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

Private point on the Bay🌤hammock, hot tub, kayaks❤️
We absolutely love the place! Perfect surroundings to unwind and unplug. Look forward to our next stay. Great host!

The Cottage @ Captain Genes - Secluded Waterfront
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.

Waterfront Gloucester Cottage w/ Private Boat Dock
This home was exactly what we needed - a beautiful, relaxing space with wonderful views. Every home along the private road is lovely - the azaleas in bloom during our April stay were stunning! The house itself was clean and had every amenity. The outdoor space was fantastic! We enjoyed our time sitting and rocking and looking at the river. We drove in to Williamsburg twice. It was a bit of a drive, but was worth it. Gloucester is a cute town and we did a little shopping & eating. Don’t hesitate to book this home!

Beach Cottage - On Beach with Wrap Around Porch
Really enjoyed our stay. We will definitely be back. Airbnb was central and just a stone throw to the beach. We had a toddler and it was very safe and comfortable. We brought a travel crib but they did have one actually in the closet for us which was excellent, coffee was great also. Went for dinner at the Willoughby fish house which was 5 minutes away and really enjoyed it! I absolutely recommend this stay and I imagine we will book again.

Beach Cottage-Bay Views Loft on Beach & Veranda
Everything was wonderful, easy to get in, and our host John was very helpful and friendly. Hotub was clean no trash in the yards felt just like home. comfortable beds the walkway to the beach was very private enjoyed that as well. Overall our stay was amazing and would love to be able to stay there again. We had so much fun <3 provided us with some detergent to wash clothes I thought that was thoughtful.

Poseidon - Beach Carriage House - 120 Years Old
Cozy and peaceful spot right by the beach. John was very welcoming and proactive in making sure the property was always well-maintained. We enjoyed our stay!

Old Log Cabin School House w/10 acres on the Bay
This old log cabin school house, this was one of the most amazing experiences our family has ever had in an Airbnb. The history in this home is something like I’ve never witnessed before in my life. You can feel the love that has been poured into this unique stay. It felt like home with endless bonuses found throughout the home, carriage house and property. Richard was an incredible host and this was by far the most personable experience we have ever had in all our years using Airbnb. You can feel the peacefulness this place offers from the moment you turn onto the driveway. The sunsets are breathtaking and we saw deer, turkey and a ton of other wildlife daily. One night right after sunset my husband caught a 24” speckled trout! Our four children, ages 12, 9, 4 and 1, all had a blast. We brought a baby gate for the living room/kitchen doorways and it was perfect! Downtown Mathews is adorable and we loved the visitor center. Definitely check this place out if you have the opportunity ?
Pet-friendly cottage rentals

Villa Positano
💯 your money worth and the interaction with Roger was amazing .good location good fishing right of tha beach . safe and clean environment and gorgeous views

The Crab Shack
This rustic little waterfront cottage is located on the serene banks of Carters Creek. My wife enjoyed relaxing on the covered porch with a glass of wine as the sun went down. It was a perfect weekend getaway.

The Little House at Waveland
Diana’s place was great! Beautiful beach area that’s a short walking distance on the property. Great communication, and easy checkin/out. Would definitely stay again.

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
We stayed at Richard’s because we were getting married on the beach which is right behind the house however weather halted tht so we opted to get married right in his beautiful backyard. The first day we were there we met his father who introduced himself and let us know tht if there was anything we needed to just reach out. Richard and his Mom actually were very sweet and left us a beautiful card for our wedding, the house is gorgeous and it was very clean. There were a lot a personal touches in the house tht made it truly feel like you were home. I can’t wait to stay there again next year for our 1st year wedding anniversary.

Comfy three bedroom cottage - easy beach access
We had an amazing stay at Phil and Donna’s beach house in Norfolk! The location was perfect—just a short walk to the beach. The house was spotless, well-maintained, and had everything we needed for a comfortable stay, whether short or long-term. We really appreciated the keyless entry and all the thoughtful touches throughout the home. Being able to bring our dog was a huge plus—she had a great time too! Phil and Donna were wonderful hosts, and everything about our stay was truly perfect. We can’t wait to come back!

"Bee Haven" Cottage Retreat
My parents and I stayed here for four days. It was the perfect peaceful getaway for us. The place was really cute, two bedrooms with queen size beds, a large bathroom, and the cutest kitchen-living room area. Gloucester is a sweet town to hang out in, and the host gave some great recommendations for local places to check out. Wonderful place, we will be coming back!!

Seaglass Cottage
We came here for a quick few nights and it was absolutely perfect. Susan was a great host. It was in a great location and there was lots in walking distance to do! We had a great time and would definitely come back and stay here again.

Cottage on Prentice Creek
I cannot find the words to express our families stay. When I say this was the best stay at an ABNB we have had thus far it was. The outside itself from the landscaping to the scenery was breathtaking. Checking in was a breeze. Once inside pictures cannot begin to show the beauty of this property. The hosts have really thought through a guest experience. They went over and beyond hosts duties adding extreme attention to details. Anything and everything you may need or want for your stay was there. Even with all the extra amenities and the beauty of the home our family instantly felt at home. We loved our stay so much we have already booked our next stay.
Private cottage rentals

Bayberry - awesome Solo Stove Fire Pit
Nice place I really recommend

Locklies Innlet, A unique waterfront experience!
What a perfect cottage! Beautifully (but comfortably) furnished, right on the water, incredibly well-stocked. Arranged so families can spread out, or gather together. Everything you could possibly require or desire for a vacation or getaway was there. And the area is full of things to do--walks, birdwatching, antiquing, or, if you're an architecture geek like me, historic sites and buildings. You're also a 3-minute walk from the best restaurant on the Northern Neck, Merroir Tasting Room. Can't wait to come back.

Unique & bright two-bedroom waterfront cottage
We loved staying at this beautiful and peaceful house! The house cozy and we felt right at home! It even snowed when we stayed in Delaville! The sunset was gorgeous and it even more amazing with a layer of snow! Would definitely love to come visit again in the summer! Thanks for a lovely weekend!

Irvington Cottage - Vineyard Birdhouse
Great space, beautiful setting, quiet and comfortable. Truly enjoyed it.

Cottage by the bay (private peaceful surroundings)
This was our second time renting Mary Catherine's Bay Cottage, and we are very happy we did. It feels more like a home than just another rental, and my husband and I love that. With Painter being centrally located on the Eastern Shore, the location of this cottage is great giving us easy access to explore the entire Eastern Shore. We highly recommend this Airbnb home, Bay Cottage!

Vintage Beach Cottage by the Chesapeake Bay
Beautiful beach property, furnished in style, has all necessary things from kitchen appliances to kids entertainment. Felt right at home.

ESVA Silver Beach Getaway - Book Summer 2025 now!
Such a cute, well stocked and clean cottage. Extremely quiet neighborhood. Sunsets over the bay were stunning. Jennifer was easy to teach and communicate with.

The Little Jewel
Our first visit to Cape Charles and we loved it. K’s house is in a lovely residential area, but very close to shops and restaurants and a 10 minute walk to a beautiful beach area. The house is simple but comfortable and has everything you need (no high chair or pack & play, but we brought our own). We loved sitting on the porch.
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- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Virginia Beach National Golf Club
- Water Country USA
- Grove Beach
- Sarah Constant Beach Park
- Buckroe Beach and Park
- Golden Horseshoe Golf Club
- Royal New Kent Golf Club
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Haven Beach
- Wilkins Beach
- Grandview Beach
- Kiptopeke Beach
- Jamestown Settlement
- Ocean Breeze Waterpark
- Red Wing Lake Golf Course
- Chrysler Museum of Art