Cottage holiday rentals in Sandy Point

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Popular amenities for Sandy Point cottage rentals

Cottage rentals with a hot tub

Guest favourite
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.
Top Guest favourite
Cottage in Woolford
5 out of 5 average rating, 64 reviews

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks

TheresaRating, 5 stars5 days ago
Natalie was a wonderful host - the cottage was clean and welcoming and looked just like the photos. Natalie was very responsive, flexible and friendly. The river was peaceful and we enjoyed kayaking and fishing off the dock. We are very thankful we found such a perfect spot for our weekend trip to Maryland.
Superhost
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.
Top Guest favourite
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 favourite
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.
Cottage in Chesapeake Beach
4.52 out of 5 average rating, 21 reviews

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

EstherRating, 5 stars1 month ago
I book this place for my bday I just wanted to have fun & have a break from routine but at the same time feel comfortable like home, and that’s how it was and better we all had a great time. Really nice property, fabulous decoration, great surroundings to visit, and nice backyard to relax and enjoy. The jacuzzi and fire pit unforgettable part of the trip, really nice atmosphere. If there was an issue super easy and efficient way to respond to the situation. Made my bday really special for me and my family <3
Guest favourite
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 favourite
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 favourite
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 favourite
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
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 favourite
Cottage in Gloucester
4.97 out of 5 average rating, 234 reviews

"Bee Haven" Cottage Retreat

KristenRating, 5 starstoday
If you’re on the fence about booking don’t be. Shannons place was absolutely perfect. Set in a quiet neighborhood it was so peaceful! The house was amazing, clean, and comfortable. Shannon went above and beyond to make our stay personal and cozy. Would definitely stay again!
Guest favourite
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 favourite
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 favourite
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
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 favourite
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 favourite
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 favourite
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 favourite
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 favourite
Cottage in Tall Timbers
5 out of 5 average rating, 46 reviews

Charming Waterfront Cottage with Sunset Views

CoryRating, 5 stars3 weeks ago
This house and these hosts represent the very best of Airbnb. I checked in on a beautiful Friday afternoon, but shortly after arrival, a storm hit the area that knocked out the power. Jenny and Dave were at the house to check on my welfare as soon as it was safe, despite a literal tree falling on their porch. I only live half an hour away, and could have easily gone home where there was still power, but decided to stay put where I was instead, and if that doesn’t tell you everything you need to know about how wonderful this house and location and hosts are, I don’t know what else to say. 10/10. I can’t wait to return for another staycation!
Top Guest favourite
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 favourite
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 favourite
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