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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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, (159)
"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
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, (31)
"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.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Miscellaneous

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

9.8 out of 10, Exceptional, (59)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
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, (11)
"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!

9.0 out of 10, Wonderful, (2)
"Sweet little place on the water. Quiet neighborhood. Quick trip to campus."
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!
Newly Renovated River Retreat w/Dock and Pool
Terrace/patio

Newly Renovated River Retreat w/Dock and Pool

10.0 out of 10, Exceptional, (7)
"Large house with indoor pool and game room. It is in a neighborhood, but it's private. Lots of space upstairs and down. About a three mile drive to Calvert Cliffs State Park. Very fun stay. Host is communicative but not intrusive. Loved it!"
Newly Renovated River Retreat w/Dock and Pool
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, (18)
"Beautiful views for a relaxing, refreshing girls weekend away! The house was filled with everything we needed, and they were very quick to respond to any questions. Would absolutely come back!! Highly recommend!"
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, (48)
"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, (48)
"We had a wonderful time at this beautiful property. We are a group of friends who have traveled from NJ and NC to meet in the middle each New Year's Eve. This was our 10th property and many in the group ranked it their favorite place we've stayed and would like to break our no return rule to come back again. The house is large and clean with a wonderful kitchen but the showstopper is being able to explore the beaches and get out into nature. Even in winter we spent most days completely outside....
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
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

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

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (20)
"."
The price is AED 551
AED 1,137 total
includes taxes & fees
3 Apr - 4 Apr
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, (159)
"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
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)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
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.