Beachfront vacation rentals in Betterton

Find and book unique beachfront homes on Airbnb

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Popular amenities for Betterton beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Home in Middle River
4.95 out of 5 average rating, 21 reviews

The Shore House

BalaRating, 5 stars1 month ago
Lauren is an excellent host. The property was wonderful, clean and suit our needs. The perfect top it off was… there were adequate chips, and fritters - just after we drove in the house.👌 I was a bit hungry, and gave me some time to get my essentials for the stay - which, btw…wasn’t too far. It had a nice walk to the small beach, and we thoroughly enjoyed it. Lastly, Lauren was exceptional with our request for a late check out. Thank you. Definitely a 5 star! Will definitely stay at this same place, again. Regards Bala
Guest favorite
Home in Chestertown
4.99 out of 5 average rating, 107 reviews

Entire River Front Home - 4 Bedrooms 4.5 Baths

JeanneRating, 5 stars13 months ago
We had a wonderful stay at this beautiful place. Our extended family and dogs thoroughly enjoyed the private and peaceful location. Bobs place was provisioned very well. We appreciated the numerous coffee cups, wine glasses, etc. it felt very much like staying with family. Lovely art throughout too.
Top guest favorite
Houseboat in Stevensville
4.94 out of 5 average rating, 53 reviews

Chesapeake Houseboat Getaway

RomaRating, 5 stars1 month ago
I loved Julia’s Arc. First time I Airbnb’d in a houseboat; won’t be my last. I loved this experience! Julia’s was inviting, comfortable, well appointed. I enjoyed sitting on the upper deck but even sitting inside with the blinds up and the windows open afforded the sounds of the water while enjoying the view of the marina and boats. I wish I had more time here to explore more. This was exactly what I needed for some time alone.
Guest favorite
Cottage in Annapolis
5 out of 5 average rating, 9 reviews

Wonderful Cottage Nestled On Chesapeake Bay

EdmondRating, 5 stars1 week ago
The cottage looks just like the photos. Very quiet and peaceful location. They provided a binder that catalogs anything you may need during your stay. EXCELLENT communication. Easiest Check out EVER. Would certainly book again if we return to the area.
Top guest favorite
Home in North East
4.96 out of 5 average rating, 53 reviews

Boho River Cottage

LisamarieRating, 5 stars1 week ago
Cece is a great hostess and very reliable. The place was so cozy and accommodating. The place is also a good distance from Main Street and elk neck state park.
Guest favorite
Home in Annapolis
5 out of 5 average rating, 19 reviews

Annapolis Waterfront home & Walk to private Beach!

SarahRating, 5 stars1 day ago
Our ideal Airbnb includes comfortable beds, peaceful surroundings, fresh and clean linens, a well-equipped kitchen, and we found all of these in this property! The view from the master bedroom is one we will miss waking up to each morning. Great to be able to walk to the small, private beach, as well. Hope to return!
Top guest favorite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Bay Home in Annapolis with Private Dock

ToddRating, 5 stars1 week ago
Beautiful place, beautiful location. Joel thought of anything you could want.
Guest favorite
Apartment in Annapolis
4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

ThomasRating, 5 stars7 months ago
Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

Beachfront home rentals with a pool

Top guest favorite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars8 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
Home in Stevensville
5 out of 5 average rating, 7 reviews

Waterfront Escape with Pool Nature Lover Paradise

AnaRating, 5 stars1 week ago
Hosted my intimate wedding at Nancy’s home and we had an amazing weekend! My family & closest friends loved the home, location, amenities & the coziness of the house. Perfect for a lil vacation with friends & family and very kid friendly. Absolutely loved my stay. Thanks for letting us stay at your place, view was incredible and so much space for a big group. Will definitely come back and recommend 100%
Top guest favorite
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviews

Charming RV With A Water View

CodyRating, 5 stars20 months ago
Andy was an awesome host! He checked in with us in the mornings to see if we needed anything (via text). They also had some great recommendations for us since we were out-of-towners. Would not hesitate to book with Alice and Andy again if we are ever in the area!
Home in North East
4.76 out of 5 average rating, 21 reviews

Pool House by the North East River

JeniferRating, 5 stars9 months ago
Once again the River house is a well appointed comfortable stay! The swimming pool is a gem! The house is bright and well located; very clean. There is great and comfortable furniture. The views are beautiful and the location is wonderful. We will be back next year!
Top guest favorite
Place to stay in Annapolis
4.94 out of 5 average rating, 121 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

PaulRating, 5 stars1 month ago
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.
Guest favorite
Home in Worton
4.97 out of 5 average rating, 30 reviews

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

LauraRating, 5 stars9 months ago
My family loved staying here. We had my 3-month old and my sister brought her 8-month old so we were looking for a place that could keep everyone entertained in one location and this place did just that! We enjoyed bird watching, collecting rocks on the beach, swimming in the heated pool, and watching the sunset from the hot tub in the evenings. This was also the first time I could say that the listing looked better in person than the pictures. Thank you Joni for letting us stay here! We made some amazing memories!
Superhost
Home in Saint Michaels
4.55 out of 5 average rating, 11 reviews

10 Minutes to St. Michaels with a Private Pool

TrevorRating, 5 stars5 days ago
This place is really great. The house is as described and very comfortable, but the star is the yards. The back yard goes right up to the water, has a pool and a grill, and is large. The front yard is even bigger and has a lovely kid swing under a tree. Definitely a great place to come if you want to spend a lot of time outside playing or looking out over the water.
Superhost
Condo in Betterton
4.92 out of 5 average rating, 38 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

SihamRating, 5 stars5 days ago
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Private beachfront home rentals

Guest favorite
Guesthouse in Annapolis
4.91 out of 5 average rating, 106 reviews

Private Cottage on gated estate

JhonaRating, 5 stars1 month ago
Donald's place was great! Even better than advertised. We were a party of 5 attending an Annapolis graduation, and we couldn't have been more satisfied. Our hosts Donald and Julie were fantastic! Its a quiet, peaceful neighborhood with free beach. We highly recommend it!
Guest favorite
Home in Shady Side
4.96 out of 5 average rating, 106 reviews

Waterfront w/ Private Pier, 35 Mins to Annapolis

NicholasRating, 5 stars7 months ago
We had 6 people for a weekend retreat and this was a fantastic house and location for us. the host was super communacitive and easy/friendly to work with. We'll go back for sure next time we need a retreat space that is quiet, private and affordable.
Guest favorite
Cottage in Earleville
4.95 out of 5 average rating, 83 reviews

The Bohemia Charmer

PamRating, 5 stars2 weeks ago
My family and I spent the weekend at Marla’s place while we were in town for a wedding. It was so charming, quiet, very accommodating for what we needed. Very clean and comfortable, and I felt like we were at a cute cottage on the water..so peaceful, a beautiful view, very relaxing vibe. Marla was very responsive and helpful anytime I reached out to her. I highly recommend her Airbnb if you’re looking for a cozy, quiet, place to stay in the Earleville area. I’d absolutely stay at her place again!
Guest favorite
Home in Joppatowne
4.95 out of 5 average rating, 39 reviews

Mac's Waterfront Wonder

IsaiahRating, 5 stars2 weeks ago
I’ve been to this location three (3) times now and each time was a pleasure. Communication was great and him allowing a late check out was fantastic (especially with multiple kids, trying to get them ready). I will continue to select this location when we have to come into town for the location, price, communication, and peace of mind knowing exactly what we’ll receive. The only issue with this last stay (and I can only assume it was due to holiday because never happened before) was the trash can being full. I do not suspect this is a regular occurrence as he is very transparent. I’d recommend this place to anyone and again, will be booking multiple times in the future as we will be traveling to MD a lot more.
Top guest favorite
Home in Chester
5 out of 5 average rating, 39 reviews

*Waterfront Sunset Bayview* sleeps 6

KellyRating, 5 stars1 week ago
The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)
Guest favorite
Guesthouse in Grasonville
5 out of 5 average rating, 14 reviews

Quaint Waterfront- access, Private Shorehouse-unit

MaiaRating, 5 stars5 days ago
Lisa and Jim were two of the loveliest hosts we've had through Airbnb. They even made us a breakfast casserole which was delicious. The house is conveniently located and was very comfortable for our family of three. The kitchen was stocked with everything we needed and there were the basics like coffee and sugar. If you like the great outdoors, this area of Maryland is wonderful. Thank you Lisa and Jim!
Top guest favorite
Cottage in Annapolis
4.98 out of 5 average rating, 47 reviews

Charming Waterfront Cottage on Historic Property

LizRating, 5 stars1 month ago
What an absolute treat to stay at the Cottage at Whitehall. We had such a lovely time, we stayed an extra day! Ty & Susie are gracious hosts and we were so excited to get a tour of the mansion and explore the grounds. The private beach at the back of the cottage is phenomenal, please take the canoe out - or even go for a swim. The sand is silky and soft, it was like a giant swimming pool nearly all to yourself. My husband enjoyed the canoe immensely (the waves scare me, so it wasn’t too much for me / but if you canoe out on the Meredith River it’s much calmer). If you fish - bring your fishing gear!! (Check local laws first, of course) Absolutely do not hesitate to book here if you have the chance, highly recommended 😍
Top guest favorite
Cabin in North East
4.94 out of 5 average rating, 35 reviews

Sunset Bay Waterfront cottage on Chesapeake Bay

JohnRating, 5 stars1 month ago
This was the second year I stayed here for four days. Bob is wonderful in his quick responses, helpful information about the area (tells me where the eagles are nesting each year as he knows I come to see the birds), and makes me feel so welcomed. Had the kayaks out and ready, had a fire really to light in the fire ring. The house is very loved by Bob and he is family, and it is so comfortable, clean, and has everything and more that I needed. All around, a great host and a great house in a great setting!

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  4. Kent County
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