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Compare 159 Vacation Homes in Chaptico with updated reviews, rates, and availability.

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
The driveway allows for plenty of parking for guests!

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

9.6 out of 10, Exceptional, (29)
"This was our third year celebrating our family Thanksgiving in this home. Three generations coming from three different states. Location offers an easy drive for everyone, and the home is large enough for us spread out yet gather for meals. The host listened to our comments from previous years and addressed all of our concerns. Will be returning again."
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
Charming 3-bedroom retreat in White Plains
Private kitchen

Charming 3-bedroom retreat in White Plains

The price is AED 400
AED 561 total
includes taxes & fees
24 Dec - 25 Dec
Charming 3-bedroom retreat in White Plains
Waterfront Relaxing Getaway
Property grounds

Waterfront Relaxing Getaway

9.8 out of 10, Exceptional, (19)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Sunroom off the kitchen and living room with a magnificent view of the Chesapeake Bay

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

9.8 out of 10, Exceptional, (110)
"Very nice place we found, great views, very clean, quiet, great place to relax for the weekend. everything went well and we would highly recommend anyone for a stay here. we will be back next year"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Sunrise on your private beach

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

10.0 out of 10, Exceptional, (15)
"House is perfect for families to get together for a holiday. Has pretty much everything you need."
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Sit on the patio and enjoy your coffee in the morning.

Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

9.8 out of 10, Exceptional, (19)
"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
living room, there is TV with netflix/ prime streaming.

Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

10.0 out of 10, Exceptional, (10)
"Great place to stay while in the area. Thank you!"
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Waterfront home on Monroe Bay in the heart of Colonial Beach.

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (25)
"We had a great time. House was very roomy, and the views were lovely. Would love to visit again."
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Spectacular Waterfront Retreat with Pier

Spectacular Waterfront Retreat with Pier

10.0 out of 10, Exceptional, (7)
"Classic cottage, very clean and well-supplied. Comfy bed in main bedroom! Beautiful property on the river - quiet and peaceful. Lovely sitting areas both inside and out. Restorative!"
Spectacular Waterfront Retreat with Pier
Colonial Beach Cottage, 7 minutes walk to beach!
Large front deck with lights and private fenced yard

Colonial Beach Cottage, 7 minutes walk to beach!

9.6 out of 10, Exceptional, (22)
" "
Colonial Beach Cottage, 7 minutes walk to beach!
Luxury Modern Waterfront Retreat
★ Coziness & Outdoor ★ Gas fire-pit to enjoy your evening or wood fire-pit if you prefer the wood crackling sounds

Luxury Modern Waterfront Retreat

9.8 out of 10, Exceptional, (9)
"A little had to trailer a boat to house but nice other then that "
The price is AED 584
AED 1,715 total
includes taxes & fees
5 Jan - 6 January 2025
Luxury Modern Waterfront Retreat
Riverside House w/ Kayaks, Piano & Fireplace
California Vacation Rental | 5BR | 2.5BA | 2,300 Sq Ft | Stairs Required

Riverside House w/ Kayaks, Piano & Fireplace

9.0 out of 10, Wonderful, (12)
"This house is well-maintained and my business associates enjoy staying here. We will book this house every time it comes available."
Riverside House w/ Kayaks, Piano & Fireplace
Tranquil Modern Farmhouse
Exterior

Tranquil Modern Farmhouse

9.4 out of 10, Exceptional, (6)
"Overall the house was very nice and quiet neighborhood. Encountered a weird issue with smoke detectors going off due to battery and/or wiring issue. Believe faulty detector in attic caused issue. Homeowner had maintenance show up and take care of the problem. "
The price is AED 735
AED 1,829 total
includes taxes & fees
30 Dec - 31 Dec
Tranquil Modern Farmhouse
Tranquil Private Getaway Minutes to Patuxent River
Living area

Tranquil Private Getaway Minutes to Patuxent River

Tranquil Private Getaway Minutes to Patuxent River
Waterfront Leonardtown Retreat w/ Dock Access!
Leonardtown Vacation Rental | 4BR | 4BA | 6,500 Sq Ft | Steps Required

Waterfront Leonardtown Retreat w/ Dock Access!

10.0 out of 10, Exceptional, (1)
"We had a wonderful time. My husband spent the days crabbing from the pier, my brother fishing from the pier. We all went out kayaking. Beautiful sunsets. Enjoyed a crazy night of ping pong, playing cards and online Jackbox games. Plenty of space and loved the large kitchen and bathroom for every bedroom. None of us wanted to leave."
Waterfront Leonardtown Retreat w/ Dock Access!
Waterfront Beauty on the Bay
Exterior

Waterfront Beauty on the Bay

Waterfront Beauty on the Bay
3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK
Property grounds

3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK

3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK
Water Front Amazing Views of Potomac and Gorgeous Sunrises and Sunsets
View of house with kayaks

Water Front Amazing Views of Potomac and Gorgeous Sunrises and Sunsets

9.4 out of 10, Exceptional, (19)
"Everything. I mean everything was perfect. We saw swans, ducks, and even sn alligator gar for you fishing lovers. The River was beautiful. The host very responsive. The house very-well appointed. Nothing missing. They even had art supplies for our rainy day. Highly recommend this water-front house."
Water Front Amazing Views of Potomac and Gorgeous Sunrises and Sunsets
Riverside Dreams -golfcart-views-screened porch-
Screened porch and river view.

Riverside Dreams -golfcart-views-screened porch-

2.0 star property
The price is AED 424
AED 1,207 total
includes taxes & fees
6 Jan - 7 January 2025
Riverside Dreams -golfcart-views-screened porch-
Unplug and unwind at your Leonardtown waterfront vacation home!
Miscellaneous

Unplug and unwind at your Leonardtown waterfront vacation home!

8.8 out of 10, Excellent, (5)
"We were here for Thanksgiving, but were thinking the whole time that this would be a great spot in warmer weather. With the water access and spacious accommodations it would be a great basecamp."
Unplug and unwind at your Leonardtown waterfront vacation home!
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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Other property types in Chaptico

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
View to enjoy coming down drive. Our new Yamaha Jet Boat is on the lift.

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

10.0 out of 10, Exceptional, (5)
"Everything we needed, relaxing visit"
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
Cozy Cottage with access to and partially obstructed views of the bay.
Exterior

Cozy Cottage with access to and partially obstructed views of the bay.

9.6 out of 10, Exceptional, (14)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.
Cheery, Peaceful Water Front Cabin on Winery Grounds
Exterior

Cheery, Peaceful Water Front Cabin on Winery Grounds

9.8 out of 10, Exceptional, (36)
"Such a cute rustic cabin with all the comforting details in all aspects! Nothing left out! Right next door to a winery a walk away… the perfect country fall getaway! We will definitely be back! It was a delightful location!"
The price is AED 500
AED 1,063 total
includes taxes & fees
5 Jan - 6 January 2025
Cheery, Peaceful Water Front Cabin on Winery Grounds
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.