
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$18,830 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.

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.
LocationFamilyAccuracy
4.89 out of 5 average rating, 232 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
FamilyLocationAccess
4.97 out of 5 average rating, 220 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.
LocationValueKitchen
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.
FamilyLocationSleep quality
4.96 out of 5 average rating, 142 reviews
Muma Bears House
This is Muma Bears house and it always will be. She was my Mother and this is what me and my girls always called her. She passed in June 2021 and i have spent the last year renovating her house. She was a force and i hope we have done her proud. I want the house to come alive. So welcome! Cosy up in front of the fire, play the piano and unwind in peace. Bring along your slippers. Get the board games out and relax with family and friends. Enjoy the sound of the fire at night.
FamilyLocationKitchen
4.98 out of 5 average rating, 177 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.
FamilyLocationOutdoor spaces
4.87 out of 5 average rating, 284 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.
ValueFamilyCheckout
4.99 out of 5 average rating, 200 reviews
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
FamilyValueBeach
4.84 out of 5 average rating, 256 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.
ValueFamilyBathroom
4.99 out of 5 average rating, 292 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.
FamilyLocationBiking
4.92 out of 5 average rating, 225 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.
FamilyLocationCondition
4.99 out of 5 average rating, 199 reviews
Converted stables in Elie 2 mins walk to the beach
North Stables, a luxury unique cottage, is idyllically positioned in Elie and our self catering holiday home is yards away from the beach. North Stables is attached to 2 further properties and were once horse stables. Off road parking for 1 car in the courtyard.
ValueFamilySleep quality
4.99 out of 5 average rating, 170 reviewsPopular amenities for Cupar house rentals
House rentals with a pool

Sir Stuarts House
LocationValueGetting around
4.77 out of 5 average rating, 75 reviews
Planners House is a detached house on the harbour
LocationFamilyGetting around
5.0 out of 5 average rating, 13 reviews
Luxury Lodge• Haven Seton Sands• WiFi •Blairgowrie
LocationAccuracyQuiet

Lodge 17 St Andrews
FamilyLocationCheckout
4.88 out of 5 average rating, 8 reviews
Prestige caravan,Seton Sands holiday village, WiFi
ValueLocationCheck-in
5.0 out of 5 average rating, 22 reviews
Vacant Nests | The Belfry | Starlink | Sleeps 8
LocationValueAccuracy
5.0 out of 5 average rating, 15 reviews
Static Caravan Holiday Home
ValueLocationAccess
4.7 out of 5 average rating, 61 reviews
Five Marches
FamilyComfortOutdoor spaces
Weekly house rentals

The Vintage - A Hidden Gem close to the Old Course
LocationValueComfort
4.96 out of 5 average rating, 172 reviews
Kinnessburn Cottage - free parking, close to golf
FamilyValueAccess
4.97 out of 5 average rating, 103 reviews
Large 3 bed home close to excellent golf courses.
FamilyLocationCheckout
4.95 out of 5 average rating, 111 reviews
Hillside Well Cottage
FamilyValueBiking
4.97 out of 5 average rating, 201 reviews
Stylish Courtyard House in Fife Coastal Village
FamilyValueWalkability
5.0 out of 5 average rating, 204 reviews
Number•30•
LocationFamilyHospitality
4.96 out of 5 average rating, 24 reviews
Tea Garden Cottage near St Andrews, Fife
FamilyLocationNearby
4.98 out of 5 average rating, 62 reviews
The Old Post Office
ValueLocationBathroom
4.9 out of 5 average rating, 30 reviewsPrivate house rentals

Comfortable private annex with a sensational view
LocationHeatingCleanliness
4.94 out of 5 average rating, 16 reviews
Peaceful countryside house near Elie
LocationValueHospitality
4.98 out of 5 average rating, 58 reviews
Newhall Gardens - Botanical Bliss
FamilyLocationQuiet
4.96 out of 5 average rating, 49 reviews
Copthorne Cottage St Andrews Coastal Golf retreat
LocationFamilyOutdoor spaces
4.92 out of 5 average rating, 38 reviews
Stylish and peaceful getaway for two
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 33 reviews
Strathtyrum Farmhouse, St Andrews
LocationComfortWalkability
5.0 out of 5 average rating, 4 reviews
Skyline House St Andrews
LocationValueCheck-in
4.92 out of 5 average rating, 39 reviews
Exquisite beachfront Sanctuary with Bay Vista
LocationValueKitchen
5.0 out of 5 average rating, 55 reviewsDestinations to explore
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