Cottage holiday rentals in Yorktown

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Popular amenities for cottage rentals in Yorktown

Cottage rentals with a hot tub

Superhost
Cottage in Reedville
4.88 out of 5 average rating, 210 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

LorenRating, 5 stars2 weeks ago
We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.
Cottage in Williamsburg

Jul 12-19 $1155 3-bedroom Williamsburg

AndreaRating, 5 stars11 months ago
We loved our stay! The week flew by. Great location.
Guest favourite
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars6 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
Guest favourite
Cottage in Reedville
4.9 out of 5 average rating, 206 reviews

Bay cottage 🏖on the beach. Stunning views🏝

PaulRating, 5 stars2 weeks ago
We LOVED our stay! The screened porch overlooking the beach was so peaceful and our favorite place to be in the evening. The house was lovely, well cared for, very clean, and very tastefully decorated. The welcome book provided everything you needed to know about the house and surrounding area. We will be back again!
Guest favourite
Cottage in Gloucester
4.95 out of 5 average rating, 20 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

RebeccaRating, 5 stars3 weeks ago
We had a great time staying here! Clean, modern, fully stocked home just as described in the listing and photos. The sunsets over the water are indescribable. Relaxing hot tub, wonderful outdoor space, lovely campfires, and comfortable bed and bath rooms made our trip stress free and extremely enjoyable. We barely left the property - we felt right at home. Our point of contact host, Ana, was very responsive and communicative. Would definitely recommend! Look forward to booking again in the future! Thank you for a vibey holiday weekend!
Cottage in Williamsburg

Kings Creek Plantation - Williamsburg - Cottage

IriselRating, 5 stars72 months ago
This place is amazing.... We had an awesome family vacation!!
Guest favourite
Cottage in Willoughby Spit
4.94 out of 5 average rating, 169 reviews

Poseidon - Beach Carriage House - 120 Years Old

JessicaRating, 5 stars2 weeks ago
We enjoyed our stay at Poseidon. The carriage house was perfect for us, and had everything we needed for our vacation. We appreciated having the chairs and umbrellas so we didn’t have to bring our own. We’d definitely love to come and stay again.
Superhost
Cottage in Foster
4.85 out of 5 average rating, 73 reviews

Old Log Cabin School House w/10 acres on the Bay

ReneRating, 5 stars4 days ago
We wanted a retreat from busy life and a place to all come together and this place did not disappoint. We enjoyed crabbing and fishing every day and throughout our five night stay we were amazed at all this place had to offer. Beds were comfortable and kitchen had all the necessities.

Pet-friendly cottage rentals

Top guest favourite
Cottage in Bayview
4.97 out of 5 average rating, 250 reviews

Villa Positano

RhondaRating, 5 stars6 days ago
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!
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! ☺️
Guest favourite
Cottage in Deltaville
4.83 out of 5 average rating, 181 reviews

The Little House at Waveland

AshleyRating, 5 stars1 week ago
We had a great time at Diana’s place. The water access was awesome and we had lots of fun with the kayaks. We were able to walk through a wooded trail to a nearby restaurant which was so nice. The location felt private and naturally beautiful while being not far from grocery stores and restaurants. Diana’s neighborhood is beautiful and the space is charming and comfortable. Such a fun way to see the Chesapeake, we would love to come back!
Top guest favourite
Cottage in East Ocean View
4.98 out of 5 average rating, 254 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

KimberlyRating, 5 stars3 days ago
Great house. Perfect location easy access to the beach! Lovely front yard! Plenty of room and had absolutely everything we needed. Even a sweet goody bag with local items and a dog toy for our dog❤️ Hosts communicate very quickly!! Highly recommend!
Guest favourite
Cottage in Willoughby Spit
4.93 out of 5 average rating, 107 reviews

Comfy three bedroom cottage - easy beach access

MatthewRating, 5 stars1 week ago
Great place for a quick getaway! The beach is right across the road and wasn’t crowded at all during our stay. There’s plenty to do in the surrounding areas and we enjoyed attending the Harbor Fest!
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.
Top guest favourite
Cottage in Virginia Beach
4.95 out of 5 average rating, 394 reviews

Seaglass Cottage

NicoleRating, 5 stars3 weeks ago
Perfect stay for our weekend getaway. The cottage was so cute and so clean. Susan was so friendly and even had a welcome sign with my name on it! So many recommendations and such great hospitality. Great location! We walked everywhere! Highly recommend!!
Top guest favourite
Cottage in Ocean View
4.96 out of 5 average rating, 334 reviews

Lovely Ocean View Cottage

ClaireRating, 5 stars1 week ago
The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

Private cottage rentals

Superhost
Cottage in White Stone
4.93 out of 5 average rating, 28 reviews

Renovated, Waterfront Cottage on the Rappahannock!

MarettaRating, 5 stars7 months ago
We had a great long weekend stay. The house was spacious and well appointed. We loved sitting outside under the stars and playing with the kids in the sunroom. Was such a nice touch to have kids toys at the house and lots of space to gather. We had one issue with the HVAC but each space had a window AC unit and the host was super helpful and responsive. Would 100% recommend and stay again.
Guest favourite
Cottage in Deltaville
5 out of 5 average rating, 90 reviews

Unique & bright two-bedroom waterfront cottage

KimRating, 5 stars1 month ago
We had a wonderful stay! The house is immaculate and well taken care of with everything you need for a comfortable stay including great local recommendations. We enjoyed watching a beautiful sunset sky while relaxing on the deck. It was a very easy check-in/check-out. Would return and would recommend. Thanks for a great stay!
Guest favourite
Cottage in Surry
4.91 out of 5 average rating, 68 reviews

“Magnolia Cottage” on the River

VeronicaRating, 5 stars3 weeks ago
We can’t express how much we enjoyed our stay . It was more than we expected ! Rose was so accommodating . And she makes the best Belgium waffle with fresh organic fruit and granola we have ever had . It’s worth every penny !! And the coffee was approved by my husband that’s a Veteran that loves his coffee . Thank you Rose for making our two short days there a great memory . And I’m going to get that outside shower I’ve been wanting for years !!
Superhost
Cottage in Painter
4.89 out of 5 average rating, 94 reviews

Cottage by the bay (private peaceful surroundings)

JamesRating, 5 stars1 week ago
It was a pleasure finding this peaceful home. It is nestled in a rural area of Maryland. If you need to get away from life for a reset, this is the perfect place. The host was extremely responsive and flexible. The home is nicely accommodating and the local area has a nice park and dock to enjoy the water. I would highly recommend staying. James P
Guest favourite
Cottage in Kilmarnock
4.95 out of 5 average rating, 43 reviews

Restful river house with water & golf-course view

EricaRating, 5 stars2 days ago
The cleanest place I haven’t rented in along time! Beautiful views, the family had a great time fishing! Host was very quick to respond! Beautiful home.
Guest favourite
Cottage in Gwynn
4.86 out of 5 average rating, 36 reviews

Sunset Haven

ConnieRating, 5 stars7 months ago
This is our second time staying at Sunset Haven— appropriately named. Gorgeous sunsets and weather was perfect. Great and considerate communication with Terri. House was pristine and had every thing you could need. We will be back! Thank you Terri!
Guest favourite
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars3 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!
Guest favourite
Cottage in Sandbridge
5 out of 5 average rating, 23 reviews

Epic Sunsets | Waterfront Cottage | Pet Friendly

CateRating, 5 stars6 days ago
This place was the most charming airbnb I have ever stayed in. Badria and Jay made every detail of our stay perfect with all of their extra touches, including saltwater taffy and a box of croissants, slippers and a lavender mask, and a fully stocked coffee station with syrups. We instantly felt at home and in vacation mode at their place and literally laid out on the dock the entire time. A perfect spot for kayaking, laying out in the sun, and I even brought out my mat and did some yoga on the dock. The views were unreal. The couch was so comfortable I accidentally fell asleep there the whole night and woke up to the gorgeous window views. Amazing hosts and location!

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