Vacation rentals in Pen-y-cae-mawr

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Top-rated vacation rentals in Pen-y-cae-mawr

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

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Top guest favorite

A cozy living area is presented, featuring a blue sofa paired with a yellow armchair adorned with a decorative pillow. A coffee table sits in front, with a wood-burning stove on one side. Natural light filters through a multi-pane window, framed by dark curtains.

Cottage in Chepstow

Pineapple Cottage - Chepstow Town Centre (Wales)

17th Century cottage in the heart of Chepstow, close to Offa's Dyke & the Wye Valley. Tucked down a little cobbled street in the town centre, it’s a small but perfectly formed cottage ideal for a couple or a young family. There’s a secret door leading to the second bedroom, where you’ll even get a glimpse of Chepstow Castle from the window. It’s an ideal base for weddings at St Tewdrics (we’ve even hosted the bride and groom!) or for walking and cycling in the Forest of Dean and Wye Valley.

LocationFamilyOutdoor spaces

4.88 out of 5 average rating, 548 reviews

Top guest favorite

A spacious interior is visible with open windows revealing scenic countryside views. A cozy bed, adorned with a colorful blanket, is positioned beside the windows. A dog relaxes just outside on the patio, surrounded by lush green fields and trees.

Shepherd’s hut in Usk

Luxury-BedView/Shower/LBurner/Stars/Dog/WiFi

Our hand built bespoke huts offer a luxurious and spacious living space to relax. Quality fixtures and fittings feature throughout. Located in beautiful countryside, stunning views and its amazing wildlife can be appreciated in the daytime and star gazing at night. An internal bathroom with double size power shower will ensure a luxurious experience. Its character wood stove will keep you cosy all year round. Luxury items: Handmade kitchen, Dab/Bluetooth radio, DVD / TV and Nespresso machine.

LocationFamilyComfort

5.0 out of 5 average rating, 176 reviews

Top guest favorite

A feature arched window frames panoramic views of rolling hills and fields, with sunlight illuminating the stone wall and wooden shutters. A vase of fresh flowers sits on a round table, enhancing the inviting atmosphere of the open living space.

Cottage in Saint Briavels

Wye Valley Escape. Romantic Loft on 40-Acre Estate

Romantic luxury loft for two on a 40-acre private estate in the Wye Valley National Landscape. Perfect for honeymooners, stargazers, proposals, anniversaries, or milestone moments. Enjoy panoramic Mork Valley views through the feature arched window, vaulted oak beams, and a cozy fire pit (logs & marshmallows incl.). Includes a generous welcome hamper and exclusive access to our dark skies, meadows, stream, and woodland. A peaceful, magical retreat with high-end, curated experiences available.

FamilyValueComfort

5.0 out of 5 average rating, 373 reviews

Top guest favorite

The traditional cottage is partially obscured by lush greenery, featuring a white exterior and prominent chimneys. A conservatory is visible, and trees frame the surroundings, creating a tranquil and inviting setting in the heart of nature.

Home in Trellech

Cute little Wye Valley cottage

Surrounded by woodland with hilltop views across the Wye Valley to Offa’s dyke, this eco friendly traditional Monmouthshire cottage is the perfect place to unwind and enjoy nature at its very best. Spend time in the garden listening to bird song and the gentle babbling of the stream or step out the gate to explore Cleddon Falls and beautiful view points along the Wye Valley walk. The medieval village of Trellech and Tintern Abbey are also within easy reach off or on road by foot, bike or car.

LocationValueNearby

5.0 out of 5 average rating, 125 reviews

Top guest favorite

A quaint stone cottage is framed by lush greenery, featuring a large window that invites natural light inside. The well-maintained lawn includes neatly trimmed hedges and a comfortable seating area, creating a serene outdoor environment.

Cottage in Monmouthshire

Peaceful Stone Cottage among fabulous gardens

The Garden House is a peaceful stone cottage set in the historic gardens of High Glanau Manor, the home of H. Avray Tipping (1855-1933) the Architectural Editor of Country Life Magazine from 1907. High Glanau Manor is an important Arts & Crafts house set in 12 acres of gardens designed in 1922. The gardens retain many original features including formal terraces, octagonal pool, glasshouse, pergola and 100 ft long double herbaceous borders. There are spectacular views to the Brecon Beacons

FamilyLocationDecor

4.97 out of 5 average rating, 221 reviews

Guest favorite

The exterior of a charming self-catering cottage features a whitewashed façade, wooden accents, and a welcoming front porch. A small stone path leads to the entrance, surrounded by a well-maintained garden with various shrubs and a seating area. Natural scenery frames the cottage in the background.

Home in Coed-y-paen

Forest Cottage

There are no hidden extra payments, the nightly fee is total. Self catering cottage, originally built in the 1800's, restored and extended to provide a high standard of accommodation. Set in private gardens which extend to 23 acres and with outstanding views across the Usk valley. The garden area provides 2 large decked viewpoints, Private parking. The property has retained its original stone spiral staircase which might prove difficult for guests with mobility issues or the very young.

FamilyValueKitchen

4.96 out of 5 average rating, 320 reviews

Top guest favorite

An indoor swimming pool is featured, surrounded by large windows allowing ample natural light. The pool has a gradual depth transition and is equipped with floating inflatables. Lounge chairs are placed along the edge, providing a relaxing area for guests to unwind.

Bungalow in Monmouthshire

Luxury: Pool, Decked BBQ, Games Room & Hot Tub

Time to relax and unwind in our spacious home - rooms for 8, can sleep 10 with airbed. Celtic Manor nearby, 30 mins to Bristol, Cardiff & Brecon Beacons. Local pub short walk away, great restaurants & walks short trip in the car. Includes Swimming Pool, Outside Bar & Kitchen, Hot Tub, Pool, Tennis Table, Gym, Bbq, Fire Pit, Children's Play Park, Arcade & Sauna Heated pool last week of Mar to New Year, 28- 30 degrees, not heated outside these dates, but can be used.

LocationFamilyAmenities

4.98 out of 5 average rating, 125 reviews

Top guest favorite

The rear view of the holiday home is showcased, revealing a spacious two-story structure with multiple windows that allow natural light. A lush green lawn surrounds the home, while a set of steps lead to a patio area with outdoor furniture and expansive views.

Home in Pontypool

Caithness Holiday Home

Caithness is a beautiful, spacious and comfortable 6 bedroomed holiday home - perfect for large families - situated on the banks of the Monmouthshire Brecon Canal. It is a home from home, run by a small family business. Originally built in 1959, it has recently been extended and renovated into a contemporary holiday home which sleeps up to 10. It boasts beautiful views and is the perfect destination to enjoy a relaxing escape to the Welsh countryside.

FamilyLocationHospitality

4.99 out of 5 average rating, 216 reviews

Top guest favorite

The exterior of the barn features a mix of stone and brick, with blooming flowers and greenery accentuating the entrance. A pathway leads toward the property, bordered by grass and shrubs, with trees visible in the background under an overcast sky.

Barn in Llandevaud

Cosy Barn by the forest

Idyllically placed Ty Bach Twt sits on the edge of Wentwood with walks direct from your door. You can instantly relax here with the sounds of the birds and nature surrounding you. A quiet, peaceful retreat to unwind or a great base for acitivites, sight-seeing and more. There is the rare advantage of being relatively close to civilisation and transport networks together with a quiet rural setting on the edge of the forest and no near neighbours!

FamilyLocationNearby

4.99 out of 5 average rating, 111 reviews

Top guest favorite

Two golden retrievers lie closely together on a floral-patterned sofa, with their heads nestled against each other. Their fur is soft and light in color, creating a cozy and tranquil scene.

Condo in Chepstow

Luxurious homely and cosy 1st floor apartment.

The Folly is on the first floor and is part of a contemporary country house set in four acres of gardens and paddocks. It is fully furnished to a high standard and very private. Open plan with dual aspect, lovely views to front and rear with balcony and seating overlooking the garden. King size and single bedrooms with immaculate shower room. Perfect rural location to escape to the country to re-charge and relax.

ValueLocationIndoor spaces

5.0 out of 5 average rating, 314 reviews

Guest favorite

A conservatory area features a dining table with six chairs and a cozy sofa against a stone wall. Natural light floods through large windows, showcasing views of the surrounding greenery. A wooden coffee table sits on a vibrant green rug, adding a touch of color to the space.

Farm stay in Monmouthshire

Rural Hideaway, Forest Walks and Farm Animals.

Old Dairy is a private self contained annex attached to a family home, Holly house (own access door). Situated down a quarter of a mile single track green lane (Not appropriate for low chassised cars). Located on a 4 acre small holding, with chickens, sheep, goats and 3 cats. Backing onto Wentwood forest. Wentwood is the perfect place to explore on foot or bicycle with public footpath access on the doorstep.

FamilyValueKitchen

4.91 out of 5 average rating, 264 reviews

Top guest favorite

The exterior of the cottage is shown, featuring a two-story structure with a white facade and a pitched roof. A welcoming entrance is visible, framed by several windows. A paved driveway leads up to the entrance, along with flower pots enhancing the outdoor space.

Cottage in Saint Arvans

Cheerful 3 bedroom cottage a walkers Parìdice!

Gaer Hill cottage is situated just ten minutes from Chepstow race course and 30 minutes walk from the start of wye valley with Tintern abbey 15 mins drive. This 3 bed cottage is the perfect place to explore from or just kick back and relax. If you enjoy farm life this could be the place as you can watch cows graze from the bedroom window or even have sheep pass your front door or maybe a horse wonder by!

ValueLocationBiking

4.97 out of 5 average rating, 178 reviews