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Compare 165 Vacation Homes in Kilmarnock with updated reviews, rates, and availability.

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"We have stayed at Glenda’s place multiple times and love it every time. It’s the perfect place to reconnect with my family and enjoy the peace of the Rivah. Everything is clean and comfortable and well stocked. Thank you Glenda!"
Cozy cottage on the Chesapeake Bay

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (148)
"I knew when I found this listing that I may have uncovered a hidden gem and I was right! We stayed just for a long weekend but everything was cozy and the local towns were so friendly. We definitely enjoyed White Dog Bistro, Southwind Pizza and Richardsons. Even though we ate out most of our time, the house had most of the essentials if you chose to cook there. The hot tub and fire pit were favorites, we stopped at Food Lion just to get Marshmallows to roast. My husband caught lots of fish...
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Beachfront Urbanna Home w/ Gas Grill & Deck!

10.0 out of 10, Exceptional, (14)
"The house was amazing and we would stay there again!"
Beachfront Urbanna Home w/ Gas Grill & Deck!

Charming 3-bedroom house with WiFi, AC in peaceful Reedville

2.0 star property
4.0 out of 10, (1)
The price is SAR 560
SAR 1,020 total
includes taxes & fees
5 Jan - 6 Jan
Charming 3-bedroom house with WiFi, AC in peaceful Reedville

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (19)
"The property is very secluded, You feel like the world is behind you. It is peaceful and quiet, The sound of nature will be the only symphony you’ll hear. I love the private beach area. We fished and caught some crab on the boat deck. The house is a bit old but that is where the charm is. There was some bug in the house but that was expected. Overall we had great time. "
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

Monthly discount- beautiful house, Gloucester VA

10.0 out of 10, Exceptional, (19)
"Our weekend stay was perfect and cozy. The home was clean and had everything we needed. "
Monthly discount- beautiful house, Gloucester VA

Fantastic waterfront home on Jackson Creek

10.0 out of 10, Exceptional, (49)
"Nice place, interesting layout"
Fantastic waterfront home on Jackson Creek

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.8 out of 10, Exceptional, (127)
"Great place to enjoy time with family and friends. Loved the antiques and eclectic furniture and accessories,as well as art work and pottery. Very conveniently located to community amenities. Would highly recommend to anyone looking to enjoy this area ."
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier

10.0 out of 10, Exceptional, (36)
"We wanted a family vacation and looked for a place on Chesapeake Bay. My son and daughter found this place and we reserved it. The house is beautiful. Has everything one would want. The location is great although it’s a bit of a drive to anywhere. Our plan was to spend most of the time at the house and in the bay. However that didn’t happen. First the weather didn’t cooperate as it rained most of the week. In addition there was an invasion of jellyfish. They were terrible! My grandchildren were...
Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier

Virginia Retreat on Wicomico River w/ Dock!

10.0 out of 10, Exceptional, (16)
"My mom didn’t want to leave. Beautiful family retreat. Quiet and restful. "
Virginia Retreat on Wicomico River w/ Dock!

BAYHAMAS✌️❤️ Beachfront Private 3 Bedroom Home White Stone-Sauna-Dock

10.0 out of 10, Exceptional, (3)
"After having issues with another location in this area we were in need of another place to stay. We contacted the owners because it was less then 24 hours from the following day check in. They responded very quickly and were able to make it work for use. Beautiful place to stay right on the bay. This is a very family friendly place and we hope to visit it again soon."
BAYHAMAS✌️❤️ Beachfront Private 3 Bedroom Home White Stone-Sauna-Dock

River Retreat with Sunset Views

10.0 out of 10, Exceptional, (10)
"Our group, which consisted of two couples, came down for a fall getaway. The house was clean, had everything we needed and more! The array of spices was a treat. The beds were comfy and the view was beautiful. We will be back."
River Retreat with Sunset Views

Bay House with Amazing View & Swimming Pool (open May- Sept.)

9.8 out of 10, Exceptional, (116)
"It is a dream place; my family and I had a great time, thanks to Jenn's prompt response. It is a very comfortable place and well-equipped for whatever one needs. I'll try to look them up on Facebook to follow them. Thank you very much for everything; it is a beautiful place with amazing views "
Bay House with Amazing View & Swimming Pool (open May- Sept.)

Secluded River Front Cottage

9.4 out of 10, Exceptional, (3)
"The home and property are exactly as advertised. I loved being five minutes away from Point Lookout, the sunset views, and the waterfront. "
Secluded River Front Cottage

Fall is Firepit and Kayak Season!

10.0 out of 10, Exceptional, (21)
"We enjoyed our brief stay at this home in Weems with fire pit and access to water. The house had all the necessities. The neighborhood was quiet and peaceful, though the geese tried to stake their claim on the dock. 😂 At one point, a group of 7 deer came sauntering through the back yard - fun to watch. We enjoyed a lovely fire one night as we watched the Hunter moon rise. "
The price is SAR 706
SAR 1,310 total
includes taxes & fees
3 Feb - 4 Feb
Fall is Firepit and Kayak Season!

Spectacular waterfront property with breathtaking views of the Chesapeake Bay!

10.0 out of 10, Exceptional, (18)
"Our family had a great time at this beautiful house. Great location and plenty of activities to do in addition to relaxing in the house. Highly recommend and we hope to be back!"
Spectacular waterfront property with breathtaking views of the Chesapeake Bay!

Historical Queen Anne on Main Street Reedville!

10.0 out of 10, Exceptional, (7)
"Hope to stay there again next year!"
Historical Queen Anne on Main Street Reedville!

Retreat to Fairytale Cottage with Pool, Kayak

10.0 out of 10, Exceptional, (6)
"Spent Thanksgiving with my family and 2 goldendoodles and stayed at this perfect cottage! It’s much bigger than I had envisioned and enough privacy between the bedrooms! Great outdoor screened porch and gas fire pit was also a great addition. It’s a very private and quiet location and the meadow that the house overlooks is beautiful and our dogs loved spending time in the meadow! The house was stocked with all kitchen equipment you could need and Maria was readily available if needed!! Would...
Retreat to Fairytale Cottage with Pool, Kayak

Serene waterfront getaway, fire pit, patio w/grill, nature, dog friendly

10.0 out of 10, Exceptional, (1)
"We booked these accommodations for a fishing trip that we hosted for our field crew. The hosts were easy to contact and the property was clean and was the right amount of space for our group of 10!"
Serene waterfront getaway, fire pit, patio w/grill, nature, dog friendly

Berryville Shores : Deltaville Riverfront Getaway

2.0 star property
10.0 out of 10, Exceptional, (2)
"We were impressed with everything about our stay. Booking and communication were outstanding. The property was as described and shown in the listing. It was extremely clean, and we did not need a thing during our stay because everything was there for us. I highly recommend if you plan to stay in the area. "
Berryville Shores : Deltaville Riverfront Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kilmarnock

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.8 out of 10, Exceptional, (127)
"Great place to enjoy time with family and friends. Loved the antiques and eclectic furniture and accessories,as well as art work and pottery. Very conveniently located to community amenities. Would highly recommend to anyone looking to enjoy this area ."
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Peaceful Waterfront Cottage on VA’s Northern Neck

10.0 out of 10, Exceptional, (96)
"We had a fabulous weekend getaway. It was relaxing, and the owners left a wonderful book full of restaurant recommendations including menus. Everything is well thought out, and the perfect place for a getaway from a busy life"
Peaceful Waterfront Cottage on VA’s Northern Neck

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"We have stayed at Glenda’s place multiple times and love it every time. It’s the perfect place to reconnect with my family and enjoy the peace of the Rivah. Everything is clean and comfortable and well stocked. Thank you Glenda!"
Cozy cottage on the Chesapeake Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.