Point Lookout holiday lettings

We found 27 holiday rentals — enter your dates for availability

Select from 18 homes, 12 cottages and other holiday rentals in Point Lookout to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Point Lookout

Showing deals for:2 Jan - 9 Jan

Image gallery for Private Bay Hideaway • Peaceful Vibes & Semi-Private Beach at "Bliss on the Bay"

Interior
9.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Private Bay Hideaway • Peaceful Vibes & Semi-Private Beach at "Bliss on the Bay"

Scotland, MD

7% off
Price is £2,610
for 7 nights, 1 home
£373 per night
includes taxes & fees
Private Bay Hideaway • Peaceful Vibes & Semi-Private Beach at "Bliss on the Bay"

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, 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 in Point Lookout?
In Point Lookout, holiday houses are the most popular type of rental, with around 17 available in the area. These properties typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas where guests can relax and enjoy the natural surroundings. In addition to holiday houses, there are also about 10 charming cottages available, which offer a cozier, more intimate atmosphere. These cottages often come with quaint interiors, comfortable living spaces, and easy access to nearby beaches and scenic spots.
Are there any beach house rentals in Point Lookout?
In Point Lookout, Maryland, there are about 30 beach house holiday rentals available, offering a variety of options for travellers. These rentals are typically located near the beautiful waterfront, providing easy access to the scenic views and recreational activities that the area has to offer. Most beach houses come equipped with essential amenities, including spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, superb for enjoying sunsets over the water. Some properties may also feature private beach access, fire pits for evening gatherings, and ample parking, making them ideal for family getaways or group retreats.
How much does it cost to rent a holiday home in Point Lookout?
Prices for holiday rentals in Point Lookout vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Point Lookout to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Point Lookout holiday house rentals?
You can find great discounts on house rentals in Point Lookout on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Point Lookout holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Point Lookout with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Point Lookout?
A long-stay holiday rental in Point Lookout is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Point Lookout for a holiday rental?
The best time to visit Point Lookout for a holiday rental is during the peak summer months of June to August, with July being the most popular month. This vibrant time of year attracts families and adventure seekers eager to explore the scenic beauty of this coastal destination. With warm temperatures averaging around 28°C, it's ideal for outdoor activities such as swimming, fishing, and kayaking in the Chesapeake Bay.

During the peak season, the area buzzes with energy, and visitors can enjoy a variety of local events and festivals, creating a lively atmosphere that enhances the holiday experience. Whether you're lounging on the beach or embarking on nature trails, the stunning views and diverse activities make summer a truly enjoyable time to visit.

For those seeking a more budget-friendly option, consider planning your trip in December. While this is the low season, Point Lookout offers a tranquil retreat with fewer crowds, allowing for peaceful walks along the shore and opportunities to appreciate the area's natural beauty in a different, more serene light.
Are there any remote work holiday rentals in Point Lookout?
In Point Lookout, Maryland, there are numerous remote work holiday rentals available, with around 25 options to choose from. This picturesque area, known for its tranquil waterfront views and natural beauty, provides an ideal setting for those looking to work remotely while enjoying a relaxing getaway. Many properties in this region come equipped with essential amenities such as dedicated office spaces, desk chairs, Wi-Fi, and even computer monitors, ensuring a comfortable and productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Point Lookout holiday rental?
Book your Point Lookout holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Point Lookout home rental booking on Vrbo?
To find Point Lookout holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Point Lookout holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More holiday ideas

More holiday ideas