
House vacation rentals in Cupar
Find and book unique houses on Airbnb
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.

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.

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

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.

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.

Bridge Cottage, Magical 2 bedroom apartment
If your looking for something a little different then the stable wing of The Bridge House may be just for you! My unusual holiday home is part of the unique Bridge House built over the River Ardle in k1881. It has recently been renovated to a warm and cosy standard! Charming original features including stone spiral stairs, traditional Scottish timber clad walls, brick and pine flooring. All mod cons including wifi & smart TV. Quiet, peaceful and rural location. Pretty views.

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.

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!

Stylish Courtyard House in Fife Coastal Village
The Wall House was converted in 2020 from an historic fishing net repair building - it's old outside but super energy efficient & modern inside. It’s a truly unique, stylish and comfortable place to be. The Wall House is also designed to be accessible to a person with restricted mobility. Set in a Fife seaside conservation village you’ll find yourself in a 'get away from it all' location but just a short drive to Edinburgh, the East Neuk & St Andrews.

Artists Mews House near City Centre
Stay in an architecturally designed, unique Georgian mews house in Stockbridge. Quiet, comfortable and entirely self-contained, the space is filled with natural light, original artworks, wood and stone. With private access to river gardens leading to vibrant Stockbridge, the house is a perfect base to explore Edinburgh or use as a sanctuary for rest, work or a longer stay. Recommended by The Times, Condé Nast Traveller, House & Garden and Elle.

4 bedrooms house, with 3 free parking spaces
Four bedroom house in quiet residential area with 2 Deluxe Kingsize rooms, with ensuite. 1 Double Room and 1 Twin Room both sharing shower/bathroom. property is excellently located in quiet street in center of Scone, a vibrant village 2 miles away from Perth. Restaurants, pubs, supermarket, garage all within 2 minutes walking distance. Local attractions such as Perth Racecourse, Scone Palace, Perth Concert Hall within 5-10 minute drive.
Popular amenities for Cupar house rentals
House rentals with a pool

Balgavies Home Farm - Cottage

Static Caravan Holiday Home

Lodge 17 St Andrews

Planners House is a detached house on the harbour

Cosy Romantic Cottage, Pitlochry

Prestige caravan,Seton Sands holiday village, WiFi

Esk - Indoor pool, jacuzzi, Hot Tub & great views

Gean Tree Cottage, Fingask Castle, Rait, Perth
Weekly house rentals

Seaside Cottage, Wemyss Estate

Warbeck House

Number•30•

Maybell Cottage, Your Luxury Seaside Pad

Dunsmore Cottage

The Orchard, golfing luxury near St Andrews

Four bedroom detached family home near Elie

Stylish and peaceful getaway for two
Private house rentals

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

Robin House: 2 Bed Edinburgh | Garden & Parking

Stylish Barn Conversion, Woodland Views, Angus

Cosy cottage - sea views, Fife Coastal Path, Golf

Historic Farmhouse nr Edinburgh

Strathtyrum Farmhouse, St Andrews

Grooms Bothy @ Panbride House

Stunning accommodation overlooking St Andrews Bay.
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 220 per night before taxes and fees

Verified guest reviews
Over 550 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!
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- 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





