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Cottage holiday rentals in Mathews County

Find and book unique cottages on Airbnb

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Popular amenities for Mathews County cottage rentals

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Cape Charles
4.99 out of 5 average rating, 74 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

ZachRating, 5 stars1 week ago
Dave & Anjeli have truly done a wonderful job with this Airbnb. Airbnbs often don't live up to their marketing but I think this is the first one I've encountered that greatly exceeded even our wildest expectations. There's something for everyone whether you're into gaming, music, cooking, the outdoors, or want easy access to town. The house was spotless, fully outfitted, effortless to check in and out, and Dave was perfectly communicative, always available when needed and on top of anything that came up during our stay but never felt overbearing in any way. This was the best experience I've ever had with an Airbnb and we would be happy to stay here again. A word to the wise- the Ladybug is surrounded by a nature preserve so it was buggy with both natural pollinators but also mosquitos and ticks which should come as no surprise given the timing of our stay. Make sure your pets are up to date on their tick preventatives and don't forget your personal pest preventatives. Thanks again!!
Top Guest favourite
Cottage in Weems
4.99 out of 5 average rating, 115 reviews

The Crab Shack

TarynRating, 5 stars2 weeks 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 Topping
5 out of 5 average rating, 33 reviews

Locklies Innlet, A unique waterfront experience!

CatherineRating, 5 stars1 month ago
My husband and I had an absolutely wonderful time and the home played a big part in this. I was so impressed with all the extras that I just never see in other homes. The house is so cozy and such a beautiful location. Just perfect for relaxation. We will definitely want to come back. Thank you Cornelia for opening up your home to us.
Guest favourite
Cottage in Deltaville
4.83 out of 5 average rating, 182 reviews

The Little House at Waveland

AmberRating, 5 starstoday
Had such a lovely stay at the Little House to attend a wedding at the Maritime Museum which is virtually next door. We hope to be back again when we have more time to enjoy the gorgeous view, little beach, and walk to a restaurant or two. Perfect location and we were in awe at how many stars we could see with so little light pollution compared to our home in the suburbs. 🩷 Even with summer temps the screen porch with fan was the best way to wind down in the evening. They’ve thought of everything you could possibly need!
Top Guest favourite
Cottage in Cape Charles
5 out of 5 average rating, 24 reviews

Key Lime Cottage - Your Beachside Retreat

SusanRating, 5 stars1 month ago
Key Lime Cottage was a fabulous Airbnb experience. Our time there was our fifth visit to Cape Charles. Wonderful place to visit and Key Lime is a great option.
Top Guest favourite
Cottage in Kilmarnock
5 out of 5 average rating, 87 reviews

Cottage on Prentice Creek, PA

KimberlyRating, 5 stars2 weeks ago
This Airbnb exceeded all expectations! From the moment we walked in, we were blown away by how beautiful and thoughtfully designed the space was - every detail with stylish, comfortable, and impeccably clean. What really stood out, though was how well stocked everything was. The kitchen had every tool and appliance we could possibly need, there were plenty of fresh towels, extra blankets, and even small touches like coffee, toiletries that made our stay so easy and enjoyable, and very dog friendly! It truly felt like a home away from home. Highly recommend this place, we can’t wait to come back. Thanks so much for sharing your home!
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 Cape Charles
5 out of 5 average rating, 71 reviews

Dog friendly, large fenced yard! 1st Floor Bedroom

GenevieveRating, 5 stars1 week ago
We were invited to join our family in cape Charles but wanted to find a place that would allow us to bring our two dogs. I was absolutely thrilled to find Erika and Joseph’s home, it had a HUGE fenced yard and an entire downstairs that allowed dogs. The upstairs is absolutely adorable with three more bedrooms! We were close to an adorable bakery, an equally great ice cream place, and only short stroll to the beach. Our entire family came over for coffee and we all enjoyed hanging on the front porch chatting. There’s also a wonderful fire pit in the backyard that would be perfect for s’mores while you wind down the day. The house even had things we might need for our dogs like water bowls and waste bags. It’s a wonderful beach house for dog lovers or those looking to just kick back and enjoy some family time in cape Charles.

Private cottage rentals

Superhost
Cottage in Port Haywood
4.67 out of 5 average rating, 3 reviews

Beach Music Chesapeake Bay Getaway for all Seasons

AnnaRating, 5 stars10 months ago
Our stay at this property was truly an amazing getaway. The breathtaking views and stunning sunrises from the porch were a daily delight. The home is exactly as described and absolutely beautiful. We felt like we were at home. Each room is uniquely decorated. The doors opening up from the upstairs living room to the porch outside with a comfortable couch was so wonderful. We enjoyed the quietness Beach Music offered. We look forward to coming back soon one day.
Guest favourite
Cottage in Gloucester
4.9 out of 5 average rating, 203 reviews

White Heron Cottage

JohnRating, 5 stars3 days ago
Our stay at Blue Heron Cottage was terrific.The floor plan was spacious, beautifully decorated and the kitchen had everything you needed.The beds were very comfortable.Would highly recommend.Thank you Ashley.
Top Guest favourite
Cottage in Gloucester
4.97 out of 5 average rating, 235 reviews

"Bee Haven" Cottage Retreat

Corleen Rating, 5 stars5 days ago
Bee Haven is a perfect size for 2-4 people. It is nicely decorated and has everything you need to feel at home. It is located in a very peaceful, quiet area, perfect for relaxing after a long day of exploring. It is close to many activities to keep you busy. It is also close to a lot of restaurants. The front porch is a nice place to start your day with coffee and end your day with beverage of choice. Would definitely recommend and stay again.
Guest favourite
Cottage in Port Haywood
4.95 out of 5 average rating, 168 reviews

Modern Beachfront Cottage with Endless Bay Views

BrittneyRating, 5 stars6 days ago
If you need a place for you and your family to rest, relax and enjoy the water. Look no further! The BEST little cottage on the bay! Its become a family tradition to travel there. We have had the best memories made we will cherish forever! Clean, comfortable with amazing reviews. Short drive to great restaurants and everything you may need. We will absolutely be back and hope to enjoy first flight for many years to come!
Top Guest favourite
Cottage in Gwynn
4.96 out of 5 average rating, 213 reviews

Mystic Seahorse Cottage & game room

MatthewRating, 5 stars3 weeks ago
This is such a cute cottage! It really has all you need for a couple or small family. Lots of amenities with the game room, bikes, and kayaks! Wonderful stay, right on creek, and you can see Bay through the houses.
Guest favourite
Cottage in Gwynn
4.86 out of 5 average rating, 37 reviews

Sunset Haven

AlyssaRating, 5 stars2 weeks ago
Cute, clean stay with a lot of communal space to hang out. The house was well equipped. We would definitely stay here again. The one negative was the smell of the water was extremely sulfuric and very off putting.
Guest favourite
Cottage in Gwynn's Island
4.92 out of 5 average rating, 37 reviews

Little Gray Beach House

MattRating, 5 stars5 days ago
Great getaway place, super peaceful, and quiet. Beautiful views. Just a few helpful tips for your visit …might want to bring tin foil, plastic wrap, etc. We didn’t care for the taste of the tapwater, may want to bring your own. Matches for the grill were found in the utility room. Shed had plenty of extra space to store our 2 bikes, could fit 3-4. Highly recommend, we would definitely stay here again!!
Top Guest favourite
Cottage in Moon
4.9 out of 5 average rating, 86 reviews

Blue Moon Haven- Cozy Vintage Cottage in Mathews

ReaganRating, 5 stars8 months ago
Great little cottage in Mathews County. Right along the Mathews Marathon race course, which came in handy! Well kept and would recommend to friends. Thanks!

Destinations to explore