Cottage vacation rentals in Winchester

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Top-rated cottage rentals in Winchester

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Guest favorite

A charming thatched cottage features a traditional exterior with stone and whitewashed walls. The front door, framed by a small potted plant, is accented by decorative flower boxes beneath square windows. Surrounding greenery provides a serene backdrop, enhancing the cottage's rural appeal.

Cottage in West Lulworth

4.92 out of 5 average rating, 110 reviews

Beautiful thatched cottage at Lulworth Cove Dorset

A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

Guest favorite

An outdoor patio area features a wooden table surrounded by seating options. Light-colored chairs are arranged around a low table, inviting relaxation. Beyond the patio, a grassy field is visible, lined with trees and a fence, creating a serene setting.

Cottage in Winkfield Row

4.92 out of 5 average rating, 206 reviews

Unique Cottage, Beautiful Views, Ascot, Windsor

This is the perfect hideaway to retreat, unwind and escape from the pressures of life. The cottage is a newly refurbished, converted stable block, set in a unique location. Close to historic towns & villages including Ascot and Windsor with direct trains from London Waterloo and close to the M4, M25 & M3. A plethora of Michelin starred restaurants, wonderful walks in Windsor Great Park, Virginia Water & the neighbouring Chilterns await you! Ideally situated for visiting Lapland UK and Legoland.

Guest favorite

A private enclosed garden features neatly trimmed grass and vibrant greenery, providing a peaceful atmosphere. Two chairs are positioned for relaxation, with lush plants and hedges enhancing the natural surroundings. Scenic countryside views extend beyond the garden, inviting enjoyment of the outdoors.

Cottage in Upton Scudamore

4.94 out of 5 average rating, 212 reviews

*New Luxury 5 * “Cosy-Up Cottage” Near Longleat

A delightful chocolate box, cosy-up, Romantic cottage set in a charming friendly, peaceful village. Recently renovated and decorated throughout . It has so much charm and character. Bright and contemporary style. Retaining the beautiful exposed oak beams and open fire. private enclosed garden with country views. Truly romantic get away. Surrounded by stunning countryside where you can enjoy plenty of walking, cycling, bird watching, amazing views, paragliding, golf Award Winning village pub.

Guest favorite

Cottage in Seaview

4.82 out of 5 average rating, 183 reviews

Two bedroom modern cosy cottage, close to beach

Ideal for high days and holidays, you’ll love it because the outdoor space around the cottage is huge for kids and dogs to play, the cottage is modern, new and quirky and only a 2 minute walk to the lovely beach! Great for couples, business travellers, families (with kids), and furry friends (pets). The cottage is close to public transport - hovercraft, bus & ferry; plenty of family-friendly activities, excellent eateries, perfect for nature lovers and long beautiful walks with amazing scenery

Top guest favorite

Cottage in Burley

4.99 out of 5 average rating, 276 reviews

Luxury cosy cottage, beautiful forest location!

Authentic New Forest cottage renovated to a high standard. Ideal for families, couples or friends looking for a quiet getaway. The Cottage is positioned in tranquil ancient woodland yet just a few minutes’ walk from quintessential Burley village with quirky shops and forest pubs. Ideally positioned to explore the New Forest National Park, which is literally on your doorstep. New Forest ponies regularly wander by your front gate. Perfect for walkers and cyclists wanting to discover the forest.

Top guest favorite

A charming garden area is presented with a paved patio and a circular table surrounded by four wicker chairs. Lush greenery and flowering plants create a serene setting, while a wooden gate leads to additional greenery beyond. The space invites outdoor relaxation.

Cottage in Hampshire

4.96 out of 5 average rating, 216 reviews

Lyndhurst - A New Forest Gem with Garden

Brackenberry Cottage is a charming 2-bedroom cottage, located in a small row of period cottages, ideally located in the heart of the New Forest National Park. Having been refurbished to a high standard, the cottage is located within 7 mins walking distance of the village of Lyndhurst's high-street, which has a selection of fantastic restaurants, pubs, shops and cafes. The open forest is also a short distance from the cottage and leads to endless walks, cycle rides and heaps of exploring!

Guest favorite

The cottage's exterior is framed by a gravel pathway and lush greenery. A welcoming entrance features a dark wooden door and two front windows with shutters. A bench is positioned beside the door, creating a cozy spot to enjoy the surroundings.

Cottage in Hampshire

4.88 out of 5 average rating, 122 reviews

19th century cottage with sea views in Emsworth

Overlooking the water and built around 1850 our semi-detached cottage has stunning views of Emsworth harbour. It has plenty of character with a fresh minimalistic decor and good quality beds and bedding. It's a five minute walk into the heart of Emsworth where you will find an abundance of restaurants pubs and coffee shops, butchers/fishmonger and greengrocers. There is a coastal footpath on the doorstep, the Southdowns, West Wittering beach, Chichester and Portsmouth a short drive away.

Top guest favorite

An indoor swimming pool is highlighted with a clear blue surface, surrounded by warm wooden paneling. Skylights allow natural light to fill the space, while a hot tub sits to one side. Large windows offer views of the surrounding greenery.

Cottage in Surrey

4.92 out of 5 average rating, 135 reviews

Delightful Cottage 15 Acre Estate + Pool + Hottub

The cottage is situated on a private estate with complete solitude in 15 acres of orchards and fields. Guests are able to use our indoor swimming pool and hot tub at no charge. This is on the left of our family house 2 minutes walk from the cottage The 2 floor cottage has recently been fully renovated and you will find it to be warm, welcoming and decorated and furnished beautifully with full SKY TV, SKY Movies and Netflix available. Our family home is very close by if you need us

Guest favorite

A serene outdoor dining area is set beside the calm millstream, featuring a stone patio and a table surrounded by wicker chairs. Potted plants enhance the tranquil setting, while the brick and flint walls of the cottage provide a charming backdrop.

Cottage in Bosham

4.97 out of 5 average rating, 165 reviews

Luxury Spa-Like Retreat on Millstream near Sea

5-star luxury 'spa-like' retreat on millstream in Old Bosham. . Minutes on foot to sea, quays, cafes, restaurants & pubs. Many comforts & amenities rarely offered by other rentals: deluxe beds/linens/robes/slippers/toiletries, multi-jet whirlpool bath w/TV, massage therapy available, Shiatsu massage cushions, WIFI, HDTV & Netflix, complimentary welcome tray. Champagne & spirits cart for 7 nights. Inquire about discounts for for last-minute bookings (48 hours before arrival).

Top guest favorite

Cottage in Berkley

4.96 out of 5 average rating, 165 reviews

The Coach House, unique country cottage, Somerset

Relax in our countryside cottage surrounded by gardens and fields. The coach house is in the grounds of Grade 2 listed old rectory but is entirely detached and private from the main house. Just a short drive to attractions like Longleat, Stonehenge and Centre Parks. Close to the beautiful city of Bath and arty towns of Bruton and Frome with their galleries, cafe-life and independent shops. Enjoy fresh eggs from our hens and warm your evenings with the wood-burning stove.

Top guest favorite

An outdoor copper bateau bath is centrally placed on a stone-paved patio, surrounded by lush greenery. Two potted plants flank the bath, while a plush robe hangs nearby. A wooden fence provides privacy, enhancing the serene garden atmosphere.

Cottage in Ashmore

4.98 out of 5 average rating, 105 reviews

Tranquil modern cottage with outdoor bateau bath

A cozy, contemporary timber-clad cottage that overlooks the family farm in the Cranborne Chase, within the picturesque village of Ashmore. Glebe Farm Cottage has just been renovated throughout with high end fixtures, offering luxuries such as a log burner and an outdoor copper bateau bath in your own private gravelled and fenced garden. Perfect for a peaceful romantic getaway, and exploring this local Area of Outstanding Natural Beauty with your dog.

Superhost

The entrance features a pastel green door framed by a wooden trellis with climbing plants. Bright purple pansies are displayed in planters, adding vibrant color against the red brick exterior.

Cottage in Hampshire

4.91 out of 5 average rating, 138 reviews

Stunning Cottage in the heart of Lymington

Stunning two bedroom fisherman's cottage in the heart of Lymington a few minutes from the train station. Decorated to a high standard with many stylish design features providing a comfortable living experience. Crab cottage is only a short walk to the high street and pretty quay with restaurants, pubs and the wonderful Saturday market.