Ocean Pines holiday rentals

We found 7,133 holiday rentals — enter your dates for availability

Discover a selection of 105 homes and other holiday rentals in Ocean Pines that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Ocean Pines

Showing deals for:15 May - 22 May

Image gallery for Pet Friendly Near Berlin, Assateague Island Beaches and Ocean City

Street View
10 out of 10, Exceptional, (115 reviews)
Exceptional
(115 reviews)

Pet Friendly Near Berlin, Assateague Island Beaches and Ocean City

Berlin

8% off
Price is S$1,636
for 7 nights, 1 home
S$234 per night
includes taxes & fees
Pet Friendly Near Berlin, Assateague Island Beaches and Ocean City

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Ocean Pines?
Based on our research, houses are the most desirable type of holiday rental in Ocean Pines. But of course, everyone's idea of the perfect stay differs. Vrbo has holiday rentals of all sizes and shapes, and we'll help you to find the perfect match.
How much does it cost to rent a holiday rental in Ocean Pines?
Property type, length of stay and season are some of the conditions that can influence the price of a holiday home. Simply click on your travel dates to find your perfect fit. From comfy cottages to expansive luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Ocean Pines?
Prices for beach houses in Ocean Pines vary depending on the style and size of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to view holiday rental options and prices. From there you can use our filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday rentals in Ocean Pines?
Pack up a suitcase for the pooch in your life because Ocean Pines has 173 stays that welcome pets with open arms. Let your four-legged pal join in on the family trip at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Ocean Pines?
Grab your swimsuit and pool noodle, because there are 128 houses with a private pool in Ocean Pines. Stay at one of these superb holiday rentals and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!
What are popular rental amenities in Ocean Pines?
A nearby waterfront, a lake view and a swimming pool are the most popular rental amenities in Ocean Pines. Whether you're taking a trip by yourself, with your other half or a bunch of friends, Vrbo can help you find a holiday home that suits your style with all the features you'll enjoy.
Are there large group holiday rentals in Ocean Pines?
You can choose from 44 holiday rentals in Ocean Pines that can host a group of 10 or more people. Whether you're organising a holiday with extended family or a celebration like an anniversary, there's ample space to get your favourite people together under the same roof.
Are there holiday rentals in Ocean Pines that welcome kids?
With 173 family-friendly holiday homes to choose from in Ocean Pines, now is the perfect time to introduce your little ones to the pleasures of travel. Simply click on our "Properties good for families" filter to look for stays that feature conveniences perfect for families on the move, such as multiple bedrooms, pools, hot tubs and bunk beds.
What are the top attractions for families in Ocean Pines?
Keeping the kids entertained during your stay in Ocean Pines is simple with these top family-friendly attractions:

  • Frontier Town Water Park and Golf
  • GlenRiddle Golf Club
  • River Run Golf Club

Are there one-bedroom holiday rentals in Ocean Pines?
Yes, there are two one-bedroom properties in Ocean Pines to pick from. A one-bedroom holiday rental is a great option if it's only two of you or if you're holidaying alone. Add in more convenience, space and privacy compared to a hotel, and you've got the makings of an unforgettable trip.
Can I find two-bedroom holiday rentals in Ocean Pines?
Choose from 14 two-bedroom homes in Ocean Pines. Settle the kids into the second room or fill it with a couple of your nearest and dearest friends. There's a spot for whoever's lucky enough to be joining your journey.
Are there holiday rentals with WiFi in Ocean Pines?
Whether you want to keep up with the headlines, make a video call or update your social media accounts, there are 41 holiday homes with WiFi in Ocean Pines. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Ocean Pines?
Ocean Pines has 166 holiday rentals where you'll be able to spend your days in air-conditioned comfort. To find a stay on Vrbo that features this amenity, enter your desired travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Ocean Pines?
The minimum age requirements can differ across properties on Vrbo, so be sure to check the rules of the holiday rental in Ocean Pines you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Ocean Pines for?
The amount of time you can rent an Ocean Pines holiday home for is down to each property. Just put in your dates of travel to see available options offering longer term stays. They come with all the things you need to make your extended break more enjoyable and convenient, such as kitchens and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can stick around for longer for less.

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