
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

Number 37, St. Andrews
Step into tranquillity at this charming single-storey house in of St. Andrews. Just a leisurely stroll from the East Sands beach and the picturesque St. Andrews Harbour, this recently refurbished abode promises a delightful retreat. Ideal for families, golf enthusiasts, and four-legged companions alike, this enchanting abode promises a memorable summer holiday or a cosy winter getaway, where the crackling warmth of the log burning stove sets the scene for cherished moments with loved ones.

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 00160F

Balass Lodge near The Old Course St. Andrews
Luxury country home 10min drive from the historic golfing town of St. Andrews and 1hr 20min from the stunning Cairgorms. Three bedrooms contain super king sized beds which can also be split into singles - one with an ensuite bathroom, the other two share a large main bathroom. The fourth bedroom has a king sized double bed and an ensuite shower room. The house has a games room with a pool table, smart TVs with full Sky HD, as well as a wood burning stove and a hot-tub on the terrace.

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.

Ashtrees Cottage
Ashtrees Cottage is in a beautiful rural location and has Loch Leven Nature Reserve on its door step. The Balgedie Toll Tavern & Levens Larder both less than 10 minutes walk from the Cottage. Its a great place to explore towns and villages around the East Neuk of Fife, Edinburgh, St Andrews, Gleneagles, Stirling and Glasgow all within 60 minute drive. Its a great place to base yourself if you are planning to explore the Lowlands and Southern Highlands of Scotland.

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.

The Steading - quaint, compact and comfortable
Located centrally in the quaint seaside village of Anstruther in the East Neuk o' Fife, this modernised Steading has everything you will need for a comfortable stay. One good sized double bedroom. Part of historic Cunzie House, dating back to the early 19th century.
Popular amenities for Cupar house rentals
House rentals with a pool

Northfield, Cottage Apartment

Northfield, Garden Apartment (3 bedroom)

Northfield, Garden Apartment (2 bedroom)

Lodge 17 St Andrews

Sir Stuarts House, Fingask Castle, Rait

Kilconqhar Castle Estate Villa 81 - 3 Bedroom
Weekly house rentals

Seaside Cottage, Wemyss Estate

Peaceful countryside house near Elie

Westbourne

Historic Farmhouse nr Edinburgh

Maybell Cottage, Your Luxury Seaside Pad

The Balcarres East Lodge

Grooms Bothy @ Panbride House

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

The Coopers View

Fairway lodge

Exquisite beachfront Sanctuary with Bay Vista

Catherine Cottage seaside home

Pretty 1 bedroom Cottage with Hot Tub and Terrace

Four bedroom detached family home near Elie

Hideaway Cottage

Cherry Blossom Cottage, Hot Tub
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 $104 NZD per night before taxes and fees

Verified guest reviews
Over 890 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, Wi-Fi 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 Castle
- Edinburgh Waverley Station
- The Royal Mile
- Edinburgh City Centre Churches Together
- Princes Street Gardens
- Murrayfield Stadium
- Edinburgh Zoo
- Pease Bay
- Scone Palace
- Edinburgh Playhouse
- The Meadows
- The Kelpies
- Holyrood Park
- Royal Botanic Garden Edinburgh
- Stirling Castle
- Greyfriars Kirkyard
- St Giles' Cathedral
- Glenshee Ski Centre
- The Edinburgh Dungeon
- Kingsbarns Golf Links
- Jupiter Artland
- National Museum of Scotland
- Forth Bridge
- The Real Mary King's Close




