Default HTG hotel image

Chesapeake Ranch Estates-Drum Point Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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

Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (55 reviews)
"Cute, sweet spot with a peaceful vibe and lovely view!"
United States
Melinda S.
$280 nightly
The price is $297
Jul 22 - Jul 23
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Property grounds

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, (13 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
$756 nightly
The price is $801
Jul 22 - Jul 23
Total with taxes and fees
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Interior

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.
$1,071 nightly
The price is $1,183
Jul 20 - Jul 21
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
TV, fireplace, video games, books

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.
$992 nightly
The price is $998
Aug 12 - Aug 13
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
House (3 Bedrooms) | Interior

Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
$1,068 nightly
The price is $1,185
Jul 20 - Jul 21
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
TV, fireplace

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, (2 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
$235 nightly
The price is $249
Jul 22 - Jul 23
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Property grounds

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, (10 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
$241 nightly
The price is $266
Jul 20 - Jul 21
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Dining

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (17 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
$383 nightly
The price is $423
Jul 20 - Jul 21
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Cottage, 2 Bedrooms, Kitchen | Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
$318 nightly
The price is $346
Jul 29 - Jul 30
Total with taxes and fees
Coles Point Marina
Interior

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, (11 reviews)
"We had a wonderful stay! Beautiful waterfront home with a brand new pier overlooking the river and a perfect sunset. Quiet location, perfectly appointed and great location next to parks, St Mary’s City and campus. Highly recommend!"
United States
Kurt O.
$382 nightly
The price is $385
Jul 20 - Jul 21
Total with taxes and fees
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Interior

Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."
United States
Paige
$553 nightly
The price is $602
Aug 18 - Aug 19
Total with taxes and fees
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Property grounds

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
$329 nightly
The price is $349
Jul 20 - Jul 21
Total with taxes and fees
Bright and airy waterfront getaway
Coffee/tea maker, fridge, microwave, oven

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.
$516 nightly
The price is $546
Jul 19 - Jul 20
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
$389 nightly
The price is $423
Jul 20 - Jul 21
Total with taxes and fees
2 Bedroom Cottage at Coles Point Marina
Smart TV, fireplace, table tennis, books

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Point Lookout
10.0 out of 10, Exceptional, (134 reviews)
"The property was very clean and well-stocked. Beds were comfortable and pictures matched reality. Jocelyn was so kind to leave us ingredients for smores and Easter eggs for my kids to have a hunt in the backyard. Overall, we had a wonderful stay and hope to make it back again some time!"
United States
Allie P.
$560 nightly
The price is $618
Jul 19 - Jul 20
Total with taxes and fees
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Exterior

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
Jul 19 - Jul 20
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Coffee/tea maker, fridge, microwave, oven

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (61 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
$260 nightly
The price is $276
Aug 11 - Aug 12
Total with taxes and fees
Waterfront Getaway with Dock
Smart TV, books

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$730 nightly
The price is $808
Jul 21 - Jul 22
Total with taxes and fees
4-BR Waterfront Turret Home
Exterior

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
$649 nightly
The price is $716
Jul 19 - Jul 20
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point
Pool

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$591 nightly
The price is $626
Jul 26 - Jul 27
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
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

Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina

10/10 Excellent
"Great! Location. A little older building and rooms little outdated. But for the price to be right next to water and had jacuzzi tub. Loved it."
Sean 1-night trip
Posted 18 hours ago
Quality Inn Solomons - Beacon Marina

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 $249 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?

Belle of the Chesapeake Bay: This highly rated vacation home rental in Chesapeake Ranch Estates-Drum Point offers a patio, an arcade game room, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 Bay view from Calvert Cliffs, Solomons Island & State Park nearby 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. Calvert Marina 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.