Search Holiday Rentals in Chaptico

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Chaptico

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (12)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Vacation on the Bay 3-bedroom house in serene Chaptico MD with AC, WiFi

2.0 star property
Vacation on the Bay 3-bedroom house in serene Chaptico MD with AC, WiFi

Waterfront Rock Point Vacation Rental w/ Sunroom!

10.0 out of 10, Exceptional, (2)
Waterfront Rock Point Vacation Rental w/ Sunroom!

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (177)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Cheery, Peaceful Water Front Cabin on Winery Grounds

9.8 out of 10, Exceptional, (51)
"Great stay and peaceful spot. "
The price is £191
includes taxes & fees
27 Aug - 28 Aug
Cheery, Peaceful Water Front Cabin on Winery Grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (140)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (41)
"Everything was great. "
Waterfront with spectacular view, close to restaurants and bars

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (51)
"Wonderful golf cart community! Perfect way to relax, short walk to the water in either direction. Meet allot of the locals, enjoyed the local breweries and restuarants."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Tiny, Funky, and Full of Love - Welcome to the Love Shack

10.0 out of 10, Exceptional, (4)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (120)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (167)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

Maryland Vacation Rental w/ Private Pool & Dock

9.2 out of 10, Wonderful, (12)
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock

Sail Away

10.0 out of 10, Exceptional, (4)
"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"
The price is £229
includes taxes & fees
14 Aug - 15 Aug
Sail Away

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (31)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (10)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
The price is £220
includes taxes & fees
5 Sept - 6 Sept
Waterfront Solomons Apartment

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (11)
"We came to the area to participate a disc golf tournament at Lake Marshall. The location was perfect. We had a great time cooking over the fire, making s'mores, and checking out Montross and Colonial Beach. I highly recommend staying at this property. "
Waterfront 3-Bed Oasis Perfect for City Getaway

Bright and airy waterfront getaway

9.8 out of 10, Exceptional, (16)
"This property was everything we wanted. We hope to return next year."
Bright and airy waterfront getaway

Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

10.0 out of 10, Exceptional, (7)
"Host provided everything needed and very responsive. Truly enjoyed our stay and the area. "
Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

Charming 1-bedroom house with AC and WiFi in quaint Montross

10.0 out of 10, Exceptional, (10)
"Perfect spot for our weekend away! Excellent location to hit multiple spots in the area. Clean, quiet and cozy, 10/10 would recommend. We are already planning our next trip! "
The price is £201
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom house with AC and WiFi in quaint Montross

Downtown Residential Suite across from the Beach

10.0 out of 10, Exceptional, (9)
"We had a blast staying in colonial Beach! Communicative hosts, easy check in process, very clean, charming and eclectic decoration."
Downtown Residential Suite across from the Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chaptico Hotel Reviews

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?

Waterfront with spectacular view, close to restaurants and bars: This holiday home rental outside of Chaptico is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 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 St. Clement's Island State Park. In the wider area, you’ll find Maryland International Raceway and Budds Motorcross Speedway.

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.