Callaway Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Callaway

Terrace/patio
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Apartment in Piney Point

10.0 out of 10, Exceptional, (13)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
United States
Dawn B.
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Vacation Home in Solomons

9.6 out of 10, Exceptional, (7)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Exterior
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Vacation Home in Drayden

9.8 out of 10, Exceptional, (77)
"Host was gracious. house is well prepared and clean. "
United States
Mark A.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ￥19,529
￥44,382 total
includes taxes & fees
Nov 30 - Dec 1
Soul Oasis - home on the Chesapeake Bay
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Vacation Home in Lusby

10.0 out of 10, Exceptional, (63)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
United States
Whitney H.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Interior
Peaceful Waterfront Apartment in the Heart of Solomons Island

Apartment in Solomons

9.0 out of 10, Wonderful, (14)
"Nice little place to stay"
United States
Eric S.
Peaceful Waterfront Apartment in the Heart of Solomons Island
Smart TV, fireplace, books, offices
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Vacation Home in Port Republic

10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Cabin in Port Republic

10.0 out of 10, Exceptional, (181)
"Everything about this cabin was just what we were looking for! From the initial booking until we left we were taken care of by Brett. The pictures on-line were spot on but seeing the bay view in person from the windows and deck took my breath. There was a lot to do and we took advantage of close by activities (hiking, paddle-boarding, kayaking, jet skiing) but the cabin is a destination in itself with it's peaceful and calm surroundings. We were blessed with beautiful sunrises, hummingbirds and...
United States
Vicki K.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Outdoor dining
Discover tranquility near Calvert Cliffs

Vacation Home in Saint Leonard

9.8 out of 10, Exceptional, (18)
"Comfortable beds, large house with awesome views…had a great experience"
United States
Deborah R.
Discover tranquility near Calvert Cliffs
Property grounds
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Vacation Home in Hague

9.8 out of 10, Exceptional, (28)
"Great stay, easy check-in/check-out, highly recommend"
United States
kevin l.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Terrace/patio
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Cottage in Tall Timbers

9.8 out of 10, Exceptional, (59)
"We enjoyed our stay! Our Grandkids (2) joined us too. Unfortunately we had to leave early to attend a funeral. We would absolutely consider this property for any future stays in the area. "
United States
Bernadette D.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Dining
Cozy Virginia Potomac Riverfront Cottage

Cottage in Hague

9.6 out of 10, Exceptional, (46)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
Cozy Virginia Potomac Riverfront Cottage
Property grounds
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Cottage in Fishing Creek

10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fridge, microwave, oven, stovetop
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Cottage in Point Lookout

10.0 out of 10, Exceptional, (125)
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs. "
United States
David Z.
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand
Terrace/patio
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Cottage in Lottsburg

10.0 out of 10, Exceptional, (62)
"The house was beautiful and the scene was amazing! Monica is a wonderful host in her house is a perfect little spot for a great family getaway, especially if you’re into fishing and crabbing!"
United States
Jessie H.
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Interior
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Vacation Home in Montross

10.0 out of 10, Exceptional, (29)
"Comfy, relaxing, beautiful, relaxing vacation home. We went to unwind and the facilities and owners were a delight. Kitchen was super well stocked with everything needed to handle meals for 11 people. Popcorn was a smash. The front door unlocked with our code and we were all ready to expand and kick off 9 days together."
United States
Al F.
The price is ￥32,151
￥72,035 total
includes taxes & fees
Dec 14 - Dec 15
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr
Beach
Belle of the Chesapeake Bay

Vacation Home in Lusby

9.0 out of 10, Wonderful, (18)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
United States
Christopher H.
Belle of the Chesapeake Bay
Smart TV, printers
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Vacation Home in Mechanicsville

10.0 out of 10, Exceptional, (7)
"This is a beautiful cottage in a quiet country setting. Our travel had us arriving a little early and Hannah graciously allowed us to check in early. Bathroom doors were attractive and trendy but did not lock or offer complete privacy. "
United States
Cloyd & Bethanne G.
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Property grounds
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Cottage in Maddox

10.0 out of 10, Exceptional, (15)
"Everything we needed, relaxing visit"
United States
JEFF S.
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Dining
An amazing large group vacation home with with elevator and breathtaking views.

Vacation Home in Montross

10.0 out of 10, Exceptional, (5)
"The house was great for our gathering with family of close friends. It was exactly as shown in the picture and had all the conveniences. We had a great time. Would highly recommend it. "
United States
FaizullabhoyFmly
An amazing large group vacation home with with elevator and breathtaking 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.
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Top Callaway Hotel Reviews

Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina

10/10 Excellent
"Room was very clean and the staff was very friendly "
Monica 3-night trip
Posted 19 hours ago
Quality Inn Solomons - Beacon Marina

Find out more about Callaway

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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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This vacation home rental near Callaway is located on the beach and has a balcony, a garden, 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 and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Callaway?

While exploring the area, visit family-friendly sights like Michael P. O'Brien Athletics and Recreation Center, 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.