Great Oak Landing Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Great Oak Landing vacation rentals

TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (13 reviews)
"Met our needs. Great stay."
United States
Robert C.
The price is ￥10,751
￥14,773 total
includes taxes & fees
Apr 16 - Apr 17
Charming 2-bedroom house in Aberdeen with WiFi and AC
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is ￥15,768
￥25,299 total
includes taxes & fees
Apr 15 - Apr 16
First Floor Studio Apartment in Historic Chestertown
Room

Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals

Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals
Nottingham City
The price is ￥18,348
￥32,413 total
includes taxes & fees
May 4 - May 5
Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals
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, (18 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is ￥18,762
￥44,831 total
includes taxes & fees
Apr 13 - Apr 14
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Dining

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is ￥35,836
￥67,531 total
includes taxes & fees
Apr 18 - Apr 19
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is ￥20,904
￥26,163 total
includes taxes & fees
Apr 20 - Apr 21
High Tide Haven Suite
TV, offices

Serenity on the Cove

Serenity on the Cove
Dundalk
9.8 out of 10, Exceptional, (9 reviews)
"Great stay - would stay again "
United States
Anonymous traveler
The price is ￥28,669
￥183,038 total
includes taxes & fees
Apr 13 - Apr 14
Serenity on the Cove
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is ￥57,337
￥105,128 total
includes taxes & fees
Apr 13 - Apr 14
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Beach

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "
United States
Debbie S.
The price is ￥35,836
￥60,297 total
includes taxes & fees
May 6 - May 7
Waterfront Retreat with Private Dock and Beach
Dining

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
9.0 out of 10, Wonderful, (9 reviews)
"Excellent communication with host, we had everything we needed"
United States
Kelly W.
The price is ￥127,416
￥192,800 total
includes taxes & fees
Apr 13 - Apr 14
Luxury Waterfront Home Built for Entertaining!
Property grounds

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
The price is ￥26,590
￥69,532 total
includes taxes & fees
Apr 13 - Apr 14
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Interior

Abingdon Haven Hideaway

Abingdon Haven Hideaway
Abingdon
7.0 out of 10, Good, (2 reviews)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is ￥18,635
￥60,440 total
includes taxes & fees
Apr 18 - Apr 19
Abingdon Haven Hideaway
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
The price is ￥27,872
￥57,907 total
includes taxes & fees
Apr 15 - Apr 16
Bayside Cottage steps from Rock Hall Harbor
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ￥28,669
￥43,895 total
includes taxes & fees
May 4 - May 5
BAYSIDE BUNGALOW
Dining

Spacious 4-bedroom retreat house with plenty of parking

Spacious 4-bedroom retreat house with plenty of parking
Overlea
9.4 out of 10, Exceptional, (3 reviews)
"All good it was a great value"
United States
paul r.
The price is ￥46,188
￥88,116 total
includes taxes & fees
Apr 13 - Apr 14
Spacious 4-bedroom retreat house with plenty of parking
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 Great Oak Landing Hotel Reviews

Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent
"The breakfast was a wonderful"
Eleen 3-night trip
Posted 7 hours ago
Fairfield Inn & Suites by Marriott White Marsh

Find out more about Great Oak Landing

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Frequently asked questions

Are there vacation rentals in Great Oak Landing?

Yes, we have vacation rentals close to popular sights in Great Oak Landing, or you can select a more remote option if you're looking for relaxation. Great Oak Landing is known for its restaurants.

What's the top vacation rental that Great Oak Landing has to offer?

240' Private Beachfront @Kent Island Love Point - Great for Families: Visitors like this Great Oak Landing vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Great Oak Landing?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Washington College and River Arts Chestertown are a couple of places you'll find in the larger area.

What are vacation rentals like in Great Oak Landing?

Vacation rentals are private accommodations you can stay in for a short or long stay in Great Oak Landing. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.