Great Oak Landing Holiday Rentals

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Check prices for these dates

Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Great Oak Landing

Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
Rosedale
10.0 out of 10, Exceptional, (1)
The price is HK$1,368
HK$3,578 total
includes taxes & fees
18 Nov - 19 Nov
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Fridge, microwave, oven, stovetop
Small House on Gentleman’s Farm

Small House on Gentleman’s Farm

Bel Air
10.0 out of 10, Exceptional, (12)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is HK$797
HK$2,259 total
includes taxes & fees
2 Dec - 3 Dec
Small House on Gentleman’s Farm
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, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is HK$916
HK$2,213 total
includes taxes & fees
18 Nov - 19 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"Loved sitting on the dock, peaceful, quiet; house has everything you need"
United States
jackie r.
The price is HK$1,360
HK$2,445 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Retreat with Private Dock and Beach
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is HK$770
HK$1,235 total
includes taxes & fees
18 Nov - 19 Nov
First Floor Studio Apartment in Historic Chestertown
Property grounds
Hobbit House one of a kind home

Hobbit House one of a kind home

Bel Air
10.0 out of 10, Exceptional, (7)
"We had a great stay! "
United States
Courtney H.
The price is HK$826
HK$2,297 total
includes taxes & fees
18 Nov - 19 Nov
Hobbit House one of a kind home
Interior
Modern and Cozy Home in Bel Air with a Home Office and Fireplace

Modern and Cozy Home in Bel Air with a Home Office and Fireplace

Bel Air
10.0 out of 10, Exceptional, (5)
"I appreciated how clean and pleasant it smelled! Then it was a beautiful location with lots of places to eat nearby. My only improvement would have been window curtains, especially in the master bath. "
United States
Leah M.
The price is HK$1,651
HK$2,376 total
includes taxes & fees
18 Nov - 19 Nov
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (2)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is HK$1,749
HK$2,118 total
includes taxes & fees
18 Nov - 19 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is HK$1,532
HK$3,461 total
includes taxes & fees
18 Nov - 19 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Marina
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

Pasadena
The price is HK$1,428
HK$3,560 total
includes taxes & fees
18 Nov - 19 Nov
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Marina
Sparkling new! A Craftsman-style cottage in the heart of Rock Hall

Sparkling new! A Craftsman-style cottage in the heart of Rock Hall

Rock Hall
10.0 out of 10, Exceptional, (2)
"I spent a wonderful 8 nights at the Dragonfly Cottage in the quaint bayside town of Rock Hall. The cottage was in a prime location and perfectly situated for long morning walks around the town. The cottage itself is brand new with every accommodation you can think of to have a comfortable stay. The 3 large bedrooms and open floor plan kitchen / living area provide plenty of space to spread out. Everything was sparkling clean and you can tell the hosts have taken a lot of care to anticipate your...
United States
Alison F.
The price is HK$2,254
HK$4,490 total
includes taxes & fees
22 Nov - 23 Nov
Sparkling new! A Craftsman-style cottage in the heart of Rock Hall
Terrace/patio
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 HK$1,749
HK$3,255 total
includes taxes & fees
18 Nov - 19 Nov
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 HK$1,347
HK$1,552 total
includes taxes & fees
18 Nov - 19 Nov
High Tide Haven Suite
Property grounds
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is HK$2,798
HK$5,131 total
includes taxes & fees
18 Nov - 19 Nov
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Fridge, microwave, oven, stovetop
Abingdon Haven Hideaway

Abingdon Haven Hideaway

Abingdon
7.0 out of 10, Good, (2)
"This is a basement apartment and is extremely noisy. You can hear the foot traffic and conversations as if they are standing next to you. Also it appears they were having some sort of event which made it worse."
United States
Sky S.
The price is HK$909
HK$2,991 total
includes taxes & fees
18 Nov - 19 Nov
Abingdon Haven Hideaway
Microwave, oven, stovetop, dishwasher
Enjoyable 4-bedroom house can stay 6. 1 Qn bed is Air Matt. Parking up to 4 cars

Enjoyable 4-bedroom house can stay 6. 1 Qn bed is Air Matt. Parking up to 4 cars

Edgewood
The price is HK$1,182
HK$3,551 total
includes taxes & fees
18 Nov - 19 Nov
Enjoyable 4-bedroom house can stay 6. 1 Qn bed is Air Matt. Parking up to 4 cars
Interior
Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome

3.0 star property
Nottingham
The price is HK$1,632
HK$3,883 total
includes taxes & fees
30 Nov - 1 Dec
Close to Hospital & White Marsh! Rosedale Townhome
Interior
Chesapeake Bay Retreat W/Breathtaking Views

Chesapeake Bay Retreat W/Breathtaking Views

Rock Hall
10.0 out of 10, Exceptional, (1)
"Beautiful home situated right on the water with everything we could need. Would not hesitate to return! "
United States
josh b.
The price is HK$2,905
HK$6,230 total
includes taxes & fees
1 Dec - 2 Dec
Chesapeake Bay Retreat W/Breathtaking Views
Microwave, stovetop, dishwasher
Spacious 4-bedroom retreat house with plenty of parking

Spacious 4-bedroom retreat house with plenty of parking

2.0 star property
Overlea
The price is HK$2,357
HK$4,284 total
includes taxes & fees
18 Nov - 19 Nov
Spacious 4-bedroom retreat house with plenty of parking
Terrace/patio
Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome

2.0 star property
Nottingham
The price is HK$1,314
HK$4,127 total
includes taxes & fees
30 Nov - 1 Dec
Close to Hospital & White Marsh! Rosedale Townhome
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
"Love this place"
Robert 3-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott White Marsh

Find out more about Great Oak Landing

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

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Frequently asked questions

Are there holiday rentals in Great Oak Landing?

Yes, there are holiday rentals close to the most popular sights in Great Oak Landing, or you can select a more secluded option if you're looking for a relaxing stay. Great Oak Landing is known for its restaurants.

What are some of the best holiday rentals that Great Oak Landing has to offer?

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This holiday home rental outside of Great Oak Landing is located on the beach, and has a fireplace, a patio and air conditioning 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 that you can cook with friends or family. You can relax into your holiday 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 wider area.

What are holiday rentals like in Great Oak Landing?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Great Oak Landing. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip.