Point Lookout vacation rentals

We found 27 vacation rentals — enter your dates for availability

Select from 18 homes, 12 cottages, and other vacation rentals in Point Lookout to find one that's perfect for your trip. Vacation rentals offer the best amenities for your stay with friends, family, or just your pet, such as a hot tub and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Point Lookout

Showing deals for:Nov 7 - Nov 14
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Find out more about Point Lookout

Find out more about Point Lookout

Why visit Point Lookout

  1. Stunning Natural Scenery: Point Lookout boasts breathtaking beachfront views and serene woodsy retreats ideal for relaxation and adventure.
  2. Outdoor Activities: Perfect for outdoor enthusiasts, visitors can engage in various excursions showcasing the area's remarkable landscapes.
  3. Historic Attractions: Explore charming nearby towns rich in history, offering a unique glimpse into the local heritage.
  4. Diverse Accommodation Options: Enjoy a range of vacation rentals, from private homes to cozy cottages, catering to all preferences.
  5. Family-Friendly Environment: Point Lookout is an excellent destination for families, offering memorable experiences for all ages.

Popular types of accommodation around Point Lookout

Planning a getaway to Point Lookout? You’re in for a treat! Discover a range of popular vacation rentals, including houses, charming cottages, and cozy apartments. Whether you're seeking lookout rentals, holiday cottages, or unique accommodations, Point Lookout offers something for everyone. Enjoy transparency, savings, and peace of mind as you explore the best vacation rental options available for your perfect Canadian escape!

  • Houses: The top choice for visitors to Point Lookout, these homes offer a comfortable and spacious environment for families, friends, or couples.
  • Cottages: A charming option that provides a cozy and quaint atmosphere, perfect for a relaxing getaway.
  • Apartments: Ideal for those looking for a convenient stay, these accommodations offer a home-like feel with essential amenities.
  • Cabins: Popular among nature enthusiasts, these rustic retreats provide a unique escape amidst scenic surroundings.
  • Caravan Parks: A budget-friendly option, these parks offer a variety of camping experiences for a fun outdoor adventure.**

Top attractions around Point Lookout

Point Lookout, Maryland, is an ideal destination for outdoor enthusiasts and families seeking adventure and stunning scenery. Visitors can explore a range of attractions, including beautiful beaches, marinas, and historic college campuses. With its diverse points of interest, Point Lookout promises a memorable experience for travellers looking to enjoy the great outdoors and create lasting memories with loved ones.

  1. Point Lookout State Park: Experience stunning scenery and outdoor adventures in this national park, where you can hike, fish, and take in the beautiful views of the Chesapeake Bay.
  2. St. Mary's College of Maryland: Explore this historic university, rich in culture, located 12.9km away. The campus features beautiful architecture and offers a glimpse into local history and education.
  3. Confederate Memorial Park: Enjoy a family-friendly urban park with outdoor spaces for relaxation and recreation, perfect for a leisurely day in the city.

Things to do recommended for couples

Embark on a romantic getaway at Point Lookout, Maryland! Enjoy wine tasting at Vault Field Vineyards, just 24.1km away, or explore Hague Winery, located 25.7km from your stay. Don't miss General's Ridge Vineyard and Winery, a charming spot 27.4km away, perfect for couples seeking romance.

Things to do recommended for families

Families can unwind at Elms Beach Park, a scenic recreation area located 11.3km from Point Lookout. With its wellness and relaxation vibes, it's perfect for picnics, swimming, and enjoying the beautiful surroundings together.

Things to do recommended for groups

Groups visiting Point Lookout can enjoy a trip to Cecil's Old Mill for unique local goods, explore the vibrant Heathsville Farmers' Market for fresh produce, and shop at the family-friendly San Souci Shopping Center for a mix of local and city vibes.

What do I need to keep in mind when booking a vacation around Point Lookout

When planning your trip, whether it's with a group, family, pets, or for an extended stay, be sure to set your priorities accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Point Lookout with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options, and so much more, on Vrbo.
  • Traveling to Point Lookout with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring that suitable amenities, like a private swimming pool, are available. Additionally, being close to family-friendly attractions is worth considering for a more enjoyable experience.
  • Taking your pets with you to Point Lookout: For many families, a trip isn't truly fulfilling without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that are pet-friendly. Most of these accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Point Lookout: If you’re searching for vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. It might also be worthwhile to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay around Point Lookout

Point Lookout, Maryland, offers a delightful escape for nature lovers and families alike. With its breathtaking beachfront views and serene woodsy getaways, you'll find the perfect balance of relaxation and adventure. Nearby, explore charming towns rich in history, or embark on outdoor excursions that showcase the area's stunning mountain vistas. Whether you're seeking a secluded retreat or family-friendly activities, Point Lookout and its surroundings promise an unforgettable vacation experience.

  • Lexington Park: Located 20.9km away from Point Lookout, Lexington Park is a vibrant city that offers a mix of outdoor adventure and cultural experiences. Visitors are drawn to its educational institutions and the excitement of motor racing at local racetracks. The area features a range of recreational spaces, making it perfect for outdoor enthusiasts. Notable attractions include a historic college university and nearby beaches, providing a scenic backdrop for relaxation and exploration.
  • Ridge: Situated a mere 3.2km from Point Lookout, Ridge is a charming city known for its picturesque scenery and outdoor adventures. This community is ideal for those who appreciate nature, featuring beautiful boardwalks and recreational areas. Visitors can enjoy the local beaches and the nearby national state park, which offers hiking trails and stunning views. The educational opportunities in Ridge also attract families looking for enriching experiences.
  • Heathsville: Heathsville is another delightful city located 20.9km from Point Lookout, perfect for family outings and scenic exploration. The area boasts a lively public market and recreational spaces that cater to all ages. Visitors can enjoy leisurely strolls along the boardwalk, relax at the beach, or immerse themselves in local history at the transport museum. The tranquil lake nearby adds to the charm, making Heathsville a lovely destination for nature lovers and families alike.

Best time to go to Point Lookout

If you're planning a trip to Point Lookout, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January37.4°F (3.0°C)Light RainMostly SunnyLowSlightly Low
February39.7°F (4.3°C)Light RainMostly SunnyLowSlightly Low
March45.9°F (7.7°C)Light RainMostly SunnyAverageSlightly Low
April55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
May64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
June73.6°F (23.1°C)Light RainMostly SunnyHighSlightly High
July78.6°F (25.9°C)Light RainMostly SunnyHighSlightly High
August77.2°F (25.1°C)Light RainMostly SunnyHighSlightly High
September71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
October61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
November50.2°F (10.1°C)Light RainMostly SunnyAverageAverage
December43.2°F (6.2°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be a smart strategy, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your next adventure. You can easily create new trips, resume previous ones, or manage your travel plans all in one place. Properties that you’ve either saved or booked are conveniently sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Point Lookout?
Based on our research, houses are the most desirable type of vacation property in Point Lookout. But as you'd expect, everyone's idea of the perfect trip differs. Vrbo has vacation rentals of all shapes, sizes and budgets, so you're sure to discover your perfect match.
How much does it cost to rent a vacation rental in Point Lookout?
Length of stay, season and property type are some things that can affect the price of a vacation home. Simply click on your travel dates to find your ideal match. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals 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 Vrbo. 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 vacation rentals in Point Lookout?
Yes, there are. You can pick from 25 vacation rentals that allow pets in Point Lookout. Lots of our pet-friendly vacation rentals 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 Vrbo.
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 Vrbo, and then spend your days splashing and playing in a swimming pool that's all yours.
What are popular rental amenities in Point Lookout?
An ocean view, nearby museums and a fireplace top the list of most popular rental amenities in Point Lookout. Whether you're taking a trip alone, with your spouse or a group of friends, Vrbo will help you find a vacation home that fits your tastes with all the features you'll enjoy.
Are there large group vacation rentals in Point Lookout?
With eight vacation rentals that can host 10 or more guests in Point Lookout, you won't have to limit the invite list. From fun family vacations to events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.
Are there vacation rentals in Point Lookout that welcome kids?
Point Lookout has 25 family-friendly vacation rentals. And tracking down a stay that welcomes children is easy with Vrbo'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 vacationing 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 vacation rentals in Point Lookout?
Yes, there are two one-bedroom properties in Point Lookout to choose from. A one-bedroom vacation home is a wonderful option if it's just you and your sweetheart or if you're traveling 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 vacation rentals in Point Lookout?
Point Lookout has seven two-bedroom vacation properties to choose from. Experience a vacation home with all the privacy and space you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Point Lookout?
Take your pick of 13 vacation rentals 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 Vrbo.
How can I find vacation rentals with air conditioning in Point Lookout?
You'll have your pick of 25 Vrbo vacation 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 vacation rental in Point Lookout?
The minimum age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Point Lookout vacation rental before making a booking.
How long can I rent a vacation rental 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 Vrbo. 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.

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