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Cottage holiday rentals in Smith Beach

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Popular amenities for cottage rentals in Smith Beach

Cottage rentals with a hot tub

Superhost
Cottage in Reedville
4.88 out of 5 average rating, 201 reviews

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

ReginaRating, 5 stars3 weeks ago
My husband, myself and our son and daughter in law rented Dave & Melissa’s home to celebrate my 50th birthday. I was not looking forward to turning 50 but it was such a wonderful time. I LOVE their home. It was beautifully decorated with everything we needed. Sitting on the front porch listening to the waves crash was so relaxing. We had dinner on the deck every evening. It seemed so private and peaceful. Nice furnishings even outside. Perfect for our fur babies and us. The boat landing is just a couple miles away which is really nice and convenient. We will definitely be visiting again when the weather is warmer and we can have fun in the water. Thank you for allowing us to stay in your beautiful home 💜
Guest favourite
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars4 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.
Cottage in Norfolk
4.79 out of 5 average rating, 118 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

Jacob Luka DainesRating, 5 stars3 months ago
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.
Guest favourite
Cottage in Norfolk
4.94 out of 5 average rating, 162 reviews

Poseidon - Beach Carriage House - 120 Years Old

LovelyRating, 5 stars1 week ago
John was an amazing host. I didn't have to reach out to him during our stay because he proactively provided us with everything we needed. The house was very comfortable and clean. We enjoyed the beach and the comfortable sitting areas on the property. My fiancé and I were in town for a wedding and John's spot did not disappoint. We had a rental car and found great restaurants and attractions nearby. We also door dashed a couple times. John had great recommendations in the house manual. We will definitely be back. Thanks John!
Guest favourite
Cottage in Heathsville
4.91 out of 5 average rating, 33 reviews

Waterfront Heathsville Cottage w/ Dock & Hot Tub!

JameseRating, 5 stars1 week 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
Cottage in Foster
4.84 out of 5 average rating, 67 reviews

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

NavvaRating, 5 stars2 months ago
Richard was very responsive and kind, he worked with us on a flexible check out time. The spot is an incredibly peaceful getaway.
Top guest favourite
Cottage in Onemo
5 out of 5 average rating, 45 reviews

3 BR Bay Home w Private Dock & all the Amenities

ChrisRating, 5 stars1 day 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

Top guest favourite
Cottage in Norfolk
4.97 out of 5 average rating, 238 reviews

Villa Positano

SabrieRating, 5 stars4 weeks ago
Absolutely beautiful home. Everything was exactly like the pictures. The weather prevented us from getting to fully enjoy the bay views, but we did get a snippet of how amazing it could be. They had plenty of supplies at the home for our convenience. I would definitely recommend this place to any and everyone.
Top guest favourite
Cottage in Weems
4.99 out of 5 average rating, 107 reviews

The Crab Shack

AnnaRating, 5 stars1 week ago
The Crab Shack is a true gem! It is private, cozy, well appointed, wonderful hosts, and can’t get any closer to the water. Waking up to a beautiful sunrise over the water was a highlight. I can’t wait to come back!
Guest favourite
Cottage in Norfolk
4.93 out of 5 average rating, 102 reviews

Comfy three bedroom cottage - easy beach access

ShannonRating, 5 stars1 month ago
We were more than satisfied with our stay! It made for a great weekend. Clean, spacious, and in a great location for exploring the area. The kitchen had everything we needed for making a family breakfast. We thoroughly enjoyed it!
Top guest favourite
Cottage in Gloucester
4.97 out of 5 average rating, 227 reviews

"Bee Haven" Cottage Retreat

AbigelRating, 5 stars2 weeks ago
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!!
Guest favourite
Cottage in Onancock
4.96 out of 5 average rating, 158 reviews

A "True" Chesapeake Bay Waterfront Experience!

BrandonRating, 5 stars2 weeks ago
Matt was a great host and helpful. The house was great very clean with plenty of room. The veiw of the water was nice. I highly recommend if you are looking for a nice weekend getaway.
Guest favourite
Cottage in Melfa
5 out of 5 average rating, 11 reviews

The South Cottage at Vaux Hall Farm

CatherineRating, 5 stars3 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!
Top guest favourite
Cottage in Kilmarnock
5 out of 5 average rating, 83 reviews

Cottage on Prentice Creek, PA

BeverlyRating, 5 stars4 months ago
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.
Top guest favourite
Cottage in Norfolk
4.97 out of 5 average rating, 322 reviews

Lovely Ocean View Cottage

MindyRating, 5 stars2 days ago
What a treat to relax for a few days at Chuck's charming cottage! The house is comfortable, clean and well-equipped. We were especially impressed with the well-stocked kitchen. Our pup appreciated the fenced yard, and we loved the pleasant landscaping. The neighborhood is quiet and very walkable, with a small park full of gorgeous live oaks and easy beach access just a couple blocks away. There's also a small shopping center close by with a grocery store and several restaurants. Easy access to the interstate is also a plus. Chuck is a very responsive host, and we also enjoyed some goodies from his thoughtful snack basket. We've stayed in a lot of rentals over the past 20 years, and Chuck's house is among the top properties. Thanks so much!

Private cottage rentals

Superhost
Cottage in Reedville
4.86 out of 5 average rating, 50 reviews

Bayberry - awesome Solo Stove Fire Pit

LuisRating, 5 stars1 month ago
Nice place I really recommend
Superhost
Cottage in Chincoteague
4.73 out of 5 average rating, 41 reviews

Deer Track-Cozy Cottage, Close to Town, Firepit!

CaseyRating, 5 stars6 months ago
We enjoyed our visit to Deer Track in Chincoteague. The cottage is clean with listed amenities. We really liked the quiet neighborhood it is located in.
Guest favourite
Cottage in Deltaville
5 out of 5 average rating, 89 reviews

Unique & bright two-bedroom waterfront cottage

WinnieRating, 5 stars3 months ago
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!
Guest favourite
Cottage in Irvington
4.94 out of 5 average rating, 83 reviews

Irvington Cottage - Vineyard Birdhouse

LisaRating, 5 stars5 months ago
The house was everything we needed and more. And Irvington in October is absolutely amazing. We had a wonderful weekend and really appreciated Suzanne’s responsiveness and hospitality - we will be back!
Superhost
Cottage in Painter
4.89 out of 5 average rating, 87 reviews

Cottage by the bay (private peaceful surroundings)

EstherRating, 5 stars4 months ago
We had a great time at Mary Catherine's place! She was an excellent and responsive host, and allowed for flexible check in and check out which was very helpful to our group. The cottage was clean and cozy, and we felt right at home. I will also add that I am very sensitive to mold and environmental toxins and always have to be careful when staying in new places. This cottage felt pretty safe for my allergies. Would definitely recommend!
Superhost
Cottage in Virginia Beach
4.87 out of 5 average rating, 76 reviews

Vintage Beach Cottage by the Chesapeake Bay

VladimirRating, 5 stars7 months ago
Beautiful beach property, furnished in style, has all necessary things from kitchen appliances to kids entertainment. Felt right at home.
Top guest favourite
Cottage in Exmore
5 out of 5 average rating, 13 reviews

ESVA Silver Beach Getaway - Book Summer 2025 now!

LaurieRating, 5 stars2 days ago
Cute, clean and very comfortable cottage with beautiful bay front large lot. Screened in porch was huge and definitely the place to be along with a lovely beach side covered wooden shelter with brand new rocking Adirondack chairs for relaxing and enjoying the gorgeous view. Unfortunately, the weather did not cooperate during our stay ( rainy, cold and windy ) but we could still enjoy the view from inside! Fun towns to explore within 30 minutes and good restaurants with great seafood. ( Best crab cake ever at The Oyster Farm in Cape Charles and best mussels at Mallards in Onancock. ) Would definitely rent this cottage again if back in the area.
Top guest favourite
Cottage in Cape Charles
4.98 out of 5 average rating, 88 reviews

The Little Jewel

JeanRating, 5 stars5 months ago
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.

Destinations to explore