
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 ﺩ.ﺇ 331 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.

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.
4.97 out of 5 average rating, 200 reviews
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.
4.89 out of 5 average rating, 229 reviews
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.
4.91 out of 5 average rating, 275 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 - F1-02837-R
4.97 out of 5 average rating, 219 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. 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.
4.98 out of 5 average rating, 136 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.
4.96 out of 5 average rating, 141 reviews
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.
4.87 out of 5 average rating, 281 reviews
The Vintage - A Hidden Gem close to the Old Course
The Vintage... A well-struck 2-iron away from the 1st tee of the Old Course, 100 yards from the seafront and close to the town center. Tucked away but in the middle of it all, The Vintage is a delightful, free-standing, fully renovated, three bedroom house with a large conservatory and a unique private patio garden. Located in the conservation area, with no direct access for cars, the only noise one hears is the wind and the occasional seagull flying overhead.
4.96 out of 5 average rating, 171 reviews
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
4.97 out of 5 average rating, 102 reviews
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.
4.92 out of 5 average rating, 221 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.
4.99 out of 5 average rating, 198 reviews
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.
4.96 out of 5 average rating, 161 reviewsPopular amenities for Cupar house rentals
House rentals with a pool

Seton Sands, Edinburgh, Beautiful Sea View
4.86 out of 5 average rating, 183 reviews
Royal Mansion with Therapy Pool & Hot Tub
5.0 out of 5 average rating, 6 reviews
Sir Stuarts House & Bothy House
4.77 out of 5 average rating, 75 reviews
Planners House is a detached house on the harbour
5.0 out of 5 average rating, 12 reviews
Luxury Lodge• Haven Seton Sands• WiFi •Blairgowrie

Lodge 17 St Andrews
4.86 out of 5 average rating, 7 reviews
Prestige caravan,Seton Sands holiday village, WiFi
5.0 out of 5 average rating, 20 reviews
Vacant Nests | The Belfry | Starlink | Sleeps 8
5.0 out of 5 average rating, 13 reviewsWeekly house rentals

Country house in pretty small glen
4.84 out of 5 average rating, 254 reviews
Large 3 bed home close to excellent golf courses.
4.95 out of 5 average rating, 108 reviews
The Annexe at Kirkmay Farmhouse, Crail.
4.99 out of 5 average rating, 291 reviews
Number•30•
4.95 out of 5 average rating, 22 reviews
Tea Garden Cottage near St Andrews, Fife
4.98 out of 5 average rating, 59 reviews
The Old Post Office
4.92 out of 5 average rating, 25 reviews
The Orchard, golfing luxury near St Andrews
4.96 out of 5 average rating, 27 reviews
Vicarsford Farmhouse
5.0 out of 5 average rating, 18 reviewsPrivate house rentals

Comfortable private annex with a sensational view
4.93 out of 5 average rating, 14 reviews
Peaceful countryside house near Elie
4.98 out of 5 average rating, 57 reviews
Newhall Gardens - Botanical Bliss
4.96 out of 5 average rating, 49 reviews
The Old Jewellers – Cosy retreat with rich history
4.93 out of 5 average rating, 27 reviews
Copthorne Cottage St Andrews Coastal Golf retreat
4.91 out of 5 average rating, 34 reviews
Barnyards - 4 bedroom, country house with hot tub.
4.96 out of 5 average rating, 70 reviews
Stylish and peaceful getaway for two
5.0 out of 5 average rating, 33 reviews
Four bedroom detached family home near Elie
5.0 out of 5 average rating, 21 reviewsDestinations to explore
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