Callaway Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Callaway vacation rentals

A single-story house with a front porch, a small deck, and a number '4' on the side.

1. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
10.0 out of 10, Exceptional, (1 review)
"If you want a quiet slice of VA/Potomac waterfront, this is the place."
United States
John
$255 nightly
The price is $278
Nov 9 - Nov 10
Total with taxes and fees
Coles Point Marina
A covered patio with a view of a lake, furnished with chairs and a table.

2. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
$356 nightly
The price is $357
Nov 9 - Nov 10
Total with taxes and fees
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

3. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
$275 nightly
The price is $292
Nov 16 - Nov 17
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

4. 2 Acre Oasis with Private Beach! Family and dog friendly!

2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown
10.0 out of 10, Exceptional, (67 reviews)
"Everything about this property is wonderful for our family! A dreamy relaxing vacation"
United States
Carol L.
$720 nightly
The price is $796
Dec 1 - Dec 2
Total with taxes and fees
2 Acre Oasis with Private Beach! Family and dog friendly!
A two-story house with a balcony, surrounded by trees and a wooden fence.

5. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (9 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
$596 nightly
The price is $661
Nov 9 - Nov 10
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point
A room with a large window overlooking a beach with a wooden pier and lounge chairs.

6. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (56 reviews)
"My family and I had a great time at this property fishing and crabbing. We also did a day trip to Westmoreland State Park, where we got to hike to Fossils Beach."
United States
Carmelita A.
$291 nightly
The price is $317
Nov 8 - Nov 9
Total with taxes and fees
Cozy Virginia Potomac Riverfront Cottage
A spacious living room with a large sofa, a television, and a view of the ocean.

7. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$618 nightly
The price is $685
Nov 9 - Nov 10
Total with taxes and fees
4-BR Waterfront Turret Home
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

8. Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
$509 nightly
The price is $539
Nov 9 - Nov 10
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

9. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
$895 nightly
The price is $898
Nov 10 - Nov 11
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A pathway lined with trees and lights leading to a wooden building with a visible window.

10. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (15 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
$745 nightly
The price is $790
Nov 8 - Nov 9
Total with taxes and fees
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A single-story house with a front porch, a small deck, and a number '4' on the side.

11. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
$361 nightly
The price is $393
Nov 8 - Nov 9
Total with taxes and fees
2 Bedroom Cottage at Coles Point Marina
A modern kitchen with stainless steel appliances, a central island, and a dining area with a view of the outdoors.

12. Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks

Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
Montross
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
$441 nightly
The price is $472
Nov 17 - Nov 18
Total with taxes and fees
Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

13. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
$966 nightly
The price is $1,046
Nov 8 - Nov 9
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

14. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
$267 nightly
The price is $283
Nov 16 - Nov 17
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
An outdoor patio with a glass table and chairs, a blue umbrella, and a view of a lake.

15. Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay at this lake house. The view is beautiful and the house is beautifully decorated and kid friendly. Just a really charming place to stay for a family vacation."
United States
Nicole P.
$422 nightly
The price is $459
Dec 8 - Dec 9
Total with taxes and fees
Waterfront Reset: Views, Games, Boats & Total Calm
Private kitchen

16. Just a getaway piece of property

Just a getaway piece of property
Mechanicsville
10.0 out of 10, Exceptional, (1 review)
"Perfect place. Just what i was looking. Definitely recommend to anyone looking to stay close to the MIR track for any event"
United States
David L.
$192 nightly
The price is $212
Nov 15 - Nov 16
Total with taxes and fees
Just a getaway piece of property
A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
$1,031 nightly
The price is $1,144
Nov 8 - Nov 9
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
A modern kitchen with grey cabinets, a large island with bar stools, and a view of the living area.

18. Riverfront Home w/Dock · Fire Pit · Kids Play Area

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (18 reviews)
"Everything about this stay was FANTASTIC. The host was amazing, the condo was in excellent condition and the view is AMAZING! Enjoyed everything about this stay!"
United States
N C.
$479 nightly
The price is $521
Nov 10 - Nov 11
Total with taxes and fees
Riverfront Home w/Dock · Fire Pit · Kids Play Area
A spacious room with a high ceiling, large windows, a ceiling fan, a dining area with a table and chairs, and a sofa.

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (22 reviews)
"Was very cozy and comfortable."
United States
sandi c.
$374 nightly
The price is $414
Dec 1 - Dec 2
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
A house with a large lawn and a dock extending into a calm lake.

20. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
$285 nightly
The price is $302
Nov 9 - Nov 10
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
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

An outdoor seating area with a fire pit, cushioned benches, and a modern design.
Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD
Lexington Park

10/10 Excellent

We stay here for swim meet during the weekend. They have special sign to welcome the swimmer. My kids feel really good about that. They even opened the breakfast one hour earlier to accommodate the morning warm up time. The staff are very helpful and always give guests warm greetings! We will definitely recommend to all the swimmers family.
United States
Lu
Reviewed January 23, 2017
Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Find out more about Callaway

Everything you need to know about Callaway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Callaway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Callaway vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Callaway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Callaway. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Callaway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $271 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Callaway rentals

At Expedia, we put the best Callaway vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Callaway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Callaway vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callaway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This vacation home rental near Callaway offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so 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 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.