
House vacation 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.

Number•30•
4 bedroom property (sleeps 8 guests) located in Cupar town centre, with all essential facilities, amenities and transport links within a short walking distance. This unique building is full of character, and offers a bright and spacious stay for guests. The private entrance door is located to the front with a private courtyard to the rear. Free car parking is available in nearby car parks. 2 guests are welcome to book the lower floor (double bed room) at a discounted price, please just ask 🙂

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.

Double bedroom & en-suite garden annex
Join us to enjoy spectacular views over the Ochil hills & Strathearn Valley, wildlife and country walks from our doorstep. Own entry garden room/annex consisting of a double bedroom & bathroom. Option for a Super King-or 2 single bed. Amenities/linen/tea&coffee including towels provided. If a baby is staying, equipment can be provided. IPTV/Wifi/mini-fridge. Outdoor seating/exclusive use of the front garden. Please discuss for pet stays as outdoor kennels are available on request.

Picturesque cottage in stunning Perthshire
West Lodge is picturesque cottage on a rural farm between Auchterarder and Crieff just by the River Earn - A perfect getaway for relaxation or exploration. We are also set up with good wi-fi for working from home Downstairs is a sitting room with study desk and dining room. Both have open fires. Next door is the breakfast bar, kitchen and a utility room. Upstairs is the master bedroom, twin room and brand new bathroom. There is a charming garden with outdoor dining area.

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.

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

Balgavies Home Farm - Cottage

Static Caravan Holiday Home

Five Marches

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
Weekly house rentals

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

Warbeck House

'The Willows' on Dollarbeg Castle Estate

Maybell Cottage, Your Luxury Seaside Pad

Dunsmore Cottage

Stunning accommodation overlooking St Andrews Bay.

The Orchard, golfing luxury near St Andrews

Four bedroom detached family home near Elie
Private house rentals

Luxe 2BR Cottage Near Edinburgh with Hot Tub

Seaside Cottage, Wemyss Estate

Beachy House, St Andrews

Cosy cottage - sea views, Fife Coastal Path, Golf

Links Captains House St Andrews

Beautiful Cosy Pittenweem Cottage. Nr St Andrews

Bonnie Muir

Flour Mill House, Pitkerro Mill
Quick stats about house rentals in Cupar

Total vacation rentals
Explore 10 vacation rentals in Cupar

Nightly prices starting at
Cupar vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Cupar vacation 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





