
Vacation rentals in Skegness
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Top-rated vacation rentals in Skegness
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The Annex @ Ormiston House
*AUGUST SPECIAL OFFERS* 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 and 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.

Fairytale Cottage in a Beautiful Garden
Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

Beach-front cottage. Sea view from every room.
Anderby Creek was voted one of the UK's best undiscovered beaches by AOL, The Times & The Telegraph. The house has simply beautiful views of the beach, sea and sand dunes with extensive decking surrounded by glass balustrade where you can sit outside and enjoy the sea air. It's a family home, fully centrally heated and comfortable. Expect mismatched crockery & imperfection! It's a steep drive up to the house & steps to the beach (although you can go around the drive way) so not suitable for all

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯
Just a short walk from the beach. Your own front door, bright bathroom, double bed, leather sofa, fridge, microwave, free ground coffee & tea, wifi & wood burning stove in brick & flint cottage. Good pubs & restaurants. Historic villages & medieval churches. No pet fees. Amazing place - wonderful sunsets, starry dark skies & the sound of the sea. Tranquility. Turtle doves, cuckoos, curlews, natterjack toads & bitterns call in season. Wonderful beach walks. Norfolk Coast Path & Peddars Way.

The Barn at White House Farm 1800's 3 bed Barn
The Barn is situated in the grounds of White House Farm, on the banks of the River Witham. It's a wonderfully cosy and private barn conversion with a separate private garden which is fully enclosed ideal for Dogs. Self-contained, 2 bedrooms, newly renovated bathroom, kitchen, wood burner and 65” HD TV with Netflix and Free WiFi. Quiet and very peaceful. We also now have a pontoon on The River behind the Barn from which you can launch your paddle boards, canoes or even go wild water swimming!

The Loft at Peace Haven near Woodhall Spa
Self contained peaceful loft studio with far reaching views over farm fields & Lincoln Cathedral. Access via private stairs. Parking space. 5 minutes from the inland resort of Woodhall Spa. Private oak balcony with seating area & beautiful views across countryside. Hotel designed King size bed (can be split into twin beds) (orthopaedic mattress). Tea, coffee & toast facilities only (tea/coffee/cereals/porridge/snacks & milk included). Fridge. En suite shower room. Table & chairs. Tv & radio.

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.

Old Post Office Mablethorpe "Your Home From Home"
The old post office offers modern decor comfortable accommodation central heating the property is situated approx 300 metres from the blue flag Mablethorpe beach. 200 metres from local shop & cinema fish & chip shop nearby. we are approx 1 mile to town centre. there are lots of interesting walks & interesting places to visit within walking distance or short drive.the owners live on site and will be available for any help advice you may need also to help with any problems .

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm
Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Boxes. Alpaca trekking also available.

One bedroom boutique cottage NEW refurb & VIEWS
The Stables at The Laurels cottages Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness and all the gorgeous market towns. local pubs amazing walks and cycle paths and antique shops. Bring your dog and feel free to roam in our paddock. Footpaths on the door stop . Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Luxury Annex beside the River Bain Nr Woodhall Spa
A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

LookOut At The Lodge
Self contained annexe with minimal cooking facilities - downstairs open plan kitchenette with microwave and hob, lounge area (TV/dvd player), dining area. Upstairs in master bedroom king size bed sloping attic roof - separate shower room with toilet and wash handbasin. Second bedroom (request booking please) single bed, sloping roof. Outside toilet and fridge if required. Welcome pack for your first breakfast. Kitchen facilities suitable for breakfast and light lunches.
Popular amenities for Skegness vacation rentals
Stay near Skegness's top sights
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When is the best time to visit Skegness?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,146 GYD | G$23,240 GYD | G$20,518 GYD | G$22,612 GYD | G$22,612 GYD | G$22,821 GYD | G$26,380 GYD | G$30,358 GYD | G$23,030 GYD | G$20,099 GYD | G$20,099 GYD | G$20,937 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Frequently Asked Questions
What are the best places to stay in Skegness?
Many visitors choose accommodations near the beach for easy access to the promenade and seaside. Neighborhoods around the town center and seafront are popular for staying close to shops, entertainment, and local dining.
What are the best things to do in Skegness with kids?
Children often enjoy the funfair rides, interactive museums, and miniature railways. A day at the beach, exploring arcades, or spending time in local nature parks makes for a memorable family outing.
What are some of the best things to do in Skegness?
Explore sandy beaches, enjoy classic amusement arcades, and visit local parks or gardens. Many guests stroll the pier, sample local food, and visit popular seafront entertainment venues.
How is the weather in Skegness?
Skegness has cool, damp winters averaging 35–47°F (2–8°C), while summers reach 54–71°F (12–22°C) with light breezes. Rain is spread across the seasons, so bringing a waterproof layer is a good idea.
When is the best time to visit Skegness?
Late spring through early fall is often recommended for milder weather and more open attractions. During summer months, temperatures usually reach around 54–71°F (12–22°C), with many seasonal events.
What are the best places to visit in Skegness?
Explore the town’s beach, wander along the pier, or relax in well-maintained public gardens. The area has amusement centers, a local aquarium, and venues for live shows and performances.
What are some hiking trails in Skegness?
You can explore coastal walking paths along the beach, nature reserves with marked trails, and footpaths in surrounding countryside. Many trails have gentle elevations and are suited for a range of abilities.
What are some family activities we can do in Skegness?
Families frequently enjoy seaside arcades, mini-golf, and safe swimming areas during warmer weather. Parks, gardens, and interactive museums also make good outings for visitors with children.
What are some of the best day trip ideas from Skegness?
Day trips to nearby nature reserves, market towns, or historic landmarks are frequently suggested. Visiting animal sanctuaries or exploring local countryside villages adds variety to your stay.
Are there any pet friendly accommodations available in Skegness?
Skegness has pet friendly accommodations, especially in areas near the seafront and town parks. Look out for rentals that welcome dogs and provide easy access to outdoor walking spots.
What are some local tips for visiting Skegness?
Dress in layers as weather by the coast changes quickly, and bring comfortable shoes for walking on sand and promenades. Booking attractions or accommodations ahead, especially during school holidays, is frequently suggested.
What is Skegness known for?
Skegness is known for its sandy beaches, traditional amusement parks, and lively seafront. The area has a legacy of classic British seaside holidays, with a mix of arcades, beachfront gardens, and family attractions.
What are the best hidden gems to explore in Skegness?
Explore quieter sections of the beach, locally run art galleries, and nature reserves around the town. Some visitors enjoy discovering small cafes and spots with murals or outdoor sculptures.
What are the best foods to try in Skegness?
Fish and chips by the seaside are frequently suggested, along with locally made ice cream and traditional British pastries. Many cafes and seaside vendors highlight fresh seafood and classic comfort dishes.
What should I bring for a trip to Skegness?
Pack layers for varying coastal temperatures, sturdy shoes, and a waterproof jacket in case of rain. Sun protection, a beach towel, and a camera are useful for seaside activities and exploring outdoor attractions.
What is the nightlife in Skegness like?
Skegness has laid-back nightlife with pubs, cocktail bars, and some live music venues around the seafront and town center. You can explore casual spots for drinks, plus venues that host themed nights and tribute acts.
What are the most popular events or festivals in Skegness?
Seasonal festivals, classic car rallies, and themed weekends draw crowds throughout the year. Summer often features open-air concerts and community celebrations along the seafront.
Are there family friendly vacation rentals in Skegness?
Family friendly rentals are available near the beach and central neighborhoods, with easy access to parks, playgrounds, and attractions. Many properties have amenities supporting guests with children.
Quick stats about vacation rentals in Skegness

Total vacation rentals
Explore 500 vacation rentals in Skegness

Nightly prices starting at
Skegness vacation rentals start at G$6,281 GYD per night before taxes and fees

Verified guest reviews
Over 4,720 verified reviews to help you choose

Family-friendly vacation rentals
350 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
350 of Skegness vacation rentals include wi-fi access

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

4.6 Average rating
Skegness stays receive an average rating of 4.6 out of 5 from guests
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- Old Hunstanton Beach
- Lincoln Castle
- Burghley House
- Cromer Beach
- Fantasy Island Theme Park
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- The Deep
- Felbrigg Hall
- Holkham Hall
- North Shore Golf Club
- Holkham beach
- Heacham South Beach
- Mundesley Beach
- Sheringham Park
- Chapel Point
- Cromer Lighthouse
- East Runton Beach




