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Chesapeake Ranch Estates-Drum Point Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

1. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (60 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
$281 nightly
The price is $297
Sep 30 - Oct 1
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

2. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
$1,048 nightly
The price is $1,157
Sep 7 - Sep 8
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
A pathway lined with trees and lights leading to a wooden building with a visible window.

3. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (14 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
$753 nightly
The price is $798
Sep 28 - Sep 29
Total with taxes and fees
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
$1,031 nightly
The price is $1,144
Sep 7 - Sep 8
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub

5. 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
Lusby
$398 nightly
The price is $422
Oct 6 - Oct 7
Total with taxes and fees
3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

6. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
$985 nightly
The price is $992
Sep 17 - Sep 18
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A spacious living room with a large sofa, a television, and a view of the ocean.

7. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$631 nightly
The price is $698
Sep 8 - Sep 9
Total with taxes and fees
4-BR Waterfront Turret Home
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

8. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (7 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
$246 nightly
The price is $261
Sep 16 - Sep 17
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
$548 nightly
The price is $581
Sep 7 - Sep 8
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!
A covered patio with a view of a lake, furnished with chairs and a table.

10. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
$379 nightly
The price is $382
Sep 7 - Sep 8
Total with taxes and fees
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A house with a large lawn and a dock extending into a calm lake.

11. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
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.
$309 nightly
The price is $328
Sep 7 - Sep 8
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
A house with a large lawn and a dock extending into a calm lake.

12. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
$309 nightly
The price is $328
Sep 7 - Sep 8
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
A two-story house with a balcony, surrounded by trees and a wooden fence.

13. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (7 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
$723 nightly
The price is $798
Sep 7 - Sep 8
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point
A covered outdoor dining area with a table and chairs, overlooking a body of water and trees.

14. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
$416 nightly
The price is $459
Oct 4 - Oct 5
Total with taxes and fees
Sunset Breezes - quiet waterfront retreat
A spacious living room with a large TV, blue sofa, and a ceiling fan.

15. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
9.6 out of 10, Exceptional, (35 reviews)
"Anne is a great host, always responded promptly regardless of time.Property is huge! Lots of patio space, and included kayaks for us to use. Next time in the area will definitely stay there"
United States
Ramon A.
$709 nightly
The price is $751
Oct 6 - Oct 7
Total with taxes and fees
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

16. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (66 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
$237 nightly
The price is $251
Sep 16 - Sep 17
Total with taxes and fees
Waterfront Getaway with Dock
A single-story house with a front porch, a small deck, and a number '4' on the side.

17. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
$389 nightly
The price is $423
Sep 7 - Sep 8
Total with taxes and fees
2 Bedroom Cottage at Coles Point Marina
A single-story house with a front porch, a small deck, and a number '4' on the side.

18. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
$255 nightly
The price is $278
Oct 5 - Oct 6
Total with taxes and fees
Coles Point Marina
A lakeside view with chairs and a table, a rainbow, and trees.

19. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
$335 nightly
The price is $355
Sep 8 - Sep 9
Total with taxes and fees
Bright and airy waterfront getaway
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (15 reviews)
"The owner was very nice "
United States
karen
$234 nightly
The price is $259
Sep 8 - Sep 9
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
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

avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

10/10 Excellent
"We will definitely stay here again next time we are in the area. New hotel, great staff, great coffee that is freshly ground with each cup. Nice area, safe, plenty of shopping and restaurants nearby."
Donna 1-night trip
Posted 14 hours ago
avid hotel California - Lexington Park by IHG

Find out more about Chesapeake Ranch Estates-Drum Point

Everything you need to know about Chesapeake Ranch Estates-Drum Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake Ranch Estates-Drum Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Chesapeake Ranch Estates-Drum Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesapeake Ranch Estates-Drum Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesapeake Ranch Estates-Drum Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesapeake Ranch Estates-Drum Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $261 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesapeake Ranch Estates-Drum Point rentals

At Expedia, we put the best Chesapeake Ranch Estates-Drum Point vacation 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake Ranch Estates-Drum Point. 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 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?

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: This highly rated vacation home rental in Chesapeake Ranch Estates-Drum Point is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Chesapeake Ranch Estates-Drum Point include Belle of the Chesapeake Bay and Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay.

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

With 23 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. Drum Point Lighthouse and Calvert Marine Museum 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.