Woolford holiday homes

We found 133 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Woolford that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Woolford

Showing deals for:18 Jul - 25 Jul

Image gallery for Private waterfront cottage with pool on Church Creek

Cottage on Church Creek
10 out of 10 rating
Exceptional
(61 reviews)

Private waterfront cottage with pool on Church Creek

Cambridge, MD

12% off
Price is NZ$2,624
NZ$375 per night
includes taxes & fees
Private waterfront cottage with pool on Church Creek

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Woolford getaway

Learn about the unique charm of Woolford with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Woolford

Are you looking for attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Woolford a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Layton's Chance Vineyard and Winery (14.9 mi / 24 km)
  • Bay Country Shop (7.7 mi / 12.4 km)
  • Chesapeake Hills Golf Course (15.6 mi / 25.1 km)
  • Phillips Wharf Environmental Center (16.8 mi / 27 km)

Exploring the natural landscape of Woolford

Whether you're an adventurous traveller or just want to appreciate the scenery, Woolford is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Blackwater National Wildlife Refuge (6.5 mi / 10.5 km)
  • Long Wharf Park (7.8 mi / 12.5 km)
  • Gerry Boyle Park at Great Marsh (7.9 mi / 12.7 km)
  • Cove Point Beach (13.9 mi / 22.3 km)
  • Middle Hooper Island (15.4 mi / 24.9 km)
  • Elliott Island (16.5 mi / 26.6 km)

Transport options to and around Woolford

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 22.3 mi (35.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Woolford?
According to our data, houses are the most sought-after holiday property type in Woolford. But as you know, everyone’s idea of the perfect stay can vary. Bookabach has holiday homes of all shapes, sizes and budgets, so you’re sure to discover the perfect match.
How much does it cost to rent a holiday home in Woolford?
A number of factors influence how much you pay for a holiday home in Woolford, like the time of year, length of stay and property type. However, all of our holiday homes have something in common — excellent value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Woolford?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your Woolford travel dates to view your options on Bookabach. Did someone just say “private pool”? Use our filters to choose the amenities and features you want.
Are there pet-friendly holiday homes in Woolford?
With seven properties that allow pets, your furry friend can join you on your Woolford getaway. Use the filter tool to browse our pet-friendly holiday homes and find a stay that’s pawfect on Bookabach.
Can I rent a house with a pool in Woolford?
Grab your swimming gear and inflatable lounger, because there are six houses with a private pool in Woolford. Stay at one of these superb holiday homes and every day will be a pool day. Simply enter your travel dates into Bookabach, then use the “pool” filter to find a place to make a splash!
What are popular home amenities in Woolford?
The most popular home amenities people prefer in Woolford include a water view, a garden and a barbecue grill. Whether you’re holidaying with family, your besties or even pets, Bookabach holiday properties feature the best amenities for ultimate relaxation with the people you love.
Are there large group holiday homes in Woolford?
Choose from three holiday homes in Woolford that can host a group of 10 or more people. Whether you’re planning a trip with extended family or an event like a party, there’s enough room to get your group together under the same roof.
Are there holiday homes in Woolford that welcome kids?
With seven family-friendly holiday homes to choose from in Woolford, now is a superb time to introduce the little ones to the wonders of travel. Simply check our “Properties good for families” filter to find stays that feature amenities ideal for families on the move, like dining rooms, yards, bunk beds and entertainment areas.
What are the top attractions for families in Woolford?
Keep the kids amused at these top family-friendly attractions in Woolford:

  • Ruark Boatworks
  • Richardson Maritime Museum
  • Choptank River Lighthouse

Are there holiday homes with WiFi in Woolford?
Woolford has six holiday homes with WiFi, so you’ll be able to stay connected when you’re away. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with your family to checking emails, these Bookabach homes make it easy to get online.
How can I find holiday homes with air conditioning in Woolford?
Woolford has seven holiday homes where you can relax and recharge in air-conditioned comfort. To book a property on Bookabach that features this perk, enter your dates of travel and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Woolford?
The minimum age allowed can vary across properties on Bookabach, so double-check the rules of the holiday home in Woolford you want. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Woolford for?
It all depends on the Woolford property. To look over a list of options offering extended stays, just enter your dates and guest number into Bookabach’s search page. You can look forward to having the entire place to yourself, along with amenities such as a fully-equipped kitchen and an outdoor space to run around in. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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