Search Callaway Cottage Rentals from CA $154

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Callaway Cottages

Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

10.0 out of 10, Exceptional, (21)
"Perfect family get away with a great view!"
The price is CA $154
CA $367 total
includes taxes & fees
Apr 23 - Apr 24
Soul Oasis - home on the Chesapeake Bay
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun loungers, beach towels

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (64)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Hays Beach House - Hot Tub - Private Beach
Smart TV, fireplace, books

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (6)
"We throughly enjoyed our stay at Hays Beach. Tim was responsive and incredibly helpful as we were planning our visit. The house is beautifully appointed - from the furnishings to the outdoor equipment. We were also impressed with all the included basic details that made our stay so much more comfortable. We would definitely choose to stay here again!"
Hays Beach House - Hot Tub - Private Beach
Cozy Cottage with access to and partially obstructed views of the bay.
Miscellaneous

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

9.4 out of 10, Exceptional, (18)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.
Waterfront Cottage in Beautiful Hoopers Island
Property grounds

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (67)
"This is a small, sweet, comfortable cottage, and was just perfect for our brief getaway from the hurly-burly. The house is very well equipped, especially the kitchen, so cooking the local seafood was easy. The decor (loved the faux fireplace) was charming and welcoming, down to the live Poinsettia plant on the table when we got there. "
Waterfront Cottage in Beautiful Hoopers Island
2 Bedroom Cozy Beach Cottage with Beach Access
Fridge, microwave, oven, stovetop

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (14)
"Great place to stay"
2 Bedroom Cozy Beach Cottage with Beach Access
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (50)
"most peaceful and pleasant one lane neighborhood. Amazing views And quiet. So many activities to do inside and out just all-around great place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Cozy Virginia Potomac Riverfront Cottage
Beach

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage
Easter and Spring Break Available: The Hideaway in Hays Beach - Chesapeake Bay
Beach nearby, sun loungers, beach towels

Easter and Spring Break Available: The Hideaway in Hays Beach - Chesapeake Bay

10.0 out of 10, Exceptional, (113)
"A wonderful place to just relax. We loved being able to walk on the beach as well as just sit in the backyard relaxing and chatting! House is clean and well-stocked and had different areas for gathering! "
Easter and Spring Break Available: The Hideaway in Hays Beach - Chesapeake Bay
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Smart TV, books

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

10.0 out of 10, Exceptional, (1)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is CA $199
CA $455 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Privacy and space with world class views
Property grounds

Privacy and space with world class views

9.8 out of 10, Exceptional, (81)
"Friends get away was awesome! This place is so pretty in the fall and the owner was super helpful and check in was easy! Would def stay here again!"
Privacy and space with world class views
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
Miscellaneous

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

9.8 out of 10, Exceptional, (10)
"Everything we needed, relaxing visit"
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Beach nearby

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

10.0 out of 10, Exceptional, (14)
"We had a very nice time at this house. The neighborhood was very nice to walk in and we enjoyed watching the Bay."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Waterfront Island Cottage with Loft with Private Pier and Small Private Beach
Miscellaneous

Waterfront Island Cottage with Loft with Private Pier and Small Private Beach

2.0 star property
Waterfront Island Cottage with Loft with Private Pier and Small Private Beach
Delightful Waterfront Cottage on Hoopers Island, MD. 🏝️🦀🎣
Miscellaneous

Delightful Waterfront Cottage on Hoopers Island, MD. 🏝️🦀🎣

10.0 out of 10, Exceptional, (47)
"Very comfortable accommodations. Sunrise and sunsets are beautiful. "
Delightful Waterfront Cottage on Hoopers Island, MD. 🏝️🦀🎣
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Property grounds

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10.0 out of 10, Exceptional, (108)
"Perfect little getaway! Missy is wonderful to work with and the property was perfect for making memories over a holiday weekend with my family! Thanksgiving dinner, movies, games and cold plunges will be something we will always remember. Missy we would love to return!!!!"
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Smart TV, books

Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

10.0 out of 10, Exceptional, (16)
"Family and I had a wonderful stay at this cozy beach house. Very relaxing and quiet with easy access to a private beach. "
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Tiny House at St. George Island
Miscellaneous

Tiny House at St. George Island

7.4 out of 10, Good, (3)
"Of course being there after the tourism season helps, but it was a very quiet and peaceful setting. The Piney Point Lighthouse beach was the best part, but there were lots of nice places to walk and relax nearby."
Tiny House at St. George Island
Walk to Beach: Pet-Friendly Gem in Scotland!
Beach nearby

Walk to Beach: Pet-Friendly Gem in Scotland!

10.0 out of 10, Exceptional, (2)
"This cute and comfortable cottage had everything I could need. The community beach was lovely and spotted deer on my walks. It was just a quick drive to Point Lookout. I thoroughly enjoyed my stay!"
Walk to Beach: Pet-Friendly Gem in Scotland!
Chesapeake Bay Vacation Rental w/ Boat Dock!
Interior

Chesapeake Bay Vacation Rental w/ Boat Dock!

8.0 out of 10, Very good, (12)
"Had a lovely relaxing stay with swimming, kayaking, and quality time with family. Looking forward to another stay in the future."
Chesapeake Bay Vacation Rental w/ Boat Dock!
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.
Don't see what you're looking for?
See all available properties in Callaway
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Callaway

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Outdoor spa tub

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (32)
"This was a short getaway to the river for some R & R. Very nice location with wonderful view. We enjoyed the deck by the water and the spacious family room. Perfect for our little dogs too! Hope to return at some point!"
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

10.0 out of 10, Exceptional, (21)
"Perfect family get away with a great view!"
The price is CA $154
CA $367 total
includes taxes & fees
Apr 23 - Apr 24
Soul Oasis - home on the Chesapeake Bay
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (160)
"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "
Waterfront Wildlife Retreat on the Patuxent River
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.