
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.

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.

Bridge Cottage, Magical 2 bedroom apartment
If your looking for something a little different then the stable wing of The Bridge House may be just for you! My unusual holiday home is part of the unique Bridge House built over the River Ardle in k1881. It has recently been renovated to a warm and cosy standard! Charming original features including stone spiral stairs, traditional Scottish timber clad walls, brick and pine flooring. All mod cons including wifi & smart TV. Quiet, peaceful and rural location. Pretty views.

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.

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!

The Historic Dalkeith Water Tower
The water tower is a bespoke home in an historic building sensitively converted by its architect owner. The tower is located in the historic town of Dalkeith and the settlement of Eskbank. 20 minutes by car from Edinburgh airport. A bus service into Edinburgh stops every 10- 15 minutes, the bus stop is a 2 minute walk away. 25 minutes by rail to the Scottish Borders or to the centre of Edinburgh from the local Eskbank Train Station, a 20 minute walk from the tower.

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.

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.
Popular amenities for Cupar house rentals
House rentals with a pool

Balgavies Home Farm - Cottage

Static Caravan Holiday Home

Lodge 17 St Andrews

Cosy Romantic Cottage, Pitlochry

Prestige caravan,Seton Sands holiday village, WiFi

Esk - Indoor pool, jacuzzi, Hot Tub & great views

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

Luxury Family Lodge• Haven Seton Sands • Free WiFi
Weekly house rentals

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

Seaside Cottage, Wemyss Estate

Gardener's Cottage

Peaceful countryside house near Elie

Historic Farmhouse nr Edinburgh

Beautiful Windmill Cottage

Luxury 5* home 20 mins from Edinburgh

Bonnie Muir
Private house rentals

Beachy House, St Andrews

Newhall Gardens - Botanical Bliss

Cosy cottage - sea views, Fife Coastal Path, Golf

Corn Flour Lodge, Pitkerro Mill

Strathtyrum Farmhouse, St Andrews

Castle Beach- Elegant Villa by the Sea

5 South Street - Beach Front Apartment

2 bedroom home in Crail near to 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 $84 AUD 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
- Scone Palace
- The Meadows
- The Kelpies
- Pease Bay
- Holyrood Park
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- St Giles' Cathedral
- Greyfriars Kirkyard
- Jupiter Artland
- The Edinburgh Dungeon
- National Museum of Scotland
- Forth Bridge
- Kingsbarns Golf Links
- University of Edinburgh
- Bruntsfield Links





