
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 $104 NZD per night before taxes and fees

Verified guest reviews
Over 550 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.

Auld Lang Syne, St. Andrews
Step into luxury at Auld Lang Syne, an award-winning detached self-catering holiday home in St Andrews. Winner of the prestigious Best Family Home for Scotland 2013 at the Herald Property Awards. Accommodating up to 12 guests, in 9 separate beds, over three floors, Auld Lang Syne is perfect for both short breaks and longer holidays. Whether you’re planning a reunion with friends, a family gathering or are a large golfing group, this holiday home offers ample space and comfort for everyone.

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.

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.

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.

New 4 bed house, high spec in stunning location.
Susan and Graham host Ardarroch and live next door. Nestled in the spectacular surroundings on the outskirts of Crieff, with panoramic views and within easy walking distance of the town centre. Crieff offers many places to eat with an excellent deli and cafes providing good quality local produce. Local attractions include the oldest whiskey distillery, numerous walks and nearby Munros, and a wildlife centre at nearby Comrie. The town has a selection of lovely parks suitable for all ages.

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

Double bedroom & en-suite garden annex
Join us to enjoy spectacular views over the Ochil hills & Strathearn Valley, wildlife and country walks from our doorstep. Own entry garden room/annex consisting of a double bedroom & bathroom. Option for a Super King-or 2 single bed. Amenities/linen/tea&coffee including towels provided. If a baby is staying, equipment can be provided. IPTV/Wifi/mini-fridge. Outdoor seating/exclusive use of the front garden. Please discuss for pet stays as outdoor kennels are available on request.

Picturesque cottage in stunning Perthshire
West Lodge is picturesque cottage on a rural farm between Auchterarder and Crieff just by the River Earn - A perfect getaway for relaxation or exploration. We are also set up with good wi-fi for working from home Downstairs is a sitting room with study desk and dining room. Both have open fires. Next door is the breakfast bar, kitchen and a utility room. Upstairs is the master bedroom, twin room and brand new bathroom. There is a charming garden with outdoor dining area.

Clover Cottage, private hot tub, Brewlands Estate
Nestling in the heart of Brewlands Estate, 6 minutes' drive from the Cairngorm National Park, the surrounding hills rising to 3000 feet, this 5-star 17th century cottage in Highland Perthshire is in an utterly secluded position with stunning views towards the Grampians. Since lots of our clients either become engaged here or come for their honeymoon, we can claim with justice that this is a very romantic place, well away from the stresses of modern life. Fuel now included in rent.

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.

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.

Rural cottage retreat with hot tub
Jordanstone's Orchard Cottage is a perfect getaway for two couples or a small family. Comfortable, cozy and nestled in quiet part of a beautiful estate, the Orchard Cottage is well laid out across a single-storey. It is adjacent to an apple orchard which forms part of the walled Victorian estate, in which there is plenty of space to walk and be with nature. With a top of the line hot tub and a secure garden for your little furry friend, this cottage won't disappoint!
Popular amenities for Cupar house rentals
House rentals with a pool

Balgavies Home Farm - Cottage

Lethnot -- Indoor pool, jacuzzi, Hot Tub stunning views of Highlands

Static Caravan Holiday Home

Five Marches

Vacant Nests | Seton Sands | St. Andrews |Starlink

Lodge 17 St Andrews

Cosy Romantic Cottage, Pitlochry

Prestige caravan,Seton Sands holiday village, WiFi
Weekly house rentals

'The Willows' on Dollarbeg Castle Estate

Number•30•

Craigashleigh Cottage, Sea side village home.

Beautiful 4 bdrm Farmhouse with ocean views, Fife.

Dunsmore Cottage

2 bedroom house, Newburgh, Fife

The Orchard, golfing luxury near St Andrews

Flour Mill House, Pitkerro Mill
Private house rentals

5-star Luxury Retreat – Fishing, Tennis, Hot Tub

Seaside Cottage, Wemyss Estate

Brownhills Gardens, 4 mins from St Andrews Centre

Gardeners Cottage @ Panbride House

Warbeck House

Maybell Cottage, Your Luxury Seaside Pad

The Caledonia Luxury & Sea View & Near Edinburgh

Stunning accommodation overlooking St Andrews Bay.
Destinations to explore
- Edinburgh Waverley Station
- Edinburgh Castle
- The Royal Mile
- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
- Scone Palace
- The Kelpies
- The Meadows
- Edinburgh City Centre Churches Together
- Holyrood Park
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- University of Edinburgh
- Knockhill Racing Circuit
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- Greyfriars Kirkyard
- Forth Bridge
- Rosslyn Chapel
- Pentland Hills





