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 $87 AUD 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.

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Top Guest favourite
A spacious living area is shown, featuring large windows that provide expansive views of the surrounding landscape. Comfortable seating includes two leather armchairs and a sofa adorned with cushions. A light coffee table sits on a patterned rug, contributing to the inviting atmosphere.
Home in Glenfarg
4.97 out of 5 average rating, 193 reviews

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.

Guest favourite
A cozy sleeping area features a wooden bed framed against a wall adorned with a vintage map. Soft bedding with subtle patterns is complemented by two decorative pillows. A bedside table and a window seat add functional charm to the space.
Home in Auchtermuchty
4.91 out of 5 average rating, 263 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.

Top Guest favourite
The lounge features a light-toned sofa and an armchair adorned with colorful cushions. A coffee table is positioned in the center, complemented by a plant. A modern television is mounted on the wall, with a corner fireplace adding a cozy touch. Natural light flows through a large window.
Home in Fife
4.98 out of 5 average rating, 208 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

Top Guest favourite
The charming farmhouse with a stone facade stands prominently in a peaceful setting, framed by a white picket fence. Flowers bloom at the entrance, complementing the spacious gravel driveway, which provides a welcoming approach to the inviting home.
Home in Fife
4.98 out of 5 average rating, 130 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.

Top Guest favourite
Home in Auchterarder
4.97 out of 5 average rating, 186 reviews

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.

Top Guest favourite
A cozy fireplace is framed by decorative tiles and a collection of logs nearby, inviting warmth. A woven basket holds additional firewood. The scene includes a glimpse of a piano in the background, alongside a rug and floral decor, enhancing the homely feel.
Home in Kinghorn
4.98 out of 5 average rating, 164 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.

Guest favourite
Home in Leuchars
4.87 out of 5 average rating, 268 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.

Top Guest favourite
A spacious bedroom features a large bed with soft linens and decorative pillows. Two bedside lamps provide warm lighting. A vintage dresser and an armchair are positioned nearby, while a mirror reflects the soft tones of the room. Light filters through the window adorned with patterned curtains.
Home in Alyth
4.94 out of 5 average rating, 157 reviews

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!

Top Guest favourite
A large conservatory is depicted, featuring abundant natural light streaming through the glass roof and numerous windows. A wooden dining table runs the length of the room, accompanied by several blue candle holders. Comfortable seating is arranged along one side, overlooking a lush garden.
Home in Fife
4.96 out of 5 average rating, 165 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.

Top Guest favourite
An aerial view captures the charming coastal village, displaying a mix of colorful homes lining the shoreline. Rocky terrain transitions to grassy hills in the background, with the sea gently lapping against the shore, creating a serene seaside atmosphere.
Home in West Wemyss
4.99 out of 5 average rating, 196 reviews

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.

Top Guest favourite
A stone cottage is set among a landscaped garden, featuring a gravel pathway. The structure displays a traditional design with multiple windows and a slate roof. Colorful flowers bloom in front, contributing to the rural charm of the setting.
Home in Wester Balgedie
4.99 out of 5 average rating, 190 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.

Top Guest favourite
Home in Scone
4.96 out of 5 average rating, 273 reviews

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

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar
  6. House rentals