House vacation rentals in Cupar

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Top-rated house rentals in Cupar

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Top guest favorite
A low stone wall borders the sea view, adorned with a mix of textured plants. Two light blue seating benches are positioned on a pebble-strewn area, offering a serene outdoor space to enjoy the coastal landscape.
Home in Saint Monans
4.95 out of 5 average rating, 222 reviews

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

Top guest favorite
The entrance to Newtonlees Cottage is framed by a textured stone wall, featuring a white door with a glass panel. Three steps lead up to the door, with potted plants positioned at its base and soft gravel surrounding the entrance.
Home in East Lothian Council
4.99 out of 5 average rating, 176 reviews

Newtonlees Cottage-A hidden gem!

Peaceful and homey self-contained accommodation - a separated annexe to our home. It is on the outskirts of Dunbar but within walking distance (~25 mins). Tucked behind new housing but your back garden is private. We are close to beautiful beaches and golf courses. Fresh milk, butter, cereals, coffee and something to toast are provided. Ideal for exploring the Lothians /Northumbria, or to just chill. Farm track road so please note the lower end of the road is prone to potholes in sections.

Top guest favorite
The lounge features a light-toned sofa and an armchair adorned with colorful cushions. A coffee table is positioned in the center, complemented by a plant. A modern television is mounted on the wall, with a corner fireplace adding a cozy touch. Natural light flows through a large window.
Home in Polwarth
4.98 out of 5 average rating, 188 reviews

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

Top guest favorite
The exterior of Fossil Cottage is visible, featuring a stone façade and a charming conservatory with multiple glass panels. A gravelled area is present, providing ample space around the building, and the sky is partly cloudy, lending a muted light to the scene.
Home in Strathkinness
4.97 out of 5 average rating, 130 reviews

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.

Top guest favorite
A stone cottage is set among a landscaped garden, featuring a gravel pathway. The structure displays a traditional design with multiple windows and a slate roof. Colorful flowers bloom in front, contributing to the rural charm of the setting.
Home in Wester Balgedie
4.99 out of 5 average rating, 183 reviews

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.

Guest favorite
Panoramic views of rolling green hills and farmland are displayed, with distant mountains visible under a partly cloudy sky. Lush fields stretch across the landscape, dotted with trees and farm buildings, creating a serene natural environment.
Home in Fife
4.97 out of 5 average rating, 151 reviews

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.

Top guest favorite
An aerial view captures the charming coastal village, displaying a mix of colorful homes lining the shoreline. Rocky terrain transitions to grassy hills in the background, with the sea gently lapping against the shore, creating a serene seaside atmosphere.
Home in West Wemyss
4.99 out of 5 average rating, 176 reviews

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.

Guest favorite
The kitchen features modern grey cabinetry and a bright yellow wall, with a stainless-steel oven and microwave. A washing machine is present, along with essential appliances like a kettle and toaster. Natural light streams through the window, illuminating the space.
Home in Leuchars
4.87 out of 5 average rating, 252 reviews

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.

Top guest favorite
A historical farmhouse is covered in vibrant red climbing vines, creating an appealing exterior. A dark vehicle is parked nearby on the gravel driveway, with well-maintained garden areas visible in front. The surrounding green lawn offers a spacious setting.
Home in Crail
4.99 out of 5 average rating, 258 reviews

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.

Guest favorite
The cottage is set against a clear blue sky, surrounded by lush greenery and vibrant flowers. The stone exterior is accented by a traditional roof, and the windows allow natural light to fill the interior spaces.
Home in Alyth
4.93 out of 5 average rating, 213 reviews

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.

Top guest favorite
A seaside view is captured from the terrace, showcasing the expansive shoreline and water of the Firth of Forth. Glass railings outline the deck area, while well-maintained gardens feature colorful decorations and landscaping, contributing to the coastal charm of the location.
Home in Fife
4.99 out of 5 average rating, 188 reviews

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.

Top guest favorite
The entrance to the modernised Steading features a white door framed by a stone wall. The pathway is lined with square pavers and small flowering plants. A step leads up to the entrance, with additional steps leading to the left.
Home in Anstruther
4.86 out of 5 average rating, 401 reviews

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

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 G$12,560 GYD per night before taxes and fees

  • Verified guest reviews

    Over 850 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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