Pilgrim holiday rentals

We found 58 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Pilgrim that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Pilgrim

Showing deals for:13 Nov - 20 Nov

Room
Living area
Interior
Interior
Wonderful
(9 reviews)

Inspiration Station

Pikeville

26% off
AU$1,293
for 7 nights, 1 cabin
AU$185 per night
includes taxes & fees
Inspiration Station
Interior
Living area
Interior
Interior
Exceptional
(23 reviews)

The Red Dog Chalet Couples Retreat w/ Hot Tub

Williamson

8% off
AU$1,993
for 7 nights, 1 chalet
AU$285 per night
includes taxes & fees
The Red Dog Chalet Couples Retreat w/ Hot Tub
Outdoor dining
Living area
Exterior detail
Room
Exceptional
(13 reviews)

Backwoods Bungalow

Pikeville

21% off
AU$1,260
for 7 nights, 1 cabin
AU$180 per night
includes taxes & fees
Backwoods Bungalow
Room
Outdoor dining
Private kitchen
Exterior detail
Exceptional
(9 reviews)

Modern Escape

Pikeville

17% off
AU$1,075
for 7 nights, 1 home
AU$154 per night
includes taxes & fees
Modern Escape
Exterior
Exterior detail
Air-fryer & Mini Fridge
Coin-operated - Detergent provided
Exceptional
(5 reviews)

NEW Entire Build 4 Studio Units by Outlaws - Sleeps 15! 4 BR/ 4BA Suites 9 Beds

Lenore

8% off
AU$4,438
for 7 nights, 1 apartment
AU$634 per night
includes taxes & fees
NEW Entire Build 4 Studio Units by Outlaws - Sleeps 15! 4 BR/ 4BA Suites 9 Beds
Room
Outdoor dining
Exterior
Living area
Wonderful
(7 reviews)

Ryder's Retreat overlooking the city of Williamson!

Williamson

8% off
AU$2,341
for 7 nights, 1 home
AU$334 per night
includes taxes & fees
Ryder's Retreat overlooking the city of Williamson!
Interior
Exterior
Exterior detail
Exterior detail
Exceptional
(7 reviews)

Large spacious house with ample parking for large groups.

Delbarton

16% off
AU$5,825
for 7 nights, 1 home
AU$832 per night
includes taxes & fees
Large spacious house with ample parking for large groups.
Property grounds
Private kitchen
Property grounds
Room
Exceptional
(35 reviews)

💙The Mountain Mama💛 Trail Riders “Home Away From Home”

Chattaroy

8% off
AU$3,314
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Living room offers a full size hideaway bed and fireplace.
The Coal House aka Chamber of Commerce in Williamson WV
Property grounds
Rogers Park at TRC.  B-ball court and playground
Exceptional
(35 reviews)

Turkey Creek Retreats

Belfry

8% off
AU$1,752
for 7 nights, 1 home
AU$250 per night
includes taxes & fees
Turkey Creek Retreats
Exterior
Exterior detail
Room
Coin-operated - Detergent provided
Exceptional
(5 reviews)

Hidden Jewell Studio Suite #4 - 2BD/1BA Kitchenette & Washer/Dryer on Outlaws

Lenore

8% off
AU$1,143
for 7 nights, 1 apartment
AU$163 per night
includes taxes & fees
Hidden Jewell Studio Suite #4 - 2BD/1BA Kitchenette & Washer/Dryer on Outlaws
Room
Exterior detail
Coin-operated - Detergent provided
Air Fryer & Mini Fridge
Exceptional
(6 reviews)

Hidden Jewell Studio Suite #1 - 2BD/1BA Kitchenette & Washer/Dryer on Outlaws

Lenore

8% off
AU$1,143
for 7 nights, 1 apartment
AU$163 per night
includes taxes & fees
Hidden Jewell Studio Suite #1 - 2BD/1BA Kitchenette & Washer/Dryer on Outlaws
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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Pilgrim getaway

Learn about the unique charm of Pilgrim with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Pilgrim

Are you hoping to find top things to see and do in the city? Venture out of your cosy holiday rental and check out everything that makes Pilgrim a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • StoneCrest Golf Course (19.4 mi / 31.3 km)
  • Paintsville Golf Course (19.4 mi / 31.2 km)

Exploring the natural landscape of Pilgrim

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Pilgrim is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Hatfield McCoy Trail - Buffalo Mountain Trail System (13.6 mi / 21.8 km)
  • Jenny Wiley State Resort Park (18.2 mi / 29.3 km)
  • Archer Park (21.9 mi / 35.2 km)
  • Rogers Park (10.5 mi / 16.9 km)
  • Laurel Creek State Wildlife Management Area (12.5 mi / 20.1 km)
  • Blackberry Fork Park (16.2 mi / 26.1 km)

How to get to and around Pilgrim

The nearest airport is in Pikeville, KY (PVL-Pike County - Hatcher Field), located 18.4 mi (29.7 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Pilgrim?
The average price for a holiday home in Pilgrim is based on a number of factors, including length of stay, season and property type. Whether you're searching for a sprawling villa with a pool or a cosy cottage for just you and your sweetheart, just enter your travel dates to discover stays with great value.
How much does it cost to rent a beach house in Pilgrim?
When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Pilgrim travel dates to see all your options on Stayz. Can't live without a private pool? Use the filters to choose the amenities and features you want in your holiday home.
How old do you have to be to rent a holiday home in Pilgrim?
The minimum age requirements can differ between properties on Stayz, so look at the rules of the holiday home in Pilgrim you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Pilgrim for?
The amount of time you can rent a Pilgrim holiday home for is up to the property. Simply put in your travel dates to see options that offer extended stays. They feature all the things you need to make your extended break more comfortable like kitchens and laundries. Some holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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