Vacation rentals in Hollesley

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Top-rated vacation rentals in Hollesley

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Top guest favorite

The spacious bedroom features original beams and a large double bed dressed in a checkered duvet. A cozy blue sofa is tucked into the corner, and a framed mirror is mounted above a brick fireplace. Natural light filters through window panes, enhancing the serene ambiance.

Cottage in Suffolk

4.95 out of 5 average rating, 214 reviews

Private and peaceful stay at Old Smithy Cottage

Old Smithy Cottage offers a truly local Suffolk stay, a quiet and beautifully furnished private annexe boasting original beams and a stunning view over the Suffolk countryside. Enjoy a private entrance, a spacious bedroom with double-sized bed, private ensuite, a south-facing private terrace with views over a large open field. Coffee pod machine, kettle and fridge provided. 10 mins to Sutton Hoo 10 mins to Woodbridge 20 mins to Snape Maltings 25 mins to Aldeburgh 50 mins to RSPB Minsmere

Top guest favorite

A serene landscape is captured at dusk, showcasing the River Deben with small boats in the distance. The grassy foreground is dotted with trees and wildflowers, while a gentle slope leads to the water, creating a peaceful natural setting.

Cottage in Suffolk

4.96 out of 5 average rating, 315 reviews

Unique getaway in stunning riverside setting

The Stables is in a beautiful peaceful part of Suffolk, on the River Deben, with footpaths, wild swimming, pubs within walking distance, birdwatching, views for artists, and fabulous lanes for cycling. Perfect for paddle boarders and kayaks too. The Stables have been converted into a cosy country cottage with contemporary furnishings, fitted kitchen, bedroom with super king bed, en suite bathroom, shower room, wood burner, 2 TVs and wifi, books and games, and tennis court (by arrangement).

Guest favorite

A charming street scene in Woodbridge is depicted, featuring a mix of historic brick and white buildings. The former Suffolk Seed Stores' sign is visible on one building. Smoky clouds loom above, adding contrast to the picturesque architecture lining the quiet street.

Condo in Suffolk

4.91 out of 5 average rating, 160 reviews

Elegant town centre apartment with parking

Freshly refurbished, Georgian first floor 2 bed apartment in a historic town centre building. The building is the former head office of Suffolk seed stores & was converted into shops & two luxury apartments in the 90s. The location is in the centre of town with a parking space behind the building in a private courtyard. A 2 minute walk will take you to the train station & waterfront & historical Sutton Hoo is just a 5 minute drive. You won’t find a better spot to explore the town & county!

Top guest favorite

A wooden shepherd's hut is displayed with a curved roof and large windows. Potted plants and an outdoor seating area enhance the entrance. A pathway of brick steps leads to the door, surrounded by greenery and flower beds.

Shepherd’s hut in Suffolk

4.88 out of 5 average rating, 168 reviews

“The Elms Shepherds Hut”

Our beautiful little shepherds hut is ready for letting. Get away from it all and stay under the stars deep in the Suffolk countryside. Our Shepherds hut is situated in the corner of our field surrounded by hedging and stunning views. If you’re a keen cyclist there’s many different routes in the area as well as many footpaths for avid ramblers. If star gazing is your thing then we can promise you we are not affected by light pollution and if you’re lucky you’ll hear our resident owls too.

Top guest favorite

A charming brick holiday home is surrounded by blossoming yellow daffodils and lush greenery. The front features a blue door, complemented by vibrant pots and ornamental plants. A sunny sky casts a bright light over the garden, enhancing the inviting atmosphere of the space.

Tiny home in Suffolk

4.94 out of 5 average rating, 338 reviews

Delightful Victorian Garden Room. Seaside walks.

This memorable place is anything but ordinary. Once the site office for the builders of this row of Victorian town houses, this is now a delightful and characterful holiday home. We offer a beautifully decorated sitting and dining area, comfortable bed and a compact modern shower room. You will have fast broadband, tv with Sky/Netflix. Microwave, kettle & toaster, bread & cereal to make breakfast. You have your own entrance and can sit in our garden where you may be joined by our pets.

Top guest favorite

A bright living space features a cozy sofa with patterned cushions and a white coffee table. A neatly made bed is tucked behind a curtain, accompanied by soft bedding. Natural light enters through a large window, enhancing the soothing blue walls.

Guesthouse in Orford

4.96 out of 5 average rating, 279 reviews

The Studio: A cosy hide-away for 2 in Orford

A cosy, perfectly formed space in the centre of Orford, The Studio is ideally placed to enjoy this gorgeous Suffolk village. A short step to fabulous walks, Pump Street Bakery, 2 pubs, 2 restaurants, a tea room, Village Shop, Butcher & Pinneys Smokery, as well as a short drive to Snape, Aldeburgh, Woodbridge... you won't want for diversions, unless you just want to chill out on your own private patio. Ideal for a couple, a 3rd person can be squeezed in, and your dog is also welcome.

Top guest favorite

A bright living room features an L-shaped sofa with a mix of patterned and solid cushions, accompanied by an armchair. A round coffee table sits on a textured area rug with soft lighting from the floor lamp. Potted plants add a touch of greenery, enhancing the inviting space.

Home in Suffolk

4.99 out of 5 average rating, 181 reviews

Cottage with parking in the heart of Woodbridge

Refurbed in 2022 to a high standard Jasmine Cottage is a hidden gem on a quiet lane in the heart of Woodbridge. With off street parking for two mid size cars and a south facing (sun trap) garden, Jasmine Cottage is a perfect base for a Suffolk getaway. The cottage happily sleeps four but is perfect as a luxurious retreat for two. Location is amazing - Just a few minutes walk from the Market Hill, the Thoroughfare and glorious River Deben. Dogs welcome (fully enclosed garden).

Guest favorite

A charming thatched cottage is set amidst lush greenery, showcasing a red brick exterior adorned with climbing plants. An arched front door adds character, while a gravel pathway leads to the entrance. Surrounding trees and shrubs enhance the secluded atmosphere of the property.

Cottage in Sutton

4.91 out of 5 average rating, 152 reviews

Amy’s Cottage, Sutton Street, Woodbridge Suffolk

Beautiful Chocolate Box Cottage, with large fully enclosed cottage garden, in a the private grounds of Sutton Hall Estate, Woodbridge - an Area of Outstanding Natural Beauty. Newly renovated, which is well equipped to a high standard. Top quality Vispring pocket sprung King Size bed, stone floors in kitchen and dining room. If you like the cottage in the film The Holiday, then this comes close to it!! Pets welcome. A large paddock is also available for horse holidays.

Top guest favorite

A garden scene is presented with well-maintained lawns and flowering plants. A stone planter is positioned in the foreground, complemented by neatly trimmed hedges and a tree slightly to the right. An inviting converted coach house is visible in the background, set against a clear sky.

Home in Melton

4.95 out of 5 average rating, 202 reviews

The Coach House, Melton, Woodbridge

The house is a converted coach house set in beautiful gardens and an ideal base from which to explore the area's many attractions. There are two double rooms (one of which can be converted to a twin) both with ensuites. Fully furnished chalet style kitchen, with an induction hob and small fridge with an ice box. Perfect for creating light meals and additional fridge storage is available if needed. Cozzy living area with smart TV and circular table for seating 4.

Guest favorite

A charming brick and flint cottage is set in a gravel-filled outdoor area, featuring a neatly manicured shrub and vibrant flowers in terracotta pots. The exterior of the building showcases classic roofing and decorative windows, framed by greenery and a sunny blue sky.

Guesthouse in Suffolk

4.83 out of 5 average rating, 174 reviews

Old Bakery Flinthouse

An ideal holiday base for discovering the delights of Suffolk, it is wonderful place set in AONB (Area of Outstanding Natural Beauty) in which to relax and unwind. This comfortable and charming brick and flint cottage boasts light and airy accommodation is well placed for exploring the area’s many delights, walking, cycling and bird watching are especially catered for locally. Bawdsey is also the home of radar and close to Sutton Hoo, Anglo Saxon burial site.

Top guest favorite

A charming grey cottage with a white door is framed by lush greenery and blooming white roses. The setting includes green lawns and healthy shrubbery, creating a serene outdoor atmosphere. The cottage's design complements the natural surroundings.

Cottage in Newbourne

4.99 out of 5 average rating, 257 reviews

Charming cottage in idyllic setting

The Cottage is at the end of a pretty tree-lined drive set in the 12 acre grounds of Street Farm. It is a beautiful setting with water meadow and streams, surrounded by an abundance of wildlife. The cottage is detached and well away from the farmhouse making it a wonderfully peaceful and secluded place to relax. There are many footpaths to explore straight from the Cottage, with both the River Deben and Newbourne Springs Nature Reserve in easy walking distance.

Top guest favorite

A private bedroom features a spacious bed with decorative bedding and two bedside tables with lamps. The room is illuminated by warm lighting and includes a colorful wall art piece. A shelf displays various decorative items, and natural light enters through a window covered by light curtains.

Condo in Suffolk

4.9 out of 5 average rating, 220 reviews

Quiet Retreat

Private annex for two people with own entrance door leading to Private Double Bedroom, Private Kitchen/Dining Room and Private Bath/Shower Room. Situated in a quiet residential area with off road parking. 20 minutes walk to the pretty town center of Woodbridge with its individual shops, cinema, swimming pool and the beautiful River Deben. Woodbridge Train Station has a taxi rank, 5 minutes by Taxi or a 20 minute walk from us.