Holiday Rentals in Callaway

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Holiday Rentals in Callaway

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (73)
"Extraordinary. Love it . "
Waterfront Cottage in Beautiful Hoopers Island

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (66)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (52)
"All around very clean, quiet and enjoyable place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (165)
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (9)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
The price is €236
includes taxes & fees
9 Jul - 10 Jul
Waterfront Solomons Apartment

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (47)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (10)
"My family and i enjoy our stay. The lake was so beautiful"
Waterfront 3-Bed Oasis Perfect for City Getaway

1 min Walk to Beach July 20-29 Available: Hideaway in Hays Beach Chesapeake Bay

10.0 out of 10, Exceptional, (116)
"It was a great stay!"
1 min Walk to Beach July 20-29 Available: Hideaway in Hays Beach Chesapeake Bay

Waterfront home where you can relax or enjoy the things the Northern Neck.

9.8 out of 10, Exceptional, (9)
"Sandy was a wonderful and very responsive host. She made sure we felt very welcomed and 'at home' in this lovely house on the water. The home and owners made this a trip we'll remember."
The price is €263
includes taxes & fees
8 Jul - 9 Jul
Waterfront home where you can relax or enjoy the things the Northern Neck.

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (70)
"Our family spent a wonderful week right on the beach and can't wait to go back! The cottage is basic, but totally sufficient for o week spent mostly outside and was very comfortable in the evenings. The location--right on the beach--was unbeatable."
Private Beach Front Getaway at The Sunshine Beach Cottage.

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (29)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (12)
"We stayed for a long weekend at the Summerlin Home, and loved it. All of the small details made the trip so much more enjoyable. From the single use toiletries in the bathroom, to the fully stocked kitchen with all of the essentials no detail was overlooked. It was a vacation rental that felt like home. The host were amazing, and extremely accommodating. It seemed they genuinely cared if we had a good trip, and were willing to help make it better if need be. "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

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

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is €395
includes taxes & fees
2 Aug - 3 Aug
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (35)
Cozy Virginia Potomac Riverfront Cottage

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.8 out of 10, Exceptional, (6)
"Sweet little place on the water. Quiet neighborhood. Quick trip to campus."
Screened Patio, Deck & Grill: Saint Inigoes Home!

Stunning Bay view, private 15 hm community , fossils, 450 pier, nature trails,

10.0 out of 10, Exceptional, (117)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Bay view, private 15 hm community , fossils, 450 pier, nature trails,

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (30)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is €226
includes taxes & fees
8 Jul - 9 Jul
Soul Oasis - home on the Chesapeake Bay

Cozy Cottage with access to and partially obstructed views of the bay.

9.2 out of 10, Wonderful, (24)
Cozy Cottage with access to and partially obstructed views of the bay.

Pet-Friendly Maryland Home on the Potomac River!

10.0 out of 10, Exceptional, (2)
"Property was well maintained, very comfortable, and easy to access. Anything you might want was a short drive away but you feel like you are in a remote paradise. "
Pet-Friendly Maryland Home on the Potomac River!

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (7)
"The description was completely accurate. The house was better equipped than the description says. I would recommend this property to anyone traveling to the Southern MD area!"
4BDRM River front house with Private Beach in Hollywood
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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Frequently asked questions

Can I find a holiday rental in Callaway?

Yes, there are holiday rentals close to the most popular sights in Callaway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Callaway has to offer?

Waterfront Wildlife Retreat on the Patuxent River : This holiday home rental outside of Callaway is located on the waterfront, and has a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

What’s there to see and do in Callaway?

While exploring the area, visit family-friendly sights like Kinsale Museum, or get outside and enjoy nature at St. Mary's River State Park. In the wider area, you’ll find Cecil's Old Mill and Patuxent River Naval Air Museum.

What’s a holiday rental in Callaway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Callaway. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.