House holiday 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.

1 of 1 pages1 / 1
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.

Top Guest favourite
A spacious dining area is surrounded by large windows, offering views of the garden and natural surroundings. A wooden table is set for eight, complemented by comfortable brown chairs. A unique chandelier crafted from antlers hangs above the table, enhancing the inviting ambiance.
Home in Rumbling Bridge
4.89 out of 5 average rating, 216 reviews

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.

Superhost
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, 260 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
A spacious modern house is displayed on a gentle slope, surrounded by lush greenery and colorful flower beds. The exterior features a combination of stone and light-colored cladding, and a large balcony overlooks the well-maintained lawn, providing a serene setting.
Home in Perth and Kinross
5 out of 5 average rating, 182 reviews

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.

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, 126 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
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, 205 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 00160F

Top Guest favourite
Home in Auchterarder
4.97 out of 5 average rating, 180 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.

Guest favourite
A historic stone structure spans over the river, featuring two arches and a tower. Surrounded by lush greenery, the building displays intricate architectural details. Clear blue skies reflect off the water, enhancing the serene rural landscape.
Home in Ballintuim
4.89 out of 5 average rating, 711 reviews

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.

Guest favourite
A charming cottage is set amidst greenery, featuring a white exterior and a sloped roof. The entrance is adorned with a decorative trellis, and lush lawns surround the property, enhancing the tranquil rural setting.
Home in Auchterarder
4.89 out of 5 average rating, 261 reviews

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.

Top Guest favourite
The exterior of Fossil Cottage is visible, featuring a stone façade and a charming conservatory with multiple glass panels. A gravelled area is present, providing ample space around the building, and the sky is partly cloudy, lending a muted light to the scene.
Home in Strathkinness
4.97 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.

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, 161 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.

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, 155 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!

Popular amenities for Cupar house rentals

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 $103 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!

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