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 $78 SGD 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 & child-friendly amenities

  • Wifi availability

    10 of Cupar holiday rentals include wifi 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
Home in St Andrews
4.92 out of 5 average rating, 158 reviews

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.

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
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, 131 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
A charming stone cottage with a slate roof is adorned with climbing roses and greenery. Two vibrant red doors provide an inviting entrance, while small tables and chairs sit on a stone patio in the foreground, surrounded by a landscaped garden area.
Home in Blairgowrie and Rattray
4.97 out of 5 average rating, 242 reviews

Rose Cottage - a cosy rural hideaway for two

This beautifully appointed, spacious cottage is light and airy yet delightfully snug in winter. Explore the lovely surrounding Perthshire countryside or simply relax and enjoy the space. Lose yourself in the gorgeous scenery, walk in the hills, or swim in the lochs...there is so much to do and so many fun local day trips. Rose Cottage is very well located for exploring Scotland! Bookings are available starting on a Friday or Monday, minimum stay 3 nights. Sorry no children or pets.

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, 166 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, 271 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, 159 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
The interior space showcases a rustic charm with exposed brick walls and arched ceilings. A pair of comfortable leather sofas is positioned around a coffee table. Soft lighting enhances the warm ambiance, while a dining area with a large table and chairs is visible in the background.
Home in North Queensferry
4.93 out of 5 average rating, 107 reviews

The Armoury: Stylish WW1 Bunker

Unique restored historic WW1 gun emplacement complex situated on a high view point with a panoramic view across the water to Edinburgh and directly overlooking the lconic Forth Rail Bridge in the historic village of North Queensferry This king bed bunker is stylishly decorated and hosts a pool table and log burner. 25 minutes into Edinburgh City Centre on the train. 35 minutes to Murray field Stadium on the train and tram.

Guest favourite
Home in East Lothian Council
4.95 out of 5 average rating, 102 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.

Top guest favourite
A seaside view is captured from the terrace, showcasing the expansive shoreline and water of the Firth of Forth. Glass railings outline the deck area, while well-maintained gardens feature colorful decorations and landscaping, contributing to the coastal charm of the location.
Home in Fife
4.99 out of 5 average rating, 194 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.

Popular amenities for house rentals in Cupar

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