
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.

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.

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.

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

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.

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.

4 bedrooms house, with 3 free parking spaces
Four bedroom house in quiet residential area with 2 Deluxe Kingsize rooms, with ensuite. 1 Double Room and 1 Twin Room both sharing shower/bathroom. property is excellently located in quiet street in center of Scone, a vibrant village 2 miles away from Perth. Restaurants, pubs, supermarket, garage all within 2 minutes walking distance. Local attractions such as Perth Racecourse, Scone Palace, Perth Concert Hall within 5-10 minute drive.
Popular amenities for Cupar house rentals
House rentals with a pool

Balgavies Home Farm - Cottage

Static Caravan Holiday Home

Vacant Nests | Seton Sands | St. Andrews |Starlink

Lodge 17 St Andrews

Prestige caravan,Seton Sands holiday village, WiFi

Gean Tree Cottage, Fingask Castle, Rait, Perth

Luxury Family Lodge• Haven Seton Sands • Free WiFi

Rowan Cottage, Fingask Castle, Rait Perthshire
Weekly house rentals

5-star Luxury Retreat – Fishing, Tennis, Hot Tub

Seaside Cottage, Wemyss Estate

Caiplie Farmhouse, Caiplie, by Crail, KY10 3JR

Cosy cottage - sea views, Fife Coastal Path, Golf

Peaceful countryside house near Elie

'The Willows' on Dollarbeg Castle Estate

Grooms Bothy @ Panbride House

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

Miners Cottage

Beachy House, St Andrews

Farmhall Cottage, Perthshire, Scotland

The Cove

East Cottage, Parbroath Farm

5 South Street - Beach Front Apartment

The Millers Cottage

Beautiful Cosy Pittenweem Cottage. Nr St Andrews
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 $103 NZD 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 and kid-friendly amenities

Wi-Fi availability
10 of Cupar holiday rentals include Wi-Fi 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
- The Meadows
- Scone Palace
- The Kelpies
- Holyrood Park
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- Greyfriars Kirkyard
- Forth Bridge
- University of Edinburgh
- National Museum of Scotland
- Bruntsfield Links
- Falkirk Wheel





