Some info has been automatically translated. Show original language

Cottage vacation rentals in Middlesex County

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Middlesex County cottage rentals

Cottage rentals with a hot tub

Superhost
A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.
Cottage in Reedville
4.88 out of 5 average rating, 208 reviews

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

RyanRating, 5 stars1 week ago
They were amazing hosts, the place and the views were phenomenal and all the toys and kayaks were a great addition to the stay. The pay attention to the small details that make the trips great and we can’t wait to return.
Guest favorite
An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.
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 favorite
A hot tub is positioned on a wooden deck, overlooking the shimmering waters of the Chesapeake Bay. Surrounding greenery includes tall grasses and trees, with the expansive view of the water framed by a clear blue sky.
Cottage in Reedville
4.9 out of 5 average rating, 205 reviews

Bay cottage 🏖on the beach. Stunning views🏝

PaulRating, 5 stars5 days 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 favorite
An outdoor patio area is shown, featuring multiple white chairs arranged in a circle around a stone fire pit. Lush green grass surrounds the space, with potted plants offering touches of color. The scenic view of the river is visible beyond the trees.
Cottage in Gloucester
4.95 out of 5 average rating, 20 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

RebeccaRating, 5 stars1 week 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!
A spacious outdoor area is highlighted by a hot tub surrounded by greenery. A pink umbrella provides shade over a seating arrangement, with flowers in decorative pots enhancing the tranquil setting. A wide lawn extends into the background, offering an open view.
Cottage in Cape Charles

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

KierstinRating, 5 stars3 weeks ago
We absolutely loved staying here! It was the perfect distance from Cape Charles where we visited during the day. It was the perfect little getaway!
Guest favorite
A bright and airy living area features large windows providing views of the surrounding landscape. Comfortable seating is arranged around a circular coffee table on a patterned area rug, while built-in shelves display decorative items. Ceiling fan and light tones enhance the space's openness.
Cottage in Heathsville
4.89 out of 5 average rating, 35 reviews

Waterfront Heathsville Cottage w/ Dock & Hot Tub!

JameseRating, 5 stars1 month ago
This is a really nice getaway that is peaceful and serene. The home is older, but has some nice updates. I am one that appreciates a home with character. It is in a secluded area, so at night its gets really dark in the hot tub area which we made good use of. Waking up to views of the lake was my favorite part of the day. I was sad when the sun started to go down. There are neighbors, but the houses aren't very close to each other. It is located in a small town so there aren't many food options. The restaurant we went to wasn't very good, so I'd highly recommend cooking for your stay or bringing food. That's what we did. We cooked our meals and grilled. It was fantastic. Four of us stayed there comfortably. Two couples. Overall we had a nice 3 days and I'd highly recommend.
Superhost
A serene waterfront view showcases a charming log cabin surrounded by lush greenery. A private dock with several kayaks awaits on calm waters, inviting outdoor activities. The landscape includes tall trees and a peaceful atmosphere, ideal for relaxation by the bay.
Cottage in Foster
4.84 out of 5 average rating, 70 reviews

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

SarahRating, 5 stars1 month ago
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 ?
Top guest favorite
A spacious living room features large windows providing ample natural light and views of the surrounding landscape. A cozy sectional sofa is positioned nearby a wood stove. A streamlined table with decorative elements sits in the foreground, while dining chairs are visible in the background.
Cottage in Onemo
5 out of 5 average rating, 46 reviews

3 BR Bay Home w Private Dock & all the Amenities

ChrisRating, 5 stars1 month ago
Our trip to The Half Shell Haven was great! The place was clean, extremely well stocked, and included many extras! We had crazy weather the first two days, but we had plenty to do at the house. My boys loved being on the water and the game room and my daughter loved the hot tub and bicycling. My daughters service dog enjoyed a nice reprieve and seemed so happy. We had a great time, and were honestly sad to go! If we find ourselves back up in Virginia we will definitely stay here! Thank you for the care and attention to detail to ensure a great trip!

Pet-friendly cottage rentals

Guest favorite
A welcoming entrance is framed by neatly trimmed hedges and a well-maintained grassy area. The front porch features decorative railings and steps leading up to a door with a wreath. An American flag is displayed, adding to the home's charm.
Cottage in Onancock
4.92 out of 5 average rating, 12 reviews

ESVA Down by the Sea & Pet Friendly

KatieRating, 5 stars8 months ago
This place was perfect for what we were looking for! We will certainly be booking again when we come back.
Superhost
A remodeled cottage is set amidst a green lawn, featuring a spacious screened front porch and surrounded by trees. The building showcases a classic design with a dark exterior and a contrasting light roof, under a clear blue sky.
Cottage in Warsaw
4.93 out of 5 average rating, 119 reviews

Modern 2 Bdrm Cottage in Historic River Community

SherriRating, 5 stars2 weeks ago
Perfect getaway for rest, relaxation and fun! Kayaks were fun, too breezy and chilly waters for paddle boarding, maybe next time! Beautiful location! Clean and comfortable, felt like home!
Top guest favorite
A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.
Cottage in Gloucester
4.97 out of 5 average rating, 231 reviews

"Bee Haven" Cottage Retreat

HeidiRating, 5 stars5 days ago
I had a great stay! The space was quiet, and very clean—perfect for relaxing. It was also pet-friendly, which was a big plus. The host was friendly and communicative, making everything easy from check-in to check-out. Would definitely stay again!
Guest favorite
A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.
Cottage in Onancock
4.96 out of 5 average rating, 161 reviews

A "True" Chesapeake Bay Waterfront Experience!

JenniferRating, 5 stars1 month ago
I truly wish I could put into words just how beautiful and peaceful this home and property were. It is truly a place that was so inviting and well maintained it made me miss the eastern shore of Virginia and start looking at properties in the area. The land is so cool to walk and explore and the bay at this home is just serene. To be able to wake up and see the view this home has is just spectacular. Matt is spot on with the description of his home and you truly can't find one thing wrong with this home or the property surrounding it and having a dog,it is so key with the wash station outside because our lab puppy could not get enough of the bay or going out in the kayaks with us. I truly wish they had more stars to rate this home. Thank you for being so gracious and allowing us to visit your spectacular home!
Superhost
A serene sunset is captured over calm waters, with hues of orange and gold reflecting on the surface. Silhouettes of trees frame the scene, while a dock extends into the bay, creating a tranquil coastal atmosphere.
Cottage in Painter
4.89 out of 5 average rating, 92 reviews

Cottage by the bay (private peaceful surroundings)

ChristieRating, 5 stars1 week ago
Great experience and lovely host.
Guest favorite
The cottage features a modern design with dark exterior cladding, surrounded by trees. A deck with outdoor seating is visible in front, providing a serene view of the nearby water. The landscape is complemented by grassy areas and a pebbled path.
Cottage in Melfa
5 out of 5 average rating, 11 reviews

The South Cottage at Vaux Hall Farm

CatherineRating, 5 stars4 months ago
What a truly special place Vaux Hall Farm is! The cottage and location couldn’t be nicer. Thanks to Eric for the warm hospitality too!
Guest favorite
A welcoming porch is featured, lined with wicker chairs adorned with colorful cushions. Potted flowers add a touch of nature, while the sunlight casts gentle shadows across the wooden flooring, creating an inviting atmosphere for relaxation.
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!
Top guest favorite
A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.
Cottage in Lanexa
4.97 out of 5 average rating, 123 reviews

TooFine Lakehouse, pet friendly waterfront cottage

JenniferRating, 5 stars2 weeks ago
We had a wonderful time! The atmosphere was incredibly peaceful and relaxing—perfect for unwinding, even on the rainy days we had. The space was beautiful, cozy and calm. Gina was a great host—very responsive and proactive in checking in to make sure everything was going well.

Private cottage rentals

Top guest favorite
The exterior of The Crab Shack is showcased, featuring a metal roof and a spacious deck. A bike rests against the railing, with picnic tables positioned nearby. The structure is surrounded by greenery, reflecting in the calm water of Carter's Creek.
Cottage in Weems
4.99 out of 5 average rating, 113 reviews

The Crab Shack

Laura-GraceRating, 5 stars3 weeks ago
My husband and I loved our stay at the Crab Shack! It was convenient for our weekend plans and we loved having direct water/dock access.
Superhost
A serene view of the water is depicted, featuring soft pastel colors of the sky as the sun sets. Grassy land leads to the edge of the cove, while a kayak and a paddle board are positioned on the ground, ready for use.
Cottage in White Stone
4.89 out of 5 average rating, 352 reviews

The Moore Cottage

JoelRating, 5 stars2 weeks ago
The cottage was better than we could have imagined, the pictures don’t do it justice. We took full advantage of the backyard views while having breakfast on the back deck. A quick drive to the surrounding towns provided plenty of dining and entertainment options. Windmill Point Marina was a 5 minute ride with live music and good eats. We enjoyed the Northern Neck and look forward to our next stay.
Top guest favorite
An open-concept living space is highlighted by rustic wooden beams above. A dining table with tall chairs accommodates several guests, while the spacious kitchen features modern appliances. Natural light floods the area, emphasizing the warm wooden tones and inviting ambiance.
Cottage in Topping
5 out of 5 average rating, 32 reviews

Locklies Innlet, A unique waterfront experience!

LisaRating, 5 stars1 month ago
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.
Guest favorite
A bright bathroom is showcased with a window that allows natural light to illuminate the space. The walls feature a patterned wallpaper with fish and seashell designs. A white shower curtain hangs beside a clean sink and toilet, offering an inviting and organized atmosphere.
Cottage in Deltaville
4.83 out of 5 average rating, 178 reviews

The Little House at Waveland

JohnRating, 5 stars2 weeks ago
The hosting family couldn't have been any more friendly and the house was lovely and in a wonderful neighborhood.
Top guest favorite
The Gothic Revival-style cottage is showcased from its charming exterior, featuring large arched windows and a welcoming front porch. Two wooden chairs sit invitingly on the porch, complemented by seasonal decorations. Surrounding trees provide a sense of tranquility within the peaceful setting.
Cottage in Irvington
5 out of 5 average rating, 200 reviews

Peaceful Haven: nature & charming town

StephanieRating, 5 stars2 weeks ago
What a wonderful place and host! Pictures do not do it justice. It looks like a cosy cottage on the outside, but it is much bigger on the inside. Very clean. The first floor provides an extremely functional living space - living room, dinning area, kitchen and sun room. The couch in the sun room is extremely comfortable. The bedroom and bathroom upstairs are palatial. The two bedrooms downstairs are very cosy and have their own beautiful bathrooms. One of the downstairs bedrooms has a wonderfully enclosed porch off of it. Everything is up to date and very functional - Wi-Fi, heating and air conditioning, washer & drier, kitchen appliances, etc. And the host was quick to respond to any questions. We hope to return soon and take advantage of the outdoor activities.
Guest favorite
A bright sunroom features large windows that offer views of the water. Two light blue chairs complement a small side table, while a soft throw blanket adds a touch of comfort. A round coffee table sits on a patterned rug, enhancing the cozy atmosphere.
Cottage in Deltaville
5 out of 5 average rating, 90 reviews

Unique & bright two-bedroom waterfront cottage

KimRating, 5 stars2 weeks 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!
Top guest favorite
The cottage is framed by lush greenery, featuring a welcoming entrance with two bicycles parked on the gravel pathway. The attractive architectural details include pointed arches and a covered balcony, surrounded by a serene natural setting.
Cottage in Irvington
4.94 out of 5 average rating, 86 reviews

Irvington Cottage - Vineyard Birdhouse

BethanyRating, 5 stars1 week ago
We had a wonderful stay! We have stayed at this Airbnb a few times and it is always perfect! Thanks so much!!
Top guest favorite
A wooden boardwalk leads to the sandy beach, flanked by green vegetation. Colorful adirondack chairs in red and blue are positioned on the boardwalk, providing a relaxing view of the surrounding landscape and nearby cottage.
Cottage in Urbanna
4.99 out of 5 average rating, 169 reviews

Little Dipper -private beach,Kayaks & paddleboards

LisaRating, 5 stars3 weeks ago
We loved our stay at the Little Dipper. The house is spacious and comfy - exactly as advertised. It is well-stocked yet neat and clean with no clutter. The screened-in porch is a real gem that connects to a boardwalk leading to a river-view deck. Whether home basing to travel, or tide-watching and kayaking, the Little Dipper's location and setting facilitates a relaxing stay with stunning view day and night. The general location is also super. Urbanna, VA is a quaint little town and you're not far from historic Yorktown or Williamsburg. If you are staying in this vicinity, the Little Dipper is a win. We would stay here again.

Destinations to explore