Chesapeake Ranch Estates-Drum Point Vacation Rentals

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Our top choices for Chesapeake Ranch Estates-Drum Point vacation rentals

9.8 out of 10, Exceptional, (40)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ¥19,576
¥42,497 total
includes taxes & fees
Jan 8 - Jan 9
Soul Oasis - home on the Chesapeake Bay
3.0 star property
The price is ¥57,319
¥131,140 total
includes taxes & fees
Jan 8 - Jan 9
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
10.0 out of 10, Exceptional, (1)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ¥51,678
¥138,842 total
includes taxes & fees
Feb 3 - Feb 4
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Cabin in Hague

Coles Point Marina
2.0 star property
The price is ¥41,707
¥58,691 total
includes taxes & fees
Jan 8 - Jan 9
Coles Point Marina
9.4 out of 10, Exceptional, (10)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is ¥20,156
¥49,913 total
includes taxes & fees
Jan 8 - Jan 9
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is ¥28,190
¥45,373 total
includes taxes & fees
Jan 8 - Jan 9
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
10.0 out of 10, Exceptional, (50)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
The price is ¥24,665
¥58,348 total
includes taxes & fees
Jan 12 - Jan 13
Beautiful Waterfront Retreat in Cambridge!

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
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 ¥41,580
¥49,719 total
includes taxes & fees
Jan 8 - Jan 9
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (5)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is ¥23,178
¥54,710 total
includes taxes & fees
Feb 2 - Feb 3
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
10.0 out of 10, Exceptional, (5)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is ¥26,060
¥63,795 total
includes taxes & fees
Jan 13 - Jan 14
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Vacation Home in Woolford

Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (51)
"Great place, will stay again"
United States
Matt S.
The price is ¥36,018
¥43,657 total
includes taxes & fees
Jan 20 - Jan 21
Waterfront Getaway with Dock
2.0 star property
The price is ¥18,793
¥40,671 total
includes taxes & fees
Jan 8 - Jan 9
Back Creek Villa Open Deck Solomons Island Maryland
10.0 out of 10, Exceptional, (11)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is ¥42,285
¥51,296 total
includes taxes & fees
Jan 8 - Jan 9
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
10.0 out of 10, Exceptional, (14)
"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"
United States
Sandy S.
The price is ¥41,084
¥82,558 total
includes taxes & fees
Jan 20 - Jan 21
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
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 ¥31,322
¥60,924 total
includes taxes & fees
Jan 12 - Jan 13
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Leonardtown

Potomac Vista Cottage
2.0 star property
The price is ¥20,673
¥60,120 total
includes taxes & fees
Jan 8 - Jan 9
Potomac Vista Cottage
10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is ¥33,884
¥63,972 total
includes taxes & fees
Jan 14 - Jan 15
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Solomons

4-BR Waterfront Turret Home
2.0 star property
10.0 out of 10, Exceptional, (7)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ¥46,983
¥102,749 total
includes taxes & fees
Jan 8 - Jan 9
4-BR Waterfront Turret Home
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 ¥46,983
¥89,759 total
includes taxes & fees
Jan 11 - Jan 12
Charming Waterfront 3-bedroom house in Piney Point
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 ¥39,153
¥90,712 total
includes taxes & fees
Jan 14 - Jan 15
Anne & Fred`s Leonardtown Home W/ Arcade room!
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 Chesapeake Ranch Estates-Drum Point Hotel Reviews

Find out more about Chesapeake Ranch Estates-Drum Point

Search for holiday rentals in Chesapeake Ranch Estates-Drum Point on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesapeake Ranch Estates-Drum Point using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Chesapeake Ranch Estates-Drum Point?

Yes, we offer vacation rentals close to the most popular local attractions in Chesapeake Ranch Estates-Drum Point, or you can go with a more secluded option if you want a relaxing place to stay. Chesapeake Ranch Estates-Drum Point is known for its art.

What are some of the best vacation home rentals that Chesapeake Ranch Estates-Drum Point has to offer?

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks: You might want to consider this vacation rental near Chesapeake Ranch Estates-Drum Point, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Chesapeake Ranch Estates-Drum Point?

With 27 Expedia vacation rentals, you're sure to find just the right place for your Chesapeake Ranch Estates-Drum Point stay.

What can I see and do in Chesapeake Ranch Estates-Drum Point?

Chesapeake Bay and Drum Point Lake are a couple of lovely local spots to get outside and enjoy nature. Annmarie Sculpture Garden and Arts Center and Harbor Island Marina are a couple of places you'll find in the larger area.

What’s a vacation rental in Chesapeake Ranch Estates-Drum Point like?

A vacation rental is a private property you can stay in for a long or short time in Chesapeake Ranch Estates-Drum Point. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.