
Family-friendly holiday rentals in Cupar
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Top-rated family-friendly rentals in Cupar
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Luxury central ground floor flat (nr St Andrews)
Lovely 2 bedroom ground floor flat in the centre of Cupar, Fife. Private entrance. Outdoor enclosed seating area/courtyard (sun trap when weather is good). Quirky, cosy & comfortable. High quality kitchen & shower room. 20 min. drive to St Andrews, Dundee & East Neuk. Train station/buses less than 10 min. walk. Very central - one way quiet street. Supermarkets, Butcher, Baker, Post office, Chemist, Cafes, Take-away, Deli, Bars, Bistros and car parking all within a few minutes walk.

The Hayloft River Garry Lodges with hot tubs.
The Hayloft is one of our newly built luxury lodges situated amongst some of the most stunning countryside in Highland Perthshire. Each log cabin has its own private hot tub & balcony with barbecue area over looking the hills. Each lodge has 2 bedrooms,shower room & toilet, fully equipped fitted kitchen & lounge,tv,dvd etc. Park up in your private parking space there is plenty room for 2 -3 cars. We do welcome well behaved dogs max 2 per lodge Our other lodges are The Stable & The Farmers Den

Real Fairytale Treehouse
Set within the grounds of Fernie Castle a beautiful authentic Treehouse with 6 living Trees growing and thriving. Equally beautiful in all seasons especially winter being so very cozy, it is fully heated with lots of hot water for the freestanding bath for two. With all the amenities of a 5 star bedroom, a large freestanding bath on the second floor with a small balcony with views to the stunning countryside it does indeed feel like a fairytale just remember to bring your favourite bubbles...

The Waterfront
Overlooking the Tay estuary this stunning flat has views to take your breath away. A patio, a deck, and a quirky waterfront garden create an idyllic paradise. A luxe new shower room and stylish bedrooms create a unique holiday spot. Enjoy dinner on the deck or walk to excellent neighbouring restaurants. This newly launched flat from the 1860s is recently refurbished. It is close to Dundee and St Andrews and on the fife coastal path. A golfers paradise. An hour to the Cairngorms or Edinburgh.

Romantic Cottage, nr St. Andrews with hot tub
Balass Hayshed Cottage finished to the highest standard and enjoyed by couples on mini moons, golf trips, weddings, visiting children at St Andrews University or just getting away from busy lives. The property has its own hot tub for the exclusive use of Hayshed guests only. There is a loft space with a further double bed. Enjoy the surrounding countryside. Edinburgh an hour by train. Dundee’s V and A 25 minutes. Rent along with the Stables Cottage for larger parties. Ultra fibre broadband.

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.

The Bothy; Cosy Country Hideaway near St Andrews
Welcome to The Bothy ! A recently renovated barn space forming a stunning 1 bed apartment enjoying spectacular views across local countryside. The property consists of a beautiful bedroom with superking bed (can also be set up as twin single beds) with views over a walled garden. The living area has a new kitchen and sitting room with woodburning stove. Located just 7 miles from St Andrews you can enjoy the tranquil location within easy reach of the historic town 10 minutes drive away.

Escape to a luxury country cottage and ocean views
Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Old Town Loft - stylish apartment
Set within the Conservation area of Cupar this chic apartment has a private entrance, 2 bedrooms, shower room, open lounge / dining / kitchen area and utility room. The property is tucked away along a lane with a pleasant old town aspect. Restaurants, cafes and shops are all nearby. There is a well appointed kitchen and dining table with 4 stools. Utility room with washing machine, drying and ironing. Towels, body wash, shampoo and conditioner provided. Up to 2 dogs welcome.

The Sidings: cosy retreat near Edinburgh
Cosy countryside retreat with easy access to Edinburgh centre. Newly built. Log burning stove, super insulated, south facing with views to the fields Great local walks straight from the doorstep. We're at the foot of the Pentland Hills. 5 minutes walk to bus stop for Edinburgh (30 - 40 min ride). Or a 25 minute drive. 15 - 20 min drive to Edinburgh airport. Traffic free cycle path to Edinburgh. Shared garden and boot and utility room. Electric car charging at cost.

The Great Hall, Dollarbeg Castle
This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.

Dream Tower Cabin
This uniquely designed cabin is a rural dream pad. Perfect for a quiet getaway, a romantic hideout or a base to explore the beauty of Fife. The leafy deck looks out over fields with horses and sheep. With a separate dedicated workspace it’s also a perfect place to write or create something special. The dynamic shapes of the building are designed to keep your eye satisfied and to encourage the curiosity required to be creative. 🏳️🌈 🏳️⚧️ LGBTQIA friendly
Popular amenities for Cupar family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning 1 Bedroom home in Elie

Gorgeous country apartment w/ hot tub & log burner

Adorable one bedroom apartment with hot tub.

Fairygreen Cabin at Dunsinnan Estate

The Carthouse (Luxury 2 bed with private hot tub)

'Isla' Enjoy Hot tub views, Cabins at the Roost

The Edge - Amazing 140-foot" Cliff Top Views

Stay@Southfield - Luxury Pod on Auchtermuchty Farm
Family- and pet-friendly home rentals

Coastal 2 bedroom house - golf/ beach getaway

Craig Cottage | 3BR Tayport Near St Andrews

Small apartment in the center of Crail

Rowanbank Cabin - a gorgeous country escape

Log Cabin in Auchtertool.

Wellpark Corner: Modern, Comfortable & Inclusive.

Cosy heated Shepard’s hut with beautiful views

Beautiful stables conversion in rural location
Family-friendly home rentals with a pool

Balgavies Home Farm - Cottage

Central Bright 3 Bed Flat with Secure Parking

51 18 Caledonian Crescent

6 bed Edinburgh chalet only minutes from beach

Luxury Gleneagles Flat + Hotel Facilities Access

“Sea Whispers”: Relaxation in a beautiful setting

Family Friendly-2BR Luxury | Sleeps 6| WiFi

Rowan Cottage, Fingask Castle, Rait Perthshire
When is the best time to visit Cupar?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 AUD | $224 AUD | $229 AUD | $195 AUD | $237 AUD | $241 AUD | $249 AUD | $252 AUD | $245 AUD | $238 AUD | $219 AUD | $235 AUD |
| Avg. temp | 4°C | 4°C | 6°C | 8°C | 10°C | 13°C | 15°C | 15°C | 13°C | 10°C | 6°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Cupar

Total holiday rentals
Explore 20 holiday rentals in Cupar

Nightly prices starting at
Cupar holiday rentals start at $171 AUD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Cupar holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupar rentals

4.8 Average rating
Cupar stays are highly rated by guests—averaging 4.8 out of 5!
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





