
House holiday rentals in Cupar
Find and book unique houses on Airbnb
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 $77 SGD 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!
Top-rated house rentals in Cupar
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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 (including with kids), and groups. Centrally located, and only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is the ideal base for golfers, walkers and visitors to Scotland.

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.

Fossil Cottage , Strathkinness close to St Andrews
Fossil Cottage, is located in the village of Strathkinness. Recently renovated and refurnished this self-contained accommodation on the grounds of Fossil House, pet friendly and the perfect spot for a week away for families or groups of 4! Features include Secure off-street parking, enclosed garden, fibre-optic broadband, wood fire and fully equipped kitchen. Ideally located 3 miles from the centre of St Andrews the home of Golf and in easy reach of the beautiful East Neuk.

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.

No 67 Modern 2‑Bed Nr St Andrews - Free Parking
Welcome to No 67, a bright, modern ground‑floor apartment ideally located in Leuchars, perfectly positioned between St Andrews and Dundee. The upstairs apartment, No 65, is also available on Airbnb. This comfortable two‑bedroom apartment is furnished to a high standard, with fresh, contemporary décor creating a light and airy feel throughout. Free Wi‑Fi, gas central heating, and a fully equipped kitchen make it equally suited to short breaks, longer stays, or work trips.

The Vintage - A Hidden Gem close to the Old Course
The Vintage... A well-struck 2-iron away from the 1st tee of the Old Course, 100 yards from the seafront and close to the town center. Tucked away but in the middle of it all, The Vintage is a delightful, free-standing, fully renovated, three bedroom house with a large conservatory and a unique private patio garden. Located in the conservation area, with no direct access for cars, the only noise one hears is the wind and the occasional seagull flying overhead.

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.

Artists Mews House near City Centre
Stay in an architecturally designed, unique Georgian mews house in Stockbridge. Quiet, comfortable and entirely self-contained, the space is filled with natural light, original artworks, wood and stone. With private access to river gardens leading to vibrant Stockbridge, the house is a perfect base to explore Edinburgh or use as a sanctuary for rest, work or a longer stay. Recommended by The Times, Condé Nast Traveller, House & Garden and Elle.

The Annexe at Kirkmay Farmhouse, Crail.
The Annexe is a bright, two-bedroomed house attached to the main farmhouse. It is self-contained with it’s own parking and garden areas. The property has been completely re-wired, re-plumbed and re-decorated with new beds, kitchen and bathroom. This a convenient rental for guests attending an event in The Cow Shed at Sypsies Farm. We are roughly 300m away along the farm track.
Popular amenities for house rentals in Cupar
House rentals with a pool

Balgavies Home Farm - Cottage

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

House: sea view for golf & access to local spa/gym

Luxury Family Lodge• Haven Seton Sands • Free WiFi

Rowan Cottage, Fingask Castle, Rait Perthshire
Weekly house rentals

Seaside Cottage, Wemyss Estate

Gardener's Cottage

Beachy House, St Andrews

Caiplie Farmhouse, Caiplie, by Crail, KY10 3JR

Corn Flour Lodge, Pitkerro Mill

Historic Farmhouse nr Edinburgh

'The Willows' on Dollarbeg Castle Estate

Amazing sea views on the front line in Anstruther
Private house rentals

Steprock Cottage - Cosy, Quiet, Central - Perfect!

Miners Cottage

WeeBothy - Cottage & hot tub w. countryside view

Newhall Gardens - Botanical Bliss

Luxury Private Mews House in Edinburgh’s New Town

Castle Beach- Elegant Villa by the Sea

Craighall House, Stunning River Tay Views & Garden

Beautiful Windmill Cottage
Destinations to explore
- Durham Holiday rentals
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- Oarwen Holiday rentals
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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 Meadows
- Holyrood Park
- The Kelpies
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Greyfriars Kirkyard
- Jupiter Artland
- Kingsbarns Golf Links
- The Edinburgh Dungeon
- Forth Bridge
- National Museum of Scotland
- University of Edinburgh
- Bruntsfield Links





