Book Holiday Homes in Kilmarnock

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kilmarnock

Little Bay Waterfront Retreat

Little Bay Waterfront Retreat

White Stone
Located in White Stone, this vacation home is on the waterfront, within a 15-minute drive of Golden Eagle Golf Club and White Stone Beach.
Little Bay Waterfront Retreat
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

Lottsburg
Located in Lottsburg, this vacation home is on the waterfront, within a 15-minute drive of Heathsville Farmers' Market and Rice's Hotel / Hughlett's Tavern.
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove
Heart of Irvington w/Fireplace Walk to Tides Inn &  restaurants - Dog friendly!

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Irvington
A stay at this vacation home places you in the heart of Irvington, just a 3-minute walk from Steamboat Era Museum and within a 5-minute drive of Historic Christ ...
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Save an average of 15% on thousands of hotels when you're signed in
River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach

River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach

White Stone
Located in White Stone, this vacation home is on the waterfront, within a 10-minute drive of White Stone Beach and Steamboat Era Museum.
River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Heathsville
Located in Heathsville, this vacation home is on the waterfront, within a 15-minute drive of Ginny Beach and Smith Point Marina.
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Charming 2-bedroom house on the Chesapeake Bay

Charming 2-bedroom house on the Chesapeake Bay

White Stone
When you stay at this vacation home in White Stone, you'll be on a river and 14 minutes by car from Steamboat Era Museum.
Charming 2-bedroom house on the Chesapeake Bay
HIGH TIDE: Spacious Comfort Next to Tides Inn

HIGH TIDE: Spacious Comfort Next to Tides Inn

Irvington
Located in Irvington, this vacation home is within a 5-minute drive of Steamboat Era Museum and Historic Christ Church.
HIGH TIDE: Spacious Comfort Next to Tides Inn
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

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

Christchurch
When you stay at this vacation home in Saluda, you'll be 9 minutes by car from Urbanna Historic District.
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

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

Wake
Located in Pine Top, this vacation home is within a 15-minute drive of Regent Point Marina and Piankatank River Golf Club.
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
Don't see what you're looking for?
See all available properties in Kilmarnock
View all properties
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.

Kilmarnock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kilmarnock vacation homes are the perfect way for you to wing it.

Holiday houses in Kilmarnock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kilmarnock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kilmarnock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kilmarnock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kilmarnock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kilmarnock Holiday Homes essential information

Accommodation
196 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Little Bay Waterfront Retreat, Lottsburg's Landing - Your Waterfront Escape on Wrights Cove, Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!, River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach, Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10, Charming 2-bedroom house on the Chesapeake Bay, HIGH TIDE: Spacious Comfort Next to Tides Inn, Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more, Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

Top trending hotels in Kilmarnock

Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

2.5 out of 5
599 N Main St, Kilmarnock, VA
Fully refundableReserve now, pay when you stay
A stay at Best Western Kilmarnock Hotel places you in the heart of Kilmarnock, a 3-minute drive from Good Luck Cellars and 5 minutes from Compass Entertainment ...
Best Western Kilmarnock Hotel
Spacious waterfront home with dock and sunset view

Spacious waterfront home with dock and sunset view

Kilmarnock
Located in Kilmarnock, this vacation home is on the waterfront, within a 15-minute drive of Good Luck Cellars and Compass Entertainment Complex.
Spacious waterfront home with dock and sunset view
'river's Edge Retreat With Kayaks & River Access!

'river's Edge Retreat With Kayaks & River Access!

3 out of 5
Reedville
Located in Reedville, this cottage is within a 15-minute drive of Northern Neck Farm Museum and Reedville Fishermen's Museum.
'river's Edge Retreat With Kayaks & River Access!
Save an average of 15% on thousands of hotels when you're signed in
Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!

White Stone
Located in White Stone, this cottage is on the waterfront, within a 15-minute drive of Golden Eagle Golf Club and White Stone Beach.
Oceanfront White Stone Cottage w/ Private Beach!
Don't see what you're looking for?
See all available properties in Kilmarnock
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.