Vacation rentals in Chesapeake Ranch Estates-Drum Point

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Top-rated vacation rentals in Chesapeake Ranch Estates-Drum Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

Feb 25 – Mar 4

€ 138 per night
Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

This beach cottage sits just across the street from the Chesapeake Bay on the Western Shore. You'll have access to two private community beaches where you can sit, relax, and just enjoy the scenery. If you are an early riser, you can enjoy beautiful sun rises over the bay. If you search the sand, you might even find fossils, including shark teeth! Close proximity to Washington DC, Annapolis, and Baltimore. There are a lot of local restaurants and shopping. You will not be disappointed.

Sep 3 – 10

€ 161 per night
Guest favorite

Cottage in California

4.97 out of 5 average rating, 190 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has been completely remodeled. The open floor plan allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum and St. Leonard Volunteer Fire Department featuring live concerts by top name bands.

Nov 13 – 20

€ 105 per night

Popular amenities for Chesapeake Ranch Estates-Drum Point vacation rentals

Stay near Chesapeake Ranch Estates-Drum Point's top sights

Salsa's Mexican Cafe6 locals recommend
Giant15 locals recommend
Weis Markets12 locals recommend
Starbucks4 locals recommend
Sneade's Ace Home Center6 locals recommend
Golden Chicken & Japanese Grille3 locals recommend

Other great vacation rentals in Chesapeake Ranch Estates-Drum Point

Guest favorite

Home in Lusby

4.99 out of 5 average rating, 111 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Sep 13 – 20

€ 543 per night
Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

Aug 16 – 23

€ 124 per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Oct 13 – 20

€ 86 per night
Guest favorite

Home in Lusby

4.91 out of 5 average rating, 34 reviews

Soul Oasis - home on the Chesapeake Bay

Jul 2 – 9

€ 182 per night
Superhost

Home in Lusby

4.91 out of 5 average rating, 66 reviews

Spacious and private waterfront, sleeps 10

Nov 2 – 9

€ 186 per night
Guest favorite

Home in Lusby

5.0 out of 5 average rating, 60 reviews

Waterfront with sweeping bay view & private beach

Jan 27 – Feb 3

€ 465 per night
Guest favorite

Home in Lusby

4.91 out of 5 average rating, 66 reviews

SoMD Waffle House 1.5 acres of cozy coastal living

Sep 22 – 29

€ 298 per night
Guest favorite

Home in Lusby

4.94 out of 5 average rating, 32 reviews

Beachfront Oasis with Amazing Views

Nov 12 – 19

€ 295 per night
Superhost

Cabin in Lusby

4.93 out of 5 average rating, 45 reviews

Cozy Cabin in Scenic Southern MD

May 29 – Jun 5

€ 193 per night
Guest favorite

Cabin in Lusby

4.98 out of 5 average rating, 56 reviews

Your own private beach? Horizon views of the bay?

Nov 28 – Dec 5

€ 532 per night
Guest favorite

Home in Lusby

4.93 out of 5 average rating, 61 reviews

Luxury bay house with sandy beach

Nov 21 – 28

€ 587 per night
Guest favorite

Lighthouse in Lusby

4.91 out of 5 average rating, 66 reviews

Cove Point Lighthouse Keeper's House

Mar 23 – 30

€ 810 per night

Destinations to explore