Beachfront vacation rentals in Betterton

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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, 20 reviews

The Shore House

JessicaRating, 5 stars3 weeks ago
House was spectacularly designed and smelled so good upon arrival. The ranch level style with everything on one floor was ideal for stay with a toddler (and 3 adults). We only stayed a weekend but wish it was longer. I would definitely stay here again. One thing to note that this area does not have service if you are not in the house. Once you are in the house you have WiFi and good to go. Lauren was super responsive and very nice.
Superhost
Home in Milford
4.94 out of 5 average rating, 67 reviews

SOBO Beach House

BrianRating, 5 stars2 weeks ago
Our family of 5 had a great quick 3 night stay, it was a perfect location for us since we were in town for a field hockey tournament at the DE Turf Complex which is 10 minutes away. The house is located on a quiet road and it was wonderful to walk out on the porch and watch the sunrise! Overall, we enjoyed the stay very much and would definitely book again!
Top guest favorite
Houseboat in Stevensville
4.94 out of 5 average rating, 53 reviews

Chesapeake Houseboat Getaway

RomaRating, 5 stars1 week 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.
Top guest favorite
Home in Charlestown
5 out of 5 average rating, 62 reviews

The Cooper House in Charlestown, MD

MiriamRating, 5 stars3 weeks ago
We really enjoyed our stay and the peaceful surroundings. The house is very charming, and well maintained. It was clean and spacious and matched the pictures. The view is beautiful and you can see the water from the windows and porches. Trey was a great host, very responsive and helpful whenever we reached out with questions. Would definitely recommend and we would love to come back for another visit.
Top guest favorite
Home in Rock Hall
5 out of 5 average rating, 29 reviews

Sunset at Rabbit Run

PatRating, 5 stars8 months ago
This was the perfect location to get some rest and relaxation. It was beautiful with big views of the Bay. Bird and boat watching while sipping wine on the patio. The house was lovely with gorgeous plantings. The welcome treats were a nice surprise. Our dogs loved swimming and running in the yard. Great amenities and a very clean house. Fun restaurants in town which had a Key Westesque feel to it. We hope to be back again.
Guest favorite
Cottage in Annapolis
5 out of 5 average rating, 7 reviews

Wonderful Cottage Nestled On Chesapeake Bay

Anthony Rating, 5 stars1 month ago
Christina's place was amazing. A perfect home away from home. Super clean, peaceful, and scenic. The check-in/out process was simple and smooth. 10 out of 10. I'd stay here again in a heartbeat.
Top guest favorite
Home in North East
4.96 out of 5 average rating, 47 reviews

Boho River Cottage

StaceyRating, 5 stars3 weeks ago
Our stay at Cece's Boho Cottage was excellent. It started with an egg hunt around the yard for my boys along with some sweet treats for all to enjoy. Cece gave amazing restaurant suggestions along with local hikes and shops. If you happen to forget something, Cece thought of it! We loved morning coffee on the back porch with the rising sun, comfy beds, and enough space to spread out. Thank you for sharing your adorable cottage with us! We are already trying to plan a trip back!
Guest favorite
Home in Annapolis
5 out of 5 average rating, 18 reviews

Spring Waterfront: Dock & Walk to Beach!

CindyRating, 5 stars1 week ago
Had a wonderful stay on Oyster Creek. It's a hidden gem. The views from all sitting areas were amazing -- elevated deck, Adirondack chairs on the lawn, hot tub under the deck, and rockers on the porch. Furnishings were modern, comfy and felt fresh. Kitchen had everything we needed. View from the primary bedroom was stunning!

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 stars7 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, 4 reviews

Waterfront Escape with Pool Nature Lover Paradise

RyanRating, 5 stars3 weeks ago
This place was great for my fam of 6, parents and dog. The dock is in good shape and about 5-6 foot at the deepest. No fish or crabs until northern day at least according to locals, but the kids had a blast checking the traps every hour anyway.
Top guest favorite
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviews

Charming RV With A Water View

CodyRating, 5 stars19 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 stars8 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!
Guest favorite
Home in Worton
4.97 out of 5 average rating, 30 reviews

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

LauraRating, 5 stars8 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
4.5 out of 5 average rating, 10 reviews

10 Minutes to St. Michaels with a Private Pool

JoyRating, 5 stars4 months ago
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰

Private beachfront home rentals

Guest favorite
Guesthouse in Arnold
4.88 out of 5 average rating, 16 reviews

Adorable 1 BR guest house with water views, deck

LauraRating, 5 stars7 months ago
Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!
Top guest favorite
Cottage in Annapolis
4.93 out of 5 average rating, 28 reviews

Bay View Beach Cottage, perfect for long-term

MichaelRating, 5 stars4 months ago
The house was a perfect location on Cape St. Claire. Well furnished and comfortable. Susan is a great host.
Guest favorite
Cottage in Earleville
4.95 out of 5 average rating, 82 reviews

The Bohemia Charmer

BrittiniRating, 5 stars1 week ago
Marla was a wonderful host. She was very communicative and has done a wonderful job creating a home that is welcoming to all those who visit. The location is also beautiful, peaceful, and perfect for intimate gatherings.
Top guest favorite
Home in Chester
5 out of 5 average rating, 34 reviews

*Waterfront Sunset Bayview* sleeps 6

MaryRating, 5 stars2 months ago
Beautifully designed house highlighted the stunning view of the bay. Cozy and clean, couldn't have asked for more!
Superhost
Cottage in Grasonville
4.89 out of 5 average rating, 63 reviews

CoastalBeachCottage*BayViews*Close2WeddingVenues

ColinRating, 5 stars3 months ago
We had a great stay at this property and it was perfect for our visits with friends in Grasonville. The property is well represented in the photos. Conveniently location just off the main highway and just a 2 minute walk to the water front. Thanks, Michelle
Top guest favorite
Guest suite in Annapolis
5 out of 5 average rating, 232 reviews

Cape St Claire waterfront getaway "The Apartment"

JoAnnRating, 5 stars2 weeks ago
Absolutely beautiful spot. Lise was a wonderful host. The space was amazing and everything was immaculate. Backyard was so nice and relaxing after being out and about all day. I would definitely stay again and recommend to other couples.
Guest favorite
Home in Annapolis
4.9 out of 5 average rating, 199 reviews

Country House on the Bay

AnitaRating, 5 stars5 months ago
Steve is a wonderful host. He greeted us warmly and gave us a very thorough tour of the house. He had recommendations for everything local that was of interest to us. He has a beautiful home and a beautiful setting on the water.
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 stars2 weeks 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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