Vacation rentals in Cheselbourne

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Top-rated vacation rentals in Cheselbourne

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Top guest favourite
The lodge is framed by greenery, featuring a private balcony with wooden railings. A gravel path leads to an assortment of outdoor seating arrangements and pots. The backdrop showcases panoramic views of the surrounding countryside, enhanced by the warm light of the setting sun.
Vacation home in Gillingham
4.98 out of 5 average rating, 120 reviews

Unique detached loft apartment, stunning views.

NOW WITH FAST FIBRE BROADBAND. ON SITE EV CHARGING POINT. In the Dorset countryside with stunning views, the heart of what was the Royal Stud, a great base to explore all that this area has to offer. Ideal for that relaxing romantic break for two people. Beautifully furnished it has a comfortable interior, a private balcony and courtyard, there is also a private large lawn with a fire pit and cooking grill. A great place for walks across the Blackmore Vale, there are several footpaths close by.

Top guest favourite
A tranquil bedroom features a metal framed bed adorned with soft, patterned linens. Natural light enters through dual windows dressed in floral curtains. A classic wooden chair and a dresser complement the space, which is finished with a cozy woven rug and a decorative ceiling light.
Cottage in Henley Dorchester
4.94 out of 5 average rating, 396 reviews

New Luxury Hot Tub August 2026 Shepherds Cottage

NEW LUXURY HOT TUB - August 2026 Shepherd's cottage is a delightfully cosy annexe with it's own private entrance and cottage garden. Tucked away on a no through road, that leads directly onto a bridleway and footpaths, Shepherd's cottage makes an ideal place to stay for those who simply want to get away from it all. We welcome 2 small dogs ( pet fee applies) . Complimentary bottle of wine on stays of 4 nights or more. Our hot tub addtion from August 2026 will provide the ultimate luxury stay.

Top guest favourite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny homes in West Stafford
4.92 out of 5 average rating, 284 reviews

The Old Reading Room West Stafford

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Superhost
A modern penthouse terrace features a spacious outdoor deck that seamlessly transitions into the bright living area. Expansive glass walls invite natural light, while the inviting interior includes comfortable seating and greenery. The serene sky above is visible, adding to the tranquil setting.
Condo in Westbourne
4.85 out of 5 average rating, 188 reviews

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Top guest favourite
Cottage in Blandford Forum
4.99 out of 5 average rating, 293 reviews

The Cartshed, Cranborne Chase National Landscape

The Cartshed is a converted barn located in the stunning Tarrant Valley. Tastefully decorated throughout, the living room boasts a Swedish log burner and bifold doors out onto your own garden. Kitchen fully equipped with granite worktops, dishwasher, washer/dryer and Nespresso coffee machine. Smart TV in living room, Bluetooth speaker, TV in bedroom and Wifi throughout. Ensuite comprises luxury rainfall shower with heated mosaic seat. No bath. Linen and robes provided. Charcoal BBQ available

Top guest favourite
A two-story building is presented with a dark exterior and a sloped roof. An external staircase leads to a doorway, while a small seating area with green chairs is placed on the gravel yard, surrounded by greenery. A shed is visible to the left.
Tiny homes in Tincleton
4.99 out of 5 average rating, 196 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

Top guest favourite
Farm stay in Blandford Forum
4.93 out of 5 average rating, 198 reviews

Self-contained annexe on organic dairy farm

Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay. The Annexe is situated on a working organic dairy farm (yes, you can meet the cows!), nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. There’s an endless amount of walks straight from the property The property has a kingsize bed and a double sofa bed.

Superhost
A sandy beach stretches along the coastline, meeting gentle waves as they roll ashore. In the background, tall cliffs rise sharply, contrasting with the open sky that holds scattered clouds. Small figures can be seen enjoying the beach, while a few distant structures are perched on the hillside.
Cottage in Weymouth
4.83 out of 5 average rating, 187 reviews

A peaceful retreat to rest, recharge and explore.

A cosy self-contained Annex with open plan living area, log burner and character wood floor and stone walls. A spiral staircase leads up to a very comfortable double bedroom with a king-size bed. The bedroom on the ground floor contains a double bed and enjoys patio doors leading onto a small private garden with patio table and chairs. The property is hidden away in a very quiet, peaceful setting and is entered from the gravel drive through the front door into the light airy kitchen.

Guest favourite
Loft in Piddlehinton
4.89 out of 5 average rating, 132 reviews

Retreat studio with a terrace

A beautiful new studio in the Dorset countryside with stunning views, a private entrance and a private terrace to relax on. The studio is equipped with an ensuite bathroom and a new kitchenette for your use only. Located opposite the awards winning pub "Thimble Inn" in a friendly village in the scenic Piddle Valley. It is a perfect central location to explore Dorset, with many attractions nearby, only 10min drive to the Cerne Abbas giant or Dorchester and 25min to the Jurassic Coast.

Guest favourite
A round wooden table with two patterned chairs is set on a terrace, surrounded by tall trees. A cozy blanket drapes over one chair, while a tray with refreshments rests on the table, inviting enjoyment of the tranquil forest views.
Cabin in Milton Abbas
4.94 out of 5 average rating, 145 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

Top guest favourite
Shepherd’s hut in Piddletrenthide
4.99 out of 5 average rating, 140 reviews

Cabin - Outdoor Bath, King size bed, firepit

The Spindleberry hut is a Beautifully bespoke Shepherds hut nestled in a tranquil field on a farm in the Piddle Valley, Dorset. With outdoor claw foot Stargazing bath tub, King-size bed, en-suite shower room and fully equipped kitchen. High speed (fibre based) wireless Internet connection. Relax, listen and watch nature or maybe sit around the fire pit with a glass of wine. Visit the Jurassic Coast and Durdle Door and Lulworth Cove all within 30 minutes drive.

Guest favourite
Treehouse in Dewlish
4.93 out of 5 average rating, 378 reviews

Tree-Tops Treehouse Eco Retreat

Our enchanting tree house offers the ultimate escape. Elevated in the canopy and wrapped in woodland, it provides total privacy with sweeping views across the Piddle Valley. With the Dorset countryside on your doorstep, it’s designed for restorative seclusion, inviting you to ground yourself in peaceful surroundings, from slow mornings to deep relaxation in your wood-fired hot tub and cosy evenings that soothe body and mind.

Popular amenities for Cheselbourne vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Cheselbourne