50 Best Vacation Rentals in Rutland - Holiday Lettings - Cabins

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53 Vacation rentals

(8) Very Good 

8

North Luffenham Vacation home rental

Rutland / North Luffenham

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
Newly redecorated and reburbished, this beautiful period cottage set in the pretty village of North Luffenham can sleep up to 7 persons. North Luffenham is an attractive village and is a great central spot for viewing all that Rutland has to offer.Manor View Cot  …see more

from $169 / night

$594 - $638 / week

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from $169 / night

(4) Excellent 

26

Vacation apartment in Leicestershire and Rutland

Rutland / Barrowden, Rutland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Set within the magnificent Mansion House at Tixover Grange in England's smallest county of Rutland this beautifully-located two bedroom, first floor apartment, enjoys private landscaped gardens and lakes bordering the River Welland and surrounding countryside. The bui  …see more

from $94 / night

$563 - $1000 / week

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from $94 / night

(13) Excellent 

7

Stretton Vacation cottage rental

Rutland / Stretton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Private garden
Our comfortable stone built "newly furnished" self catering cottage which Is situated 1/2 mile from the A1 with off road parking. There are 2 Bedrooms with 1 Double Bed and 1 Zip/Link Twin bed, a fully fitted shower room, fully fitted kitchen and comfortable living area  …see more

from $75 / night

$475 - $1525 / week

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from $75 / night

(2) Excellent 

17

Vacation cottage in Cottesmore

Rutland / Cottesmore

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Dick's Cottage is situated in the heart of Rutland in the village of Cottesmore which is near the market towns of Stamford, Oakham, Uppingham & only 5 miles from Rutland Water. A beautiful thatched grade two listed building, awards a 4 * Gold rating by Visit England, s  …see more

from $163 / night

$1138 / week

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from $163 / night

(3) Very Good 

11

Vacation cottage in Empingham

Rutland / Empingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Pibbles Nook is exquisitely furnished, bespoke two bedroom, luxury, self-catering accommodation in the county of Rutland, nestling in the delightful village of Empingham near the shores of Rutland Water. An ideal place to stay if you want to.....relax for a few days...  …see more

from $100 / night

$700 - $1313 / week

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from $100 / night

(12) Very Good 

8

Vacation cottage rental

Rutland / Wakerley

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The property has one double bedroom but with a double sofa bed in the lounge, can accommodate 2/4 people and makes a fantastic romantic hideaway, a relaxing countryside break or work bolt hole. Fully equipped kitchen including: Cooker and Hob, Dishwasher, Fridge/free  …see more

from $157 / night

$469 - $525 / week

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from $157 / night

(1) Excellent 

15

Vacation apartment in Uppingham

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This delightful two bedroomed apartment is situated in the centre of Uppingham with everything within walking distance. One double room, one twin room, lounge, bathroom and fully fitted kitchen. Parking space for one car and WIFI. Fully equipped. Richil House was built  …see more

from $125 / night

$613 / week

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from $125 / night

(4) Excellent 

12

Vacation guest house in Hambleton

Rutland / Hambleton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
This is the guest house to the main house. There are views of Rutland Water from both bedrooms. There is no kitchen or separate livingroom. . There is a small fridge, microwave, toaster and tea and coffee making facilities. The property is upstairs and has a wrap around  …see more

from $82 / night

$438 / week

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from $82 / night

(33) Very Good 

24

Stamford Vacation cottage rental

Rutland / Stamford

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
Set in one of Rutland's pretty villages, two chapel lane is an eighteenth century stone-built Grade II listed cottage and former barn that sleeps up to 6 people (maximum 4 adults / 2 babies or toddlers). It includes a wood burner in the sitting room, pretty walled court  …see more

from $107 / night

$744 - $1063 / week

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from $107 / night

(17) Very Good 

23

Vacation home accommodation

Rutland / Cottesmore

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Newly fitted for 2013, this is a spectacular detached 5 bedroom cottage with all amenities including a log burner for those chilly wintry nights. Luxury kitchen/diner, large lounge. Sleeps up to 9 people. 2 doubles both with en-suites, 2 twin rooms, 1 single room and  …see more

from $207 / night

$844 - $950 / week

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from $207 / night

(5) Very Good 

13

Cottage rental in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Moss Cottage Rutland sleeps up to 5 people comfortably,(there is also a sofa bed, if required)The newly renovated accommodation comprises two good-sized bedrooms, and one small single room, sleeping up to 5 people in total. There is also a sofa bed in th  …see more

from $144 / night

$607 - $832 / week

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from $144 / night

(24) Excellent 

31

Caldecott Vacation cottage rental

Rutland / Caldecott

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Pet friendly
Nestled in the Welland Valley Pond Cottage with it's countryside views is the old kitchen annexe of The Old Vicarage, Caldecott, Rutland. Built in 1863 by Rev Thomas Wheeler Gilham, it was divided in the 1970's and the annexe sold off and became Pond Cottage, in Septemb  …see more

from $125 / night

$688 - $750 / week

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from $125 / night

(18) Excellent 

18

Vacation cottage in Leicestershire and Rutland

Rutland / Wakerley

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
An admirable location situated between two rural villages Barrowden and Wakerley which overlook the River Welland, short walk to the nearest pub known for their home ales and good quality food. Provides affordable indulgence for holidaymakers seeking to relax and expl  …see more

from $125 / night

$594 - $1000 / week

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from $125 / night

(12) Excellent 

28

Vacation cottage in Hambleton

Rutland / Hambleton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
The Old Telegraph and Post Office cottage is in the village of Hambleton on a peninsula in the middle of Rutland Water, one of Europe's largest reservoirs. Hambleton is probably one of the nicest village locations in England. There are 3 reception rooms and a kitchen a  …see more

from $125 / night

$688 - $1500 / week

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from $125 / night

(4) Very Good 

10

Cottage accommodation in Greetham with golf nearby

Rutland / Greetham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Mill Cottage is a lovely detached holiday cottage, converted from an 18th century barn and benefitting from a master bedroom with king size bed which can also be set as twins (3' velcro link beds), a large second bedroom with two twin beds and one single bedroom. Plent  …see more

from $105 / night

$657 - $1044 / week

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from $105 / night

(10) Excellent 

30

Uppingham Vacation home rental

Rutland / Uppingham

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden
This house has been newly renovated and available for short break lets, weekend stays, group get together soon due to its fabulous entertaining space. The stunning open plan kitchen had dining are for 14 and breakfast bar. Fully equipped kitchen with all modern ame  …see more

from $1000 / night

$7000 - $8750 / week

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from $1000 / night

(7) Very Good 

23

Vacation apartment in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
A spacious and elegant apartment on the middle floor of a Grade II listed Georgian house. The apartment is minutes away from the Market Place; it is in a peaceful location and so handy for all that Uppingham has to offer: great restaurants, lots of independent retailers  …see more

from $125 / night

$744 - $1125 / week

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from $125 / night

(18) Excellent 

24

Vacation converted chapel in Wing

Oakham / Wing

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Ask about children
*** STILL AVAILABLE FOR CHRISTMAS AND NEW YEAR *** ABOUT THE CHAPEL: The Chapel, Wing is an early 19th Century stone built Grade II listed Methodist Chapel sympathetically converted at the turn of the 21st Century to create a unique Modernist open plan house. Winner of  …see more

from $75 / night

$519 - $857 / week

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from $75 / night

(14) Excellent 

23

Leicestershire and Rutland Vacation cottage rental

Rutland / Oakham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 mi
  • Ask about children
  • Private garden
** Sister property to local Rutland thatched cottages: Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749 + Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618NB: All our cottages operate a strictly "Non-smoking"  …see more

from $119 / night

$619 - $988 / week

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from $119 / night

(3) Very Good 

16

Vacation home in Uppingham

Rutland / Uppingham

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Corner House's central location makes all the facilities that the Market town of Uppingham has to offer readily available, without the need to drive. The Corner House is an ideal base to explore the activities in and around Uppingham which itself is an historic Mar  …see more

from $144 / night

$682 - $844 / week

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from $144 / night

(21) Excellent 

14

Vacation cottage rental

Rutland / Oakham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
** Sister property to local Rutland thatched cottages: Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618+Autumn Cottage, Preston, Near Oakham/Uppingham, Rutland - Property No. 6555591NB: All our cottages operate a strictly &q  …see more

from $119 / night

$619 - $988 / week

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from $119 / night

(5) Very Good 

20

Vacation lodge with golf nearby in Greetham

Rutland / Greetham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Pet friendly
Our luxury eco-friendly 4* Lodge is one of several set amidst 276 acres of rolling Rutland countryside, just a few minutes drive from Rutland Water. The Lodges are a perfect base for golfing, sailing, windsurfing, birdwatching, cycling, walking – or why not just sit b  …see more

from $105 / night

$657 - $1044 / week

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from $105 / night

(3) Excellent 

20

B&b rental in Barnsdale

Oakham / Barnsdale

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
The Walled Garden Bed and Breakfast is a pretty, self-contained cottage that sits in a quiet, private garden in Barnsdale, in the heart of Rutland. Located just a minute's walk from the banks of Rutland Water, it's perfect for a weekend getaway or longer holiday, ideal  …see more

from $100 / night

$700 / week

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from $100 / night

(4) Excellent 

14

Apartment rental in Leicestershire and Rutland

Rutland / Oakham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
A newly converted two bedroom self catering apartment situated in the centre of the historic market town of Oakham. The building was converted to an apartment in 2015 and provides accommodation on the first floor with two bedrooms accommodating four guests, a sitting r  …see more

from $107 / night

$669 - $994 / week

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from $107 / night

(1) Excellent 

17

Vacation apartment in Leicestershire and Rutland

Rutland / Oakham

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
This beautiful self catering apartment is located in the heart of the town centre of Oakham, Rutland. Accommodation-Living room with sofa bed (sleeps 2) family bathroom, bedroom (kingsize or 2 singles) and kitchen. Perfectly situated just a 2 minute walk from the train  …see more

from $63 / night

$438 / week

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from $63 / night

(12) Excellent 

24

Edith Weston Vacation cottage rental

Rutland / Edith Weston

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Suitable for children age 5+
  • Pet friendly
Built in the 1850s out of local limestone with a typical Rutland Colleyweston slate roof, Postbox Cottage has an array of original features. The doorway to the bakery has been preserved, as have the beams of the loft, now forming the bedrooms and bathrooms, and in the  …see more

from $100 / night

$500 - $782 / week

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from $100 / night

10

Vacation tented camp in Exton

Rutland / Exton

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
The Exton Estate is a large rural estate located in the heart of picturesque Rutland, the smallest historic county in England. The Estate is within easy reach of Oakham, Stamford, Leicester, Peterborough and Nottingham. Lantern & Larks has established a campsite within  …see more

from $114 / night

$1007 - $1638 / week

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from $114 / night

(4) Excellent 

15

Vacation barn rental

Rutland / Uffington

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Situated in the idyllic village of Uffington just outside the historic town of Stamford'The Barn' is an immaculately presented, self catering spacious two bedroom en-suite conversion. With a tennis court and large gardens, this family run accommodation is  …see more

from $188 / night

$813 - $1125 / week

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from $188 / night

(5) Excellent 

11

Stamford Vacation apartment rental

Rutland / Stamford

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Private garden
A 4* Gold Award Luxury Self Catering One Bedroom Apartment over-looking open countryside to Luffenham Heath & Golf Club.This spacious first floor apartment has a fully fitted kitchen, dining area and through lounge, full bathroom, twin Queen Size Beds (1.2  …see more

from $107 / night

$494 - $907 / week

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from $107 / night

10

Vacation log cabin in Leicestershire and Rutland

Rutland / Oakham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 4 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard.  …see more

from $100 / night

$544 - $1113 / week

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from $100 / night

11

Vacation log cabin rental

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 4 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard.  …see more

from $105 / night

$744 - $1213 / week

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from $105 / night

12

Log cabin rental in Leicestershire and Rutland

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 6 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard.  …see more

from $139 / night

$775 - $1232 / week

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from $139 / night

(11) Very Good 

23

Vacation cottage in Belton-in-Rutland

Rutland / Belton-in-Rutland

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 160 mi
  • Child friendly
  • Ask about pets
Waterend Barn is a delightful, wisteria and ivy covered cottage built with the golden sandstone so typical of Rutland. It is set in a small, well tended garden and provides guests with every comfort. There are fine views from the bedrooms and an excellent choice of wa  …see more

Pricing unknown

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Pricing unknown

(2) Good 

11

Empingham Vacation cottage rental

Rutland / Empingham

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Tambourine Cottage is set in the quiet picturesque village of Empingham, on the edge of Rutland Water. It is ideally situated for exploring the area's idyllic villages, beautiful countryside and wildlife as well as taking part in all the activities offered by the lake.  …see more

from $152 / night

$1063 / week

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from $152 / night

(1) Excellent 

9

Log cabin rental in Greetham

Rutland / Greetham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Pet friendly
Our eight luxury eco-friendly 4* Lodges nestle amidst 276 acres of rolling Rutland countryside on the Greetham Valley estate, just a few minutes' drive from Rutland Water. The Lodges are a perfect base for golfing, sailing, windsurfing, birdwatching, cycling, walking  …see more

from $105 / night

$657 - $1044 / week

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from $105 / night

(16) Excellent 

24

Vacation cottage in Uppingham

Rutland / Uppingham

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Private garden
'Chocolate Box' Luxury Thatched Cottage & Garden, 3 Bedrooms, Beautiful Local Walking & Cycling** Sister property to local Rutland thatched cottages: Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749+Autumn Cotta  …see more

from $89 / night

$619 - $1032 / week

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from $89 / night

(1) Excellent 

8

Leicestershire and Rutland Vacation apartment rental

Rutland / Oakham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
The Stables Flat is attached to our secluded farmhouse. We are surrounded by rolling fields grazed by cattle, sheep and horses. We keep pigs, ducks and hens. The house is down a quiet country lane without passing cars, apart from farm traffic. The light, airy flat has  …see more

from $47 / night

$282 - $363 / week

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from $47 / night

(9) Excellent 

14

Vacation cottage in Leicestershire and Rutland

Rutland / Oakham

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Private garden
The Green is a self-catering Rutland holiday cottage in the rural conservation village of Market Overton just a stone’s throw away from Rutland Water. Rutland is excellent for walking and cycling and The Green holiday cottage provides a perfect base for exploring the  …see more

from $150 / night

$894 / week

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from $150 / night

(11) Excellent 

18

Cottage rental in Braunston-in-Rutland

Rutland / Braunston-in-Rutland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Mouse Cottage (no we don't know why it is called Mouse Cottage, it always has been according to locals) is a stone and brick built cottage which sits opposite the village green in the beautiful village of Braunston-in-Rutland. The cottage has oil fired central heating,  …see more

from $144 / night

$557 / week

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from $144 / night

(20) Excellent 

7

Cottage accommodation in Empingham

Rutland / Empingham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The cottage is in the centre of the village with parking immediately outside. A pub serving hot, home-cooked food is one minutes walk away and open all day. There is also a shop open 7 days a week, a doctors surgery and a hairdressers. Originally a farm building, Primro  …see more

from $100 / night

$682 - $944 / week

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from $100 / night

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