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
Tiny homes in Solomons
4.96 out of 5 average rating, 629 reviews

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

AbigailRating, 5 stars1 day ago
We really enjoyed our stay at the cabana! We loved how peaceful it felt, yet we were right there in the center of things when we wanted to get something to eat etc. Though small, the kitchen had everything we needed to cook a full breakfast. Truly a novel place to stay! I would recommend this place to anyone wanting a relaxing and unique place to stay on Solomons Island...
Superhost
Apartment in Cambridge
4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars4 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, 267 reviews

River Front, Private Single Family Home

JohnRating, 5 stars1 week ago
We were delightfully pleased with our stay here. The house was clean and comfortably fit our 3 adults and 2 kids. We were happy with the “extras” like having our linens and towels cleaned and wrapped in plastic, shampoo/conditioner, kitchen stocked with cookware, and the decor. The best part was the view and proximity to the water. The pictures do not do the sunset justice. We will definitely come back.
Top guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars2 days ago
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.
Top guest favourite
Home in Shady Side
5 out of 5 average rating, 164 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

DeanneRating, 5 stars4 days ago
Absolutely amazing house and location!! Our family had an incredible week spent enjoying the property & views, spending time watching the sunsets by the fire, and kayaking around the bay. It's a great spot to teach kids to paddle and our 7 and 9-year old both enjoyed learning on the still waters near the sandy beach. The property and house are both thoughtfully designed and have so many spots to relax, read, watch the birds, and take in the views - made it feel like there was never a reason to leave. We had an incredibly peaceful week and would love to visit again!!
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars5 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 Fishing Creek
4.96 out of 5 average rating, 28 reviews

Waterfront Sunrise Cottage on Hoopers Island, Md

LaurenRating, 5 stars2 days ago
We loved staying at Kim’s place! The house was super clean and had absolutely everything you would need. We loved hanging out on the dock and the screened in porch, hiking at Blackwater, and enjoying crabcakes at the nearby Old Salty’s. Such a great way to celebrate our anniversary weekend!
Guest favourite
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.

Beachfront home rentals with a pool

Top guest favourite
Home in Montross
4.98 out of 5 average rating, 41 reviews

Game-Themed Waterfront Fun! Dock-Boats-King Suite

NiyaRating, 5 stars3 weeks ago
I stayed here with my three kids for a little getaway, and we had the best time. The place was super clean and spacious, and the modern decor and finishes were clearly chosen with care—it just felt really good to be there. The game rooms were such a fun touch, each with its own theme, and the kids were obsessed! One of our favorite parts was the scavenger hunt—it was such a fun and unexpected surprise, and it gave us a memory we’ll definitely hold onto. The host was incredibly kind, polite, and respectful. Overall, it was just a great experience and a really special trip with my kids.
Top guest favourite
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favourite
Apartment in Colonial Beach
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat - Beachfront

RosemarieRating, 5 stars1 week ago
Sandy Feet Retreat in Colonial Beach was a great place to take my daughter and the grandkids for a 3 day Spring Break holiday. The condo was beautifully furnished and very well located on the boardwalk. My family loved having access to the beach right outside the condo and spent many hours collecting shells and sea glass. Fishing from the pier was a thrill for my grandson. I enjoyed peaceful mornings on the balcony and evening time there listening to the waves each day. Thank you Brittany for everything you do to assure a lovely stay for your guests.
Superhost
Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews

10 Minutes to St. Michaels with a Private Pool

JoyRating, 5 stars4 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.🥰
Top guest favourite
Home in Kent Narrows
5 out of 5 average rating, 299 reviews

Chester Riverfront At Kent Narrows

MichaelRating, 5 stars1 week ago
Beautiful location on the water with all the amenities one could ask for. Thanks for having games and jigsaw puzzles (with all the pieces!). Gracious and responsive hosts who made sure we felt welcome and at home. We’ll be back!
Guest favourite
Home in Montross
4.93 out of 5 average rating, 46 reviews

Brigadoon, the BRAND NEW Waterfront Haven

JohnRating, 5 stars5 days ago
What a lovely house, so thoughtfully furnished and generously supplied! The design touches evoke an Outer Banks beach house, but unlike many a beach house we’ve rented over the years, this is one is nearly new, fresh, and very clean. From the large screened-in back porch, you can enjoy calming views of the river. There’s a small private sandy beach (maybe 10 yards deep by 20 yards long) where you can set up a lounge chair (many are stored in the basement), or from which you can launch one of the supplied kayaks (fun, even for an old novice!). We tried to find public access to a beach in the area that would allow for an extended walk by the water but no luck. So we walked our pups through the quiet neighborhood, a mix of mostly older modest homes and a few larger and newer residences (like this one). The area itself is rural and remote, though it was easy enough to drive 20 minutes to the grocery and an old-fashioned family restaurant (Angelo’s). The hosts were helpful and responsive.

Private beachfront home rentals

Guest favourite
Home in Colonial Beach
4.83 out of 5 average rating, 18 reviews

Doug's Paradise

MatthewRating, 5 stars4 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 stars4 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
4.97 out of 5 average rating, 114 reviews

Sunrise Waterfront Potomac Beach Haus

CarmenRating, 5 stars3 weeks ago
Heather was an amazing host, and the home was absolutely beautiful. Waking up to the waterfront views and the peaceful early morning walks are only some of the reasons why I would stay again. If you are looking for a peaceful getaway, look no further.
Guest favourite
Home in Colonial Beach
4.78 out of 5 average rating, 166 reviews

Riverhurst on the Potomac

JimRating, 5 stars2 weeks ago
We had a great stay at Cameron’s home. Even though the weather didn’t cooperate we were able to spend a lot of time on back patio which felt like we were almost outside. Cameron was nice enough to let us check in early. Overall great time and looking forward to next time. Thanks again Cameron.
Guest favourite
Home in Benedict
4.9 out of 5 average rating, 29 reviews

Bright airy waterfront getaway

DyralRating, 5 stars1 month ago
Sophia was so kind. Met our family when we got there and even went the extra mile of making sure we saw this nice beautiful red moon over the water. Just amazing!
Guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 60 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars4 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.
Top guest favourite
Home in Lottsburg
5 out of 5 average rating, 19 reviews

Hideaway Home - 1st Pet FREE,Private Beach,Hot Tub

RajeevRating, 5 stars1 day ago
We stayed here for 3 nights - family of 3 and a dog. Beautiful house in an amazing setting. Everything we needed was in the house. brand new kayaks, life vests, a grill, a hot griddle, a very nice hot tub, on and on and on. Brian & Clara were super responsive and went above and beyond. There was one minor item that they ran out of (no big deal), but they came over and dropped off late at night, despite me saying its not urgent. Lovely folks! VERY clear instructions on checkout making it easy to follow. You have your own private beach right outside the backyard, a fishing pier to fish or just sit and take in the scenery. Lot of board games to keep you occupied; nice TV; wifi; every single utensil you would need; you will not miss a thing. Thanks Brian & Clara! We will happily return here!
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 stars5 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.

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