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Featured Holiday Homes in Cupar

Hot tub, beautifully restored Manse. Fantastic midweek rates available.

Hot tub, beautifully restored Manse. Fantastic midweek rates available.

Stanley
Located in Perth, this vacation home is in a rural location, within a 5-minute drive of Historic Scotland Stanley Mills and Active Kids Adventure Park.
Hot tub, beautifully restored Manse. Fantastic midweek rates available.
Luxury Townhouse with Hot Tub - *last few summer dates*

Luxury Townhouse with Hot Tub - *last few summer dates*

St Andrews
A stay at this vacation home places you in the heart of St. Andrews, just a 2-minute walk from University of St. Andrews and within a 5-minute drive of Old Course ...
Luxury Townhouse with Hot Tub - *last few summer dates*
This is the property to stay if you like a seaview

This is the property to stay if you like a seaview

Cellardyke
With a stay at this vacation home in Anstruther, you'll be within a 15-minute drive of University of St. Andrews and Scottish Fisheries Museum.
This is the property to stay if you like a seaview
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Swilken View, 5 Star Selfcatering House Overlooking the Old Course in St Andrews

Swilken View, 5 Star Selfcatering House Overlooking the Old Course in St Andrews

St Andrews
When you stay at this vacation home in St. Andrews, you'll be by the sea, just steps from University of St. Andrews and Old Course at St Andrews.
Swilken View, 5 Star Selfcatering House Overlooking the Old Course in St Andrews
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

St. Andrews
When you stay at this vacation home in St. Andrews, you'll be by the sea, within a 10-minute walk of University of St. Andrews and Old Course at St Andrews.
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course

The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course

KY16 9AU St Andrews
When you stay at this vacation home in St. Andrews, you'll be on the beach, just steps from University of St. Andrews and 3 minutes by foot from Old Course at ...
The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course
Victorian Mansion, fully refurbished, sleeps 24 guests in 12  ensuite bedrooms

Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms

Carnoustie
Located in Carnoustie, this vacation home is in a rural location, within a 5-minute drive of Carnoustie Beach and Carnoustie Golf Links.
Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms
Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.

Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.

Glenlomond
Located in Kinross, this vacation home is in a rural location, within a 10-minute drive of Montgomery Course at the Green Hotel and Kinross Golf Club.
Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.
Family house near Elie, golf, beaches, sea view, great base for the East Neuk

Family house near Elie, golf, beaches, sea view, great base for the East Neuk

St Monans
Located in Anstruther, this vacation home is by the sea, a 1-minute drive from St Monans Heritage Collection and 6 minutes from Anstruther Golf Club.
Family house near Elie, golf, beaches, sea view, great base for the East Neuk
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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.

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

Holiday houses in Cupar 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 Cupar 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 Cupar adventures, obvs.

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

Cupar Holiday Homes essential information

Accommodation
466 Holiday Homes
Lowest Price
AU$139
Highest Price
AU$185
Popular accommodation
Hot tub, beautifully restored Manse. Fantastic midweek rates available., Luxury Townhouse with Hot Tub - *last few summer dates*, This is the property to stay if you like a seaview, Swilken View, 5 Star Selfcatering House Overlooking the Old Course in St Andrews, Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms, The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course, Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms, Idyllic views over Loch Leven. Excellent location for travelling & keen golfers., Family house near Elie, golf, beaches, sea view, great base for the East Neuk

Top trending hotels in Cupar

Lomond Hills Hotel & Health Club

Lomond Hills Hotel & Health Club

3 out of 5
Lomond Road, Cupar, Scotland
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 23 Mar to 24 Mar
AU$139
includes taxes & fees
23 Mar - 24 Mar
Located in Cupar, Lomond Hills Hotel & Health Club is in a rural location, a 4-minute drive from Happy Hounds Secure Dog Walking Field and 5 minutes from Falkland ...
Lomond Hills Hotel & Health Club
Dakota Edinburgh

Dakota Edinburgh

3.5 out of 5
Ferrymuir Retail Park, South Queensferry, Scotland
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 16 Mar to 17 Mar
AU$153
includes taxes & fees
16 Mar - 17 Mar
Located in South Queensferry, Dakota Edinburgh is a 4-minute drive from Forth Rail Bridge and 14 minutes from Linlithgow Palace.
Dakota Edinburgh
Village Hotel Edinburgh

Village Hotel Edinburgh

4 out of 5
140 Crewe Road South, Edinburgh, Scotland
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 16 Mar to 17 Mar
AU$185
includes taxes & fees
16 Mar - 17 Mar
Located in Edinburgh (Craigleith), Village Hotel Edinburgh is within a 10-minute drive of Princes Street and Edinburgh Castle.
Village Hotel Edinburgh
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Apex City Quay Hotel & Spa

Apex City Quay Hotel & Spa

4 out of 5
1 West Victoria Dock Road, Dundee, Scotland
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 23 Mar to 24 Mar
AU$148
includes taxes & fees
23 Mar - 24 Mar
With a stay at Apex City Quay Hotel & Spa, you'll be centrally located in Dundee, just a 4-minute walk from HMS Unicorn and 7 minutes by foot from V&A ...
Apex City Quay Hotel & Spa
Don't see what you're looking for?
See all available properties in Cupar
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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.