Vacation rentals in Chiltern

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Top-rated vacation rentals in Chiltern

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite in Old Basing
5 out of 5 average rating, 227 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

Top guest favorite
A contemporary barn structure with stone walls is positioned on a grassy hillside. Mist gently blankets the valley below, revealing a serene landscape of rolling hills and distant houses. The sky above showcases a clear blue, enhancing the tranquil ambiance.
Barn in Uppermill
4.99 out of 5 average rating, 321 reviews

Amazing Space in an Amazing Place

Unique, spacious, contemporary barn with unsurpassed views of Saddleworth and beyond. The barn is 1100ft up on the edge of Peak National Park with complete privacy, far enough away from it all yet within walking distance to two excellent local pubs! What's not to like? If you are looking for the perfect spot to unwind, with all mod cons, take long walks or bike rides with breathtaking views, this is the place for you. High spec space, well equipped with all the essentials. Ample parking.

Top guest favorite
An aerial view captures the modern structure nestled along the coastline, surrounded by natural beauty. The exterior features a combination of wood and glass, highlighting outdoor terraces. The green garden harmonizes with the rugged cliffs and rocky shores in the background, showcasing the stunning seaside location.
Dome in Auchmithie
5 out of 5 average rating, 223 reviews

The Edge - Amazing 140-foot" Cliff Top Views

The Edge provides panoramic views of the North Sea hidden away in the village of Auchmithie, a true Scottish Gem. This stunning location is the perfect back drop to explore Angus, Aberdeenshire, Dundee, Perth and Tayside, whether its golfing in Carnoustie or St Andrews, Hiking in the Glens or visiting the new V&A museum, we are the ideal base to adventure or just kick back in the hot tub and relax listening to the sea. Be sure to book into the But 'n' Ben, Auchmithie's five star restaurant.

Top guest favorite
A corner of the living area features a wood-burning stove set on a stone platform, with large windows framing views of the countryside and distant islands. The lush green landscape is dotted with yellow daffodils, under a bright sky with occasional clouds.
Barn in Waternish
5 out of 5 average rating, 183 reviews

Near Byre @ 20 Lochbay (Self-Catering )

Fabulous self-catering apartment for 2 people (+1 small/medium sized dog). This 18th Century cow byre has been lovingly restored by the owners, retaining the original stone walls. An ideal space to get away from it all, enjoy peace and quiet in front of a wood-burning stove, whilst taking in the amazing views from Lochbay to the Outer Hebrides. Near Byre is a 10-min walk (2-min drive) to the Michelin starred Lochbay Restaurant and The Stein Inn. Short Term Let Licencing Scheme No: HI-30091-F

Top guest favorite
A woodland cabin is nestled among trees, featuring a wooden deck that extends outward. The structure has a sloped roof and large windows, allowing natural light to filter in. Surrounding foliage provides a verdant backdrop, enhancing the tranquil setting.
Cabin in Monmouthshire
5 out of 5 average rating, 106 reviews

Ty Nant Treehouse with covered hot tub

As you enjoy the short buggy ride down to the far end of our woodland you will be astounded when you come across our beautiful woodland cabin set in the treetops. You will immediately feel relaxed as you immerse yourself in the surrounding nature. Lounging chairs on the decking provide the perfect place for your morning coffee listening to the birds sing and soak away your stress in the wood fired hot tub then cosy up in front of the log burner and enjoy the tranquility of the woodland.

Top guest favorite
Place to stay in Wadhurst
4.99 out of 5 average rating, 592 reviews

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

Top guest favorite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 267 reviews

Magical cottage set within a woodland glade

Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

Top guest favorite
A cozy seating area features two grey armchairs positioned near a modern wood-burning stove. Large windows provide views of the mountainous landscape and sea loch, while a soft light emanates from a nearby lamp. A coffee table with a small plant adds a touch of nature.
Cottage in Kylesku
4.98 out of 5 average rating, 194 reviews

The Kylesku Kabin- luxurious wilderness

A luxuriously appointed property situated on the NC500 overlooking some of the most iconic mountains and sea lochs of Assynt. Kylesku Kabin has been fully renovated by acclaimed architect Helen Lucas and is owned by the previous owners of the nationally recognised multi-award winning Kylesku Hotel, which is within walking distance. The property features a luxurious spa bathroom, including steam room and inspirational open plan living space, designer kitchen and garden.

Top guest favorite
The exterior of the cottage features a combination of stone and slate with traditional windows. A small patio area is visible, surrounded by grass and mature shrubs, providing a cozy, sheltered outdoor space. The setting evokes a peaceful garden atmosphere.
Home in Highland Council
4.99 out of 5 average rating, 103 reviews

The Coach House at Manse House

Make some memories at this unique and friendly place. Originally the Coach House of the 18th century listed Manse House, the property was sympathetically converted in 2004. The property lies in the gardens of the Manse in central Tain. It has great access to the main visitor attractions of the Eastern Highlands and makes a great place to relax or to use as a comfortable spot from which to explore the Highlands. Pets are welcome. License Number HI-20436 EPC F

Top guest favorite
Cottage in Bewerley
5 out of 5 average rating, 368 reviews

The End Place - A romantic hideaway for two

The End Place is a self-contained cottage adjoining Moorhouse Cottage. Downstairs is open plan, comprising a fully equipped kitchen and a living area with wood burning stove. A glass wall ensures uninterrupted views across Nidderdale Area of Outstanding Natural Beauty, as well as starry-night skyscapes. Upstairs opens out into a magical, fairy-lit, vaulted bedroom with a king size brass bed adorned with crisp linen and includes en suite with shower.

Guest favorite
A contemporary garden studio is set against a lush backdrop, featuring a stone patio with a small table and chairs under a green parasol. A tranquil pond with water lilies reflects the surrounding greenery, enhancing the peaceful outdoor atmosphere.
Cottage in Wellington Heath
4.98 out of 5 average rating, 315 reviews

Unique luxury retreat with glorious views & piano

Uplands Garden Cottage is a luxury retreat with wonderful views across Herefordshire countryside. Located 1 mile from the market town of Ledbury and its independent shops and cafes, it is within striking distance of the Malvern Hills and the Wye Valley (Areas of Outstanding Natural Beauty). Festivals nearby are Ledbury Poetry, Hay, Longborough Opera, Cheltenham, Three Counties/Choirs. Piano & dedicated work station for those wanting to WFH.

Top guest favorite
A spacious bedroom is highlighted by a large gable end window, offering views of the surrounding green valley. A comfortable armchair sits beside the window, while luxurious bedding is arranged neatly on the large bed. Natural light fills the room, creating an inviting setting.
Cottage in Shropshire
4.99 out of 5 average rating, 147 reviews

Perkley Retreat - Stunning Views!

Welcome to Perkley Retreat only 1 mile outside of Much Wenlock with one of the best views in Shropshire! What 3 Words location - Gearing Expires Adapt Ideally located for Shropshire's main highlights. Newly renovated to a high standard, our cottage will have everything you need for your stay. The master bedroom with sweeping views across the valley has a Superking size bed (can also be 2 singles).

Popular amenities for Chiltern vacation rentals

When is the best time to visit Chiltern?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,685 GYDG$25,685 GYDG$26,938 GYDG$27,565 GYDG$27,774 GYDG$27,565 GYDG$29,653 GYDG$29,444 GYDG$27,982 GYDG$26,938 GYDG$25,685 GYDG$26,312 GYD
Avg. temp5°C5°C8°C10°C13°C16°C18°C18°C15°C12°C8°C5°C

Frequently Asked Questions

  • Where should I stay in Chiltern District?

    Make yourself at home in Chiltern District by choosing from our most frequently booked neighborhoods. We have over 270 vacation rentals in Holmer Green, over 90 vacation rentals in Flaunden, and over 120 vacation rentals in Knotty Green.

  • What are the most popular amenities for Private Suite Rentals in Chiltern District?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Chiltern District?

    Chiltern District has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do guesthouse rentals in Chiltern District have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Chiltern District have free parking?

    Absolutely! We offer over 20 guesthouse rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Chiltern District have a kitchen?

    Absolutely! We offer over 20 cottage rentals with a kitchen in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Chiltern District?

    Yes! Work meets play with ease at over 210 vacation rentals in Chiltern District featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cabin rentals in Chiltern District?

    Experience the best of Chiltern District with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Chiltern

  • Total vacation rentals

    Explore 540 vacation rentals in Chiltern

  • Nightly prices starting at

    Chiltern vacation rentals start at G$4,176 GYD per night before taxes and fees

  • Verified guest reviews

    Over 19,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    510 of Chiltern vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chiltern rentals

  • 4.8 Average rating

    Chiltern stays are highly rated by guests—averaging 4.8 out of 5!

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