Beachfront vacation rentals in Calvert Beach-Long Beach

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Popular amenities for Calvert Beach-Long Beach beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Home in Lusby
4.96 out of 5 average rating, 140 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

ChenoaRating, 5 stars1 month ago
This place is even prettier in person! The water view is so calming and the decor is amazing! Every bed in the house was super comfy and everything was spotless. The host were super nice and always responsive to any questions or concerns I had. The house accommodated 8 guest perfectly and local stores weren’t too far away. My favorite part of the house was the large dining area and table….great for making memories! Loved everything about my stay and I look forward to coming back to visit :).
Guest favourite
Tiny homes in Solomons
4.95 out of 5 average rating, 619 reviews

“Cabana by the Bay”-tiny home on a pier!

JaredRating, 5 stars2 weeks ago
Andrea’s place is great. It was exactly what I expected. The place was clean, great location and just what I needed for my stay. The views are amazing! Andrea was responsive and checked in to make sure I had everything I needed. Will definitely stay here again!
Superhost
Apartment in Cambridge
4.91 out of 5 average rating, 123 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars2 months ago
We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.
Top guest favourite
Home in Grasonville
4.95 out of 5 average rating, 261 reviews

River Front, Private Single Family Home

AveekRating, 5 stars3 weeks ago
My friends and I recently stayed at Dave's place in Grasonville, Maryland, and it was exactly what we needed for a short getaway. The house was cozy, well-equipped, and had everything we needed for our stay. The backyard, overlooking the river, was absolutely stunning and offered the perfect spot to watch the sunsets. It was peaceful and relaxing. The fact that it’s pet-friendly made it even better—our furry friends had just as much fun as we did! The hot tub was a fantastic touch, allowing our group to unwind and chat after a day of exploring. Dave was incredibly responsive to any questions we had and always went out of his way to ensure we had a great experience. Overall, we had a wonderful time, and I’d definitely recommend this place to anyone looking for a relaxing and beautiful retreat. We’ll certainly be back!
Top guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 554 reviews

Historic St. Mary's City, MD

LaurenRating, 5 stars2 days ago
Pat and Nell were such wonderful hosts. It was the perfect mix of function for a nearby swim meet at St Mary’s and relaxation like a mini vacation. The beds are very comfortable, the linens are nice and the shower is wonderful. Although we didn’t use the laundry it was so nice to have accessible units so we could dry my son’s swim suit and towels in between sessions. The location is just beautiful, filled with lots of history which Pat was so gracious to share with my boys and I. Highly recommend.
Top guest favourite
Home in Shady Side
5 out of 5 average rating, 156 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

KathrynRating, 5 stars6 days ago
It would have been enough to sit on the Adirondack chairs watching the sun go down across the water, gently rippling in the red-hued light. It would have been enough to have a roof over our heads and a camp stove boiling a billy of tea. But along with the beautiful view, we got an exquisite residence, gracefully appointed with delicate but bold furnishings, redolent of elegant craftsmanship and subtle design inspirations. Surrounded by beauty, both natural and engineered, our three nights away were restorative and rejuvenating beyond our expectations. To boot, Evan is a kind, communicative, and attentive host. My wife and I are planning a return visit.
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars3 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Top guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 103 reviews

Riverview on the Potomac

EmelyRating, 5 stars2 months ago
This house was great! It had everything we needed while traveling with a baby. Jacqueline was so helpful, friendly and such a pleasant person. Very caring and was available everyone I reached out to her. The house was very comfortable. Our group of 10 had no complaints. I would 100 percent recommend this house to friends and family. Thank you Jackie for your hospitality.

Beachfront home rentals with a pool

Top guest favourite
Home in Montross
4.97 out of 5 average rating, 38 reviews

Spring Fwd! Theme*Pool*Dock*Boats*King bd*EV Chrgr

SarahRating, 5 stars1 week ago
Easthaven was probably the best stocked and most well-appointed place I’ve ever stayed! The kitchen had everything you could possibly need (including snacks and coffee for us), there was an abundance of linens, and any indoor or outdoor game you could want. We were all blown away by the sheer amount of amenities! Abbie was responsive and helpful and the house was full of thoughtful touches. Zero complaints - already looking forward to coming back sometime!
Top guest favourite
Home in Cambridge
5 out of 5 average rating, 12 reviews

Turtle's Nest - Hist. Cambridge

ThomasRating, 5 stars3 months ago
We had a wonderful family thanksgiving! The kitchen was perfect for our needs!
Guest favourite
Apartment in Colonial Beach
5 out of 5 average rating, 20 reviews

Sandy Feet Retreat - Beachfront

HeidiRating, 5 stars3 weeks ago
Simply beautiful place, from the spotless interior to the breathtaking view. Brittany was the best host I’ve had! She was incredibly friendly and accommodating with check-in, and communicated regularly to make sure all my needs were met—even left a handwritten card! Even through cold and rainy weather it was a beautiful, relaxing retreat with everything I needed and more, including great restaurants right below. Would love to visit again!
Guest favourite
Apartment in Colonial Beach
4.92 out of 5 average rating, 38 reviews

Sail Away To - Beachfront Views & Private Balcony

ArnoldRating, 5 stars3 weeks ago
My partner and I had an amazing stay at this beach house. The interior was pristine and clean, and the view was absolutely breathtaking. We loved the lighting in the living room and private bedroom, which made the space feel even more inviting. The house was very spacious, perfect for two people but could easily accommodate more. Highly recommend!
Superhost
Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews

Turn Winter Blues into Blissful Views – Book Now!

JoyRating, 5 stars2 months ago
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰
Superhost
Cottage in Neavitt
4.87 out of 5 average rating, 23 reviews

Grandview - Cottage 1B, Queen Bed, Pool, Bay, WIFI

TyesRating, 5 stars5 months ago
A nice peaceful place to stay. Easy to get into town. A little tricky to find the first turn off the main road, but once you see the sign it makes sense. Would bring everything you need including ingredients to cook (sugar for coffee, salt, etc). But cleaning supplies are there and it's all very comfortable.

Private beachfront home rentals

Guest favourite
Home in Colonial Beach
4.82 out of 5 average rating, 17 reviews

Doug's Paradise

MatthewRating, 5 stars2 months ago
Stayed here to see a few friends who live in the Ebb Tide area. The house was clean, spacious and well equipped. We were only two people but with the sun room it was clear to see there are a few options for people to spread out and not feel on top of each other. This is a nice peaceful area about 15 minutes away from downtown colonial beach and a great location for a getaway. I would stay here away without hesitation.
Guest favourite
Home in North Beach
4.92 out of 5 average rating, 64 reviews

A Little Piece of Paradise - Waterfront Home

MandyRating, 5 stars2 months ago
A great find, and just what we needed! It was perfect for my husband, myself and our teenage son. We took the upstairs bedroom and he had the downstairs bedroom. We loved the fire pit outside and having a front row seat to the bay. The house was quaint and just perfect for the three of us. We enjoyed walking around North Beach, and also enjoyed a couple of their great restaurants, even in the off season!
Top guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 108 reviews

Sunrise Waterfront Potomac Beach Haus

PalakRating, 5 stars1 month ago
We had a great stay here. The location is great and less than 2 hours from DC. The house was large and cozy, with everything we needed to enjoy our quiet weekend. The restaurants and breweries in town were also a lot of fun. We fully intend to come back and visit soon!
Guest favourite
Home in Chesapeake Beach
4.92 out of 5 average rating, 12 reviews

Mid-Century Modern: Direct Private Beach Access

TarraRating, 5 stars1 week ago
Nicholas was an amazing host. He was proactive and incredibly responsive when I couldn't figure out how to unlock the child lock setting on the dryer! The home was gorgeous for a peaceful weekend and we had fun walking on the beach with our dog. The home is fully stocked with everything you could need and beyond our expectations with the laundry soap and dryer sheets. In addition, there are snacks, games, books and more. We enjoyed the fireplace and BBQ grill as well. I would highly recommend this home as a real place of peace, and highly recommend Nicholas as a wonderful human! ❤️ We will be back!!
Guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 59 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars3 months ago
We loved this snug, little spot on the water. Watching the sunrise over the water made for enjoyable mornings. It had a full kitchen that made cooking our meals very easy. Two seating areas in the living area gave us room to spread out. Fast wifi....I even stayed online while I was down by the water. I wasn't a huge fan of the overly curious swans, but I did find some really nice pieces of sea glass down by the water. The heat in this house was great.
Guest favourite
Home in Cobb Island
4.98 out of 5 average rating, 45 reviews

River Front 3 bedroom home with pier and beach.

JenniferRating, 5 stars3 months ago
Our family traveled from South Carolina for a funeral in LaPlata MD (a short drive away from this home). Jane's property was just what we needed to accommodate our family of 6. The house was clean, comfortable and well equip with everything that was needed. The ping pong table in the garage provided much needed entertainment when we had down time. The views were absolutely beautiful and we can not wait to come back. While there we enjoyed crabs at Captain John's crab house a couple of miles away. I would totally recommend this home to anyone that is traveling for business, leisure or just a peaceful, quiet getaway. Thanks Jane for your hospitality and sharing your beautiful home with us.
Guest favourite
Home in Lusby
4.91 out of 5 average rating, 11 reviews

Chesapeake Bay Waterfront View

ShawnRating, 5 stars6 months ago
Katerina and Gus we're awesome host! They really went over and beyond to accommodate us on our stay! if we're evere in the area again, we'll definitely stay with them!
Superhost
Home in Saint Leonard
4.85 out of 5 average rating, 46 reviews

Waterfront house with private beach and pier

WillRating, 5 stars3 weeks ago
Lovely spot. Beautiful views. Excellent kitchen and living space with really nice bedrooms. Slept six very comfortably. Would definitely return!

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