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Compare 200 Vacation Homes in Kilmarnock with updated reviews, rates, and availability.

Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

10.0 out of 10, Exceptional, (211)
"We loved UpYonda! Erin and Mark are so nice and easy to communicate with. The home is beautiful and there really is everything you need there. The suite upstairs is beautiful and huge!! The view of the water is amazing and the wildlife was stunning. We saw a fox, Blue Heron and got video of an Otter rolling around in the snow on the dock! The stargazing is fantastic and we made a snowman. We loved it. "
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

Riverfront Virginia Home - Dock, Fire Pit & Kayaks

10.0 out of 10, Exceptional, (10)
"We really enjoyed our stay. We liked the open living, dining and kitchen space. Labels were used to identify specific items throughout the house. House was spacious and very clean with towels and sheets being good quality. My 99 year old mom joined my two brothers and spouses for a birthday celebration weekend. Bathrooms were too small for a wheelchair but with use of my mom’s walker she was able to navigate the bathrooms. We brought our own portable ramps that allowed easy access to the main...
Riverfront Virginia Home - Dock, Fire Pit & Kayaks

Small Town Getaway - close to in-town Mathews with a casual rural life

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay!! Everything was perfect. We would stay there again and would recommend others to enjoy it as well. "
Small Town Getaway - close to in-town Mathews with a casual rural life

Waterfront Hartfield Vacation Rental w/ Dock!

9.8 out of 10, Exceptional, (19)
"Loved the house - very private, quiet and such a private tranquil retreat. Would love to come back in the summer!"
Waterfront Hartfield Vacation Rental w/ Dock!

Chesapeake Bay Beachfront Retreat

9.4 out of 10, Exceptional, (136)
"Terrific houses with incredible views of the bay. Kids loved playing on the beach and in the game room. Have rented before and hopefully will come back again"
Chesapeake Bay Beachfront Retreat

Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!

9.8 out of 10, Exceptional, (48)
"We were booked to go to OBX, but the snowstorm changed that...so plan B! Plan B was a fantastic choice...great place to chill out, drink wine, dance and relax by the bonfire! Hosts were very quick to respond to emails, the beds were comfy and the kitchen stocked! I'd love to come back (I live in Oregon) and bring my grandsons here this Summer! "
Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (41)
"Clean and clutter-free property right on the water! Loved it."
Cozy cottage on the Chesapeake Bay

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

9.6 out of 10, Exceptional, (21)
"Very interesting home with a lot of family history. Piano. Guitar. Amazing dining room table. Wonderful upstairs suite with other bedrooms two floors away so lots of privacy. Kitchen looked well stocked although we ate all our meals at a relative’s home. I didn’t cook at all. Beach is lovely!"
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

Pet-Friendly Gem w/ Private Dock in Deltaville!

Pet-Friendly Gem w/ Private Dock in Deltaville!

'River's Edge Retreat’ with Kayaks & River Access!

9.4 out of 10, Exceptional, (60)
"We enjoyed the house and location. The view of the water is nice and the common area upstairs was comfortable. We found the overall condition to be okay but could use some updating and stocking to better accommodate 12 people. We did not think it was very clean when we arrived. "
'River's Edge Retreat’ with Kayaks & River Access!

250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat

10.0 out of 10, Exceptional, (6)
"Fantastic time in Heathsville. House was beautiful and comfortable. Cozy beds and linens. Spacious rooms, all with beautiful water views. Private bay beach was heaven, even with chilly temperatures. Hosts were easily reached and accommodating. We had a concern with the stove and the hosts had a handyman there tontake cate or it within 10 minutes of contacting them. Hope we have the opportunity to stybat this property again."
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat

HIGH TIDE: Spacious Comfort Next to Tides Inn

9.6 out of 10, Exceptional, (9)
"We have an annual needlepoint retreat every year and rent a house to accommodate us. High Tides met all of our expectations. "
HIGH TIDE: Spacious Comfort Next to Tides Inn

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

The price is AED 643
AED 1,151 total
includes taxes & fees
28 Mar - 29 Mar
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

Chesapeake Bay and Lakefront home with Private Beach

10.0 out of 10, Exceptional, (37)
"Amazing property and amenities! Loved every minute!"
Chesapeake Bay and Lakefront home with Private Beach

15 Mi to Gloucester: Waterfront Mathews Home!

10.0 out of 10, Exceptional, (25)
"Extremely comfortable, well equipped home in a gorgeous location. Relaxing spot on the water with plenty of entertainment for all ages. Highly recommend. "
15 Mi to Gloucester: Waterfront Mathews Home!

Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

10.0 out of 10, Exceptional, (7)
"We have stayed several times visiting our son at school. Private, beautiful view with spacious accommodations for family. We always enjoy our visits! The host is an excellent communicator, easy check-in process, and clean. "
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water

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

10.0 out of 10, Exceptional, (150)
"I think this was our 5th or 6th Valentine's Day week stay. It was wonderful, as always. Cozy little house, comfy bed, fabulous bathroom, fantastic hot tub. A good place to settle in and take a break. The views are amazing. We had kind of crappy weather, but it's a nice place to snuggle in warmly when it's cold and rainy/snowy out. The fireplaces available at the push of a button make things homey and romantic."
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Water front Oasis with pickle-ball court and hot tub

8.8 out of 10, Excellent, (5)
"We had a wonderful time staying at this home. We were a group of 12 ladies getting away for a girls weekend. This place was perfect, we did not leave for 3 days! Pickleball, paddle boarding, hot tub, and the arcade kept us busy. We were also able to go on long walks in the area. Plenty of room for everyone and a nice large kitchen to cook meals in and just hang out!"
Water front Oasis with pickle-ball court and hot tub

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

10.0 out of 10, Exceptional, (23)
"Really love this property for a quick stay. The manager was great to work with"
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
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)
"Wonderful property, beautifully decorated and appointed with everything you could need for a stay in Kilmarnock. Warm and inviting, with a lovely mix of antiques and traditional comfortable furnishings. The owner is incredibly responsive and thoughtful. . "
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Spacious waterfront home with dock and sunset view

Spacious waterfront home with dock and sunset view

Enjoy family fun and Sunsets at Piankatank Point.

9.8 out of 10, Exceptional, (51)
"It was exactly as advertised. "
Enjoy family fun and Sunsets at Piankatank Point.
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.