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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, (212)
"Our family enjoyed another amazing stay at UpYonda. The views of the water, night sky and sunset/sunrise were breathtaking. The fireplace made the home cozy and warm, especially with the cold winter air! We hope to come back soon! "
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

Riverfront Virginia Home - Dock, Fire Pit & Kayaks

10.0 out of 10, Exceptional, (12)
"This house was perfect for a Girls Weekend! Ashley is an amazing host… she has stocked the house with anything that you will need. We can’t wait to go back!"
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, (21)
"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

Panoramic Waterfront Views: Firepit, Private Dock, Pedal Boat, Gameroom, Kayaks!

9.8 out of 10, Exceptional, (48)
"I run a nonprofit for veterans five of us came down really enjoyed our stay. The house was perfect for what we needed. Would recommend it to anyone."
Panoramic Waterfront Views: Firepit, Private Dock, Pedal Boat, Gameroom, Kayaks!

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (42)
"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)
"The house is lovely and the view of the river is gorgeous - especially the sunsets. There are huge windows looking out into the the trees and the river. There was plenty of space for all 8 of us. The kitchen has everything you would need - even popover pans! The owners were wonderful: when the kitchen faucet broke, they fixed it immediately.The private beach is lovely too - although we couldn't really use it that much given it was December. It would be great to come back in the summer."
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

Pet-Friendly Gem w/ Private Dock in Deltaville!

10.0 out of 10, Exceptional, (1)
"We spent a month at this beautiful peaceful retreat & it was wonderful. The home is a rustic, unique A-frame situated right on the Rappahannock River. We had the privilege of seeing several bald eagles from the back deck during our stay. It was very comfortable and we felt like we were at home while we were there. We brought our Labrador Retriever who enjoyed his stay as well. Would highly recommend this property to others who are looking for a laid back place to stay complete with tranquility...
Pet-Friendly Gem w/ Private Dock in Deltaville!

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

9.4 out of 10, Exceptional, (60)
"Group outing went flawless with this spacious pad. Plenty of room to accommodate our group."
'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)
"This house is absolutely lovely. The pictures are a true representation of the home.. It was very clean and the location is perfect, water on three sides. It accommodated 10 of us very easily and a few dogs. We would absolutely stay 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, (10)
"A perfect place for family members to be together for a family wedding in kilmarnock"
HIGH TIDE: Spacious Comfort Next to Tides Inn

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

10.0 out of 10, Exceptional, (1)
"We couldn’t have asked for a more perfect stay. The house is spacious and comfortable, and grounds were incredible. The host thought of everything. Communication was easy and prompt. We will be returning. "
The price is AED 643
AED 1,159 total
includes taxes & fees
27 Apr - 28 Apr
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, (26)
"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)
"If you want a place to spend with your family relaxing and having fun and waking up the most amazing views stay here!!"
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

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

10.0 out of 10, Exceptional, (152)
"Peaceful setting wonderful views. Location is wonderful. Excellent!"
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)
"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"
The price is AED 1,840
AED 4,367 total
includes taxes & fees
27 Apr - 28 Apr
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"
The price is AED 575
AED 2,051 total
includes taxes & fees
27 Apr - 28 Apr
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

Waterfront Reedville Home w/ Private Dock!

10.0 out of 10, Exceptional, (15)
"beautiful location. outside porch was great"
Waterfront Reedville Home w/ Private Dock!
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)
"Had a great stay we will be back"
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.

9.6 out of 10, Exceptional, (53)
"Exactly as advertised will be booking again"
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.