
Beachfront holiday rental in Betterton
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Top-rated beachfront accommodation in Betterton
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Popular amenities for Betterton beachfront rentals
Pet-friendly beachfront home rentals

The Shore House
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

Entire River Front Home - 4 Bedrooms 4.5 Baths
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.

Chesapeake Houseboat Getaway
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.

The Cooper House in Charlestown, MD
Our family thoroughly enjoyed our time at the Cooper House. We rented the entire house for a family wedding and it was perfect. Especially enjoyed the large kitchen which was great for gathering and sharing a meal together. Each bedroom was comfortable and spacious and the bathrooms were modern and clean. The outdoor porches were private and provided beautiful views of the river and the sunrise and the hot tub was a bonus. We will definitely be back for another family celebration! Thank you Trey for being such a caring and accommodating host.

Wonderful Cottage Nestled On Chesapeake Bay
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.

Boho River Cottage
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.

Bay Home in Annapolis with Private Dock
Beautiful place, beautiful location. Joel thought of anything you could want.

Dazzling day/night water views,1st class amemities
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

Chestertown Watson Family Farm
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.

Waterfront Escape with Pool Nature Lover Paradise
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%

Charming RV With A Water View
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!

Pool House by the North East River
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!

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

Bankors Aweigh | an ESVR property
I wanted a vacation where the house I stayed in was my vacation. The pool and hot tub were crystal clear, both of which overlooked the beautiful water. I went crabbing and fishing on the private dock, soaked in the private hot tub, roasted s'mores in the private firepit, and cooked my food on the grill overlooking the water. It was a vacation in small paradise. I cannot wait to return next year, or who knows, maybe sooner!

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool
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!

10 Minutes to St. Michaels with a Private Pool
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.
Private beachfront home rentals

Private Cottage on gated estate
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!

Waterfront w/ Private Pier, 35 Mins to Annapolis
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.

The Bohemia Charmer
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!

Mac's Waterfront Wonder
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.

*Waterfront Sunset Bayview* sleeps 6
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)

Quaint Waterfront- access, Private Shorehouse-unit
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!

Charming Waterfront Cottage on Historic Property
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 😍

Chesapeake Bay Escape | Cozy Retreat
We loved our weekend stay at Melanie’s place!! It was clean, easy to access and a lovely location!! She was super helpful with our questions about the areas and places she recommended. Definitely recommend!!
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- Fortescue Beach
- Betterton Beach
- Hampden
- Longwood Gardens
- Oriole Park at Camden Yards
- Dutch Wonderland
- M&T Bank Stadium
- Sandy Point State Park
- Patterson Park
- Crystal Beach Manor, Earleville, MD
- Maryland Renaissance Festival
- Caves Valley Golf Club
- Killens Pond State Park
- Quiet Waters Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Lums Pond State Park
- DuPont Country Club
- Bulle Rock Golf Course
- Idlewilde Restoration Project
- Quiet Waters Dog Beach
- Baltimore Country Club
- American Visionary Art Museum
- Downs Park Dog Beach
- Six Flags America