Point Lookout vacation rentals

We found 27 vacation rentals — enter your dates for availability

Select from 19 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.

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Find out more about Point Lookout

Why visit Point Lookout

  • Outdoor Adventures: Enjoy a variety of activities at Point Lookout State Park, including hiking, fishing, and picnicking in scenic surroundings.
  • Beautiful Beaches: Relax on stunning residents' beaches, perfect for sunbathing, swimming, and beachcombing.
  • Historical Exploration: Discover historical sites that unveil the rich history of the area, including the Civil War-era lighthouse.
  • Family-Friendly Activities: Engage in numerous family-oriented experiences, making it an ideal destination for all ages.
  • Charming Accommodations: Choose from a range of vacation rentals, from cozy cottages to stylish apartments near the beach.

Popular types of accommodation around Point Lookout

If you're looking for the perfect getaway in Point Lookout, you're in the right place. Our most popular vacation rental options include charming houses, cozy cottages, stylish apartments, and inviting hideaway options. Whether you prefer a spacious bedroom cabin or boutique lodging by the beach, we have something to suit every traveler's needs. Explore our selection and find your ideal retreat in this beautiful destination.

  • Houses: The top choice for visitors, these homes offer a spacious and comfortable setting for families and groups looking to unwind.
  • Cottages: Charming and cozy, cottages provide a quaint atmosphere for a relaxing getaway near the water.
  • Apartments: Ideal for couples or solo travelers, apartments offer convenient amenities and easy access to local attractions.
  • Cabins: Rustic and inviting, cabins let you experience nature while enjoying modern comforts.
  • Caravan Parks: A unique option for those seeking an adventurous stay, caravan parks provide a fun and communal atmosphere.**

Top attractions in and around Point Lookout

Point Lookout, Maryland, is a fantastic destination for outdoor enthusiasts and families seeking adventure and scenic beauty. Visitors can explore attractions such as Point Lookout State Park, beautiful beaches, and urban parks, making it perfect for a relaxing getaway. Whether you're looking for historical sites or family-friendly activities, Point Lookout offers a variety of experiences that cater to all interests and vacation ideas.

  • Point Lookout State Park: Nestled within Point Lookout, this national park offers stunning scenery and outdoor adventures, making it perfect for hiking, fishing, and picnicking amidst nature's beauty.
  • St. Mary's College of Maryland: Located 8 miles away, this historic college is rich in culture and offers beautiful architecture and vibrant campus life, providing a glimpse into local academic traditions.
  • Confederate Memorial Park: Situated within Point Lookout, this urban park is ideal for families, featuring open spaces for recreation, walking trails, and a peaceful atmosphere amidst city vibes.

Things to do recommended for couples

For a romantic getaway at Point Lookout, explore the scenic Solomons Island Boardwalk, just 17 miles away, for a charming beach stroll. Visit Hague Winery or Vault Field Vineyards, both 15-16 miles away, for delightful wine tastings and an intimate atmosphere perfect for couples.

Things to do recommended for families

Families will love Elms Beach Park, a recreation area located 7 miles from Point Lookout. With its wellness and relaxation vibes, it's the perfect spot for picnics, swimming, and enjoying the beautiful views of the Chesapeake Bay.

Things to do recommended for groups

Groups visiting Point Lookout can explore Cecil's Old Mill for unique local goods, experience the vibrant Heathsville Farmers' Market for fresh produce, and shop at Wildewood Shopping Center, which offers a family-friendly atmosphere, all within a short drive from the area.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're considering extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Point Lookout with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group gatherings. Thankfully, Vrbo allows you to filter for these options and many more.
  • Traveling to Point Lookout with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety while also looking for age-appropriate amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Point Lookout: For many families, a vacation isn't truly enjoyable without their furry companions by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Point Lookout: If you're in search of vacation rentals that offer 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 rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Point Lookout

Point Lookout offers a unique blend of adventure and relaxation, making it perfect for family outings. Explore the stunning residents' beach, enjoy scenic views, and embark on historical excursions. Nearby attractions provide a family-friendly atmosphere that complements the secluded charm of the area. Whether you're indulging in outdoor activities or soaking in the serene surroundings, Point Lookout is an ideal destination for a memorable vacation experience.

  • Lexington Park: Located approximately 13 miles from Point Lookout, Lexington Park is a vibrant city that offers a rich blend of outdoor adventures and cultural experiences. Visitors can explore the nearby historic college university, enjoy exhilarating races at the local racetrack, or relax in the recreational areas. The area is particularly popular for its beautiful beach, which serves as an inviting spot for sunbathing and water activities. Whether you’re seeking an adrenaline rush or a peaceful day by the shore, Lexington Park has something for everyone.
  • Scotland: As the town where Point Lookout is situated, Scotland is a charming city that draws travelers for its stunning scenery and outdoor adventures. With a variety of recreational areas and a scenic boardwalk, visitors can soak in the natural beauty surrounding them. The proximity to a beautiful beach, a national state park, and serene lakes makes Scotland an excellent choice for nature lovers and outdoor enthusiasts. Enjoy hiking trails, picnicking by the water, or simply taking in the breathtaking views.
  • Piney Point: Just 9 miles from Point Lookout, Piney Point is a picturesque city known for its outdoor scenery and adventurous spirit. The area boasts recreational facilities and a scenic boardwalk, perfect for leisurely walks or bike rides. Visitors can explore the nearby beach, national state park, and tranquil lakes, making it an ideal spot for fishing, kayaking, or simply enjoying a day in nature. Piney Point offers a laid-back atmosphere where you can unwind and appreciate the natural beauty of the region.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Planning to save on your upcoming trip? Being flexible with your travel dates can lead to better prices, as rates often fluctuate. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that meets your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin reaping the savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient place for you to plan new trips, manage your existing plans, and organize your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Point Lookout?
In Point Lookout, vacation houses are the most popular type of vacation rental, with around 18 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the scenic beauty of the Chesapeake Bay. Many of these houses also feature outdoor spaces, such as decks or patios, where guests can relax and take in the views. Additionally, there are about 10 charming cottages available that provide a cozier atmosphere, often with rustic decor and easy access to the beach and local parks.
Are there any beach house rentals in Point Lookout?
In Point Lookout, Maryland, there are about 43 beach house vacation rentals available, making it an appealing destination for those seeking a coastal getaway. These rentals are typically situated near the beach, offering easy access to the scenic shoreline and the natural beauty of the surrounding area. Travelers can expect amenities such as spacious living areas, fully equipped kitchens for home-cooked meals, and outdoor decks or patios ideal for enjoying the fresh air and stunning views. Many properties also feature multiple bedrooms, making them suitable for families or groups looking to relax together in a tranquil setting.
How much does it cost to rent a vacation home in Point Lookout?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Point Lookout?
In Point Lookout, popular rental amenities include fully equipped kitchens, ideal for preparing meals and enjoying family gatherings. Many rentals also feature outdoor patios, allowing guests to relax and soak in the serene surroundings. Common kitchen amenities include blenders and coffee/tea makers, making it convenient for travelers to start their day with a fresh brew or a smoothie. Additionally, kitchen islands are often available, providing extra workspace for cooking or casual dining.
Are there any family house rentals in Point Lookout?
In Point Lookout, Maryland, there are numerous family-friendly house rentals available, with around 19 options to choose from. This charming area offers a unique blend of natural beauty and historical significance, making it a wonderful destination for families. Many of these homes provide spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play and explore.

Visitors will appreciate the proximity to local attractions, such as the Point Lookout State Park, which features hiking trails, picnic areas, and beautiful views of the Chesapeake Bay. Families can also enjoy nearby beaches and opportunities for fishing or kayaking in the serene waters.
Can I rent a vacation home with a pool or hot tub in Point Lookout?
In Point Lookout, Maryland, travelers can find several vacation homes available for rent that come equipped with pools and hot tubs, providing excellent options for relaxation and enjoyment. The area features charming properties that often offer amenities such as spacious outdoor decks, private pools, and hot tubs, making them ideal for families or groups looking to unwind in a serene setting. Many of these rentals also include fully equipped kitchens and cozy living spaces, ensuring a comfortable stay.
Are there any Point Lookout vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Point Lookout with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Point Lookout?
Yes, you can find a variety of pet-friendly vacation rentals in Point Lookout. With around 20 options available, travelers can choose from properties that cater to both pets and humans alike. Many of these rentals feature amenities such as spacious living areas, fully equipped kitchens, outdoor spaces where pets can roam, and sometimes even private yards or decks.

The Point Lookout area is known for its beautiful natural surroundings, including the Point Lookout State Park, which offers picturesque trails and scenic views of the Chesapeake Bay. This park is a fantastic spot for outdoor activities with your pet, including hiking and enjoying the waterfront. Additionally, the nearby beaches are often accessible and provide a relaxing environment for both you and your furry friend. See all pet-friendly rentals in Point Lookout.
Can I find long-stay vacation rentals in Point Lookout?
A long-stay vacation rental in Point Lookout is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Point Lookout for a vacation rental?
The best time to visit Point Lookout for a vacation rental is during the peak summer season from June to August. This vibrant period attracts families and beach enthusiasts eager to enjoy the sandy shores and warm waters of the Chesapeake Bay. With temperatures often reaching the mid-80s Fahrenheit, it's great for outdoor activities such as swimming, fishing, and kayaking, making it an ideal destination for those seeking sun-soaked adventures.

July is particularly popular, bustling with visitors who come to relish the lively atmosphere and partake in local events, including festivals and beach activities. The long days and warm nights provide ample opportunities for sightseeing and enjoying the natural beauty that Point Lookout has to offer.

If you're looking for a more budget-friendly option, consider visiting in December. During this time, this month offers a unique charm with the peaceful winter landscape and opportunities for cozy gatherings.
Are there any remote work vacation rentals in Point Lookout?
In Point Lookout, Maryland, there are numerous vacation rentals suitable for remote work, with around 25 options available. This serene area, located on the shores of the Chesapeake Bay, offers a tranquil environment ideal for productivity. Many of these rentals come equipped with essential amenities such as dedicated office spaces, comfortable desk chairs, and high-speed Wi-Fi to facilitate seamless work-from-home experiences.

Travelers can expect properties that feature spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces to enjoy the picturesque surroundings during breaks. Being close to local attractions, such as the Point Lookout State Park, provides opportunities for nature walks and relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Point Lookout vacation rental?
Book your Point Lookout vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Point Lookout?
In Point Lookout, visitors can explore the historic Point Lookout State Park, which offers beautiful waterfront views and opportunities for hiking, fishing, and picnicking. The park is also home to remnants of a Civil War-era fort and a lighthouse, providing a glimpse into the area's rich history. Nearby, the serene beaches along the Chesapeake Bay are superb for relaxing, swimming, or enjoying water sports. Additionally, the charming local community features quaint shops and eateries, making it a pleasant area for visitors to unwind and experience the local culture.
Can I change or cancel my Point Lookout home rental booking on Vrbo?
To find Point Lookout vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Point Lookout vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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