
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

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

Rose Cottage - a cosy rural hideaway for two
This beautifully appointed, spacious cottage is light and airy yet delightfully snug in winter. Explore the lovely surrounding Perthshire countryside or simply relax and enjoy the space. Lose yourself in the gorgeous scenery, walk in the hills, or swim in the lochs...there is so much to do and so many fun local day trips. Rose Cottage is very well located for exploring Scotland! Bookings are available starting on a Friday or Monday, minimum stay 3 nights. Sorry no children or pets.

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.

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.

Charming, well-equipped garden cottage and hot tub
Beautiful, secluded and tranquil, choose this cosy little cottage to retreat away from your troubles or enjoy a romantic getaway. Ideal for couples or a small group of friends, Jordanstone's Gardener's Cottage is a snug, rustic retreat with plenty of home comforts. And if you have a furry friend, they’re welcome too, as the Gardener's Cottage is dog friendly.

Exceptional home only 2 miles from city centre.
Sole occupancy of this home. Freshly decorated to a high standard with colourful soft furnishings. Modern appliances but with a cosy atmosphere. All rooms are sunny and bright with a pleasant outlook. Arthur Seat and Portobello Beach within walking distance. Bus stop right outside on street taking you into the city within 10 minutes.

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

Historic Farmhouse nr Edinburgh

Warbeck House

Number•30•

The Balcarres East Lodge

Pitcorthie House

Amazing sea views on the front line in Anstruther

The Orchard, golfing luxury near St Andrews
Private house rentals

Peaceful countryside house near Elie

Cosy cottage - sea views, Fife Coastal Path, Golf

Exquisite beachfront Sanctuary with Bay Vista

Fountain House: cozy cottage in historic village

Grooms Bothy @ Panbride House

4 bedroom / 2 bathroom house in desirable area.

Barnyards - 4 bedroom, country house with hot tub.

10mins to St Andrews & Dundee. 5 mins to beach
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 € 51 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!
Destinations to explore
- 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
- Muirfield
- St Cyrus National Nature Reserve
- North Berwick Golf Club
- Belhaven Bay Beach
- Greyfriars Kirkyard
- Kirkcaldy Beach
- St Giles' Cathedral
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- Jupiter Artland
- Glenshee Ski Centre




