Callaway Vacation Rentals

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Jul 13 - Jul 14
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Jul 25 - Jul 27

Vacation Rentals in Callaway

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Escape to a serene lakeside haven with a single-story building, chimney, and tower, surrounded by open grassy spaces and a tranquil lake.

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (9)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
The price is CA $370
CA $448 total
includes taxes & fees
Jul 15 - Jul 16
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Situated on a tranquil lakeside, this traditional property offers a serene atmosphere and a secluded setting.

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

The price is CA $370
CA $448 total
includes taxes & fees
Jul 15 - Jul 16
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Kentigern at Scotland Yards
Enjoy a serene view of the water and forest from the comfort of this stylish room, featuring a sofa and unique ceiling design.

Kentigern at Scotland Yards

9.8 out of 10, Exceptional, (129)
"Great location and nice view"
The price is CA $890
CA $1,569 total
includes taxes & fees
Jul 25 - Jul 26
Kentigern at Scotland Yards
18-Acre Waterfront Sanctuary: Peace & Privacy
Relax on the deck with wicker sofas and metal chairs, surrounded by lush greenery.

18-Acre Waterfront Sanctuary: Peace & Privacy

9.6 out of 10, Exceptional, (5)
"Lots to do and very quiet."
The price is CA $345
CA $750 total
includes taxes & fees
Jul 17 - Jul 18
18-Acre Waterfront Sanctuary: Peace & Privacy
High River Bank with $1M Sunset View, 3 min to College
Relax in a serene outdoor space with a bench, swings, and comfortable seating on a patterned floor.

High River Bank with $1M Sunset View, 3 min to College

10.0 out of 10, Exceptional, (1)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
The price is CA $320
CA $629 total
includes taxes & fees
Jul 16 - Jul 17
High River Bank with $1M Sunset View, 3 min to College
4-BR Waterfront Turret Home
Enjoy a comfortable seating area with two rocking chairs and unobstructed views of the surrounding area.

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is CA $411
CA $943 total
includes taxes & fees
Jul 15 - Jul 16
4-BR Waterfront Turret Home
Roomy 6 bedroom home in the heart of Solomons, MD
Enjoy cooking in this well-equipped kitchen with a dishwasher, sink, and ample counter space.

Roomy 6 bedroom home in the heart of Solomons, MD

9.2 out of 10, Wonderful, (5)
"Stayed for business, completed our project and enjoyed some local eating spots. "
The price is CA $598
CA $1,044 total
includes taxes & fees
Aug 13 - Aug 14
Roomy 6 bedroom home in the heart of Solomons, MD
Waterfront home where you can relax or enjoy the things the Northern Neck.
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and countertop appliances.

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 CA $240
CA $417 total
includes taxes & fees
Jul 15 - Jul 16
Waterfront home where you can relax or enjoy the things the Northern Neck.
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach
Relax on the spacious deck with a sofa, chairs, and fire pit, surrounded by lush greenery and trees.

Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

8.8 out of 10, Excellent, (3)
"Tommy and Julya were amazing cleanliness, a great location, the host's hospitality, beautiful decor and amenities, and family-friendly aspects. They emphasize the comfort of the space, the convenience of the location, the attentiveness of the host, amazing experience, I would definitely go back. , beachoverall positive experience. "
The price is CA $1,392
CA $2,208 total
includes taxes & fees
Jul 23 - Jul 24
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach
Riverside Dreams -golfcart-views-screened porch-
Enjoy cooking in this well-equipped kitchen with oven, microwave, sink, and dishwasher.

Riverside Dreams -golfcart-views-screened porch-

2.0 star property
10.0 out of 10, Exceptional, (2)
"We found the view and the accommodations quite lovely."
The price is CA $206
CA $599 total
includes taxes & fees
Jul 15 - Jul 16
Riverside Dreams -golfcart-views-screened porch-
Anne & Fred's Leonardtown Home
Enjoy cooking in this well-lit kitchen with a microwave, oven, and dishwasher.

Anne & Fred's Leonardtown Home

9.4 out of 10, Exceptional, (3)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
The price is CA $342
CA $751 total
includes taxes & fees
Jul 15 - Jul 16
Anne & Fred's Leonardtown Home
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Enjoy a serene beach experience with a gentle curve leading into the ocean, adjacent to a tranquil community.

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

10.0 out of 10, Exceptional, (3)
"They thought of everything. I would definitely come back for another stay."
The price is CA $380
CA $744 total
includes taxes & fees
Jul 16 - Jul 17
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Luxury Modern Waterfront Retreat
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and ample counter space.

Luxury Modern Waterfront Retreat

10.0 out of 10, Exceptional, (11)
"The property was ideal for our group and our 4 legged "kids". Lots of space inside and out. We can't wait to go back!"
The price is CA $479
CA $958 total
includes taxes & fees
Jul 28 - Jul 29
Luxury Modern Waterfront Retreat
Game-Themed Water Fun! Boats+Pool+Beach+King Bed
Enjoy a serene view of the water and a tree from this room's large window, accompanied by comfortable seating and a convenient bookshelf.

Game-Themed Water Fun! Boats+Pool+Beach+King Bed

10.0 out of 10, Exceptional, (27)
"Great spot"
The price is CA $530
CA $928 total
includes taxes & fees
Jul 30 - Jul 31
Game-Themed Water Fun! Boats+Pool+Beach+King Bed
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 vacation rental in Callaway?

Yes, we have vacation rentals close to popular points of interest in Callaway, or you can select a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Callaway has to offer?

Waterfront 3-Bed Oasis Perfect for City Getaway: This vacation home rental near Callaway is located on a river and has a fireplace, a patio, and a barbecue grill 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. You can relax into your vacation with a garden and a selection of games.

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 larger area, you’ll find Patuxent River Naval Air Museum and Patuxent River Naval Air Station.

What’s a vacation rental in Callaway like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Callaway. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.