Guesthouse vacation rentals in Chiltern

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Top-rated guesthouse rentals in Chiltern

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Top guest favorite
A charming cottage with a brown-tiled roof is set amongst lush greenery. Outdoor furniture can be seen beside the cottage, offering a space for relaxation. A small table is ready for activities, while a well-maintained garden area is visible to the side.
Guesthouse in Cookham Dean
4.96 out of 5 average rating, 138 reviews

Inclusive, childsafe, garden, near pubs/river/golf

The Cottage is a safe space welcoming to all. Self check-in, private garden area, outdoor furniture (& table-tennis). River/pubs/golf within half-mile walk. Galleried bedroom, Superking bed, laptop friendly desk/dressing table (room for travel cot). Ground floor large sofabed. Wifi & SmartTV. Kitchen area with oven, gas hob, microwave, fridge with small freezer. Dining table for 4. Free parking for 2 cars on forecourt shared with main house. Quiet location, trees and birdsong. Animal friendly.

Top guest favorite
An open plan living area features a dark sectional sofa adorned with decorative pillows. A round dining table is positioned nearby, topped with a vase of fresh flowers. Natural light filters through the window, highlighting the wooden beams and staircase.
Guesthouse in Chandler's Cross
4.93 out of 5 average rating, 127 reviews

Charming 1 bedroom annex in a rural location

A self contained annex that can accommodate up to 4. The top floor is given over to the main double bedroom with views over the nearby woodland, while downstairs is a bathroom & open plan kitchen/ living area with a sofa bed that can sleep a further 2 people. The annex has dedicated parking & outside patio which makes the most of the countryside location. It is close by The Grove hotel, The Wizarding World of Harry Potter, Leavesden film studios, & links to London via public transport & the M25

Top guest favorite
A small wooden table is set with a bottle of rosé wine and two glasses, accompanied by a decorative plate. Fresh flowers in a vase add a touch of color. Soft cushions adorn the nearby bench, creating a cozy dining area filled with natural light.
Guesthouse in Great Gaddesden
5 out of 5 average rating, 106 reviews

Cosy hideaway in the heart of Herts countryside

Your private home is tucked away in its own plot, within the grounds of a 380 year old Grade II listed home. Set in the rolling hills of the Chilterns 'Area of Outstanding Natural Beauty' & close to the stunning Ashridge Estate. 10 min drive to Berkhamsted. Explore beautiful walks on the doorstep or take a 2 min stroll up to the Amaravati Buddhist monastery for meditation. The Harry Potter Studio Tour is 20 min drive away or settle in at the award winning Alford Arms pub in the nearby village.

Guest favorite
The bedroom features a spacious bed, complemented by two bedside tables with lamps. Artwork is displayed on a deep green accent wall. A ceiling fan is positioned above, and patterned curtains partially cover a window, allowing natural light to softly illuminate the area.
Guesthouse in Flamstead
4.83 out of 5 average rating, 252 reviews

Private 1 Bed Self Contained Apartment

Private Apartment Separate from Main House with own parking Located in our private garden Close to Junction 9, M1 We are located on a quiet country lane, in a peaceful setting and yet within short proximity to Harpenden town 5 miles and St. Albans 7 miles. 1 x King Size Bed FREE WiFi Large TV with SKY channels Ceiling Fan Hanging Space Small KITCHENETTE with Oven & Hob & Undercounter Fridge Extendable Dining Table Kettle/Toaster Kitchen Utensils Shower/Bath Hairdryer Towels Parking

Top guest favorite
The exterior of the studio is shown, featuring a charming brick facade surrounded by greenery. Double French doors open into the interior, accompanied by a small patio area with decorative chairs. The setting includes a well-maintained garden leading to a serene atmosphere.
Guesthouse in Owlswick
4.98 out of 5 average rating, 139 reviews

The Old Music Studio - retreat with tennis court

A stay in our former music studio is an immersion in nature. After a walk in the Chilterns and a fireside drink at a country pub, relax on the large comfortable sofa and watch the wildlife in the meadow from the warmth of this cosy retreat. If you’re feeling energetic, play tennis or pickleball on our court or cycle the Phoenix Trail - (Bikes/E-bikes by arrangement.) A perfect hideaway for a romantic break, recreational weekend, peaceful remote working or just recharging your batteries.

Guest favorite
A charming cottage is framed by a well-tended garden featuring a thatched roof. Comfortable seating is arranged on a grassy area, accompanied by a small table. The entrance door is flanked by windows adorned with flower pots, creating a welcoming look.
Guesthouse in Cookham Dean
4.85 out of 5 average rating, 103 reviews

Charming Cottage, dogs welcome, private garden .

A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private garden & parking. Easy walk to all local amenities & The River Thames. Great pubs &Michelin Star restaurants locally. The Chiltern Way offers a stunning path to all cyclists & walkers. Gorgeous old Towns of Windsor ( Legoland& Castle) Henley( Regatta & Festival)& Marlow (Tom Kerridge) , Cliveden, The Stanley Spencer Gallery,Train -London Paddington. M4 M40, Bicester Village .

Top guest favorite
A detached house with a brick and stucco exterior is visible. A paved driveway accommodates two vehicles, including a dark sedan and a blue SUV. Landscaping features a short hedge and a gravel area, framed by blue skies and a few scattered clouds.
Guesthouse in Berkshire
4.98 out of 5 average rating, 144 reviews

Self-contained studio Wokingham

A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

Top guest favorite
An inviting bedroom features a spacious bed adorned with a floral-patterned duvet cover. Soft lighting from two bedside lamps creates a calming ambiance. The room showcases a unique triangular window design, enhancing the architectural interest of the space.
Guesthouse in Edlesborough
4.99 out of 5 average rating, 211 reviews

The Ridgeway Lodge close to Ivinghoe Beacon

The Lodge is a separate building from the main house and has a private patio for relaxing in the sunshine or stargazing at night. The double doors from the patio, lead you into the main, open plan kitchen / living room / dining area. There is a sofa bed with large TV with immediate access to Netflix, iPlayer etc, and super fast WiFi. There is a downstairs loo. Upstairs there is a double bedroom with en-suite bathroom and shower. It has all the amenities for a comfortable and relaxing stay.

Guest favorite
A bright studio space features a spacious bed with crisp white linen, set against a backdrop of exposed wooden beams. A comfortable sofa is nearby, and sliding glass doors offer views of the garden, enhancing the feeling of openness and light.
Guesthouse in Cookham
4.89 out of 5 average rating, 546 reviews

Riverside Boathouse

A warm and cosy studio style converted boat house on the edge of the River Thames in Cookham, Berkshire. Separate from the main house, the double glazed studio boathouse with en-suite, decorated beautifully. Egyptian cotton linen and nice towels. Relax with views of the river. Blackout blinds, kitchen, en-suite shower room, fridge, double glazing, heating, TV, WIFI, laptop area, outdoor seating/picnic blanket, umbrellas, off road parking, boat mooring, EV Charging Point (fee applies).

Guest favorite
A spacious living area features high wooden ceilings and large windows allowing natural light. A comfortable sofa is positioned near a fireplace, with a cozy blanket placed atop. A rustic table and chair provide a workspace, while a soft rug adds warmth to the wooden floor.
Guesthouse in Taplow
4.95 out of 5 average rating, 515 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A rustic cabin in lovely gardens adjacent to the main house. It has its own secluded garden & deck. Secure parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting the Gardens, Tea or Spa Day at Cliveden it’s on our doorstep! 8 miles to Windsor, visit a famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable two guests Please do NOT book if you are scared of dogs.

Top guest favorite
A charming wooden annexe is shown with a sloped roof and multiple large windows. Lush greenery surrounds the property, and a well-maintained picket fence is adorned with flower boxes. Visible are outdoor steps leading to a top floor entrance amid a gravel pathway.
Guesthouse in Radnage
5 out of 5 average rating, 220 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Top guest favorite
A dining area is set outside with a glass-top table surrounded by four wicker chairs. The exterior of the building is textured, featuring a black front door and a window with white trim, complemented by a small shrub nearby.
Guesthouse in Loudwater
4.92 out of 5 average rating, 116 reviews

Stunning One Bedroom Annex

The annex is very cosy. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table. Our house has the 'Loudwater' sign right outside our house if you don't see the number 9 in the dark. We are also directly opposite Thanestead Court. Our place is just off junction 3 High Wycombe East from M40 so a great location to get to all places in Buckinghamshire as well as to London. The location is very peaceful.

Popular amenities for Chiltern guesthouse rentals

Quick stats about guesthouse rentals in Chiltern

  • Total vacation rentals

    Explore 20 vacation rentals in Chiltern

  • Nightly prices starting at

    Chiltern vacation rentals start at $60 per night before taxes and fees

  • Verified guest reviews

    Over 860 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chiltern vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chiltern rentals

  • 4.6 Average rating

    Chiltern stays receive an average rating of 4.6 out of 5 from guests

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