Point Lookout holiday rentals
We found 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.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Point Lookout
Secluded River Front Cottage
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Private Beach Front Getaway at The Sunshine Beach Cottage.
Sleeps 8 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Chesapeake Charm
Sleeps 9 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Beachy Maryland A-Frame: Steps to Chesapeake Bay!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Point Lookout?
Based on our research, houses are the most desirable type of holiday property in Point Lookout. But as you’d expect, everyone’s idea of the perfect trip differs. Stayz has holiday homes of all shapes, sizes and budgets, so you’re sure to discover your perfect match.
How much does it cost to rent a holiday home in Point Lookout?
Length of stay, season and property type are some things that can affect the price of a holiday home. Simply click on your travel dates to find your ideal match. From quaint country cottages to expansive luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Point Lookout?
When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Point Lookout travel dates to see all your options on Stayz. Can’t live without a hot tub? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in Point Lookout?
Yes, there are. You can pick from 25 holiday homes that allow pets in Point Lookout. Lots of our pet-friendly holiday homes even have an outdoor area for your four-legged pal to have fun in, complimentary treats, doggie beds and proximity to parks or green space. Apply the “Pets allowed” filter to find your pawfect digs on Stayz.
Can I rent a house with a pool in Point Lookout?
Add a whole new level of fun to your getaway by booking your family into one of the three houses with a private pool in Point Lookout. Use our handy search filter to find the kind of property you want on Stayz, and then spend your days splashing and playing in a swimming pool that’s all yours.
What are popular home amenities in Point Lookout?
An ocean view, nearby museums and a fireplace top the list of most popular home amenities in Point Lookout. Whether you’re taking a trip alone, with your spouse or a group of friends, Stayz will help you find a holiday home that fits your tastes with all the features you’ll enjoy.
Are there large group holiday homes in Point Lookout?
With eight holiday homes that can host 10 or more guests in Point Lookout, you won’t have to limit the invite list. From fun family holidays to events like Thanksgiving or Christmas parties, Stayz will help you find a large group home to match the occasion.
Are there holiday homes in Point Lookout that welcome kids?
Point Lookout has 25 family-friendly holiday homes. And tracking down a stay that welcomes children is easy with Stayz’s “Properties good for families” filter. On top of having the entire place to yourselves, you’ll have access to conveniences and perks such as dining rooms, full kitchens and yards.
What are the top attractions for families in Point Lookout?
If you’re holidaying with the kids, make sure you put these family-friendly attractions in Point Lookout on your list of things to experience:
- Point Lookout State Park
- Confederate Memorial Park
Are there one-bedroom holiday homes in Point Lookout?
Yes, there are two one-bedroom properties in Point Lookout to choose from. A one-bedroom holiday home is a wonderful option if it’s just you and your sweetheart or if you’re travelling on your own. Throw in more space, convenience and privacy than a standard hotel, and you’ve got yourself a memorable trip.
Can I find two-bedroom holiday homes in Point Lookout?
Point Lookout has seven two-bedroom holiday properties to choose from. Experience a holiday home with all the privacy and space you need at an attractive price on Stayz.
Are there holiday homes with WiFi in Point Lookout?
Take your pick of 13 holiday homes with WiFi in Point Lookout. If you want to disconnect from the world during your trip, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Point Lookout?
You’ll have your pick of 25 Stayz holiday homes with air conditioning in Point Lookout offering that cool, cool breeze and extra touch of comfort. Enter your preferred travel dates and then use our filter tool to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Point Lookout?
The minimum age is typically 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your chosen Point Lookout holiday home before making a booking.
How long can I rent a holiday home in Point Lookout for?
It really depends on the Point Lookout property. To browse a list of options offering extended stays, just type your dates and guest number into Stayz. Enjoy having the entire property to yourself, along with home comforts like air conditioning, a kitchen and a yard where your little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.