
House holiday rentals in Skegness
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Top-rated house rentals in Skegness
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A lovely 2 bedroomed residential home in Boston
A perfect place to stay, this recently renovated two bedroomed Victorian terraced house is in a delightful setting on the bank of the river Witham with stunning views of Boston Stump. Guests benefit from being in a great location, within a 5 minute walk you are in Boston town centre where you will find historic buildings, great shops, pubs & restaurants. Boston train station and a large ASDA supermarket are both within a 10 minute walk. This home from home also has its own private parking space.

The Annex @ Ormiston House
*MAY/JUNE OFFER* £69p/n The Annex@Ormiston offers unique accommodation for up to 4 guests, in a self-contained building adjacent to our family home. It has ample private parking, a secure entrance, a private courtyard & access to a large garden. Downstairs, there's a kingsize bedroom, shower room, lounge and fully equipped kitchen. Upstairs, an additional bedroom contains one or two single beds. The property is a 10 minute walk from the town centre and less than a mile from Pilgrim Hospital.

Cosy Hazel Nook option of Undercover Hot tub
A charming, unique, cosy little home from home with everything you could need for a perfect break away. With additional OPTION of an Undercover Hot tub. We border Sandringham Estate & Houghton Hall with their gorgeous woodland Walks. We are central to many of the beaches, Great for you and your furry friend. We have Bircham Windmill with its fresh bakery & tearoom. Bircham store & cafe or dine at our local Pub. A fabulous base to then go out and explore. Come Relax & Enjoy North Norfolk. X

Seven Spires Barn with Private Hot Tub and Sauna
Seven Spires Barn is the perfect getaway for two, where traditional features meet modern luxury. Guests can relax, feel restored and explore the best that Lincolnshire has to offer. The barn features a freestanding roll top bath and woodburning stove. Outside guests can enjoy a private enclosed garden with hot tub and sauna. With special touches including luxury Bramley toiletries and complimentary toweling robes. Just 10 minutes from Woodhall Spa and 25 minutes from Historic Lincoln.

The Lodge at Thorpe House
Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

Beautiful, Spacious, 3 bed 2 bath , near Lincoln
Wayside is a beautiful, period house in a rural village setting 15 minutes drive to Lincoln city centre. It’s an ideal base for Lincolnshire's attractions and events. There is a kitchen , utility ,dining room , orangery and lounge , two kingside bedrooms and bathroom and a downstairs king size bedroom with en suite shower. There is a pretty garden and local woodland and country walks . Wayside is ideal for friends and families wanting a luxurious space to share and make memories.

Luxury Country Cottage, The Old Gatehouse
🏡Luxurious Countryside Cottage, with Cosy dining, large corner sofa & brand new kitchen. Ideal for walkers, cyclists, families and dogs 🏡 The Old Gatehouse has been fully renovated to offer a beautiful holiday retreat 🌳Set in a lovely Lincolnshire Wolds village, beautiful walks on the door step to the Ancient Woods and picturesque waterside walks to the pub. ✅ 5 mins to Louth, which is a thriving market town with an abundance of restaurants and shops. 🏖️15 mins to the beach

Woodhaven Stays
If you are looking for a place to relax then look no further! Whether it be a couples weekend away or a holiday for the full family, Woodhaven Stays is the perfect location. Our beautiful house sleeps 6 people and don't forget we are pet friendly ! This spacious home provides all the comforts you need when you are away from home, a spacious living and dining area, stunning kitchen, utility and sitting area. Of course we cannot forget the scenic garden with hot tub and BBQ.

Honeysuckle Cottage, 2 bedroom cottage
A historically significant building,Honeysuckle Cottage has been beautifully restored. The front has been kept with the original front door but actually it is semi detached. It has exposed ceiling beams and natural wood furniture. The vintage decor adds to the homely feel of this two-bed cottage, perfectly equipped for a couple or small family to stay. Easy to access by car or bus, this cottage provides the escape of the countryside with the convenience of a large village.

Luxurious & unique coastal haven
Situated in Snettisham, Hammond’s Courtyard offers peace and tranquility, ideally located to explore the beaches. Snettisham is a stone throw away from the Royal residence, Sandringham House and RSPB Snettisham. The property is suitable for up to 2 adults and 2 children under 12 years old. Hammond’s Courtyard is the perfect place to stay with a luxurious, romantic and spacious living area with a private oriental courtyard, encompassing all your needs for a relaxing stay.

1 Old Drill Hall - A little piece of History
This unique place has a style all its own. Centrally located to all amenities in the historic market town of Alford, and only a short drive to Lincolnshire’s east coastline beaches and villages. Whether you want a base from which to visit the beautiful local beaches, explore the countryside or visit some of the many local attractions, this fully equipped 2 bedroom home has all you need for a relaxing break.

Private Indoor Pool | Countryside Retreat
The Barns Haceby: Escape to your own private countryside retreat with exclusive access to a heated indoor swimming pool — perfect for couples, families, or small groups looking to relax and unwind. Set within peaceful gated grounds in the Lincolnshire countryside, this beautifully converted barn offers privacy, comfort, and a calm setting to switch off and enjoy time together.
Popular amenities for house rentals in Skegness
House rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Hill Crest House Lincolnshire With Indoor Pool

Delightful 2 bedroom caravan Manor Park Hunstanton

Henry’s holiday home Hunstanton Manor Park

Family and Pet Friendly Static Caravan Manor Park

Tattershall Lakes Luxury Hot Tub Breaks

Fairways - Relaxing private hot tub

We have two 3 bedroom 8 berth caravans hot tubs
Weekly house rentals

Marsh Gate House, Thornham

A converted Coach House

Rural home in Lincolnshire.

Dog friendly, Hidden Gem in rural Lincolnshire

Elodie Cottage, Ingoldisthorpe

New Willow Cottage

Lincs Beach House

Marzion House | Hot Tub | Group/Family Retreat |
Private house rentals

3 bedroom village home

Modern 2 bedroom holiday apartment private parking

"Kara Mia" Relaxing rural Lincolnshire cottage.

Owl’s Hoot, a Lincolnshire gem

Spacious Norfolk Coach House – Close to Beach

Luxury Manor Estate for 15 Sun therapy, hot tub

Olive House

Idyllic Coach House on The Sandringham Estate
Quick stats about house rentals in Skegness

Total holiday rentals
Explore 30 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
30 of Skegness holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skegness rentals

4.7 Average rating
Skegness stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Lincoln Castle
- Sheringham Beach
- Old Hunstanton Beach
- Burghley House
- Holkham beach
- Sandringham Estate
- Fantasy Island Theme Park
- Cromer Beach
- Heacham South Beach
- Mundesley Beach
- Lincolnshire Wolds
- The Deep
- Kelling Heath Holiday Park
- Holkham Hall
- Felbrigg Hall
- Sundown Adventureland
- Belvoir Castle
- University of Lincoln
- Skegness Beach
- Sheringham Park
- Searles Leisure Resort
- Woodhall Country Park
- Newark Castle & Gardens
- Brancaster Beach





