House vacation rentals in Cupar

Find and book unique houses on Airbnb

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$18,838 GYD per night before taxes and fees

  • Verified guest reviews

    Over 570 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!

Top-rated house rentals in Cupar

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area is shown, featuring large windows that provide expansive views of the surrounding landscape. Comfortable seating includes two leather armchairs and a sofa adorned with cushions. A light coffee table sits on a patterned rug, contributing to the inviting atmosphere.
Home in Glenfarg

Hillside Well Cottage

Hillside Well Cottage is a family run 4 bedroom cottage set in a beautiful, peaceful location in the Perthshire countryside, with spectacular views of the Lomond Hills bordering Fife. It is centrally situated, and a perfect base for visiting many places of interest including Edinburgh, Glasgow, Stirling, Pitlochry, Gleneagles, St Andrews, Perth and Dundee. Also, locally, the East Neuk, Falkland and Kinross on the banks of lovely Loch Leven offer many attractions and are well worth a visit.

LocationValuePets

4.97 out of 5 average rating, 201 reviews
Top guest favorite
A spacious dining area is surrounded by large windows, offering views of the garden and natural surroundings. A wooden table is set for eight, complemented by comfortable brown chairs. A unique chandelier crafted from antlers hangs above the table, enhancing the inviting ambiance.
Home in Rumbling Bridge

Shiel House, Rumbling Bridge

Set in 3 acres of gardens and with beautiful views of the valley, Shiel House is the perfect retreat. This bespoke house was built by our family to provide an escape from the city and it has been furnished to provide a comfortable home from home. It would suit solo adventurers, couples, families (including with kids), and groups. Centrally located, and only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is the ideal base for golfers, walkers and visitors to Scotland.

LocationFamilyOutdoor spaces

4.89 out of 5 average rating, 233 reviews
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 Fife

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 - F1-02837-R

FamilyLocationCleanliness

4.97 out of 5 average rating, 220 reviews
Top guest favorite
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

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. For those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like Edinburgh, St Andrews, Elie or Gleneagles, all just 40 minutes away.

ValueLocationEV charging

4.98 out of 5 average rating, 136 reviews
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

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.

FamilyValueOutdoor spaces

4.96 out of 5 average rating, 142 reviews
Guest favorite
Home in Fife

No 67 Modern 2‑Bed Nr St Andrews - Free Parking

Welcome to No 67, a bright, modern ground‑floor apartment ideally located in Leuchars, perfectly positioned between St Andrews and Dundee. The upstairs apartment, No 65, is also available on Airbnb. This comfortable two‑bedroom apartment is furnished to a high standard, with fresh, contemporary décor creating a light and airy feel throughout. Free Wi‑Fi, gas central heating, and a fully equipped kitchen make it equally suited to short breaks, longer stays, or work trips.

LocationFamilyComfort

4.87 out of 5 average rating, 284 reviews
Top guest favorite
A spacious living area showcases a modern open-plan layout with light wooden flooring. Comfortable seating consists of a large sectional sofa with colorful cushions and an armchair. Natural light floods the room through large doors leading to the outdoor space, creating an airy atmosphere.
Home in Fife

Kinnessburn Cottage - free parking, close to golf

Kinnessburn cottage is a modern two storey open plan house set in the town centre but in a quiet cul de sac, well back from the main thoroughfare through the town. It is a short walk from the shops, university, cathedral, beaches and the Old Course. Luxurious soft furnishings with a welcoming fresh and cosy feel make it an ideal property for those looking for a pleasant and relaxing getaway in this historic town. Licence Number FI 00076 P

LocationValueBeach

4.97 out of 5 average rating, 103 reviews
Guest favorite
The country house features a unique architectural design, showcasing a combination of stone and rendered walls. Climbing greenery adorns the exterior, while large green doors invite entry. Surrounding trees provide a natural frame, enhancing the peaceful rural setting.
Home in Rait

Country house in pretty small glen

Dog friendly with open fire .Charming accessible country house in unspoilt setting ideal for walking/ cycling.Double height main room has minstrels gallery and open log fire, great for parties.The 14 seated dining hall has doors onto sunny terrace and grounds. A private wood comes with the house with direct access to miles of empty hill and moor..Separately a cottage that sleeps 6 is available

FamilyValueOutdoor spaces

4.84 out of 5 average rating, 256 reviews
Guest favorite
Home in East Lothian

Large 3 bed home close to excellent golf courses.

Large, beautiful 3 bedroom home situated in a quiet residential area. Less than a mile from Championship golf courses and local amenities are a 10 minute walk through the beautiful village of Gullane. The home is equipped with WiFi, Sky TV and a beautifully large garden ideal for relaxing and unwinding. *Please not there is a step into the property via the front door and rear door.

LocationValueBathroom

4.95 out of 5 average rating, 111 reviews
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

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.

ValueFamilyIndoor spaces

4.99 out of 5 average rating, 293 reviews
Guest favorite
A spacious living room is featured with two soft sofas and a stylish armchair, arranged around a central coffee table. Large sliding doors provide daylight and a view of the garden, while a circular mirror and minimalist decor enhance the modern aesthetic.
Home in Fife

WOOD HOUSE *golf, beach, university, free parking*

FI 00068 EPC - C Wood House is a newly renovated 4 bedroom house with garden and plenty of parking. The town centre is a 15 minute walk away and the beach is less than 10 minutes. Luxurious soft furnishings with a welcoming fresh and cosy feel make it an ideal property for those looking for a pleasant and relaxing getaway in this historic town.

FamilyLocationComfort

4.92 out of 5 average rating, 225 reviews
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

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.

ValueFamilyLong stay

4.99 out of 5 average rating, 199 reviews

Popular amenities for Cupar house rentals