
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.

Waterfront Cottage, St Monans, Amazing Sea Views
Waterfront is steps away from the coastal path. Downstairs has a galley kitchen leading off to conservatory/dinning area at one side,utility room and WC/shower room at the other. The living/dinning room is spacious and bright with magnificent sea views and a cosy wood burning stove, a bathroom and hall. Upstairs, is a double en-suite with stunning sea views over the Firth of Forth and a twin room. A small garden at seaside with seating and a patio to the rear. 20mins drive away from St.Andrews

Cheerful 2 bedroom home with log burner & Lazy Spa
Relax in front of the fire with the whole family at this peaceful place to stay or unwind in the spa under the stars At the foot of the Lomond hills, there are plenty of picturesque walks to enjoy as well as many hills to climb. Only 10 minutes from Loch Leven With a large secure garden, with decking and a separate patio area,you can be sure to stay in the sun all afternoon. The garden also backs on to a large playing field with goals posts. There is also a kids play park attached to this.

The Garden Townhouse
Nestled in our lovely walled garden and situated in the beautiful heritage quarter of our ancient capital Dunfermline, is the Garden Townhouse. Recently refurbished to a luxury and cosy standard, this home from home makes a great base to explore the Kingdom of Fife, Edinburgh, Glasgow and more and placed to access to the Fife Pilgrim Way. Our Townhouse was commissioned in 1875 by local legend and world-famous, Andrew Carnegie and has been stylishly converted into a bright and modern home.

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.

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.

Tranquility in the woods.
At this unique and tranquil getaway, we suggest you try leaving your phone turned off during your visit so you can fully appreciate tranquility in the woods. Enjoy the slow life, destress and go for country walks and look out for Deer, Buzzards, Horses and Sheep. Wake to the wonderful sound of birds chirping away. The cottage is small and cozy with a wood burner. 1 toilet and shower. 2 double-bed bedrooms upstairs accessed by a spiral staircase. We also have good WiFi.

Stunning holiday 'Retreat' with WOW factor!
In an elevated position with stunning panoramic views, the Retreat is a wonderful & unique getaway to relax and unwind - equally suitable as a romantic retreat for two as for an active family. Furnished to a high standard, with all your needs - outside play tennis, relax in the lovely garden, or enjoy the surrounding countryside, including 10 acres of private farmland. Centrally located - St Andrews (golf & beach) 20 mins. Train station to Edinburgh 10 mins drive.

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.

No 67 Leuchars (St Andrews) Free Off Road Parking
No 67 is one of 2 properties in Leuchars (nr St Andrews and Dundee). Excellent bus service - every 7 mins daytime 20 mins evening. Free Wi-Fi. Modern décor/furnishings make the place bright and airy. Gas central heating. Fully fitted kitchen, Hob, Oven, Microwave, Air Fryer , washing machine and fridge freezer. 42" TV and dining table. Ground Floor - Lounge and Kitchen First Floor - 2 Bedrooms - 1 Super King Bed and Bunk Beds.

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.

Luxury Seaside Home with Incredible Views
Situated on the coast of Kirkcaldy, This self contained annex within a family home, is newly decorated and furnished. It directly overlooks the sea of the Firth of Forth. Only steps away from the Fife Coastal Path. A perfect base for a holiday in the Kingdom of Fife or stopping point on the way to the Highlands and beyond.
Popular amenities for house rentals in Cupar
House rentals with a pool

Northfield, Cottage Apartment

Edinburgh, New Sea View Caravan

Static Caravan Holiday Home

Lodge 17 St Andrews

Prestige caravan,Seton Sands holiday village, WiFi

Kilconqhar Castle Estate Villa 81 - 3 Bedroom

Vacant Nests | Seton Sands | kingsbarnes Cabin

Kielder Lodge - Edinburgh, Free WIFI & Park Pass
Weekly house rentals

Seaside Cottage, Wemyss Estate

Cosy cottage - sea views, Fife Coastal Path, Golf

Orchard House, central location, great for golf

Historic Farmhouse nr Edinburgh

Dunsmore Cottage

Amazing sea views on the front line in Anstruther

The Orchard, golfing luxury near St Andrews

Stylish and peaceful getaway for two
Private house rentals

Copper Beech Lodge with Hot Tub

Fountain House: cozy cottage in historic village

Grooms Bothy @ Panbride House

Four bedroom detached family home near Elie

Luxe 5 Bedroom Guardbridge House - St Andrews

Barnyards - 4 bedroom, country house with hot tub.

Central Kinross Retreat

Charming Cottage with sea view in St Monans
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 $78 SGD per night before taxes and fees

Verified guest reviews
Over 850 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!
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- Edinburgh Waverley Station
- Edinburgh Castle
- Royal Mile
- Edinburgh Zoo
- Pease Bay
- Scone Palace
- Edinburgh Playhouse
- The Meadows
- The Kelpies
- Holyrood Park
- The Royal & Ancient Golf Club of St. Andrews
- Royal Botanic Garden Edinburgh
- Stirling Castle
- St Cyrus National Nature Reserve
- Muirfield
- North Berwick Golf Club
- Belhaven Bay Beach
- Greyfriars Kirkyard
- Kirkcaldy Beach
- St Giles' Cathedral
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- Jupiter Artland
- Lunan Bay Beach




