
House holiday rentals in Cupar
Find and book unique houses on Airbnb
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 $152 NZD per night before taxes and fees

Verified guest reviews
Over 570 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, 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.

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.
ValueFamilyOutdoor spaces

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.
LocationFamilyAccess

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
ValueLocationTV

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.
LocationValueCheck-in

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.
LocationValueParks

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.
ValueFamilyHeating

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

Stylish self-catering accommodation
Stylish self-catering accommodation offers two bedrooms, panoramic views of the surrounding countryside, you can enjoy the peace and tranquillity of the accommodation while benefiting from the activities in Perth (5 miles ) and Dundee (11 miles). Convenience shop in the village (1 mile). Ideally situated for weddings at The Byre, Inchyra, Errol Park, Fingask Castle, Silverwood and Guardswell.
ValueFamilyCondition

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.
ValueFamilyCheckout

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.
ValueFamilyHospitality

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.
LocationFamilyIndoor spaces

Townhouse - central St Andrews GOLF
5 bed, 4-bath luxury townhouse located in central St Andrews. 5 mins walk to the Old Course, beaches, historical sites & charming shops, cinema, cafes, bars & restaurants of the town. Ideal base for families or groups of golfers. Large garden. Pets welcome.
ValueLocationAccess
Popular amenities for Cupar house rentals
House rentals with a pool

Seton Sands, Edinburgh, Beautiful Sea View
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Royal Mansion with Therapy Pool & Hot Tub
FamilyValueIndoor spaces

Sir Stuarts House & Bothy House
FamilyLocationLaundry

Planners House is a detached house on the harbour
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Luxury Lodge• Haven Seton Sands• WiFi •Blairgowrie
ComfortQuietKitchen

Lodge 17 St Andrews
FamilyLocationNearby

Prestige caravan,Seton Sands holiday village, WiFi
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Static Caravan Holiday Home
LocationFamilyTV
Weekly house rentals

Hillside Well Cottage
ValueFamilyGetting around

Kinnessburn Cottage - free parking, close to golf
LocationFamilySleep quality

Large 3 bed home close to excellent golf courses.
LocationFamilyBackyard

Country house in pretty small glen
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The Vintage - A Hidden Gem close to the Old Course
ValueFamilyPets

Number•30•
FamilyValueCleanliness

Tea Garden Cottage near St Andrews, Fife
LocationFamilyGetting around

The Old Post Office
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Private house rentals

Seaside Cottage, Wemyss Estate
FamilyLocationWalkability

Comfortable private annex with a sensational view
LocationHeatingGetting around

Skyline House St Andrews
LocationFamilyBathroom

Peaceful countryside house near Elie
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Copthorne Cottage St Andrews Coastal Golf retreat
LocationFamilyOutdoor spaces

Stylish and peaceful getaway for two
LocationFamilyGetting around

Exquisite beachfront Sanctuary with Bay Vista
LocationFamilyCleanliness

Newhall Gardens - Botanical Bliss
FamilyLocationGetting around
Destinations to explore
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- Edinburgh Waverley Station
- Edinburgh Castle
- Murrayfield Stadium
- Edinburgh Zoo
- The Royal Mile
- Scone Palace
- Edinburgh Playhouse
- The Kelpies
- Pease Bay
- The Meadows
- Holyrood Park
- Edinburgh City Centre Churches Together
- University of Edinburgh
- Knockhill Racing Circuit
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- Princes Street Gardens
- Jupiter Artland
- Bruntsfield Links
- Rosslyn Chapel
- Pentland Hills
- Greyfriars Kirkyard
- St Giles' Cathedral





