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Our top choices for Royal Oak holiday homes

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (45 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is £217
includes taxes & fees
8 Jun - 9 Jun
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great place to stay, very private. Plenty of room for big groups. Would definitely book again, when in the area. "
United States
Handy M.
The price is £223
includes taxes & fees
9 Jun - 10 Jun
Charming Coastal/Country Home w/3 Acres & Sauna!

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (23 reviews)
"Everything was exceptional! We will be back. "
United States
Kimberly F.
The price is £309
includes taxes & fees
8 Jun - 9 Jun
Walk to Beach! King Bed & Free Beach Passes

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (21 reviews)
"Very nice place in a great location. We would definitely stay there again "
United States
Traci C.
The price is £372
includes taxes & fees
8 Jun - 9 Jun
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (13 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is £314
includes taxes & fees
8 Jun - 9 Jun
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (57 reviews)
"Great place, will stay again"
United States
Matt S.
The price is £204
includes taxes & fees
7 Jun - 8 Jun
Waterfront Getaway with Dock

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is £467
includes taxes & fees
8 Jun - 9 Jun
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (70 reviews)
"The host was very welcoming and responsive before and during the stay for my questions. The house was clean and comfortable. The hot tub was lovely for a soak. We enjoyed the walk to and sitting on the peaceful community beach. Thank you!"
United States
Kathy S.
The price is £436
includes taxes & fees
8 Jun - 9 Jun
Charming Annapolis WaterVIEW Home

3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is £290
includes taxes & fees
9 Jun - 10 Jun
3-bedroom house in Deale located on Bay many amenities and great views

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (35 reviews)
"Everything was as expected, lovely spot even with lots of snow and ice!"
United States
Becky S.
The price is £543
includes taxes & fees
11 Jun - 12 Jun
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is £412
includes taxes & fees
16 Jun - 17 Jun
Sunset Cottage - West River Access and Views!

3-Bedroom Beach Home w/ Backyard

3-Bedroom Beach Home w/ Backyard
North Beach
The price is £351
includes taxes & fees
4 Jun - 5 Jun
3-Bedroom Beach Home w/ Backyard

Brand New Waterfront Home • Marina Views • Walk Downtown & Events • Sleeps 8

Brand New Waterfront Home • Marina Views • Walk Downtown & Events • Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend getaway at the beautiful gated community. Great water views and a walkable community. The townhouse met all our needs. Fully stocked with essential items. The added bonus is a the workout room with top of the line equipment. A nice touch! Two great decks overlooking the marina. The owners are very responsive."
United States
Melissa
The price is £656
includes taxes & fees
15 Jun - 16 Jun
Brand New Waterfront Home • Marina Views • Walk Downtown & Events • Sleeps 8

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (11 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is £486
includes taxes & fees
4 Jun - 5 Jun
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Rose Haven
The price is £286
includes taxes & fees
4 Jun - 5 Jun
Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (14 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is £518
includes taxes & fees
10 Jun - 11 Jun
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (15 reviews)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is £439
includes taxes & fees
8 Jun - 9 Jun
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels

Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels
Tilghman Island
10.0 out of 10, Exceptional, (19 reviews)
"Our family stayed here for Spring Break in April 2025. The property has amazing views, with a well stocked kitchen, pool, hot tub and lots of privacy. The wildlife was also incredible. We will definitely be back to enjoy this beautiful space on Tilghman Island."
United States
Kathy B.
The price is £1,037
includes taxes & fees
11 Jun - 12 Jun
Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels

Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (44 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is £456
includes taxes & fees
25 Jun - 26 Jun
Sunset Breezes - quiet waterfront retreat
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 Royal Oak Hotel Reviews

Find out more about Royal Oak

Royal Oak Holiday Homes information

Number of reviews
12,920
Accommodation
332 Holiday Homes
Lowest Price
£62
Highest Price
£289