK$2,125 total
includes taxes & fees
2 Jun - 3 Jun
Quarry Landing - Center of Town & River View - 3 Bedroom
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 HK$1,481
HK$1,830 total
includes taxes & fees
31 May - 1 Jun
Nature's Haven Tiny Home
Interior

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
2.0 star property
North East
9.0 out of 10, Wonderful, (4 reviews)
"Very nice cabin. By the town and easy drive to everything. "
United States
Mark
The price is HK$3,224
HK$3,833 total
includes taxes & fees
10 Jun - 11 Jun
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
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 HK$1,097
HK$1,960 total
includes taxes & fees
22 Jun - 23 Jun
Private 3 room Queen Suite w/Kitchenette
Smart TV

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 HK$1,164
HK$1,616 total
includes taxes & fees
1 Jun - 2 Jun
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
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, (43 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is HK$1,375
HK$1,648 total
includes taxes & fees
7 Jun - 8 Jun
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior detail

2 Mi to APG: Edgewood Family Home w/ Fenced Yard

2 Mi to APG: Edgewood Family Home w/ Fenced Yard
Edgewood
4.0 out of 10, (1 review)
"The house was okay. Definitely wasnt cleaned thoroughly as there was still food stains in the fridge and peices of food in the butter tray inside the fridge. The stove would not work until i set the time to the correct time so that was a bit of a question mark as to why that was. There was ants all over inside the house which personally was very disgusting. Both me and my son woke up with ants crawling on us in both the master bedroom and back bedroom. So that is something that should be...
United States
Sean G.
The price is HK$1,019
HK$3,701 total
includes taxes & fees
25 Jun - 26 Jun
2 Mi to APG: Edgewood Family Home w/ Fenced Yard
WiFi, bed sheets

Turtle Cove Room

Turtle Cove Room
Kent County
The price is HK$1,354
HK$1,675 total
includes taxes & fees
4 Jun - 5 Jun
Turtle Cove Room
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

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

10/10 Excellent
"My stay was comfortable.The staff was nice and accommodating. This was an enjoyable stay, and economical too."
KIM 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Find out more about Kennedyville

Search for holiday rentals in Kennedyville on Expedia! You can easily find your home rentals, villas, holiday apartments in Kennedyville using one of the methods below:

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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 holiday rental in Kennedyville?

Yes, there are holiday rentals close to the most popular sights in Kennedyville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views: This holiday home rental outside of Kennedyville is located on a river, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of an arcade/games room 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 holiday rental in Kennedyville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kennedyville. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.