Book Holiday Homes in Scotland

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 Scotland

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

Ridge MD
With a stay at this vacation home in Ridge (Point Lookout), you'll be within a 10-minute drive of Chesapeake Bay and Cardinal Gibbons Park.
Opens in a new windowFAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby MD
With a stay at this vacation home in Lusby, you'll be on a lake, within a 10-minute drive of Chesapeake Bay and Cove Point Park.
Opens in a new windowBay view from Calvert Cliffs, Solomons Island & State Park nearby
All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21

All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21

Hague VA
Located in Hague, this vacation home is on the waterfront, within a 15-minute drive of Coles Point Marina and Hague Winery.
Opens in a new windowAll Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21
Save an average of 15% on thousands of hotels when you're signed in
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

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

Heathsville VA
Located in Heathsville, this vacation home is on the waterfront, within a 15-minute drive of Ginny Beach and Smith Point Marina.
Opens in a new windowMagical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Secluded Woodland Waterfront Retreat

Secluded Woodland Waterfront Retreat

Solomons MD
This vacation home is 6.3 mi (10.1 km) from Chesapeake Bay and 1.3 mi (2.2 km) from Annmarie Sculpture Garden and Arts Center.
Opens in a new windowSecluded Woodland Waterfront Retreat
Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"

Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"

Scotland MD
With a stay at this vacation home in Scotland (Point Lookout), you'll be steps from Chesapeake Bay and 15 minutes by foot from Confederate Memorial Park.
Opens in a new windowSteps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"
Back Creek Villa Covered Deck

Back Creek Villa Covered Deck

Solomons MD
With a stay at this vacation home in Solomons Island, you'll be within a 15-minute drive of Chesapeake Bay and J.C. Lore Oyster House.
Opens in a new windowBack Creek Villa Covered Deck
Charming 2-bedroom Cap Cod style cottage

Charming 2-bedroom Cap Cod style cottage

California MD
Located in Great Mills, this vacation home is within a 5-minute drive of San Souci Shopping Center and Dunleigh Neighborhood Park.
Opens in a new windowCharming 2-bedroom Cap Cod style cottage
Driftwood Haven, Chesapeake Bay views throughout

Driftwood Haven, Chesapeake Bay views throughout

Lusby MD
With a stay at this vacation home in Lusby, you'll be a 1-minute drive from Chesapeake Bay and 7 minutes from Cove Point Park.
Opens in a new windowDriftwood Haven, Chesapeake Bay views throughout
Don't see what you're looking for?
See all available properties in Scotland
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.

Scotland 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 Scotland vacation homes are the perfect way for you to wing it.

Holiday houses in Scotland 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 Scotland 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 Scotland adventures, obvs.

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

Scotland Holiday Homes essential information

Accommodation
171 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21, Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10, Secluded Woodland Waterfront Retreat, Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay", Back Creek Villa Covered Deck, Charming 2-bedroom Cap Cod style cottage, Driftwood Haven, Chesapeake Bay views throughout

Top trending hotels in Scotland

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be a 1-minute drive from Chesapeake Bay and 11 minutes from Confederate Memorial Park.
Opens in a new window𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be a 1-minute drive from Chesapeake Bay and 11 minutes from Confederate Memorial Park.
Opens in a new windowPrivate Beach Front Getaway at The Sunshine Beach Cottage.
Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Scotland MD
With a stay at this vacation home in Scotland (Point Lookout), you'll be a 1-minute drive from Chesapeake Bay and 11 minutes from Confederate Memorial Park.
Opens in a new windowHideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Save an average of 15% on thousands of hotels when you're signed in
Hays Beach House - Hot Tub - Private Beach

Hays Beach House - Hot Tub - Private Beach

Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be a 1-minute drive from Chesapeake Bay and 11 minutes from Confederate Memorial Park.
Opens in a new windowHays Beach House - Hot Tub - Private Beach
Don't see what you're looking for?
See all available properties in Scotland
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.

Top Picks

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