
Cottage vacation rentals in Sandy Point
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Sandy Point
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sandy Point cottage rentals
Cottage rentals with a hot tub

Block to Private Beach, Screened deck, Hot Tub
This is a super clean and cozy cottage which is perfectly nestled into a beautiful neighborhood. We loved this location because it was within 20 minutes of everything we wanted to do. The two private beach areas were clean and not crowded. Highly recommend.

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

Year Round Playground - Rare Rustic-Modern Getaway
The house was very clean and very fresh smelling. Being in the woods surrounded by trees you can sometimes expect a musty smell, but that was not the case at all. The house was immaculate, and the rooms were very comfortable. The house was very quiet and private and the room was a nice touch. We all enjoyed the pool table. My husband did a lot of fishing at the dock and we also enjoyed the pool and the hot tub. We will definitely come back and stay at this house. Nadia was a great host. She mentioned that they are just starting out being a airbnb host, but you wouldn’t know it. The house had everything we needed.

Cozy Cottage close to Beaches & Solomon’s Island
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!

The Cottage @ Captain Genes - Secluded Waterfront
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.

Bay cottage 🏖on the beach. Stunning views🏝
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!

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach
Genuinely one of the most pristine and peaceful places I’ve ever been at a great time, weather with family or friends

Hot Tub Hideaway by Shark Tooth Shores
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

The Crab Shack
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! ☺️

The Little House at Waveland
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!

Bayside Cottage- In the Town with views
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.

"Bee Haven" Cottage Retreat
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!

A "True" Chesapeake Bay Waterfront Experience!
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.

TooFine Lakehouse, pet friendly waterfront cottage
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!

Historic Ware River Cottage at Glebefield
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.

Shewell’s Cottage by the Shore
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

Waterfront Cottage with Beautiful Sunset Views
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!

Happy Hour~Riverfront, countyside, private pier
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!!!

Where Eagles Soar *Stunning Waterfront Views*
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.

The Little Blue Cottage
The Little Blue Cottage was comfortable and clean! Krista was extremely flexible with the check in and check out procedures.

Harbor Cottage
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!

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
Lovely place to disconnect from your day to day life.

Little Gray Beach House
We loved our short stay at the Little Gray House. The view alone was worth the stay. The beaches are both easy walks and the area is lovely. Everything was clean and cozy and Bronwyn and Kat gave lots of information ahead of time, including some great recommendations. Would definitely recommend checking out The Hatchery and the Gwynn’s Island Museum on the island and spending some time exploring Mathews. We will be staying here again and hopefully soon!

Waterfront Bay Cottage w/ Your Own Private Beach
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
- Washington Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Outer Banks Vacation rentals
- Pocono Mountains Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Chesapeake Bay
- Bethel Beach
- Haven Beach
- Ragged Point Beach
- Breezy Point Beach & Campground
- Gerry Boyle Park
- Brownies Beach
- Royal New Kent Golf Club
- Chesapeake Beach Water Park
- Rose Haven Memorial Park
- Oxford Beach
- Bayfront Beach
- North Beach Boardwalk/Beach
- Lane Beach
- Piney Point Beach
- Guard Shore
- Sandyland Beach
- Cove Point Beach
- Langford Sand
- Saint Jerome Beach
- St George Island Beach
- Kiskiack Golf Club