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Vacation rentals in Grendon Underwood

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Top-rated vacation rentals in Grendon Underwood

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

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Guest favorite
A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.
Cottage in Cuddington
4.95 out of 5 average rating, 198 reviews

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

Top guest favorite
A charming wooden barn exterior is framed by lush greenery and brightly painted shutters. A gravel pathway leads to the entrance, bordered by flowering plants, enhancing the tranquil setting. Clear blue skies overhead complement the warm wooden tones of the structure.
Guesthouse in Quainton
4.97 out of 5 average rating, 115 reviews

The Little Barn -beautiful country getaway

The Little Barn is set in one and a half acres of paddock in beautiful countryside near National Trust jewel-Waddesdon Manor. A stylish two bedroom barn - perfect for a tranquil getaway. Near the historic village of Quainton, with its pub on the green, village shop and windmill, there are many rural walks or enjoy our paddock with small orchard and bee hives. The Little Barn is ideal for 2 couples or a family. As well as 2 bedrooms , there is a sofabed in the living room and single trestle bed.

Top guest favorite
Farm stay in Piddington
4.99 out of 5 average rating, 102 reviews

5 Star luxury - Breakfast Included

Ranked in the top 1% of Air BNBs in the entire UK. Farm stay. BREAKFAST INCLUDED Bicester Village Outlet (9 mins) Clarkson’s Diddly Squat (40 mins) Blenheim Palace (20 mins) Soho Farmhouse (35 mins) Daylesford (40 mins) Oxford City (30 mins) Set within a quiet location on a working farm in very rural Oxfordshire. Newly built and finished to the very highest of standards. Surrounded by excellent walks/pubs Prosecco included with 2 night stays. EV charger- Please see payment details below.

Top guest favorite
The exterior of the barn conversion is depicted, showcasing a traditional black wooden façade. A patio area with a round table and two wooden chairs is visible, accompanied by a large umbrella. Lush greenery and mature trees surround the property, providing a tranquil setting.
Cottage in Granborough
4.99 out of 5 average rating, 120 reviews

Cosy listed barn in peaceful country village.

Beautiful grade 2 listed barn conversion with unique historical features. Mezzanine king bedroom overlooking a large open vaulted ceiling living space. Set in tranquil mature gardens & situated next to the owner's cottage & the historic Saxon village church with a lovely pub serving lunch and evening meals Tues- Sun a 5 minute walk away. We are 30 mins from Bicester Village, Silverstone, Stowe House, Waddesdon Manor, Claydon House, The Ridgeway, The Chilterns, Ascott House & Bletchley Park.

Guest favorite
The master bedroom features exposed oak beams and hardwood flooring. A spacious bed is adorned with floral patterned pillows and a textured throw. Soft lighting from two bedside lamps enhances the peaceful ambiance, while a wooden door adds character to the unique design.
Barn in Brill
4.89 out of 5 average rating, 131 reviews

Historic Manor Stables - Chilterns Hideaway

A stunning converted stable from the 1700s, set in the picturesque village of Brill, Buckinghamshire, known for its restored windmill. This spacious hideaway, retaining original stable dividers, exudes charm with an inviting, open layout. Inside, find a cosy living room, reading room, dining area, large kitchen, and laundry room with washer and dryer. The property offers three bedrooms sleeping six: two singles, one double, and a king bed. Enjoy full access to a private garden and parking.

Top guest favorite
The exterior of The Dairy is shown, featuring a charming brick facade with large windows. A wooden deck provides outdoor seating space, surrounded by lush green lawns and trees. The peaceful countryside surrounds the property, inviting relaxation in a natural setting.
Farm stay in Aylesbury
5.0 out of 5 average rating, 169 reviews

Countryside Getaway - Luxurious Converted Dairy

The Dairy is a beautifully converted luxury 2 bedroom property located on Middle Farm in the Buckinghamshire countryside. An idyllic setting perfect for a peaceful retreat with everything you will need! A bright open plan kitchen/dining/living room with smart TV, large garden with patio and outdoor seating, 2 stunning bedrooms with large comfortable beds, and bathroom with power shower and bath. Host My House manages this property which is owned by Lesley & Terry Rose (who live on-site).

Top guest favorite
A bright bathroom features a free-standing roll top bath, a spacious walk-in shower with glass panels, and wooden flooring. A vintage chest sits near the shower, accompanied by neatly arranged towels. Natural light enters through a window, enhancing the calm ambiance.
Cottage in Piddington
4.99 out of 5 average rating, 142 reviews

Cosy Country Cottage

The Cottage is a cosy retreat in a quiet village, recently renovated to show off the best of its period features with all the creature comforts. Ideally situated for Bicester Village shopping, Oxford site seeing, Silverstone motor racing and beautiful countryside walks. This is the perfect bolt hole to be as active or relaxed as you choose. Have a soak in the roll top bath, snuggle up in front of the log burning stove or spend an afternoon in the suntrap garden listening to the birds.

Guest favorite
A decorative sign reading 'Little House' is framed by a circle of artificial white roses and green leaves, set against a smooth surface. The arrangement provides a charming welcome element, enhancing the peaceful ambiance associated with the property.
Home in Marsh Gibbon
4.92 out of 5 average rating, 305 reviews

Little House - The Perfect Blend of Town & Country

Escape to Little House for considered interiors and field views, set in a pretty village location, just 10mins drive from Bicester Village. Oxford, Silverstone, Bicester Motion, Brill Windmill, Blenheim Palace, Waddesdon Manor, Stowe and Kirtlington Polo are all under 30mins drive. Explore further afield - drive to the Cotswolds, or visit London/Birmingham; both accessible via car / train in under an hour. Amenities include a large walk-in shower, John Lewis duvets & 40” Smart TV

Top guest favorite
Home in Horton-cum-Studley
5.0 out of 5 average rating, 120 reviews

Countryside Retreat with hot tub

This modern country retreat features panoramic views of the Oxfordshire countryside from the open-plan kitchen, living room. Ideal for a peaceful getaway, our home offers high-speed Wi-Fi, a fully equipped kitchen, and cozy furnishings. Two bedrooms featuring superking beds, one with ensuite. Outside bbq area with comfy seating, firepit, dining area and hot tub. Whether you're here for a weekend escape or a longer stay, this house provides the perfect setting to relax and unwind.

Guest favorite
The historic windmill stands majestically against a backdrop of open skies, featuring a stone façade and a brick band near the top. A wooden door leads to the entrance, flanked by a gravel pathway. Lush greenery and fields are visible in the distance, enhancing the rural setting.
Windmill in Oxfordshire
4.97 out of 5 average rating, 234 reviews

The Windmill Blackthorn Hill, Nr. Bicester Village

Featured in the 'Times Newspaper' Top 10 best Places to Stay with Spectacular Views: "A truly amazing experience." Perfect for a romantic escape for 2 or a memorable getaway with family or friends, sleeping up to 4 adults max (+13), with reduced rates for couples wishing to use a single bedroom. If you’d prefer to use both bedrooms, the second bedroom can be prepared for a small additional one-off fee. Bookings for three or four guests automatically include both bedrooms.

Top guest favorite
Home in Tiffield
4.96 out of 5 average rating, 105 reviews

Private Luxury Countryside Estate | Pool & Hot Tub

Welcome to Upper Farm — a design-led private residence shaped around art, the kitchen and wellness, where English countryside elegance meets a relaxed Brazilian spirit. This is a place for slow mornings, long lunches, evening swims, orchard wandering, incredible music, great wine and beautifully cooked food — with space and atmosphere that carries you through the day into night. Cook, dine with us, or move easily between the two — your stay, your rhythm.

Top guest favorite
The exterior of Cutter's Barn is highlighted, showcasing its stone and brick façade. Large windows invite natural light, while the surrounding countryside is visible. A gravel area leads to the entrance, with potted plants adding greenery. A bench offers a place to relax.
Cottage in Chilton
4.99 out of 5 average rating, 309 reviews

Cutter's Barn

A brick and Stone barn that sleeps 6, Cutter’s Barn has been recently refurbished to a very high standard and is set on a small livestock Farm in stunning rural Buckinghamshire. Magnificent views of rolling hills and valleys on the edge of the Chiltern Hills, but close to Oxford and excellent transport links to London. Cattle and Sheep share the surrounding pastures with abundant wild bird and animal life.

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