
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 £67 per night before taxes and fees

Verified guest reviews
Over 570 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.

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 - F1-02837-R

Craigashleigh Cottage, Sea side village home.
300 year old building, newly renovated in the picturesque fishing village of Crail. 1 1/2 miles from 7th oldest golf course in the world and 10 miles to the world class St.Andrews Golf Course. Short walk to beach front and a beautiful harbour as well as Fife Coastal Path. Has a lovely pottery shop where items are made on the premises. If you don't feel like cooking Crail has a good fish and chip shop. Pubs & grocery shops near by. Everything is within walking distance form the house.

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. For those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like Edinburgh, St Andrews, Elie or Gleneagles, all just 40 minutes away.

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.

Large 3 bed home close to excellent golf courses.
Large, beautiful 3 bedroom home situated in a quiet residential area. Less than a mile from Championship golf courses and local amenities are a 10 minute walk through the beautiful village of Gullane. The home is equipped with WiFi, Sky TV and a beautifully large garden ideal for relaxing and unwinding. *Please not there is a step into the property via the front door and rear door.

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

Static Caravan Holiday Home

Five Marches

Lodge 17 St Andrews

Planners House is a detached house on the harbour

Prestige caravan,Seton Sands holiday village, WiFi

Vacant Nests | The Belfry | Starlink | Sleeps 8

Lux 3‑Bed Caravan Haven•Edinburgh Close•Free WiFi

Gean Tree Cottage, Fingask Castle, Rait, Perth
Weekly house rentals

Seaside Cottage, Wemyss Estate

Warbeck House

Number•30•

Number 37, St. Andrews

The Orchard, golfing luxury near St Andrews

Mar House, comfortable and homely !

Stylish and peaceful getaway for two

The Shieling commanding views over St Andrews Bay
Private house rentals

Farmhall Cottage, Perthshire, Scotland

St Andrews Holiday House, Fife

Maybell Cottage, Your Luxury Seaside Pad

Skyline House St Andrews

Vicarsford Farmhouse

Exquisite beachfront Sanctuary with Bay Vista

Grooms Bothy @ Panbride House

Four bedroom detached family home near Elie
Destinations to explore
- Edinburgh Waverley Station
- Edinburgh Castle
- Murrayfield Stadium
- Edinburgh Zoo
- The Royal Mile
- Edinburgh Playhouse
- The Kelpies
- Pease Bay
- The Meadows
- Holyrood Park
- Edinburgh City Centre Churches Together
- Stirling Castle
- University of Edinburgh
- Knockhill Racing Circuit
- Glenshee Ski Centre
- Jupiter Artland
- Princes Street Gardens
- Rosslyn Chapel
- Bruntsfield Links
- Pentland Hills
- St Giles' Cathedral
- Greyfriars Kirkyard
- The Hermitage
- The Edinburgh Dungeon





