Cottage holiday rentals in Delmarva Peninsula

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Delmarva Peninsula

Cottage rentals with a hot tub

Guest favourite
Cottage in Saint Leonard
4.96 out of 5 average rating, 142 reviews

Block to Private Beach, Screened deck, Hot Tub

JaneRating, 5 stars2 weeks ago
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.
Top guest favourite
Cottage in Woolford
5 out of 5 average rating, 65 reviews

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks

KathyRating, 5 starstoday
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!
Top guest favourite
Cottage in Easton
5 out of 5 average rating, 106 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

MeganRating, 5 stars4 days ago
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.
Top guest favourite
Cottage in Lusby
5 out of 5 average rating, 15 reviews

Cozy Cottage close to Beaches & Solomon’s Island

LindaRating, 5 stars4 weeks ago
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!
Guest favourite
Cottage in Marion Station
4.71 out of 5 average rating, 38 reviews

Year Round Playground - Rare Rustic-Modern Getaway

BrittanyRating, 5 stars1 day ago
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.
Top guest favourite
Cottage in Lower Township
5 out of 5 average rating, 225 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

AnamariaRating, 5 stars1 week ago
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!
Guest favourite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 173 reviews

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

BeatriceRating, 5 stars5 days ago
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 😊
Top guest favourite
Cottage in Havre de Grace
5 out of 5 average rating, 47 reviews

Chapel Cottage HdG

SharonRating, 5 stars1 week ago
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

Top guest favourite
Cottage in Weems
4.99 out of 5 average rating, 115 reviews

The Crab Shack

TarynRating, 5 stars1 week ago
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! ☺️
Top guest favourite
Cottage in Saint Michaels
4.98 out of 5 average rating, 237 reviews

The Little Anchor Cottage, St. Michaels, MD

RoxanaRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Deale
4.82 out of 5 average rating, 182 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

LaurieRating, 5 stars1 week ago
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!
Superhost
Cottage in Warsaw
4.93 out of 5 average rating, 120 reviews

Modern 2 Bdrm Cottage in Historic River Community

C. CaliRating, 5 stars3 weeks ago
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.
Guest favourite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars1 month 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!
Top guest favourite
Cottage in Cape May
4.92 out of 5 average rating, 607 reviews

Charming Bayfront Tranquility

Michael Rating, 5 stars2 days ago
Great location. Beautiful sunsets and easy drive over to the ocean side if you want to
Superhost
Cottage in Cape Charles
4.78 out of 5 average rating, 113 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

GregRating, 5 stars1 month ago
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!
Top guest favourite
Cottage in North East
4.95 out of 5 average rating, 360 reviews

Cottage Just Off North East's Main Street

AnnRating, 5 stars1 week ago
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

Top guest favourite
Cottage in Lewes
4.97 out of 5 average rating, 262 reviews

Charming, Historic Lewes Cottage

MauraRating, 5 stars1 week ago
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!
Top guest favourite
Cottage in Lewes
5 out of 5 average rating, 30 reviews

Betsy's Guesthouse! New rec area, see pictures!

KarenRating, 5 stars1 week ago
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
Guest favourite
Cottage in Lottsburg
4.98 out of 5 average rating, 87 reviews

Enchanting Edge of the World Cottage

JuliaRating, 5 stars1 month ago
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 :)
Top guest favourite
Cottage in Chincoteague
5 out of 5 average rating, 24 reviews

Waterfowl Watch Chincoteague Island, Bikes too

LauraRating, 5 stars3 weeks ago
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!
Top guest favourite
Cottage in Wildwood Crest
4.99 out of 5 average rating, 288 reviews

Bayfront home on Sunset Lake.

GwenRating, 5 stars5 days ago
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!
Top guest favourite
Cottage in East New Market
4.95 out of 5 average rating, 65 reviews

Cottage on Cabin Creek

MattRating, 5 stars1 week ago
Beautiful private hidden gem on the water, perfect place to escape for a weekend.
Top guest favourite
Cottage in Deal Island Historic District
4.94 out of 5 average rating, 16 reviews

Cozy "Waterfront Cottage"

JohnRating, 5 stars9 months ago
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.
Guest favourite
Cottage in Whaleyville
4.94 out of 5 average rating, 32 reviews

Rose cottage minutes from ocean city MD Beaches

StephRating, 5 stars2 weeks ago
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.

Destinations to explore