Holiday houses in Winchester

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Top-rated holiday rentals in Winchester

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

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Top Guest favourite

Cottage in Yarmouth

5 out of 5 average rating, 190 reviews

Sea Drift - a beautiful Fisherman’s Cottage

Sea Drift is a beautiful pied-à-terre. This 2 bedroom Victorian Fisherman's Cottage is tucked away in a Private Mews. Nestled in Yarmouth's Conservation Area, Sea Drift is a 2 min walk from the Harbour and Coastal Path. Attention to detail is a prerequisite, the cottage has a light clean ambiance with a wood burner and king size bed. Sailing, beach, boutique shops, buses, taxis and restaurants. Babysitter. Baby sitting - optional extra. Public transport within 2 mins walk. Self catering.

Top Guest favourite

Condo in Canford Cliffs

4.96 out of 5 average rating, 109 reviews

Beach Retreat 2 -400m to beach Luxury 2 bed flat

Luxury, family friendly apartment in an outstanding location with everything on your doorstep! On a quiet street in exclusive Canford Cliffs village, moments from top restaurants, bakery/deli, 2 gastropubs and Tesco. 5 min scenic woodland walk to stunning award winning Sandbanks beach and children's Pirate playground. Ideal luxury family holiday with the perfect location to park the car and enjoy the beach, watersports and entire holiday on foot. Free parking provided & no Airbnb cleaning fees!

Guest favourite

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 favourite

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.

Superhost

Cottage in Blandford Forum

4.84 out of 5 average rating, 325 reviews

Ranmoor Estate - Kestrel Lodge - Hot Tub & A/C

Experience the charm of a unique, pet-friendly glamping lodge featuring two cozy bedrooms. Enjoy the luxury of private hot tubs and a barbecue on your patio, perfect for relaxing evenings under the stars. This fully air-conditioned retreat comes equipped with a modern kitchen, complete with a fridge, ensuring you have everything you need for a comfortable stay. Each room is fitted with smart TVs, providing entertainment at your fingertips for a delightful getaway.

Top Guest favourite

Condo in East Wittering

4.94 out of 5 average rating, 164 reviews

Bracklesham,Wittering near beach, weekend break

Set peacefully in a private road close to beach, sea view.. nearly! 3 min walk to dog friendly Wittering & B. Bay beaches. Perfect for a couple, small family or group to feel instantly on holiday & away from it all. Sunny, spacious, well equipped with a warm sense of its coastal location. Private parking space adjacent to private entrance gate, guests step in to their courtyard garden, walk around the corner to find their own entrance door. See our 5* google reviews

Guest favourite

Condo in East Southbourne

4.85 out of 5 average rating, 110 reviews

The White House - Lux Southbourne beach 3 bed stay

Relax with the whole family at our peaceful apartment. [*] Newly renovated and lovingly refurbished art deco apartment. [*] 2 minutes walk from 9 miles of Dorset blue flagged sandy beach. [*] Top class modern finish. [*] Luxury, three bedroom modern apartment. [*] Ideal for families, couples and remote working. With access to Fast Wifi and Netflix, you can really make yourself at home. If you have any questions about our family run apartment,let us know!

Guest favourite

Home in Hamworthy Poole

4.97 out of 5 average rating, 380 reviews

Poole Harbour View,Top Location Opp Hot-tub /Sauna

This spacious contemporary property in Poole Dorset has everything your family and friends need for a great stay,sleeps 12 people, great location for towns and sight seeing, beach and park across the road, over 200 5 Star reviews. EV Charger payable separately 0.70 per Kw. Kayaks and bikes included. Optional Hot Tub and Sauna, prices on request. Definitely not a party house, Strict quiet policy after 10pm, only Families allowed.

Guest favourite

Home in Tisbury

4.98 out of 5 average rating, 119 reviews

Spacious 4-bedroom holiday home in Tisbury

Beech House is a new, stone-built 4-bedroom house with a large open-plan living area and beautiful views over rooftops to the countryside beyond. Nestled in the heart of the popular small town of Tisbury, it’s a convenient stroll away from high-street shops, pubs and the train station. Despite its central location, the house is tucked away just off a quiet lane, making it wonderfully peaceful and homely.

Guest favourite

Apartment in West Sussex

4.86 out of 5 average rating, 37 reviews

Self contained studio flat on nature reserve

Self contained flat close to beach On local nature reserve. 1 single bed plus queen size sofa bed. Bathroom wc kitchen dining table very well presented with free parking Immaculately clean Very quiet location ideal for birdwatching walking cycling enjoying peace and tranquility Really lovely place to chill out Free wifi Would accommodate 2 adults plus 1 child at a push

Top Guest favourite

Home in Cirencester

4.96 out of 5 average rating, 179 reviews

The Lakehouse on The Landings; Cotswold Water Park

Welcome to our contemporary New England style 4-bedroom, spacious lakeside lodge which sleeps up to 10. Ideal for get-togethers, reunions & celebrations with family and friends. Located on Bradleys Lake, part of the beautiful Cotswold Water Park, near Cirencester. We have a south facing deck with glorious uninterrupted views of this unique sailing and carp fishing lake.

Superhost

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.