
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 $153 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.

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.
BreakfastComfortHospitality
4.91 out of 5 average rating, 277 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.
BathroomViewSleep quality
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
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.
HospitalityIndoor spacesDecor
4.99 out of 5 average rating, 199 reviews
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.
4.78 out of 5 average rating, 139 reviews
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.
4.95 out of 5 average rating, 108 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 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
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
LocationBeachIndoor spaces

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 reviews
Static Caravan Holiday Home
4.7 out of 5 average rating, 60 reviewsWeekly house rentals

The Annexe at Kirkmay Farmhouse, Crail.
4.99 out of 5 average rating, 291 reviews
Lovely spacious Home in Historic Scone, Near Perth
4.96 out of 5 average rating, 288 reviews
Country house in pretty small glen
4.84 out of 5 average rating, 255 reviews
The Vintage - A Hidden Gem close to the Old Course
4.96 out of 5 average rating, 171 reviews
Number 37, St. Andrews
4.92 out of 5 average rating, 128 reviews
Number•30•
4.96 out of 5 average rating, 23 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 reviewsPrivate house rentals

Seaside Cottage, Wemyss Estate
5.0 out of 5 average rating, 45 reviews
Comfortable private annex with a sensational view
4.93 out of 5 average rating, 14 reviews
Newhall Gardens - Botanical Bliss
4.96 out of 5 average rating, 49 reviews
Skyline House St Andrews
4.92 out of 5 average rating, 38 reviews
Peaceful countryside house near Elie
4.98 out of 5 average rating, 58 reviews
Copthorne Cottage St Andrews Coastal Golf retreat
4.91 out of 5 average rating, 35 reviews
The Old Jewellers – Cosy retreat with rich history
4.93 out of 5 average rating, 27 reviews
Stylish and peaceful getaway for two
5.0 out of 5 average rating, 33 reviewsDestinations to explore
- Dublin Holiday rentals
- Manchester Holiday rentals
- Birmingham Holiday rentals
- Liverpool Holiday rentals
- York Holiday rentals
- Leeds Holiday rentals
- North Norfolk Holiday rentals
- Shropshire Holiday rentals
- Derbyshire Dales Holiday rentals
- Nottingham Holiday rentals
- Sheffield Holiday rentals
- Salford Holiday rentals
- Edinburgh Waverley Station
- Edinburgh Castle
- Murrayfield Stadium
- Edinburgh Zoo
- The Royal Mile
- Scone Palace
- Edinburgh Playhouse
- Pease Bay
- The Kelpies
- The Meadows
- Holyrood Park
- University of Edinburgh
- Stirling Castle
- Knockhill Racing Circuit
- Edinburgh City Centre Churches Together
- Royal Botanic Garden Edinburgh
- Princes Street Gardens
- Glenshee Ski Centre
- Bruntsfield Links
- Jupiter Artland
- Rosslyn Chapel
- Pentland Hills
- Greyfriars Kirkyard
- The Hermitage





