Chaptico Vacation Rentals

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Our top choices for Chaptico vacation rentals

Rest & Recharge, A-frame Cabin on Winery Grounds

Rest & Recharge, A-frame Cabin on Winery Grounds
Colonial Beach
9.8 out of 10, Exceptional, (59 reviews)
"Very private - very relaxing - accurate listing - great host"
United States
Patrick O.
$217 nightly
The price is $236
Mar 17 - Mar 18
Total with taxes and fees
Rest & Recharge, A-frame Cabin on Winery Grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"Very nice location. Everything as described. Responsive host."
United States
Michael L.
$240 nightly
The price is $265
Mar 15 - Mar 16
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Easthaven: Game-Theme Waterfront+Boats+Firepit+EV

Easthaven: Game-Theme Waterfront+Boats+Firepit+EV
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
$464 nightly
The price is $505
Mar 17 - Mar 18
Total with taxes and fees
Easthaven: Game-Theme Waterfront+Boats+Firepit+EV

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
$344 nightly
The price is $375
Mar 15 - Mar 16
Total with taxes and fees
Coles Point Marina

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
$300 nightly
The price is $317
Mar 15 - Mar 16
Total with taxes and fees
Cottage Located on the Patuxent River!

River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic amenities, beautiful view, cosy yet spacious!"
United States
Aaron M.
$491 nightly
The price is $534
Mar 15 - Mar 16
Total with taxes and fees
River Refresh - Waterfront with Spa on Placid Bay

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$678 nightly
The price is $750
Mar 15 - Mar 16
Total with taxes and fees
4-BR Waterfront Turret Home

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
$517 nightly
The price is $547
Mar 15 - Mar 16
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location and perfect property! The condo was great for our anniversary! The furnishings and amenities were top notch! We would go back again 100%. Recommend renting a golf cart. All of the places to eat are locally owned supporting small business in this community is a great feeling! The owner was so great to communicate with, so very helpful! "
United States
Katherine C.
$288 nightly
The price is $292
Mar 16 - Mar 17
Total with taxes and fees
Sail Away To

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
$421 nightly
The price is $446
Mar 16 - Mar 17
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.6 out of 10, Exceptional, (5 reviews)
"Our family had a great stay. Thank you!"
United States
Colleen G.
$367 nightly
The price is $389
Mar 30 - Mar 31
Total with taxes and fees
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Colonial Beach
9.2 out of 10, Wonderful, (10 reviews)
"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."
United States
Saundra B.
$283 nightly
The price is $315
Mar 16 - Mar 17
Total with taxes and fees
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
$272 nightly
The price is $296
Mar 15 - Mar 16
Total with taxes and fees
2 Bedroom Cottage at Coles Point Marina

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
$411 nightly
The price is $447
Mar 16 - Mar 17
Total with taxes and fees
Luxury Modern Waterfront Retreat

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
$378 nightly
The price is $417
Mar 15 - Mar 16
Total with taxes and fees
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
$663 nightly
The price is $736
Mar 16 - Mar 17
Total with taxes and fees
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
$430 nightly
The price is $468
Mar 16 - Mar 17
Total with taxes and fees
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully and tastefully decorated, immaculately clean, completely stocked top to bottom! You can tell by all of the details that these hosts care about curating a perfect stay for their guests. "
United States
Leslie K.
$525 nightly
The price is $580
Mar 15 - Mar 16
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
$823 nightly
The price is $829
Mar 17 - Mar 18
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Chaptico Hotel Reviews

Find out more about Chaptico

Everything you need to know about Chaptico vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chaptico vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chaptico vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chaptico vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chaptico. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chaptico in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $236 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chaptico rentals

At Expedia, we put the best Chaptico vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chaptico rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chaptico vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chaptico. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Chaptico?

Yes, you can find vacation rentals close to top sights in Chaptico, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Chaptico has to offer?

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR: This vacation home rental near Chaptico offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What can I see and do in Chaptico?

Explore the area and family-friendly sights such as R&J's PlayPark, or get out into nature at a spot like Colonial Beach. In the larger area, you’ll find Maryland International Raceway and Budds Motorcross Speedway.

What are vacation rentals like in Chaptico?

Vacation rentals are privately owned accommodations you can book for several days or more in Chaptico. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.