Chaptico Holiday Rentals

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Holiday Rentals in Chaptico

Cheery, Peaceful Water Front Cabin on Winery Grounds

Colonial Beach
9.8 out of 10, Exceptional, (56)
"Very quiet and great location."
United States
Cindy B.
The price is AU$287
includes taxes & fees
14 Dec - 15 Dec
Cheery, Peaceful Water Front Cabin on Winery Grounds

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

2.0 star property
Colonial Beach
9.2 out of 10, Wonderful, (10)
"We had a wonderful stay at this home. It is very well kept and taken care of. Beautiful property and the owners are very responsive. Thank you for a wonderful visit!!! We look forward to staying again!!!"
United States
Kristin R.
The price is AU$472
includes taxes & fees
8 Dec - 9 Dec
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Port Republic
9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
The price is AU$270
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

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

Benedict
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is AU$458
includes taxes & fees
6 Dec - 7 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage Located on the Patuxent River!

Prince Frederick
10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is AU$486
includes taxes & fees
6 Dec - 7 Dec
Cottage Located on the Patuxent River!

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

Prince Frederick
9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is AU$558
includes taxes & fees
17 Dec - 18 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Sail Away To

Colonial Beach
9.4 out of 10, Exceptional, (12)
"We stayed two nights June 11-13 and it is an excellent VRBO, clean, great location, great views, good parking space, with washer and dryer. The hosts are super, welcoming, and responsive. Highly recommended."
United States
James T.
The price is AU$447
includes taxes & fees
8 Dec - 9 Dec
Sail Away To

Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Montross
10.0 out of 10, Exceptional, (30)
"Comfy, relaxing, beautiful, relaxing vacation home. We went to unwind and the facilities and owners were a delight. Kitchen was super well stocked with everything needed to handle meals for 11 people. Popcorn was a smash. The front door unlocked with our code and we were all ready to expand and kick off 9 days together."
United States
Al F.
The price is AU$705
includes taxes & fees
15 Dec - 16 Dec
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

3.0 star property
Lusby
The price is AU$1,165
includes taxes & fees
6 Dec - 7 Dec
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Welcoming 3-bedroom townhome with AC in Waldorf

Waldorf
10.0 out of 10, Exceptional, (3)
"Location was perfect and the pool/ping pong table made it more enjoyable."
United States
pamela h.
The price is AU$477
includes taxes & fees
6 Dec - 7 Dec
Welcoming 3-bedroom townhome with AC in Waldorf

Enjoyable 3-bedroom house in King George. 5 mins to Dahlgren Naval Base

King George
The price is AU$251
includes taxes & fees
8 Dec - 9 Dec
Enjoyable 3-bedroom house in King George. 5 mins to Dahlgren Naval Base

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

Prince Frederick
10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is AU$603
includes taxes & fees
7 Dec - 8 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

River Refresh - Waterfront with Spa on Placid Bay

Colonial Beach
10.0 out of 10, Exceptional, (20)
"Spectacular place, fenomenal view, peaceful and quiet on fall season. We’re definitely coming back. Highly recommend. "
United States
Joyce
The price is AU$777
includes taxes & fees
7 Dec - 8 Dec
River Refresh - Waterfront with Spa on Placid Bay

Luxury Modern Waterfront Retreat

Montross
9.6 out of 10, Exceptional, (14)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is AU$720
includes taxes & fees
8 Dec - 9 Dec
Luxury Modern Waterfront Retreat

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Prince Frederick
9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
The price is AU$892
includes taxes & fees
7 Dec - 8 Dec
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

4-BR Waterfront Turret Home

2.0 star property
Solomons
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
The price is AU$1,035
includes taxes & fees
14 Dec - 15 Dec
4-BR Waterfront Turret Home

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

Leonardtown
9.2 out of 10, Wonderful, (5)
"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.
The price is AU$886
includes taxes & fees
7 Dec - 8 Dec
Anne & Fred`s Leonardtown Home W/ Arcade room!

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons
9.6 out of 10, Exceptional, (8)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Charming Waterfront 3-bedroom house in Piney Point

Piney Point
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is AU$876
includes taxes & fees
6 Dec - 7 Dec
Charming Waterfront 3-bedroom house in Piney Point
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chaptico holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chaptico holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chaptico holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chaptico holiday rentals we have selected for you start as low as AU$287 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chaptico rentals

At Expedia, we put the best Chaptico holiday 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 holiday.

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 holiday rentals in Chaptico?

Yes, there are holiday rentals close to the most popular sights in Chaptico, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops: This holiday home rental outside of Chaptico is located on the waterfront, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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 wider area, you’ll find Wicomico Shores Golf Course and Maryland International Raceway.

What are holiday rentals like in Chaptico?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chaptico. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.