Royal Oak Vacation Rentals from CA $380: Short-Term Rentals for 2026

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Our top choices for Royal Oak vacation rentals

A living room with two grey sofas, a coffee table, and a ceiling fan.

1. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

CA $452 total

includes taxes & fees

Oct 30 - Oct 31

2. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveller

CA $459 total

includes taxes & fees

Oct 30 - Oct 31

3. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Easton

Lynn G.

CA $587 total

includes taxes & fees

Nov 4 - Nov 5

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

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

Cambridge

Jill C.

CA $664 total

includes taxes & fees

Oct 30 - Oct 31

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

CA $543 total

includes taxes & fees

Nov 17 - Nov 18

A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

6. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

Cambridge

CA $381 total

includes taxes & fees

Oct 30 - Oct 31

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

7. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

CA $356 total

includes taxes & fees

Nov 5 - Nov 6

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Anthony P.

CA $388 total

includes taxes & fees

Nov 1 - Nov 2

A deck with a view of a marina, including boats and docks.

9. Cass-N-Reel Luxury Houseboat

Grasonville

Yamilet

CA $380 total

includes taxes & fees

Nov 12 - Nov 13

A marina with boats docked, a water tower, and residential buildings with balconies.

10. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

Cambridge

mike

CA $676 total

includes taxes & fees

Nov 1 - Nov 2

11. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

CA $552 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

12. The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach

James L.

CA $460 total

includes taxes & fees

Oct 30 - Oct 31

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

13. Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

Johanna S.

CA $489 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

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

North Beach

Sarah

CA $731 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with a round table, chairs, and a decorative table runner.

15. More, than just a place to sleep - welcome home!

Cambridge

CA $560 total

includes taxes & fees

Oct 31 - Nov 1

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Stevensville

Michael V.

CA $409 total

includes taxes & fees

Nov 3 - Nov 4

A house with a yellow door and a window with a lamp outside.

17. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Deale

Maude H.

CA $490 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

18. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

CA $627 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

19. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...

Amelia

CA $640 total

includes taxes & fees

Nov 1 - Nov 2

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

20. Waterfront Getaway with Dock

Woolford

Meagan G.

CA $352 total

includes taxes & fees

Nov 1 - Nov 2

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Top Royal Oak Hotel Reviews

St Michaels Inn

8/10 Good

"Breakfasr was in lobby consisting of package roles and coffee. No toaster, no microwave, no cereal or eggs or bacon or yougert. Room and parking and staff werefine."

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"This hotel was very well maintained and the room was very nice. The staff at the front desk were friendly, helpful, and very professional. The grounds were beautiful. Breakfast area as well stocked and maintained. The only suggestion I have is to remove the coffee maker listed on the room amenities on the website. The room does NOT have any coffee maker or supplies. There is a coffee maker available 24/7 with good coffee in the lobby. However, I prefer the coffee maker in the room. Otherwise, the hotel is perfect."

🌊 Book Now for 15% Off. Waterfront, Dock, Hot Tub, Sandy Beach, Elevator!

10/10 Excellent

"This was a very nice home, in a location that is convenient to many warm-weather attractions. We especially enjoyed all the wonderful, fresh seafood restaurants within a 15 to 30-minute drive."

Find out more about Royal Oak

Everything you need to know about Royal Oak vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Royal Oak vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Royal Oak vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Royal Oak vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Royal Oak. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Royal Oak vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Royal Oak vacation rentals we have selected for you start as low as CA $380 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Royal Oak rentals

At Expedia, we put the best Royal Oak vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Royal Oak rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Royal Oak vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Royal Oak. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Royal Oak vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Royal Oak?

Expedia has 11 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 Gerry Boyle Park at Great Marsh. In the larger area, you’ll find Oxford Museum and Saint Michaels Village.

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.

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Check prices for these dates

Our top choices for Royal Oak vacation rentals

1. Cambridge Apt in Walkable Neighborhood

2. Cambridge Apt in Walkable Neighborhood

3. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

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

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina