
Cottage holiday rentals in Delmarva Peninsula
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Top-rated cottage rentals in Delmarva Peninsula
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Popular amenities for cottage rentals in Delmarva Peninsula
Cottage rentals with a hot tub

Block to Private Beach, Screened deck, Hot Tub
The cottage was so cute, the back porch was so cozy and comfortable, the kitchen well stocked and everything was clean. The walk to the beach was so pleasant and super close, the hot tub was private and clean. We had a romantic weekend for two but this would be perfect for a young family, for some very relaxing beach time. The host was so gracious and responsive and the location so convenient from DC.

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks
The house is wonderful! We enjoyed being in the fenced backyard with our dogs, hanging out on the dock watching the boats go by, or just sitting in the house admiring the view through the huge picture windows. It was very clean and had all that we needed for a relaxing get away weekend. Natalie was very responsive and very helpful with great local suggestions. Emily's Produce is only a few minutes away and has everything we needed, including fully cooked meals. We can't wait to come back!

Cottage on Solitude Creek, Hot Tub, Pool & Firepit
This is our second time visiting and a perfect spot with everything we needed. Could provide more dish towels, paper towels, and trash bags but supplies were provided quickly upon request.

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!

Year Round Playground - Rare Rustic-Modern Getaway
Had a mini friend vacation with 6 people total and we all immediately felt right at home. The layout of the home is extremely convenient-there’s a half bath next to the washer/dryer right near the door to the deck- it was perfect for fast bathroom breaks without getting the entire house wet! We spent most of our time in the pool area and game room, and both spaces had everything we needed! (Nadia, I hope you don’t mind we left a few pool new loungers behind!) We took advantage of pretty much everything aside from swimming in the lake (bugs were really bad, no one’s fault at all but be warned- you NEED to have bug spray.) The only critique I could give was the softness of the beds, they were all really firm and if you have any sort of sleeping and or back/pain problems, it could be evident the next morning. But overall it was an amazing time and the host was extremely courteous and genuinely caring! A lot of love goes into this spot and you can tell. We can’t wait to go back.

Octopus Cottage: Hot Tub | Kayaks | Fire Pit
Absolutely wonderful stay! It was very clean, and they responded quickly to all queries. The close access to the bay was perfect for our toddler, and all the the amenities were great. We highly recommend!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
This was our second time staying at JoJo’s cottage and it was another amazing experience! The house really makes you feel like you’re right at home. The kitchen is well stocked, so we were able to do a lot of cooking at the house. But you’re also so close to so many restaurants for when you’re feeling something easier! It really is a perfect spot, especially if you have dogs and/or kiddos. We would totally book again next summer 😊

Chapel Cottage HdG
We booked the place for our son & daughter in law’s wedding night. The cottage is AMAZING! But what really stood out to me was every little detail & special touch Michelle provided to make this such a memorable experience for them! You can feel the coziness & sense of welcome the moment you walk in. Highly recommend this special place if you have the opportunity!
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 Anchor Cottage, St. Michaels, MD
Great home in a beautiful area. Spacious rooms and the whole house is equipped with everything you need. I love Airbnbs that feel homey and not ‘commercial’. The area is BEAUTIFUL and walkable with great restaurants near by (checkout limonchello and get the pizza!). Perfect for a weekend.

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
The cottage was in a perfect location for my sisters and I to stay for our "sisters weekend" escape. The setting is beautiful and so relaxing. There was plenty of room for us and everything was clean and tidy. We took advantage of the kayaks during the day and had a wonderful fire with s'mores in the evening looking out over the water. We will be back!

Modern 2 Bdrm Cottage in Historic River Community
Loved staying at this quiet retreat! Mornings listening to birds, afternoons in the sunny backyard, stars and stars! Really loved this place and will be back again.

BnB’s Dog-Friendly Cottage
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!

Charming Bayfront Tranquility
Great location. Beautiful sunsets and easy drive over to the ocean side if you want to

Sea Salt Cottage: Tranquil Getaway 5 min to beach
We stayed here for a little weekend getaway, and it was lovely. The space was comfortable and very quiet. We got great sleep and enjoyed watching the sunsets out back. Would recommend!

Cottage Just Off North East's Main Street
Rented for a girls getaway weekend. Perfect! Walkable to town w fun shops and restaurants . And short drive to other beautiful destinations! Edwin and Traci have an amazing cottage and are great hosts! Will definitely plan a return trip!
Private cottage rentals

Charming, Historic Lewes Cottage
We really enjoyed our stay at this charming and very clean place! We were able to rent bikes (6 minute walk to bike rental shop) and enjoyed nearby bike trails. The town is delightful and restaurants superb! Holly gave us great suggestions of where to go. The gardens and patio were amazing! Excellent vacation spot! Thank you!

Betsy's Guesthouse! New rec area, see pictures!
My husband and I were impressed with Betsy from the time we made the reservation to the time we checked out. Betsy is as genuine as they come. She went above and beyond to make us feel welcomed, comfortable, and special! Betsy made sure we were well informed regarding local places to visit i.e., restaurants, etc. The cottage was absolutely perfect! It was exceptionally clean and beautiful ! We have stayed at many Airbnb’s over the years and we can honestly say that this was by far the BEST one! We’re looking forward to going back! Betsy, thank you for everything! Saul & Karen

Enchanting Edge of the World Cottage
Perfect Lake Side Vacation Spot!!! My friends and I spent the weekend and we absolutely loved it! The home is beautiful and the surroundings are so serine. Perfect place to get away and spend pleasurably days participating in outdoor activities like fishing, grilling and watching the sunset. We loved our stay so much we are already planning our next trip to the wonderful spot! Tim is an amazing host! Check in and check out were a breeze, he kindly checked in on us and was always prepared to help facilitate an enjoyable stay. I couldn’t recommend this listing any higher :)

Waterfowl Watch Chincoteague Island, Bikes too
Lovely and quaint home! Cozy and had everything needed for a relaxing getaway! Has everything needed to grill out and cook at home which was helpful for us accommodating a food allergy while traveling. It was very peaceful and quiet at night. The space outside the house is very cute with the Adirondack chairs. We sat outside with some canvases that we brought to paint and enjoyed the sunset! The clothesline in the backyard was also helpful! Having bikes and helmets was also a fun addition and allowed us to explore and get some exercise!

Bayfront home on Sunset Lake.
Pauls place was truly a home away from home. The house and property are absolutely beautiful. We loved sitting out on both the porch and dock every single day. It was so peaceful and the sunset view is SPECTACULAR. Paul was a great host and checked in on us to ensure we had everything we needed throughout our stay. He is also very quick to respond- love that! (Thank you, Paul!!) This will definitely be our new vacation spot when we come down to the beach! Its perfect!

Cottage on Cabin Creek
Beautiful private hidden gem on the water, perfect place to escape for a weekend.

Cozy "Waterfront Cottage"
The cottage is perfect. For a quiet getaway. We caught blue fish right of the pier. And cooked them same day. We had a great time. The weather was beautiful. Sunsets are spectacular. Thanks Debbie, you are a great host.

Rose cottage minutes from ocean city MD Beaches
Perfect getaway from the city. The cottage is both modern and cozy, and the property is beautiful and dog-friendly. Clean and well stocked too. 20 minute drive from most local attractions. Rod and his family are great hosts. They were on site when and available when needed but otherwise let us have our privacy.
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