Vacation Rentals in Royal Oak, MD: Compare 10+ Sites & Save

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135 Best Vacation Rentals in Royal Oak (Starting from $153)

Loon Cottage
Loon Cottage
House
Oxford, MD, USA
0.8k from Royal Oak center

Security/Safety, Parking, Pet Friendly, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$407
Average price / night
Check Availability
Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC
Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC
Cottage
Royal Oak, MD, 21662, United States
1.0k from Royal Oak center

AC, Dryer, Heater, Internet, No Smoking, Washer

6 Bedrooms14 Guests
New to Booking
$1296
Average price / night
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Ferry View
Ferry View
House
Oxford, MD, USA
2.6k from Royal Oak center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$824
Average price / night
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RANCH AT ROYAL OAK- Exclusive waterfront pool pier
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
House
Royal Oak, MD, 21662, United States
1.7k from Royal Oak center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

31 reviews

$1337
Average price / night
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Chesapeake Pines
Chesapeake Pines
House
Royal Oak, MD, USA
2.9k from Royal Oak center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom8 Guests
New to Booking
$663
Average price / night
Check Availability
Waterfront Paradise | Pool, Views & Serenity
Waterfront Paradise | Pool, Views & Serenity
House
Royal Oak, MD, 21662, United States
2.2k from Royal Oak center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$930
Average price / night
Check Availability
Blue Herons Villa
Blue Herons Villa
House
Royal Oak, MD, USA
3.1k from Royal Oak center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom10 Guests
New to Booking
$1336
Average price / night
Check Availability
15% to 25% off on Early Bookings, Private Waterfront Estate  Pool, Hot Tub, Dock
15% to 25% off on Early Bookings, Private Waterfront Estate Pool, Hot Tub, Dock
House
Royal Oak, MD, 21662, United States
2.4k from Royal Oak center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.6

Exceptional

23 reviews

$794
Average price / night
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25 Bedrooms - Retreat Center Waterfront Renovated
25 Bedrooms - Retreat Center Waterfront Renovated
House
MD, USA
3.4k from Royal Oak center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

25 Bedrooms40 Guests
New to Booking
$14533
Average price / night
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Early Booking Discount! Waterfront, Elevator, Hot Tub, Dock, Gazebo, Beach.
Early Booking Discount! Waterfront, Elevator, Hot Tub, Dock, Gazebo, Beach.
House
Royal Oak, MD, 21662, United States
2.4k from Royal Oak center

AC, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
9.2

Superb

16 reviews

$563
Average price / night
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Bayside The Point
Bayside The Point
House
Royal Oak, MD, USA
3.9k from Royal Oak center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom12 Guests
New to Booking
$1407
Average price / night
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Sunset Shores | an ESVR property
Sunset Shores | an ESVR property
House
Royal Oak, MD, 21662, United States
2.6k from Royal Oak center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$833
Average price / night
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Pride and Joy of Oxford
Pride and Joy of Oxford
House
Oxford, MD, USA
4.3k from Royal Oak center

Security/Safety, Parking, Pet Friendly, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$604
Average price / night
Check Availability
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
House
Royal Oak, MD, 21662, United States
2.6k from Royal Oak center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$676
Average price / night
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Newly Renovated Guest House
Newly Renovated Guest House
House
Royal Oak, Maryland, USA
4.3k from Royal Oak center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
9.7

Exceptional

4 reviews

$153
Average price / night
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Cottage at Goose Neck Point
Cottage at Goose Neck Point
Cottage
Royal Oak, MD, 21662, United States
2.9k from Royal Oak center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

39 reviews

$532
Average price / night
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Beach House
Beach House
House
Oxford, MD, USA
4.5k from Royal Oak center

Security/Safety, Parking, Pool, Internet, Child Friendly

1 Bedroom8 Guests
New to Booking
$1221
Average price / night
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Minutes from Downtown Easton and St. Michaels | Pool
Minutes from Downtown Easton and St. Michaels | Pool
House
Easton, MD, 21601, United States
3.1k from Royal Oak center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1267
Average price / night
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Ships Ahoy
Ships Ahoy
House
Oxford, MD, USA
4.5k from Royal Oak center

Security/Safety, Parking, Pet Friendly, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$292
Average price / night
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Thorneton Point Estate
Thorneton Point Estate
House
Easton, MD, 21601, United States
3.1k from Royal Oak center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
9.6

Exceptional

22 reviews

$1931
Average price / night
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Down By The Docks
Down By The Docks
House
Oxford, MD, USA
4.6k from Royal Oak center

Security/Safety, Parking, Pet Friendly, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$462
Average price / night
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Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
House
Easton, MD, 21601, United States
3.4k from Royal Oak center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1414
Average price / night
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Newly Renovated Summer Paradise-Pool-Tennis-Garden Retreat
Newly Renovated Summer Paradise-Pool-Tennis-Garden Retreat
Cottage
Royal Oak, MD, 21662, United States
3.4k from Royal Oak center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms6 Guests
New to Booking
$1031
Average price / night
Check Availability
Waterfront Farmhouse Retreat on 18 Acres, Pool
Waterfront Farmhouse Retreat on 18 Acres, Pool
House
Royal Oak, MD, 21662, United States
3.4k from Royal Oak center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$2682
Average price / night
Check Availability
Moofy's Farmhouse: Main Lodge ; Private Waterfront Retreat Center, New Reno on 18 Acres
Moofy's Farmhouse: Main Lodge ; Private Waterfront Retreat Center, New Reno on 18 Acres
House
Royal Oak, MD, 21662, United States
3.4k from Royal Oak center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

1 Bedroom50 Guests
New to Booking
$10158
Average price / night
Check Availability
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
House
Easton, MD, 21601, United States
3.5k from Royal Oak center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

107 reviews

$473
Average price / night
Check Availability
Sandaway Suites & Beach - Full Kitchen & Private Beach Access - Eastern Shore MD
Sandaway Suites & Beach - Full Kitchen & Private Beach Access - Eastern Shore MD
Apartment
Oxford, MD, 21654, United States
3.5k from Royal Oak center

AC, Barbecue, Breakfast Included, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$319
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Royal Oak.

Stay Near Royal Oak's Top Attractions

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Frequently Asked Questions

You can explore 135 verified vacation rentals in Royal Oak. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Royal Oak vary depending on the season, property size, and location. Rates typically start from around $153 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Royal Oak include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Royal Oak welcome pets. Currently, 40 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Royal Oak often include amenities such as Internet, Child Friendly, and Bedding/Linens. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.