Vacation rentals in Skegness

125 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Skegness

1 Bedroom Ground Floor Holiday Apartment - Flat 11 - Skegness

1 Bedroom Ground Floor Holiday Apartment - Flat 11

Flat, Skegness

1 Bedroom Ground Floor Holiday Apartment - Flat 11 is a flat in Skegness, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About 1 Bedroom Ground Floor Holiday Apartment - Flat 11

1 Bedroom Ground Floor Holiday Apartment - Flat 11 is a flat in Skegness, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £338.

From£48/night
Show
OYO Diamond Apartments Skegness - Skegness

OYO Diamond Apartments Skegness

Flat, Skegness

OYO Diamond Apartments Skegness is a flat in Skegness, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About OYO Diamond Apartments Skegness

OYO Diamond Apartments Skegness is a flat in Skegness, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, heating, family friendly, and toys.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £350.

From£50/night
Show
Savona Hotel - Skegness

Savona Hotel

Guest House, Skegness

Savona Hotel is a guest house in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

Read more

About Savona Hotel

Savona Hotel is a guest house in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, tv, and cctv inside.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £430.

From£61/night
Show
2 Bedroom Holiday Apartment Skegness - Flat 17 - Skegness

2 Bedroom Holiday Apartment Skegness - Flat 17

Flat, Skegness

2 Bedroom Holiday Apartment Skegness - Flat 17 is a flat in Skegness, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About 2 Bedroom Holiday Apartment Skegness - Flat 17

2 Bedroom Holiday Apartment Skegness - Flat 17 is a flat in Skegness, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £434.

From£62/night
Show

Family-friendly vacation rentals in Skegness

Plan a trip with stays that give families more room to spread out.

1 bedroom accommodation in Burgh le Marsh, near Skegness - Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness

Cottage, Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness is a cottage in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About 1 bedroom accommodation in Burgh le Marsh, near Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness is a cottage in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £367.

From£52/night
Show
CARAVAN 25, pet friendly, country holiday cottage in Ingoldmells - Skegness

CARAVAN 25, pet friendly, country holiday cottage in Ingoldmells

Cottage, Skegness

CARAVAN 25, pet friendly, country holiday cottage in Ingoldmells is a cottage in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring…

Read more

About CARAVAN 25, pet friendly, country holiday cottage in Ingoldmells

CARAVAN 25, pet friendly, country holiday cottage in Ingoldmells is a cottage in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kids friendly, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £504.

From£72/night
Show
The Singlecote Hotel - Skegness

The Singlecote Hotel

Guest House, Skegness

The Singlecote Hotel is a guest house in Skegness. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Read more

About The Singlecote Hotel

The Singlecote Hotel is a guest house in Skegness. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, heating, and breakfast::free.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £516.

From£74/night
Show
Greystones - Skegness

Greystones

Guest House, Skegness

Greystones is a guest house in Skegness, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Greystones

Greystones is a guest house in Skegness, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, heating, family friendly, and family room.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £585.

From£84/night
Show

Pet-friendly vacation rentals in Skegness

Bring your pet along with stays that welcome four-legged travelers.

Caravan holiday let 2 bedroom happy days SOUTH chapel saint Leonards 05 - Skegness

Caravan holiday let 2 bedroom happy days SOUTH chapel saint Leonards 05

Holiday Home, Skegness

Caravan holiday let 2 bedroom happy days SOUTH chapel saint Leonards 05 is a holiday home in Skegness, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

Read more

About Caravan holiday let 2 bedroom happy days SOUTH chapel saint Leonards 05

Caravan holiday let 2 bedroom happy days SOUTH chapel saint Leonards 05 is a holiday home in Skegness, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, beachfront, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £425.

From£61/night
Show
The Mayfair - Skegness

The Mayfair

Guest House, Skegness

The Mayfair is a guest house in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About The Mayfair

The Mayfair is a guest house in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £504.

From£72/night
Show
2 Bedroom Holiday Apartment Skegness - Flat 17 - Skegness

2 Bedroom Holiday Apartment Skegness - Flat 17

Flat, Skegness

2 Bedroom Holiday Apartment Skegness - Flat 17 is a flat in Skegness, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About 2 Bedroom Holiday Apartment Skegness - Flat 17

2 Bedroom Holiday Apartment Skegness - Flat 17 is a flat in Skegness, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £567.

From£81/night
Show
The Mayfair - Skegness

The Mayfair

Bed And Breakfast, Skegness

The Mayfair is a bed and breakfast in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About The Mayfair

The Mayfair is a bed and breakfast in Skegness, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £504.

From£72/night
Show

Vacation rentals with a pool in Skegness

Add a pool to the search when you want an easy place to cool off between outings.

Caravan situated on Coastfields, Ingoldmells - Skegness

Caravan situated on Coastfields, Ingoldmells

Cabin, Skegness

Caravan situated on Coastfields, Ingoldmells is a cabin in Skegness, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Caravan situated on Coastfields, Ingoldmells

Caravan situated on Coastfields, Ingoldmells is a cabin in Skegness, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets welcome, and kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £671.

From£96/night
Show
10 Berth Caravan - Meadow View - Skegness

10 Berth Caravan - Meadow View

Bed And Breakfast, Skegness

10 Berth Caravan - Meadow View is a bed and breakfast in Skegness, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 10 Berth Caravan - Meadow View

10 Berth Caravan - Meadow View is a bed and breakfast in Skegness, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets welcome.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £793.

From£113/night
Show
Superb 8 Berth Caravan, Golden Anchor Park - Skegness

Superb 8 Berth Caravan, Golden Anchor Park

Chalet, Skegness

Superb 8 Berth Caravan, Golden Anchor Park is a chalet in Skegness, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Superb 8 Berth Caravan, Golden Anchor Park

Superb 8 Berth Caravan, Golden Anchor Park is a chalet in Skegness, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, and beachfront.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £822.

From£117/night
Show
PG177 Golden Palm Resort 8 Berth Caravan With Decking - Skegness

PG177 Golden Palm Resort 8 Berth Caravan With Decking

Flat, Skegness

PG177 Golden Palm Resort 8 Berth Caravan With Decking is a flat in Skegness, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

Read more

About PG177 Golden Palm Resort 8 Berth Caravan With Decking

PG177 Golden Palm Resort 8 Berth Caravan With Decking is a flat in Skegness, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,103.

From£158/night
Show

Vacation rentals with parking in Skegness

Find vacation rentals that make arriving by car easier.

The Cresswell Inn - Skegness

The Cresswell Inn

Guest House, Skegness

The Cresswell Inn is a guest house in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

Read more

About The Cresswell Inn

The Cresswell Inn is a guest house in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and tv.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £476.

From£68/night
Show
Harbour Stays - Skegness

Harbour Stays

Flat, Skegness

Harbour Stays is a flat in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Read more

About Harbour Stays

Harbour Stays is a flat in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, onsite parking, and tv.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £498.

From£71/night
Show
The Saxby Hotel - Skegness

The Saxby Hotel

Bed And Breakfast, Skegness

The Saxby Hotel is a bed and breakfast in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About The Saxby Hotel

The Saxby Hotel is a bed and breakfast in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and tv.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £511.

From£73/night
Show
The Saxby Hotel - Skegness

The Saxby Hotel

Bed And Breakfast, Skegness

The Saxby Hotel is a bed and breakfast in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About The Saxby Hotel

The Saxby Hotel is a bed and breakfast in Skegness, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and tv.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £511.

From£73/night
Show

Vacation rentals with a kitchen in Skegness

Compare stays with kitchen access for longer trips and easier meals.

Ingoldmells - House - Sleeps 6 - Seaside - Parking - Skegness

Ingoldmells - House - Sleeps 6 - Seaside - Parking

Holiday Home, Skegness

Ingoldmells - House - Sleeps 6 - Seaside - Parking is a holiday home in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Ingoldmells - House - Sleeps 6 - Seaside - Parking

Ingoldmells - House - Sleeps 6 - Seaside - Parking is a holiday home in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, kitchen, with kitchen, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £455.

From£65/night
Show
Coasters Hotel & Apartments - Skegness

Coasters Hotel & Apartments

Flat, Skegness

Coasters Hotel & Apartments is a flat in Skegness, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Coasters Hotel & Apartments

Coasters Hotel & Apartments is a flat in Skegness, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and heating.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £569.

From£81/night
Show
Carron House Holiday Apartments - Skegness

Carron House Holiday Apartments

Flat, Skegness

Carron House Holiday Apartments is a flat in Skegness, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Carron House Holiday Apartments

Carron House Holiday Apartments is a flat in Skegness, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £585.

From£84/night
Show
Apartment - Sleeps 5, Free Parking & Sun Terrace - Skegness

Apartment - Sleeps 5, Free Parking & Sun Terrace

Flat, Skegness

Apartment - Sleeps 5, Free Parking & Sun Terrace is a flat in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Apartment - Sleeps 5, Free Parking & Sun Terrace

Apartment - Sleeps 5, Free Parking & Sun Terrace is a flat in Skegness, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £591.

From£84/night
Show