Callaway Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Callaway holiday rentals

Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (40 reviews)
"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 HK$974
HK$2,114 total
includes taxes & fees
11 Jan - 12 Jan
Soul Oasis - home on the Chesapeake Bay
Dining
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (10 reviews)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is HK$1,003
HK$2,467 total
includes taxes & fees
11 Jan - 12 Jan
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Fridge, microwave, oven, stovetop
Waterfront home where you can relax or enjoy the things the Northern Neck.

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

Waterfront home where you can relax or enjoy the things the Northern Neck.
Lottsburg
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home, pictures online DO NOT do it justice at all. One of the cleanest homes I've rented! The owners live close by & were so nice & made me feel very safe while traveling alone, (Sandy even offered me a safe ride home if I needed it from a party I was attending) the hospitality shown here was above and beyond! I would highly recommend this rental to anyone wanting a nice, safe & quiet place to stay!"
United States
Sabrina H.
The price is HK$1,169
HK$2,124 total
includes taxes & fees
18 Jan - 19 Jan
Waterfront home where you can relax or enjoy the things the Northern Neck.
Fridge, microwave, oven, stovetop
Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is HK$928
HK$3,214 total
includes taxes & fees
12 Jan - 13 Jan
Luxury Modern Waterfront Retreat
Sun-loungers
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is HK$2,069
HK$2,474 total
includes taxes & fees
21 Jan - 22 Jan
Cottage Located on the Patuxent River!
Interior
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Lexington Park
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is HK$1,083
HK$2,611 total
includes taxes & fees
10 Feb - 11 Feb
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Exterior
Coles Point Marina

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$2,076
HK$2,921 total
includes taxes & fees
11 Jan - 12 Jan
Coles Point Marina
Marina
Back Creek Villa Open Deck Solomons Island Maryland

Back Creek Villa Open Deck Solomons Island Maryland

Back Creek Villa Open Deck Solomons Island Maryland
2.0 star property
Solomons
The price is HK$935
HK$2,024 total
includes taxes & fees
21 Jan - 22 Jan
Back Creek Villa Open Deck Solomons Island Maryland
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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.
The price is HK$2,104
HK$2,552 total
includes taxes & fees
22 Jan - 23 Jan
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Sun-loungers, beach towels
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

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

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is HK$1,297
HK$3,175 total
includes taxes & fees
13 Jan - 14 Jan
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Interior
MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar

MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar

MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is HK$1,557
HK$3,594 total
includes taxes & fees
11 Jan - 12 Jan
MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar
Property grounds
Potomac Vista Cottage

Potomac Vista Cottage

Potomac Vista Cottage
2.0 star property
Leonardtown
The price is HK$1,083
HK$3,055 total
includes taxes & fees
11 Jan - 12 Jan
Potomac Vista Cottage
Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is HK$2,852
HK$6,525 total
includes taxes & fees
13 Jan - 14 Jan
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Exterior
2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
2.0 star property
Hague
The price is HK$1,871
HK$2,264 total
includes taxes & fees
11 Jan - 12 Jan
2 Bedroom Cottage at Coles Point Marina
Smart TV, books
4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
2.0 star property
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is HK$2,727
HK$5,536 total
includes taxes & fees
21 Jan - 22 Jan
4-BR Waterfront Turret Home
Exterior
Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (1 review)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is HK$2,338
HK$4,467 total
includes taxes & fees
11 Jan - 12 Jan
Charming Waterfront 3-bedroom house in Piney Point
Fridge, microwave, oven, stovetop
Anne & Fred`s Leonardtown Home W/ Arcade room!

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (5 reviews)
"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."
United States
Lauren A.
The price is HK$1,949
HK$4,440 total
includes taxes & fees
11 Jan - 12 Jan
Anne & Fred`s Leonardtown Home W/ Arcade room!
TV, fireplace, video games, books
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

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, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is HK$2,571
HK$6,908 total
includes taxes & fees
20 Jan - 21 Jan
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Property grounds
Come relax yourself a while

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is HK$1,929
HK$4,575 total
includes taxes & fees
11 Jan - 12 Jan
Come relax yourself a while
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

Find out more about Callaway

Search for holiday rentals in Callaway on Expedia! You can easily find your home rentals, villas, holiday apartments in Callaway using one of the methods below:

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Look no further and take a look at our great range of rental properties in Callaway!

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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This holiday home rental outside of Callaway is located on the beach, and has a balcony, a garden 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. You and your friends and family can relax into your holiday with amenities such as 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 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.