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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 198 Vacation Homes in Callaway with updated reviews, rates, and availability.

Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (161)
"We came out from Hawaii to see my Daughter and Grand Daughters.The over all experience from start to finish at the property was easy and flawless. Some days it was just my wife and I and other days it was with my grand daughters spending the night, they also enjoyed the stay. There is plenty of room. The property has an excellent view and we saw some wild life. We would stay at this property again and would highly recommend it to others.A hui hou,"until we meet again," Mark and Tamara"
Waterfront Wildlife Retreat on the Patuxent River
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)
"The place had was great, hot tub overlooking private beach on the Potomac. Kitchen had nearly everything you could need. Very responsive host. There is spotty cell service at the house, but the WiFi helps. If I was going to add anything to this rental, it would definitely be a full-length mirror. "
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Terrace/patio

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (60)
"My husband and I took our boys ten and twelve over easter break. The property was very private. The expansive views of the yard looking out to the bay we're beautiful. The house was really clean and nicely decorated . The master bedroom had great views and the bed was amazing. It might be to buy the mattress! We were unable to put our boat in. Due to the water levels and the sludge. But we found a boat launch only ten minutes away. All in all, if you want a very relaxing vacation, this is it....
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
House Right on the Potomac River - Great Sunrises & Sunsets
Exterior

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (89)
"This place is amazing for a large family getaway! Pet friendly and kid friendly. There isn’t too much around the area, but having access to a pool, the boats and canoes, fishing/crabbing supplies, and the large living area made this perfect for our trip. Multiple rooms, multiple couches and multiple areas to play board games. Definitely worth a second trip and the owner (Tom) made everything incredibly easy Thank you again for letting us use your lovely home! "
House Right on the Potomac River - Great Sunrises & Sunsets
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
On the beach

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

10.0 out of 10, Exceptional, (113)
"This place was a wonderful spot for our family to have a long weekend getaway. It's on a bluff right next to the ocean with a glorious view and a stairway access to the beach. The beds are comfortable, the house has lots of great spaces to relax or play games, and the beach is a wonderful space to explore, find seashells and possibly a fossil sharks tooth (we had no luck there, but we did find a whale vertebrae, so that's something!). But in any event, we highly recommend! "
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Beachy Maryland A-Frame: Steps to Chesapeake Bay!
Interior

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

10.0 out of 10, Exceptional, (12)
"This house was just like the listing: clean, bright, and beautiful. The beds were comfortable and the kitchen was well-appointed. Even though it rained and we couldn't use the fire pit, the bird-watching was excellent! "
Beachy Maryland A-Frame: Steps to Chesapeake Bay!
Screened Patio, Deck & Grill: Saint Inigoes Home!
Outdoor dining

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.4 out of 10, Exceptional, (3)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"Our granddaughters live in the neighborhood and our youngest was having her first birthday! It was just my husband and myself, way more house than we needed but tons more comfortable than a hotel. The winter views of the Bay from the living room were awesome. I highly recommend you make a cup of coffee and watch the sunrise. A few surprises with the house itself, the most egregious for me was the fireplace pictured is not functional. The hosts have done a nice job with this house and are still...
Belle of the Chesapeake Bay
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!
Outdoor spa tub

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

9.6 out of 10, Exceptional, (15)
"There are so many wonderful things to say about this beautifully maintained property. The positives were 2 dishwashers, 2 ovens, 2 refrigerators (one by the pool), ice machine, lots of seating on outside porches, large pier w/motorized lift platform to get in and out of the water, luckily a backup generator (we had a bad storm while we were there), pool is shallow and great for water walking, beautiful views from the inside and outside, great crab traps, very safe fire pit, most well equipped...
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!
Perfect Pointe, Cobb Island, Maryland
Miscellaneous

Perfect Pointe, Cobb Island, Maryland

10.0 out of 10, Exceptional, (52)
"Family adventure with our two adult children and their families. Perfect Pointe met all our needs and more. The house had plenty of space and comfort throughout. Outdoors provided numerous opportunities for any number of interests. Definitely plan a return! The Kling Family."
Perfect Pointe, Cobb Island, Maryland
Waterfront House with Dock, Kayaks, & Sailboat!
Interior

Waterfront House with Dock, Kayaks, & Sailboat!

9.0 out of 10, Wonderful, (30)
"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."
Waterfront House with Dock, Kayaks, & Sailboat!
5 bedroom, 8 bed, 3 story house a block from beach
Beach

5 bedroom, 8 bed, 3 story house a block from beach

9.6 out of 10, Exceptional, (13)
"Everything went extremely smooth. Check in was easy. House was nice and clean. Had a lot of fun with the gaming stuff they had set up! The house had everything you could imagine and more! Owners were extremely nice and informative. Recommended good places to go and eat. Overall great experience and would definitely go again."
5 bedroom, 8 bed, 3 story house a block from beach
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Property grounds

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

10.0 out of 10, Exceptional, (20)
"Best couple of days on the water we've had. Enjoyed the private beach, the kayaks, the hot tub, and the wonderful house. We will definitely be back. Frank was the perfect host. Thank you! "
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
On the beach

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

10.0 out of 10, Exceptional, (69)
"Property provides relaxation and entertainment for all ages. If you can think of it, it's already there. Clean, well-kept everything in working order. Will definitely consider a longer stay in the future. Thank you for this opportunity. "
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Quaint fishing retreat on the lower Potomac Piney Pt
Miscellaneous

Quaint fishing retreat on the lower Potomac Piney Pt

9.8 out of 10, Exceptional, (47)
"Had another nice getaway. Caught more fish than last time. Best sunsets around. Had a fire going in the evenings and hung out on the pier. Was a real nice way to end vacation season. "
Quaint fishing retreat on the lower Potomac Piney Pt
Direct waterfront access to the Chesapeake Bay with pool and hottub
Outdoor dining

Direct waterfront access to the Chesapeake Bay with pool and hottub

10.0 out of 10, Exceptional, (7)
"We had a milestone birthday to celebrate in our family and decided to really treat ourselves to renting this lovely home only 2 hours from DC. It was absolutely perfect in every way. Water views---spectacular!! Spent the entire weekend with family and a few friends in the pool, hot tub, playing outdoor chess by the pool, kayaking, biking, fishing....just sitting and watching to gorgeous wildlife (Eagles/Ospray/Blue Herons/Egrets....bluebirds/kingfishers/cardinals! Also the house itself so very...
Direct waterfront access to the Chesapeake Bay with pool and hottub
2 Acre Oasis with Private Beach! Family and dog friendly!
Property grounds

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

10.0 out of 10, Exceptional, (50)
"The host was very accommodating and responsive. The house was above anything you would expect. Beautiful pictures do not do it justice. My family and I had space and didn't feel like we were on top of one another. The beach area was so peaceful and just what the soul needed. Just an amazing place."
2 Acre Oasis with Private Beach! Family and dog friendly!
Amazing Sunsets in Jackson Creek Waterfront Home
Interior

Amazing Sunsets in Jackson Creek Waterfront Home

9.4 out of 10, Exceptional, (12)
"College roommates from 40 years ago gathering for a great weekend. New lies where told this trip"
Amazing Sunsets in Jackson Creek Waterfront Home
Waterfront 3-Bed Oasis Perfect for City Getaway
Miscellaneous

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (8)
"If you are looking for a quiet, peaceful and relaxing location I highly recommend you consider this property. Everything about our stay was perfect. What I liked the best about our stay was the way our host made us feel welcome, along with the little things such as; treats for our dog, coffee, shampoo, body wash, just small things like that. The hosts thought of everything right down to the smallest of details. It was greatly appreciated by all of us. The weather was perfect and the waterfowl...
Waterfront 3-Bed Oasis Perfect for City Getaway
Enjoy the beach & the woods while you relax & unwind at Wandering Woods Bungalow
Beach

Enjoy the beach & the woods while you relax & unwind at Wandering Woods Bungalow

10.0 out of 10, Exceptional, (6)
"Place was great! Clean and comfortable"
Enjoy the beach & the woods while you relax & unwind at Wandering Woods Bungalow
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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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)
"The place had was great, hot tub overlooking private beach on the Potomac. Kitchen had nearly everything you could need. Very responsive host. There is spotty cell service at the house, but the WiFi helps. If I was going to add anything to this rental, it would definitely be a full-length mirror. "
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)
"."
The price is AED 444
AED 1,012 total
includes taxes & fees
28 Apr - 29 Apr
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, (65)
"If you want to relax by the water and getaway from the hustle and bustle, this is the place. The cottage is updated and cozy with amazing views. Just step off the patio onto the sand. Cottage was stocked with essentials and extra goodies to make it feel like home."
Private Beach Front Getaway at The Sunshine Beach Cottage.
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.