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Compare 176 Vacation Homes in Montross with updated reviews, rates, and availability.

Screened Patio, Deck & Grill: Saint Inigoes Home!

Screened Patio, Deck & Grill: Saint Inigoes Home!

Colonial Beach Cottage, 7 minutes walk to beach!

9.6 out of 10, Exceptional, (25)
"It was okay for a short stay. "
Colonial Beach Cottage, 7 minutes walk to 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

Hawthorn House Remodeled 3BR Walk to Town!

10.0 out of 10, Exceptional, (3)
"This house has been beautifully restored and was the perfect getaway for 2 couples & 2 kids under 5. The rooms are spacious, the front porch & back deck are great outdoor spaces, and the kids loved running around the backyard and hanging in the hammocks. The linens were soft & clean & plentiful, and we had everything we needed in the kitchen & for using the grill. Also, the host was very responsive & accommodating. We literally couldn’t ask for more in a vacation rental house. Thank you for...
Hawthorn House Remodeled 3BR Walk to Town!

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

10.0 out of 10, Exceptional, (17)
"Great stay, easy check-in/check-out, highly recommend"
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

9.8 out of 10, Exceptional, (11)
"Would stay again. Steps down to the water are a challenge"
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (63)
"This was a great stay. Very nice, comfortable, great layout, convenient location. I highly recommend. "
Inviting and Serene Home on Monroe Bay Creek

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is AED 826
AED 2,162 total
includes taxes & fees
19 Feb - 20 Feb
4-BR Waterfront Turret Home

Spectacular Waterfront Retreat with Pier

10.0 out of 10, Exceptional, (7)
"Classic cottage, very clean and well-supplied. Comfy bed in main bedroom! Beautiful property on the river - quiet and peaceful. Lovely sitting areas both inside and out. Restorative!"
Spectacular Waterfront Retreat with Pier

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.6 out of 10, Exceptional, (5)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood

Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

9.0 out of 10, Wonderful, (14)
"My family enjoyed our stay over Thanksgiving. Three generations with different needs and the house accommodated us well."
Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

Bay Estate by AvantStay | Waterfront, Private Pond

10.0 out of 10, Exceptional, (1)
"Such a beautiful house, very nice for family or friends get together."
Bay Estate by AvantStay | Waterfront, Private Pond

Your private beach retreat in historic St. Mary's

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at this property. The house was in mint condition and had all the amenities we needed. Enjoyed the hot tub, kayaks, the fire pit, and the dock. Great place to spend a relaxing long weekend. "
Your private beach retreat in historic St. Mary's

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

9.8 out of 10, Exceptional, (10)
"Awesome property/location/amenities/host! We enjoyed every nano-second of our stay, and that is due to the host/hostess and the property they maintain and provide in the best way possible. We couldn't have wished for a better experience and hope to visit again and again. If you are planning to visit Cobb Island, this is the property you want to be at. Every inquiry before arrival was responded to promptly, and upon arrival, we were amazed at how clean and well addressed all our needs were...
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

9.8 out of 10, Exceptional, (9)
"I loved this sweet A frame home! Celebrated my 48th birthday with a girls' trip and we all loved it. Enjoyed fires and Christmas movies each night. House has a lot of space and is so comfortable. Loved the views of the Bay, particularly from the sunroom and porch. Found quite a bit of sea glass on the neighborhood beach, as well as at the house beach during low tide. Owner was incredibly responsive and went above and beyond. Great place. Would highly recommend. "
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Luxury Modern Waterfront Retreat

9.8 out of 10, Exceptional, (10)
"Very nice inside, love all the windows"
The price is AED 584
AED 1,723 total
includes taxes & fees
19 Feb - 20 Feb
Luxury Modern Waterfront Retreat

Tiki Time at River Point Cottage - Steps to the Beach, Dog Friendly

10.0 out of 10, Exceptional, (5)
"This property is outstanding! Absolutely spotless and host super to work with. Great neighborhood, easy walking and our dogs loved it too!"
Tiki Time at River Point Cottage - Steps to the Beach, Dog Friendly

Secluded River Front Cottage

9.4 out of 10, Exceptional, (3)
"The home and property are exactly as advertised. I loved being five minutes away from Point Lookout, the sunset views, and the waterfront. "
Secluded River Front Cottage

Waterfront home, dock, pool, pickleball, dog-friendly, fireplaces, a/c, jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (2)
Waterfront home, dock, pool, pickleball, dog-friendly, fireplaces, a/c, jacuzzi

Unplug and unwind at your Leonardtown waterfront vacation home!

8.8 out of 10, Excellent, (5)
"We were here for Thanksgiving, but were thinking the whole time that this would be a great spot in warmer weather. With the water access and spacious accommodations it would be a great basecamp."
Unplug and unwind at your Leonardtown waterfront vacation home!
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 Montross

Sale! Game Theme~Pool+Fish+Boat+King bd+EV Charger

10.0 out of 10, Exceptional, (20)
"We came for R & R and we got it! Abbie was a great and responsive hostess and the house was perfect. Even though the weather was cold the views were still great, the layout was perfect and the furniture, especially the beds, was so comfortable. Getting groceries from the Food Lion was easy too. We're not big on water sports so unlikely we would come back in the summer, but maybe another visit in the spring or fall. Highly recommend!"
The price is AED 709
AED 1,631 total
includes taxes & fees
19 Feb - 20 Feb
Sale! Game Theme~Pool+Fish+Boat+King bd+EV Charger

An amazing large group vacation home with with elevator and breathtaking views.

10.0 out of 10, Exceptional, (1)
"We had total 18 friends work/play weekend. Beautiful home with so much room to cook, play games, or just need a little me time. Had a great table to sit at and the elevator came in handy. Would definitely stay again "
An amazing large group vacation home with with elevator and breathtaking views.

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

10.0 out of 10, Exceptional, (43)
"The property was fantastic, as described. Crabbing was good. Frank was very responsive at all times. We had an issue with the hot water. Frank and 2 of his workers were there the next day to fix it. We did not encounter any jellyfish where we swam in front of the house. Our only issue was the location is not ideal for doing other things as there’s just not a lot to do unless you drive an hour away. Our teenagers made the hour one-way trip a few times to go elsewhere. Overall, we had an awesome...
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
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.