Search Vacation Homes in Great Oak Landing

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Aug 15 - Aug 17
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Vacation Homes in Great Oak Landing

Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets
Dining

Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets

10.0 out of 10, Exceptional, (6)
"Relaxing and stunning location. Beautiful bay front property with stunning views of the bay. If you are looking for a quiet and peaceful getaway that involves wildlife sightings this is the perfect spot. Well equipped and roomy rental. Very clean too. "
Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets
BAYSIDE BUNGALOW
Outdoor dining

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (43)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
$282 nightly
The price is $299
Aug 10 - Aug 11
Total includes taxes and fees
BAYSIDE BUNGALOW
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Dining

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

8.4 out of 10, Very Good, (5)
"The home provided enough room for the weekend and location/area was quiet and safe!"
$433 nightly
The price is $500
Aug 7 - Aug 8
Total includes taxes and fees
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Interior

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (54)
"Great location with a great view."
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Beach nearby, sun loungers, beach towels

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (42)
"This is a jewel as it is private, peaceful with lovely setting."
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (188)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Terrace/patio

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

10.0 out of 10, Exceptional, (6)
"Was looking for an upscale beautiful place to stay for a family wedding. Found it! Tammy has tended to every detail at this VRBO. Gorgeous farmhouse chic. Very attentive to our texts. And always good to return to Centreville to see friends and family. "
$420 nightly
The price is $445
Aug 11 - Aug 12
Total includes taxes and fees
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Downtown home w/rooftop and free parking 3 bedroom 3 full bathrooms privacy deck
Exterior

Downtown home w/rooftop and free parking 3 bedroom 3 full bathrooms privacy deck

9.4 out of 10, Exceptional, (3)
"We had a wonderful stay at Deanna’s house, everything was clean and easy to get in with self instructions. We liked that the house was also close enough to inner harbor. The owner had great communication too, thank you we’ll plan to stay again soon!! "
$444 nightly
The price is $513
Aug 10 - Aug 11
Total includes taxes and fees
Downtown home w/rooftop and free parking 3 bedroom 3 full bathrooms privacy deck
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Property grounds

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (72)
"House was in a great location and very well appointed. We had everything we needed. Would highly recommend."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Stay in the landmark Lighthouse!
Beach

Stay in the landmark Lighthouse!

10.0 out of 10, Exceptional, (103)
"Great views, unique living space and all the amenities. Really enjoyed our stay!"
Stay in the landmark Lighthouse!
NEW Spacious 5BDR house on serene Kent Island - close to all the hot spots!
Smart TV, fireplace

NEW Spacious 5BDR house on serene Kent Island - close to all the hot spots!

NEW Spacious 5BDR house on serene Kent Island - close to all the hot spots!
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
Beach nearby

Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD

10.0 out of 10, Exceptional, (19)
"We really enjoyed our stay in Rock Hall! Perfect house in a great location."
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Property grounds

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

9.4 out of 10, Exceptional, (89)
"What a wonderful vacation we had everything you want is there. All you have to bring is food . The trampoline will keep everyone occupied for hours. Looking forward to staying there in the future."
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Terrace/patio

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (83)
"Beautiful location on the river. We were visiting family in the fall so did not use the kayaks available—maybe next time! Nice to have a dog-friendly place too. Great and prompt communication with the hosts."
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Property grounds

Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

10.0 out of 10, Exceptional, (10)
"It was a great vacation, the house and grounds were spectacular, the amenities, pool, kayaks, were great, and host couldn’t have been more accommodating or approachable, highly recommend in the future, hope to go back"
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View
TV, fireplace, table tennis

Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

9.0 out of 10, Wonderful, (14)
"Wonderful home, second time we have used it for a staff retreat. Very clean and spacious and beautiful views."
Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View
Welcome to Mermaid Haven! The perfect spacious home for your Rock Hall vacaction
Marina

Welcome to Mermaid Haven! The perfect spacious home for your Rock Hall vacaction

9.6 out of 10, Exceptional, (16)
"This was our second stay at this location and, as with our first stay, everything was perfect."
Welcome to Mermaid Haven! The perfect spacious home for your Rock Hall vacaction
Beautiful, spacious, quiet waterfront house!
Fridge, microwave, oven, stovetop

Beautiful, spacious, quiet waterfront house!

10.0 out of 10, Exceptional, (53)
"Wonderful stay – Kids enjoyed fishing, floating in tubes and the hot tub! Very clean property with comfortable beds."
Beautiful, spacious, quiet waterfront house!
Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
Outdoor dining

Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay

10.0 out of 10, Exceptional, (6)
"The home was amazing Had everything we could possibly need for a wonderful stay! Thanks so much "
Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
Waterfront Estate w Private Pier, Game Room & Bar
Game room

Waterfront Estate w Private Pier, Game Room & Bar

9.8 out of 10, Exceptional, (30)
"Overall, our stay was fantastic. The weather was absolutely magnificent the entire stay."
Waterfront Estate w Private Pier, Game Room & Bar
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

Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh

10/10 Excellent
"The location was great easy access to anything you need or want, very quiet area, great customer at the desk. The only thing is there could be microwave in our room or on each floor near the ice machine. I would recommend this hotel to all my family and friends."
Linda 1-night trip
Posted 2 days ago
Hampton Inn Baltimore/White Marsh