
Vacation rentals in Chesapeake Ranch Estates-Drum Point
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chesapeake Ranch Estates-Drum Point
Guests agree: these stays are highly rated for location, cleanliness, and more.
4 of 12 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake Ranch Estates-Drum Point vacation rentals
Other great vacation rentals in Chesapeake Ranch Estates-Drum Point
Guest favorite

Home in Deale
4.88 out of 5 average rating, 100 reviewsChesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
CourtneyRating, 5 stars1 month ago
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.
Guest favorite

Home in Montross
4.93 out of 5 average rating, 202 reviewsThe Glebe
Irma VRating, 5 stars2 weeks ago
We loved the open space concept in the house. It has beautiful views and a fire pit. Beds were clean and comfortable. Very well supplied kitchen. We will come back. Thanks,
Superhost

Home in Lusby
4.89 out of 5 average rating, 37 reviewsWaterfront home with three bedrooms,3 full baths
JoyceRating, 5 stars3 weeks ago
Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!
Guest favorite

Home in Colonial Beach
4.94 out of 5 average rating, 68 reviewsThe Heaven at Colonial Beach
MelissaRating, 5 stars3 months ago
I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.
Guest favorite

Home in Tilghman Island
4.97 out of 5 average rating, 30 reviewsRelax by the Water - Summer Dates Available!
RonnieRating, 5 stars3 months ago
Absolutely beautiful home! highly recommend!
Guest favorite

Home in Leonardtown
4.87 out of 5 average rating, 15 reviewsGarden Getaway
LindsayRating, 5 stars2 months ago
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!
Guest favorite

Cottage in Leonardtown
4.92 out of 5 average rating, 143 reviewsBreton Breeze
PailinRating, 5 stars2 weeks ago
If you’re looking for a peaceful place to restore your soul and allow you to reconnect with nature, you’ll love Jan’s cozy waterside cottage. Beautifully decorated and well equipped, you’ll find everything you need provided for your stay. Thanks to Jan for sharing this special place!
Guest favorite

Home in Scotland
5 out of 5 average rating, 29 reviewsBay Front Beach House
NicholasRating, 5 stars2 weeks ago
Wow what a view. Family had a wonderful stay. House is big and well equipped. Internet is strong and plenty of hot water for all. House has access to a private beach that the small grandkids enjoyed. Definitely would stay again.
Destinations to explore
- Washington Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Outer Banks Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a washer and dryer Chesapeake Ranch Estates-Drum Point
- House rentals Chesapeake Ranch Estates-Drum Point
- Rentals with a fireplace Chesapeake Ranch Estates-Drum Point
- Kid-friendly rentals Chesapeake Ranch Estates-Drum Point
- Waterfront rentals Chesapeake Ranch Estates-Drum Point
- Rentals with lake access Chesapeake Ranch Estates-Drum Point
- Rentals with beach access Chesapeake Ranch Estates-Drum Point
- Rentals with a patio Chesapeake Ranch Estates-Drum Point
- Rentals with a fire pit Chesapeake Ranch Estates-Drum Point
- Pet-friendly rentals Chesapeake Ranch Estates-Drum Point
- Rentals with outdoor seating Chesapeake Ranch Estates-Drum Point
- Rentals with a kayak Chesapeake Ranch Estates-Drum Point
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- Lincoln Park
- Sandy Point State Park
- District Wharf
- Six Flags America
- National Air and Space Museum
- National Harbor
- Idlewilde Restoration Project
- Maryland Renaissance Festival
- Gerry Boyle Park
- Leesylvania State Park
- Library of Congress
- Quiet Waters Park
- United States National Arboretum
- Ragged Point Beach
- Chesapeake Beach Water Park
- Quiet Waters Dog Beach
- Sparrows Beach
- Matapeake Clubhouse and Beach
- Saint Jerome Beach
- Oxford Beach
- Langford Sand
- Severn Beach
- Flounder Pavilion Beach Front - Sandy Point State Park