Cottage vacation rentals in Sandy Point

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Popular amenities for Sandy Point cottage rentals

Cottage rentals with a hot tub

Guest favorite
A sunset over the Chesapeake Bay is captured, with the sun's glow reflected on the calm waters. The sky displays a gradient of warm colors, transitioning from orange to subtle shades of purple and pink, creating a serene and tranquil atmosphere.
Cottage in Saint Leonard
4.96 out of 5 average rating, 142 reviews

Block to Private Beach, Screened deck, Hot Tub

JaneRating, 5 stars2 weeks ago
The cottage was so cute, the back porch was so cozy and comfortable, the kitchen well stocked and everything was clean. The walk to the beach was so pleasant and super close, the hot tub was private and clean. We had a romantic weekend for two but this would be perfect for a young family, for some very relaxing beach time. The host was so gracious and responsive and the location so convenient from DC.
Superhost
A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.
Cottage in Reedville
4.88 out of 5 average rating, 210 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

LorenRating, 5 stars1 week ago
We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.
Guest favorite
An aerial view showcases a rustic-modern house surrounded by greenery. Red pathways lead to the entrance, and a wooden deck is visible with steps leading up to the front door. In the background, a private pool and shaded seating areas offer outdoor relaxation options.
Cottage in Marion Station
4.71 out of 5 average rating, 38 reviews

Year Round Playground - Rare Rustic-Modern Getaway

BrittanyRating, 5 starstoday
Had a mini friend vacation with 6 people total and we all immediately felt right at home. The layout of the home is extremely convenient-there’s a half bath next to the washer/dryer right near the door to the deck- it was perfect for fast bathroom breaks without getting the entire house wet! We spent most of our time in the pool area and game room, and both spaces had everything we needed! (Nadia, I hope you don’t mind we left a few pool new loungers behind!) We took advantage of pretty much everything aside from swimming in the lake (bugs were really bad, no one’s fault at all but be warned- you NEED to have bug spray.) The only critique I could give was the softness of the beds, they were all really firm and if you have any sort of sleeping and or back/pain problems, it could be evident the next morning. But overall it was an amazing time and the host was extremely courteous and genuinely caring! A lot of love goes into this spot and you can tell. We can’t wait to go back.
Top guest favorite
A spacious outdoor deck is furnished with a sectional sofa arranged around a central table. Soft lighting from string lights enhances the atmosphere. In the corner, a hot tub is positioned, surrounded by nature and trees that create a serene backdrop.
Cottage in Lusby
5 out of 5 average rating, 15 reviews

Cozy Cottage close to Beaches & Solomon’s Island

LindaRating, 5 stars4 weeks ago
Emilio and Wanda’s home was absolutely lovely. They thought of everything to make our stay so enjoyable. Would recommend to anyone wanting a relaxing stay. So very close to Solomon’s Island. Thank you Emilio and Wanda!
Guest favorite
An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars6 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
Guest favorite
A hot tub is positioned on a wooden deck, overlooking the shimmering waters of the Chesapeake Bay. Surrounding greenery includes tall grasses and trees, with the expansive view of the water framed by a clear blue sky.
Cottage in Reedville
4.9 out of 5 average rating, 205 reviews

Bay cottage 🏖on the beach. Stunning views🏝

PaulRating, 5 stars2 weeks ago
We LOVED our stay! The screened porch overlooking the beach was so peaceful and our favorite place to be in the evening. The house was lovely, well cared for, very clean, and very tastefully decorated. The welcome book provided everything you needed to know about the house and surrounding area. We will be back again!
Guest favorite
A serene private dock overlooks a calm cove, with vibrant kayaks stacked nearby. A simple bench provides seating, surrounded by lush greenery and mist rising from the water's surface, inviting relaxation and peaceful reflections.
Cottage in Montross
4.94 out of 5 average rating, 93 reviews

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

MilotRating, 5 stars2 weeks ago
Genuinely one of the most pristine and peaceful places I’ve ever been at a great time, weather with family or friends
Guest favorite
An aerial view showcases a lush green landscape surrounding a peaceful shoreline. The sandy beach meets calm waters, framed by dense trees. The varied colors of the water create a serene contrast against the vibrant greenery, presenting a tranquil natural setting.
Cottage in Lusby
4.89 out of 5 average rating, 44 reviews

Hot Tub Hideaway by Shark Tooth Shores

RebeccaRating, 5 stars4 weeks ago
Surrounded by trees and the sound of waves- perfect place to relax & unwind. Quick but steep hike to the secret beach. Cool spot and more shell than I expected. Kyli was a responsive host, answered all my questions. Also, recommended Island Hideaway for dinner and it was amazing. Homemade pasta and desserts made in house daily. Great views and delicious foods & drinks.

Pet-friendly cottage rentals

Top guest favorite
Cottage in Weems
4.99 out of 5 average rating, 114 reviews

The Crab Shack

TarynRating, 5 stars6 days ago
This was our 1st visit to The Crab Shack. All I can say is Wow, just Wow! This was the cleanest, nicest and cutest Airbnb that we have ever stayed at over the years! It was amazing! My husband and I traveled from Sarver, PA with our 2 Golden Retrievers to celebrate our 10 year Wedding Anniversary! We all had the best time ever! We spent most of the time here at the Shack just cooking on the grill and listening to music and the girls did a lot of swimming fetching for balls! Thank you Carlisle and Mary for making our 10 year Anniversary simply perfect! ❤️☀️😎🥂🍾🦀 We can’t wait to come back! ☺️
Guest favorite
The exterior of the cottage is framed by a covered porch featuring large screens, surrounded by trees and natural light. Two green Adirondack chairs and two dark wooden chairs are set on the ground, inviting relaxation in the outdoor space.
Cottage in Deltaville
4.83 out of 5 average rating, 181 reviews

The Little House at Waveland

AshleyRating, 5 stars1 week ago
We had a great time at Diana’s place. The water access was awesome and we had lots of fun with the kayaks. We were able to walk through a wooded trail to a nearby restaurant which was so nice. The location felt private and naturally beautiful while being not far from grocery stores and restaurants. Diana’s neighborhood is beautiful and the space is charming and comfortable. Such a fun way to see the Chesapeake, we would love to come back!
Superhost
The exterior of the cottage features a welcoming yellow facade, complemented by a manicured lawn with shrubs and mulch. A wooden deck with white columns provides entry to the front door, which is flanked by large windows. An American flag hangs proudly to the left.
Cottage in Colonial Beach
4.93 out of 5 average rating, 169 reviews

Bayside Cottage- In the Town with views

KimberlyRating, 5 stars1 month ago
We thoroughly enjoyed our stay at this AIRBNB. It was walking distance to a nice Mexican Restaurant as well as to a brewery. We spent hours on the front porch in the nice rocking chairs. The back of the property overlooked the water which was beautiful! It was close to everything in town! The house was clean and had all of the necessities. We also enjoyed the front sitting area during the morning. The owner was responsive and helpful! We would definitely recommend this property.
Top guest favorite
A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.
Cottage in Gloucester
4.97 out of 5 average rating, 233 reviews

"Bee Haven" Cottage Retreat

HeidiRating, 5 stars2 weeks ago
I had a great stay! The space was quiet, and very clean—perfect for relaxing. It was also pet-friendly, which was a big plus. The host was friendly and communicative, making everything easy from check-in to check-out. Would definitely stay again!
Guest favorite
A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.
Cottage in Onancock
4.96 out of 5 average rating, 162 reviews

A "True" Chesapeake Bay Waterfront Experience!

KristenRating, 5 stars3 weeks ago
Second time staying at one of the cottages and can’t wait to come back! The area is so peaceful and serene - great DC getaway. If you enjoy hearing just the bay waves crashing and birds, beautiful sunsets, and panoramic views even from inside look no further.
Top guest favorite
A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.
Cottage in Lanexa
4.97 out of 5 average rating, 124 reviews

TooFine Lakehouse, pet friendly waterfront cottage

AlisonRating, 5 stars3 weeks ago
Beautiful surroundings, with the lake just steps from the door. The cabin had everything we needed for a 4 night stay. Great mix of indoor and outdoor spaces to enjoy. We absolutely loved it!
Guest favorite
A historic sign for Glebefield, established in 1795, is positioned among mature trees. Bright yellow flowers add a pop of color in the foreground, contrasting with the earthy tones of the surrounding greenery, creating a serene and inviting atmosphere.
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 213 reviews

Historic Ware River Cottage at Glebefield

KristinRating, 5 stars1 month ago
Incredible stay on a beautiful property. It’s quiet, private, VERY well maintained and just awesome. I truly hope to stay at this location again in the future because it was that great! You can tell the history in the cottage yet it’s updated and cozy. Also I’ve NEVER stayed at a location so clean!!!! From the cottage itself to the grounds, everything was very well taken care of.
Superhost
A quaint yellow cottage is framed by a wooden fence and natural greenery. The front porch features colorful doors and multiple windows, allowing ample light to enter. A deck extends from the house, providing a welcoming space for relaxation amidst the surrounding trees.
Cottage in Port Republic
4.79 out of 5 average rating, 185 reviews

Shewell’s Cottage by the Shore

NoraRating, 5 stars2 months ago
What a gem of a place! So cute and cozy. A great location! Loved all the natural light that came in through the big windows. Everything was so clean yet very comfortable. Enjoyed walking the beach. Found sharks teeth and sea glass! Such a great surprise to find such treasures! Lisa was so very kind and accommodating. Appreciated the extras like coffee, bottled water, shampoo etc and she brought some wood for a cozy fire. They really worked hard at making our stay very comfortable. Definitely will be coming back. But plan on a longer stay because there is so much more in the area to check out!

Private cottage rentals

Top guest favorite
A charming cottage sits beside the water at dusk, featuring warm lights along the deck and pathway. The private dock extends into the calm water, framed by lush greenery and a sandy area with a hammock, providing a serene outdoor ambiance.
Cottage in Lancaster
4.94 out of 5 average rating, 33 reviews

Waterfront Cottage with Beautiful Sunset Views

MeaganRating, 5 stars4 weeks ago
We loved our time at the Ivey creek cottage for a girls weekend retreat. The space was beautiful and being right on the water was so peaceful and lovely. The big screened porch was a highlight for us!
Guest favorite
A painted sign welcoming visitors to Cobb Island features a boat graphic, flanked by foliage. The sign displays the years 1889 and 1989, highlighting the island's long history. The vibrant blue background contrasts with the white text, creating a simple yet inviting focal point.
Cottage in Cobb Island
4.95 out of 5 average rating, 97 reviews

Happy Hour~Riverfront, countyside, private pier

LisaRating, 5 stars1 month ago
As always, just an awesome getaway! The minute I pull up to the cottage and look out at the water, any stress just disappears. I’ve been coming here for a number of years and Angela and her cottage are second to none!! Angela is a wonderful host and provides great directions and recommendations and the cottage is just perfect. Thank you Angela for having this little gem!!!
Top guest favorite
Cottage in Cobb Island
4.97 out of 5 average rating, 62 reviews

Where Eagles Soar *Stunning Waterfront Views*

NancyRating, 5 stars1 week ago
My friends and I immediately felt relaxed and cared for in this delightful home. We loved that it was right on the water and that we could enjoy seeing the Potomac River from so many rooms. The beds were very comfortable. Sue is a thoughtful and very pleasant host. We enjoyed our stay very much.
Top guest favorite
An illustrated children's book titled 'The Little Blue Cottage' is positioned on a rustic wooden table. The cover features a scenic coastal scene, with a small blue cottage, sailboats, and various elements of nature, capturing a whimsical charm ideal for families.
Cottage in Hollywood
5 out of 5 average rating, 39 reviews

The Little Blue Cottage

AnneRating, 5 stars1 day ago
Loved the cottage! Quiet, peaceful, and homelike, just what we were looking for. We particularly enjoyed the fishing and crabbing- would definitely return!
Top guest favorite
A close-up of freshly cooked crabs showcases their reddish-orange shells. The crabs are arranged closely together, displaying their distinctive claws and legs. The texture of the shells is visible, highlighting the natural details of the seafood.
Cottage in Montross
4.97 out of 5 average rating, 38 reviews

Harbor Cottage

JoeRating, 5 stars1 month ago
Katharine’s cottage was wonderful. It exceeded our expectations. It was very well equipped. Katharine was extremely responsive and kind; an excellent host. Thank you!
Top guest favorite
A vibrant green kayak rests on a sandy beach, partially in shallow water. The calm river reflects the clear blue sky, with a wooden dock visible in the background. Sunlight illuminates the scene, creating a serene and inviting setting for water activities.
Cottage in Leonardtown
4.96 out of 5 average rating, 93 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

AnaRating, 5 stars4 weeks ago
Lovely place to disconnect from your day to day life.
Guest favorite
The living area features a cozy wicker sofa with cushions, a matching armchair, and a white coffee table. Large glass doors provide views of the Chesapeake Bay, while light streams in, highlighting the warm yellow walls and tiled flooring.
Cottage in Gwynn's Island
4.91 out of 5 average rating, 35 reviews

Little Gray Beach House

MarkRating, 5 stars1 week ago
Great experience, easy to get into, as advertised. Right on the water, awesome view. Instructions were easy to follow, all in all, I would definitely recommend staying there.
Guest favorite
A bright sunroom is highlighted, featuring a glass dining table surrounded by woven chairs. Expansive windows provide unobstructed views of the shoreline and water, allowing natural light to fill the space. The serene backdrop invites relaxation and enjoyment of the coastal scenery.
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars3 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!

Destinations to explore