House holiday rentals in Cupar

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Top-rated house rentals in Cupar

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Top Guest favourite
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, 219 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

Guest favourite
A comfortable living room is furnished with two cozy sofas and an accent chair. A large flat-screen TV is mounted on a textured wall, while natural light floods the space through wide windows, offering views of the greenery outside. A wooden mantelpiece frames a decorative area.
Home in Gateside
4.87 out of 5 average rating, 150 reviews

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.

Top Guest favourite
The exterior of the Garden Townhouse is showcased, featuring a stone façade with large windows. The entrance is highlighted by a welcoming porch. Surrounding the house are vibrant flowers and greenery, adding a touch of nature to the scene.
Home in Dunfermline
4.99 out of 5 average rating, 197 reviews

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.

Top Guest favourite
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
4.99 out of 5 average rating, 184 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 favourite
The charming farmhouse with a stone facade stands prominently in a peaceful setting, framed by a white picket fence. Flowers bloom at the entrance, complementing the spacious gravel driveway, which provides a welcoming approach to the inviting home.
Home in Fife
4.98 out of 5 average rating, 122 reviews

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.

Top Guest favourite
A well-appointed bedroom features a spacious bed adorned with white bedding. Floral wallpaper adds a soft touch, while a bedside lamp illuminates the room. A small armchair and a folding table provide additional seating and convenience. Natural light enters through a window, enhancing the space.
Home in Auchterarder
4.97 out of 5 average rating, 147 reviews

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.

Top Guest favourite
The exterior of a cottage is presented, featuring a blend of stone and wooden materials. A raised deck with a railing is visible, accompanied by outdoor seating for several people. The surrounding greenery includes tall trees under a partly cloudy sky.
Home in Wellbank
4.98 out of 5 average rating, 140 reviews

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.

Guest favourite
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 favourite
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, 173 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 favourite
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, 248 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 favourite
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, 254 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.

Top Guest favourite
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.

Popular amenities for Cupar house rentals

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 $107 NZD 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 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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