
House holiday rentals in Cupar
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Top-rated house rentals in Cupar
Guests agree: these houses are highly rated for location, cleanliness and more.

Auld Lang Syne, St. Andrews
Step into luxury at Auld Lang Syne, an award-winning detached self-catering holiday home in St Andrews. Winner of the prestigious Best Family Home for Scotland 2013 at the Herald Property Awards. Accommodating up to 12 guests, in 9 separate beds, over three floors, Auld Lang Syne is perfect for both short breaks and longer holidays. Whether you’re planning a reunion with friends, a family gathering or are a large golfing group, this holiday home offers ample space and comfort for everyone.

Hillside Well Cottage
Hillside Well Cottage is a family run 4 bedroom cottage set in a beautiful, peaceful location in the Perthshire countryside, with spectacular views of the Lomond Hills bordering Fife. It is centrally situated, and a perfect base for visiting many places of interest including Edinburgh, Glasgow, Stirling, Pitlochry, Gleneagles, St Andrews, Perth and Dundee. Also, locally, the East Neuk, Falkland and Kinross on the banks of lovely Loch Leven offer many attractions and are well worth a visit.

welcoming dogs and their servants, Hot Tub & View
Discover your perfect Scottish hideaway with our wood-fired hot tub, wildlife-filled garden, and ideal location for exploring Scotland. The Howff is the perfect base to discover sandy beaches, forests, historic towns and ancient castles nearby. We are Just minutes from St Andrews, Perth, Dundee. The Howff combines countryside charm with city convenience. Ladybank train station or Kinross Park and Ride will allow you to forget about the car and enjoy Edinburgh which is an hour away.

Coastal 2 bedroom house - golf/ beach getaway
Lovely bright and cheerful House with access to private garden, in a lovely fife coastal village. The House has good walking access to local attractions including being only 2 minutes from Scotscraig Golf Club (13th Oldest in the World) and 10mins from the stunning Kinshaldy Beach with views over the river Tay, The village also has several charming cafes, bars and local shops. Tayport is nestled between Dundee and the Historic Town of St Andrews. Short-term let licence - F1 00160F

Beautiful 4 bdrm Farmhouse with ocean views, Fife.
Drinkbetween Farmhouse has recently been refurbished. Sleeping anywhere from 4 up to 8 guests it is ideally situated in a beautiful & peaceful rural setting on Banchory Farm, just 40 minutes from Edinburgh. There is a large contained garden. It has spectacular views over the fields to the ocean so you can truly relax. However, for those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like St Andrews, Elie or Gleneagles, all just 40 minutes away.

Muma Bears House
This is Muma Bears house and it always will be. She was my Mother and this is what me and my girls always called her. She passed in June 2021 and i have spent the last year renovating her house. She was a force and i hope we have done her proud. I want the house to come alive. So welcome! Cosy up in front of the fire, play the piano and unwind in peace. Bring along your slippers. Get the board games out and relax with family and friends. Enjoy the sound of the fire at night.

Rural cottage retreat with hot tub
Jordanstone's Orchard Cottage is a perfect getaway for two couples or a small family. Comfortable, cozy and nestled in quiet part of a beautiful estate, the Orchard Cottage is well laid out across a single-storey. It is adjacent to an apple orchard which forms part of the walled Victorian estate, in which there is plenty of space to walk and be with nature. With a top of the line hot tub and a secure garden for your little furry friend, this cottage won't disappoint!

Shiel House, Rumbling Bridge
Set in 3 acres of gardens and with beautiful views of the valley, Shiel House is the perfect retreat. This bespoke house was built by our family to provide an escape from the city and it has been furnished to provide a comfortable home from home. It would suit solo adventurers, couples, families (with kids), and big groups. Only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is also the ideal base for golfers, walkers and visitors to Scotland.

Stylish Courtyard House in Fife Coastal Village
The Wall House was converted in 2020 from an historic fishing net repair building - it's old outside but super energy efficient & modern inside. It’s a truly unique, stylish and comfortable place to be. The Wall House is also designed to be accessible to a person with restricted mobility. Set in a Fife seaside conservation village you’ll find yourself in a 'get away from it all' location but just a short drive to Edinburgh, the East Neuk & St Andrews.

Ashtrees Cottage
Ashtrees Cottage is in a beautiful rural location and has Loch Leven Nature Reserve on its door step. The Balgedie Toll Tavern & Loch Levens Larder both less than 10 minutes walk from the Cottage. It’s a great place to explore towns and villages around the East Neuk of Fife, Edinburgh, St Andrews, Gleneagles, Stirling and Glasgow. Its a great place to base yourself if you are planning to explore the Lowlands and Southern Highlands of Scotland.

Number 3 St Andrews
Comfortable 2 bedroom home, well equipped for self catering. Non smoking. Front access 4 steps, rear 1 step. Lovely, sheltered sunny garden with outside seating/table at rear. Local hosts. Nearby facilities include convenience shops/M&S Food hall/Aldi and Morrisons Supermarket/10 min walk St Andrews town centre also local bus service to town/15-20 min walk to Golf area and West Sands/15min walk to East Sands and indoor leisure centre.

No 67 Leuchars (St Andrews) Free Off Road Parking
No 67 is one of 2 properties in Leuchars (nr St Andrews and Dundee). Excellent bus service - every 7 mins daytime 20 mins evening. Free Wi-Fi. Modern décor/furnishings make the place bright and airy. Gas central heating. Fully fitted kitchen, Hob, Oven, Microwave, Air Fryer , washing machine and fridge freezer. 42" TV and dining table. Ground Floor - Lounge and Kitchen First Floor - 2 Bedrooms - 1 Super King Bed and Bunk Beds.
Popular amenities for house rentals in Cupar
House rentals with a pool

Balgavies Home Farm - Cottage

Lodge 17 St Andrews

Prestige caravan,Seton Sands holiday village, WiFi

Vacant Nests | The Belfry | Starlink | Sleeps 8

Static Caravan Holiday Home

Gean Tree Cottage, Fingask Castle, Rait, Perth

Luxury Family Lodge• Haven Seton Sands • Free WiFi

Rowan Cottage, Fingask Castle, Rait Perthshire
Weekly house rentals

Miners Cottage

Corn Flour Lodge, Pitkerro Mill

The Coopers View

Historic Farmhouse nr Edinburgh

The Old Jewellers – Cosy retreat with rich history

Strathtyrum Farmhouse, St Andrews

East Cottage, Parbroath Farm

Grooms Bothy @ Panbride House
Private house rentals

Cosy cottage - sea views, Fife Coastal Path, Golf

Peaceful countryside house near Elie

The Cove

Beautiful 2 bedroom house with parking

Skyline House St Andrews

Fairway Lodge for up to 8 adults and 2 children

Beadles Cottage - Family Haven, Modern-Town Centre

Amazing sea views on the front line in Anstruther
Quick stats about house rentals in Cupar

Total holiday rentals
Explore 10 holiday rentals in Cupar

Nightly prices starting at
Cupar holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Cupar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupar rentals

4.9 Average rating
Cupar stays are highly rated by guests – averaging 4.9 out of 5!
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- Edinburgh Waverley Station
- Edinburgh Castle
- The Royal Mile
- Edinburgh City Centre Churches Together
- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
- Scone Palace
- The Kelpies
- The Meadows
- Pease Bay
- Holyrood Park
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Greyfriars Kirkyard
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- National Museum of Scotland
- Forth Bridge
- Kingsbarns Golf Links
- Rosslyn Chapel
- University of Edinburgh




