Cottage vacation rentals in Delmarva Peninsula

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Popular amenities for Delmarva Peninsula cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Annapolis
4.87 out of 5 average rating, 82 reviews

Waterfront cottage w/hot tub/ gated/ pier/ firepit

RachelRating, 5 stars2 weeks ago
Very cute place with a great view
Guest favorite
Cottage in Saint Leonard
4.96 out of 5 average rating, 136 reviews

Block to Beach, Screened deck, Hot Tub, No CF

AuroraRating, 5 stars2 weeks ago
Loved our stay here! It was cozy and peaceful for a little weekend getaway. While it was rainy we still had a lovely view of the water and stuff to do nearby (recommend the antiques marketplace). Kelcey was helpful and communicative! Want to come back to read on that beautiful screened porch!
Top guest favorite
Cottage in Lower Township
5 out of 5 average rating, 217 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

MonicaRating, 5 stars1 week ago
Do not hesitate to stay here! It is spectacular. Right on the beach, immaculate and perfectly appointed. We can’t wait to come back!
Guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 164 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Joseph & TracyRating, 5 stars5 days ago
The property is beautiful, its just like the pictures. The location is peaceful and quite. Its a perfect spot to just to relax and reconnect. Can't say enough good things about the cottage. Clean, Bed was nice, view was amazing, Hot tub, kayaks, plenty of firewood for a beach fire. During our stay we went to main street in North East it was about a 7 minute drive. It was a nice little town to walk. Chesapeake Coffee Co for a breakfast sandwich and a coffee. We had lunch at Woody's crab shack. Ordered in pizza from Bella Pizza, Went to Nauti Goose. I was underwhelmed at all restaurants and by all meals. If we come back again, I'd get groceries to cook, there is a grill to use (we didn't) and stay in, just take in the view and enjoy the peaceful waves. We would defiantly recommend and hopefully be back again soon.
Guest favorite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 167 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

MikeRating, 5 stars2 days ago
This was a great place to stay and was exactly what we expected. The house is set in a residential neighborhood, but felt private. Definitely have to drive to get to the beaches, but it was not far (maybe 10 minutes, more during the busy season, I'm sure). Everything was clean. Check in was simple and easy. They do not bug you, and since everything was simple, I had no reason to contact them. Dog friendly, but so clean you wouldn't know. Fenced in back yard was perfect for your dog. Plenty of indoor and outdoor seating area - although, 7 adults might be pretty cramped. Maybe 2 families max. Will definitely stay here again.
Top guest favorite
Cottage in Havre de Grace
5 out of 5 average rating, 40 reviews

Chapel Cottage HdG

HeidiRating, 5 stars1 week ago
What can I say. This property is incredible. This is clearly a loved home, and every detail has been thought of. From a fully equipped kitchen, to beautiful home decor, it has everything. The location is great. We were any place we wanted to be within a 10-20 minute drive. Our pups loved having the fenced in back yard to play in, this also reduced a tremendous amount of stress on us, as we knew they were safe! The hot tub is an amazing addition! Overall, the property was extremely clean, well maintained, and a great place to rent for a few days. Michele was an amazing host from pre-booking to post vacation. She had local recommendations, she was super responsive (we didn't need her for anything, but knew she was right there), and just a kind and thoughtful person. We were greeted with an anniversary sign, an Easter basket filled with treats, and some much more. We highly recommend this host and her property. We will certainly be back! Thank you for an amazing time.
Top guest favorite
Cottage in Lower Township
4.97 out of 5 average rating, 37 reviews

The Middle Cottage, Pool and Hot tub!

PamRating, 5 stars4 days ago
Absolutely the best place we have stayed in a long time. The home was the perfect size for two adults and two children. The extra office space was a life saver! The outside area was its own little resort and everything we needed was supplied. The decor was stylish and peaceful and clean. The location was a 10 minute ride to anything we wanted to do and a stroll to the beach was so nice. The sunsets are amazing! We even got take out at a local pizza place and it was delicious! Our hosts were gracious and available. We would love to come back another time!!!! Thank you for the much needed reprieve! Xoxo
Guest favorite
Cottage in Selbyville
4.91 out of 5 average rating, 35 reviews

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

MarcelloRating, 5 stars3 days ago
The place was perfect for what me and my guests were looking for. Great location with a great host, Rebekka. The home is secluded but still close enough to get to anywhere in the area with a short drive. The description, amenities and pictures of her place, are spot on Rebekka was very friendly, responsive, gave tips for things to do, and was just very easy to deal with. It was a hassle free stay and would definitely stay here again if ever in the area again.

Pet-friendly cottage rentals

Guest favorite
Cottage in Rock Hall
4.91 out of 5 average rating, 124 reviews

Cottage with Modern Updates - Walk to Waterfront!

LisaRating, 5 stars1 week ago
Absolutely Beautiful home!! Large yard. The Dog kids had a blast running after each other!! lol. Very spacious and loved the open floor plan and kitchen!! Outside fire pit what a plus!! Can’t wait to rent this again in the future!!!
Guest favorite
Cottage in Wildwood Crest
4.91 out of 5 average rating, 185 reviews

Cozy Cottage 1.5 Blocks from Beach; Pet Friendly!

TomRating, 5 stars2 days ago
We had a great time. Couldn’t be happier with the Airbnb.
Guest favorite
Cottage in Annapolis
4.93 out of 5 average rating, 200 reviews

Secluded Cottage_ A+ Amenities in Historic Dwntwn

EricRating, 5 stars1 month ago
Jennifer's cottage is great! It is quiet, peaceful, and private but still right in the middle of everything - a 30 second walk to coffee shops, restaurants, bars, etc. Would also be really convenient for folks visiting the Naval Academy or St Johns. We had a great time and will almost certainly be back.
Guest favorite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars1 week ago
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!
Guest favorite
Cottage in Cape May
4.9 out of 5 average rating, 247 reviews

House on the Hill- Dog Friendly Near Cape May

SandraRating, 5 stars1 month ago
A lovely charming dog friendly home. It was a short drive to beaches, shops and restaurants. Ellen and Michael are wonderful hosts. The dogs enjoyed resting on the back porch and playing in the fenced in yard. We could not have asked for a more comfortable place for our stay in Cape May. An absolute gem.
Guest favorite
Cottage in Tall Timbers
4.89 out of 5 average rating, 120 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

JenniferRating, 5 stars1 week ago
This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!
Guest favorite
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 210 reviews

Historic Ware River Cottage at Glebefield

MarshallRating, 5 stars2 months ago
The perfect spot for our Winter getaway. A beautiful setting and a well preserved colonial era cabin, perfect for exploring such an historic part of our Country. Quaint local restaurants, friendly people and a country setting handy to the lower tidewater Virginia. The icing on the cake was the fireplace for cozy evenings reading a good book. Sherri was a wonderful host! Sue and Marshall Rickert
Superhost
Cottage in West Cape May
4.87 out of 5 average rating, 144 reviews

Sunshine Cottage ~ Pet Friendly & Great Location!

robinRating, 5 stars7 months ago
Olivia was extremely helpful and responded quickly. The cottage was so cozy and comfortable and in a great location. I also loved the use of the bikes. We had a wonderful stay and plan on returning.

Private cottage rentals

Top guest favorite
Cottage in Lanexa
4.99 out of 5 average rating, 123 reviews

Hidden Heaven Lake house on private 1 acre.

BrettRating, 5 stars1 month ago
Joyce has done a phenomenal job with this lake house. Everything has been thought through. The house actually looks even better than the pictures. You can tell a lot of thought went into the decor. And it is super clean. The kitchen is fully stacked with everything you would need ant home or away. Ample seasoned fire wood and starter sticks makes using their MASSIVE fire pit a breeze. The best part is she gives you access to both of their docks and you will not have to take your boat or kayak out of the water once. We kayak fished Johnson’s and Lacey’s with ease from her house. 100% coming back to stay again.
Top guest favorite
Cottage in Colonial Beach
4.93 out of 5 average rating, 261 reviews

Cozy cottage 3 blocks from beach

PujaRating, 5 stars1 week ago
Me and my boyfriend wanted to find a place to get away and this was a great spot to feel especially near the wonderful beach & setting, We love their backyard and creative decoration in the cottage!
Top guest favorite
Cottage in Greenbush
4.98 out of 5 average rating, 125 reviews

Bell Farm Cottage LLC - quiet and peaceful

CharlesRating, 5 stars2 days ago
My wife and I needed a short getaway and Tia's place fit the bill. It is just as it looks in the photos - spotless and cozy. Tia is a great host and a nice person as well; she showed us her hens and chickens that are nearby and she is also a beekeeper. The house is comfortable and we felt right at home. It's only a short drive to many restaurants and antique shops; we will definitely be back when we need a little time away. Highly recommend.
Top guest favorite
Cottage in Smith Island
4.97 out of 5 average rating, 222 reviews

Levering Creek Cottage with Private Dock

CristieRating, 5 stars1 month ago
We had a great stay at the cottage. Very peaceful getaway. We loved biking around the island and learning about the history. The cottage was very clean and Janet was very kind and helpful. Recommend for a cute unique getaway!
Top guest favorite
Cottage in Quinton
4.99 out of 5 average rating, 206 reviews

Luxury countryside cottage, IVY, near Richmond, 1

WyattRating, 5 stars2 weeks ago
very clean, very beautiful place and a very peaceful place to stay.
Guest favorite
Cottage in North East
5 out of 5 average rating, 33 reviews

Vintage Waterfront Cottage with Stunning Sunsets

AmandaRating, 5 stars4 months ago
This was our second stay at this cozy cottage, and it was just as wonderful as the first! Every detail is thoughtfully considered, from the clean, stylish interiors to the warm ambiance. The indoor fireplace and outdoor fire pit (perfect for s’mores under the stars) were highlights, and the bay views from the viewing platform never disappoint. Sue & Mark are incredibly friendly and communicative, always quick to help with anything we needed. We also appreciated the provided firewood and all the little extras that made the space feel so comfortable and welcoming. Thank you for another amazing stay – we can’t wait to return!
Top guest favorite
Cottage in East New Market
4.95 out of 5 average rating, 62 reviews

Cottage on Cabin Creek

JenniferRating, 5 stars3 weeks ago
We would highly recommend this peaceful and relaxing cottage. We especially loved the views, the dock for fishing, & the views from the bedroom. Janelle was very helpful with places to visit as well as working out an issue that came up at the property. She was quick to respond & made every effort to make sure we were comfortable. Would definitely stay here again! 😊
Guest favorite
Cottage in Sussex County
4.97 out of 5 average rating, 120 reviews

Private Cottage * 1 bedroom+loft * Rehoboth Beach

SharonRating, 5 stars1 week ago
Cleopatra's place was cozy and clean, except for the pollen on the screened in porch, which I learned is typical during the spring off-season time when we visited (in mid-April). Cleopatra is very responsive and the place and looked just like the photos. The house is nicely situated away from the hustle and bustle of the boardwalk and surrounding area, but still within walking distance to the beach and town. It was lovely to come back for a break away from the crowds, and to prepare some simple meals in the well-equipped kitchen. We discovered a nice walking trail on the last day, which is also possible to cycle on, and only wished we knew about it before! My only complaint is that the bicycles were in disrepair. Though functional, they need some maintenance and repairs. But they might already be upgraded for the next guests given how responsive Cleopatra is! We still managed to explore and enjoy the area. Highly recommend walking near the lake as well as the beach!

Destinations to explore