Royal Oak Vacation Rentals

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Vacation Rentals in Royal Oak

Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
TV, fireplace, books
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
10.0 out of 10, Exceptional, 4 reviews
"Perfect location for a soothing vacation. Comfortable with water views all around. Enjoyed sitting on the front porch and watching the water, boats, rabbits, and birds. So glad we were able to bring our dog with us as well. We only left to visit the local area, Oxford, Easton, Tilghman Island for a couple meals. Management was very responsive when we had questions! Looking forward to another stay!"
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
Pool and Bay Views on wrap around deck in Kent Island
Outdoor pool
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, 21 reviews
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Fridge, microwave, stovetop, dishwasher
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, 5 reviews
"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, 188 reviews
"Several family members and I went on a fishing trip out of Edgewater. We stayed in this wonderful cottage on the water. The house was immaculate and everything we needed aside from food was provided. The check in and check out were very simple and the host gave us contact information in case we needed anything. The location and overall property could not have been any better. We would definitely stay here again."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Chesapeake Houseboat Getaway on Kent Island, Maryland
Property grounds
Chesapeake Houseboat Getaway on Kent Island, Maryland
10.0 out of 10, Exceptional, 8 reviews
"My husband and I both LOVED this property!!! The houseboat was beautifully decorated, so relaxing and in a great area. We cant wait to go back!"
Chesapeake Houseboat Getaway on Kent Island, Maryland
Waterfront Cottage on the Eastern Shore
Fridge, microwave, oven, stovetop
Waterfront Cottage on the Eastern Shore
9.4 out of 10, Exceptional, 3 reviews
"Very much as pictured in ad. Convenient to we did venue we were attending"
The price is ￥94,468
per night
Jun 25 - Jun 26
Waterfront Cottage on the Eastern Shore
Relax on Kent Island in 3 Bedroom Home w/Waterview
Exterior
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, 20 reviews
"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"
The price is ￥19,043
per night
Jun 26 - Jun 27
Relax on Kent Island in 3 Bedroom Home w/Waterview
Charming Annapolis WaterVIEW Home
Property grounds
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, 43 reviews
"Beautiful house and views. Amenities and grounds were great. Loved the playground and beach. Peace and quiet at its finest in nature."
The price is ￥62,986
per night
Jul 10 - Jul 11
Charming Annapolis WaterVIEW Home
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, 106 reviews
"We love staying at the John Bruff house in St. Michaels. The location is great, right in the heart of town! Our family has been staying here for the past few years and we can’t wait to go back!!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Property grounds
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, 25 reviews
"I chose to stay at this property for the duration of my wedding weekend. It was really great to be able to spend that extra time with family all together! Getting ready at the house, rather than a hotel was also really nice because we had much more room to space out. The make up artist and hair stylist also complimented the ample natural light and space to work. The pool and hot tub were beautiful! The only downside was a lack of curtains in the master bedroom. The sunrise is beautiful but...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Indulge or be still near Naval Academy/ Annapolis
Beach
Indulge or be still near Naval Academy/ Annapolis
9.2 out of 10, Wonderful, 9 reviews
"Great place, super neighborhood!"
Indulge or be still near Naval Academy/ Annapolis
Beautiful Waterfront Retreat in Cambridge!
Fridge, microwave, oven, stovetop
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, 18 reviews
"This house is incredible! Probably the cleanest rental house I have ever stayed in! The house was well stocked and very comfortable. However, we didn’t spend much time in the house because the outside is the real winner! The Crab House has everything to entertain kids and adults for hours! We spent all day in the yard, taking in the beautiful sights! If you are an early riser, like myself and one son, don’t miss the sunrise. So peaceful! If you are looking for crabs while there, Soft & Salty...
The price is ￥50,515
per night
Jul 19 - Jul 20
Beautiful Waterfront Retreat in Cambridge!
Walk to Everything House
Fridge, microwave, oven, stovetop
Walk to Everything House
10.0 out of 10, Exceptional, 64 reviews
"The house was perfectly located in town in St. Michael’s with off street parking as a bonus. Despite the weather being cold and rainy, we had a lovely time in charming St. Michaels. It was a delightful spot for our annual girls weekend."
Walk to Everything House
Cass-Away Luxury Houseboat
Smart TV
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, 82 reviews
"Class-Away is a very nice property clean and very nice view to watch the sunset.The pictures that are listed are exact.A please Cass-Away experience:)"
The price is ￥28,230
per night
Jun 27 - Jun 28
Cass-Away Luxury Houseboat
The Blue Crab Beach House - Free beach passes
Beach nearby, sun loungers, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, 40 reviews
"Property and home were in excellent condition. Home made us feel welcome and secure. Host provides extras that make your stay convenient. Close to the restaurants and ice cream shop that serves Hershey ice cream. Love the people and neighborhood."
The Blue Crab Beach House - Free beach passes
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, 109 reviews
"We had a wonderful trip to St. Michaels. This house is in the perfect location and has everything you need for a great stay!"
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
Property grounds
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
9.6 out of 10, Exceptional, 12 reviews
"Our stay in Oyster Harbor was very nice. The weather didn't cooperate but the house itself was very nice and I would certainly stay there again. It's about a 10 minute drive to downtown Annapolis so that made it convenient as well!"
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, 198 reviews
"We love staying at Magee Cottage. It has all you need to relax and enjoy such a comfortable home on the water. This is our second stay and we’ll hurry back in a few months for more of the good life!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, 155 reviews
"Very nice home! It was decorated with many antiques and gave you a feeling of another time but with all the modern amenities for a wonderful time."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
9.8 out of 10, Exceptional, 75 reviews
"The cottage provides a wonderful way to experience Deale and the surrounding area. Well equipped and clean, I had everything I needed and didn't want to leave,"
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Don't see what you're looking for?
See all available properties in Royal Oak
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.

Other types of properties in Royal Oak you may be interested in

Hyatt Regency Chesapeake Bay
Exterior
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, 1,001 reviews
"It was great! "
The price is ￥25,407
per night
Jul 8 - Jul 9
Hyatt Regency Chesapeake Bay
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, 326 reviews
"Clean, spacious room and easy walk to several good restaurants. Nice breakfast included with an unbeatable view."
The price is ￥28,044
per night
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina
St Michaels Inn
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, 1,001 reviews
"Clean, no bugs, comfortable beds and quiet. Staff was nice and helpful. Monday no scrambled eggs and pancakes that were available at free breakfast buffet on Sunday."
The price is ￥17,365
per night
Jul 7 - Jul 8
St Michaels Inn
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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Frequently asked questions

Can I find a vacation rental in Royal Oak?

Yes, you can find vacation rentals near popular attractions in Royal Oak, or you can select a more remote option if you're looking for a relaxing stay. Royal Oak is known for its waterfront.

What's the top vacation rental in Royal Oak?

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife: You might want to consider this vacation home rental near Royal Oak, which offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Royal Oak?

Expedia has 8 vacation rentals for your stay in Royal Oak.

What can I see and do in Royal Oak?

Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like Long Wharf Park. In the larger area, you’ll find St. Michaels Winery and Avalon Theatre.

What are vacation rentals like in Royal Oak?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Royal Oak. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.

Recent reviews of Royal Oak properties
Expedia verified reviews

Days Inn by Wyndham Easton

Days Inn by Wyndham Easton

5/5 Excellent
"Staff was very accommodating with my situation. Summit was good about communicating. Good vibes.Always had clean towels and room was fine."
A verified traveler stayed at Days Inn by Wyndham Easton
Posted 13 hours ago
Days Inn by Wyndham Easton