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Top Holiday Rentals in Callaway

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

10.0 out of 10, Exceptional, (49)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

9.2 out of 10, Wonderful, (5)
"Plenty of room for the whole family. Huge kitchen and dining area. Location is ideal on Wright’s Cove."
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (117)
"It was a great stay!"
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

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

10.0 out of 10, Exceptional, (4)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (75)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island

Maryland Vacation Rental w/ Private Pool & Dock

9.2 out of 10, Wonderful, (12)
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (120)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (167)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (10)
"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 £220
includes taxes & fees
5 Sept - 6 Sept
Waterfront Solomons Apartment

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

9.8 out of 10, Exceptional, (31)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (11)
"We came to the area to participate a disc golf tournament at Lake Marshall. The location was perfect. We had a great time cooking over the fire, making s'mores, and checking out Montross and Colonial Beach. I highly recommend staying at this property. "
Waterfront 3-Bed Oasis Perfect for City Getaway

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

10.0 out of 10, Exceptional, (55)
"All around very clean, quiet and enjoyable place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Where peace is sitting by the moonlight

9.6 out of 10, Exceptional, (92)
"Amazing home with a great view. "
Where peace is sitting by the moonlight

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.6 out of 10, Exceptional, (7)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (15)
"Place was beautiful and peaceful. Great place for a quiet getaway! Owners were very accommodating and helpful."
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

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 £230
includes taxes & fees
11 Aug - 12 Aug
Waterfront home where you can relax or enjoy the things the Northern Neck.

Walk to Beach: Elegant Escape in Lusby!

10.0 out of 10, Exceptional, (1)
"The property was very comfortable, convenient, well organized and beautifully prepared. "
Walk to Beach: Elegant Escape in Lusby!

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (9)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

10.0 out of 10, Exceptional, (8)
"This was a great place for a December get-away. The location was lovely, and well stocked, with a full kitchen for those who like to cook, herbs, spices, condiments, cleaning supplies, fluffy bathrobes, q-tips, laundry detergent, etc. We needed to communicate wtih the owners a few times, and they were a pleasure to talk to. We decided to spend a little more on our get-away, and it was totally worth it. "
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

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

9.0 out of 10, Wonderful, (26)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.
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

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?

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: This holiday home rental outside of Callaway is located on a lake, and has a fireplace, a patio and air conditioning 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 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 Patuxent River Naval Air Museum and Patuxent River Naval Air Station.

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.