Chesapeake Ranch Estates-Drum Point Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

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

Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (40 reviews)
"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 ￥19,588
￥43,353 total
includes taxes & fees
Feb 8 - Feb 9
Soul Oasis - home on the Chesapeake Bay
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
The price is ￥57,352
￥131,216 total
includes taxes & fees
Feb 8 - Feb 9
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
TV, fireplace, video games, books
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Vacation Home in Lusby

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ￥51,777
￥137,112 total
includes taxes & fees
Jan 13 - Jan 14
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Cottage, 2 Bedrooms, Kitchen | Exterior
Coles Point Marina

Cabin in Hague

Coles Point Marina
2.0 star property
The price is ￥41,731
￥58,724 total
includes taxes & fees
Feb 9 - Feb 10
Coles Point Marina
Dining
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.4 out of 10, Exceptional, (10 reviews)
"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 ￥20,193
￥49,507 total
includes taxes & fees
Jan 11 - Jan 12
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Sun loungers
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"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 ￥41,657
￥49,811 total
includes taxes & fees
Jan 10 - Jan 11
Cottage Located on the Patuxent River!
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Vacation Home in Fishing Creek

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
10.0 out of 10, Exceptional, (11 reviews)
"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 ￥42,309
￥50,661 total
includes taxes & fees
Feb 3 - Feb 4
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Smart TV, books
4-BR Waterfront Turret Home

Vacation Home in Solomons

4-BR Waterfront Turret Home
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥54,915
￥112,312 total
includes taxes & fees
Jan 11 - Jan 12
4-BR Waterfront Turret Home
Fridge, microwave, oven, stovetop
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (50 reviews)
"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 ￥18,640
￥51,192 total
includes taxes & fees
Jan 12 - Jan 13
Beautiful Waterfront Retreat in Cambridge!
Property grounds
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8 reviews)
"The owner was very nice "
United States
karen
The price is ￥28,206
￥46,894 total
includes taxes & fees
Jan 22 - Jan 23
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior
Charming Waterfront 3-bedroom house in Piney Point

Vacation Home in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
10.0 out of 10, Exceptional, (1 review)
"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 ￥47,010
￥89,811 total
includes taxes & fees
Jan 10 - Jan 11
Charming Waterfront 3-bedroom house in Piney Point
Marina
Back Creek Villa Open Deck Solomons Island Maryland

Vacation Home in Solomons

Back Creek Villa Open Deck Solomons Island Maryland
2.0 star property
The price is ￥18,828
￥40,747 total
includes taxes & fees
Jan 10 - Jan 11
Back Creek Villa Open Deck Solomons Island Maryland
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock

Vacation Home in Woolford

Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (51 reviews)
"Great place, will stay again"
United States
Matt S.
The price is ￥36,087
￥43,741 total
includes taxes & fees
Jan 18 - Jan 19
Waterfront Getaway with Dock
Smart TV, books
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
9.6 out of 10, Exceptional, (5 reviews)
"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.
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Sun loungers, beach towels
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Vacation Home in Montross

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
10.0 out of 10, Exceptional, (5 reviews)
"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 ￥26,108
￥63,913 total
includes taxes & fees
Jan 13 - Jan 14
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Vacation Home in Cambridge

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14 reviews)
"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 ￥41,163
￥82,883 total
includes taxes & fees
Jan 11 - Jan 12
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Property grounds
Potomac Vista Cottage

Vacation Home in Leonardtown

Potomac Vista Cottage
2.0 star property
The price is ￥21,809
￥61,495 total
includes taxes & fees
Jan 10 - Jan 11
Potomac Vista Cottage
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Prince Frederick

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
10.0 out of 10, Exceptional, (8 reviews)
"Everything was amazing. "
United States
Lorie S.
The price is ￥33,947
￥64,091 total
includes taxes & fees
Jan 14 - Jan 15
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Interior
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Vacation Home in Lexington Park

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is ￥22,123
￥52,715 total
includes taxes & fees
Feb 9 - Feb 10
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Fridge, microwave, oven, stovetop
Anne & Fred`s Leonardtown Home W/ Arcade room!

Apartment in Leonardtown

Anne & Fred`s Leonardtown Home W/ Arcade room!
9.2 out of 10, Wonderful, (5 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.
The price is ￥39,175
￥89,269 total
includes taxes & fees
Jan 11 - Jan 12
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Ranch Estates-Drum Point Hotel Reviews

Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

10/10 Excellent
"Nice updating. Very nice people working on Christmas. "
JOHN 3-night trip
Posted 1 day ago
Solomons Inn Resort & Marina

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:

  • View our selection of featured holiday rentals in Chesapeake Ranch Estates-Drum Point
  • Use the map to find apartments and other holiday homes in the Chesapeake Ranch Estates-Drum Point neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesapeake Ranch Estates-Drum Point while they last

Look no further and take a look at our great range of rental properties in Chesapeake Ranch Estates-Drum Point!

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.