Vacation rentals with a pool in Caldwell County

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Top-rated rentals with a pool in Caldwell County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Newland

4.95 out of 5 average rating, 104 reviews

May GetAWAY- BRPW Grandfather Mtn/ hiking nearby

•1 king bed & 2 twins in loft Fully stocked kitchen- save & cook here Resort Amenities (heated pool & public lake) -18 Hole Golf Course -Sugar & Beech Mtn within 30 min away -Jonas Ridge Tube is 10 min away •Gas grill & relaxing covered outdoor area -MIni- Split HVAC -20 Min to Banner Elk -30 Min to Boone •Fast Wifi and two smart TVs •Walk in SHWR •Solo stove bonfire available •10 min to Grandfather & BRPW -numerous Wineries & Breweries close by •Great hiking trails in neighborhood and close by

Jan 8 – 15

G$37,575 GYD per night

Guest favorite

Cabin in Newland

4.91 out of 5 average rating, 266 reviews

Lake House Retreat - Beautiful NC Mountains

An intimate, mountain, lake house ideal for couples, skiing, golf vacation or personal retreat. Floor to ceiling windows showcase nature’s beauty all year with complete privacy. Prepare dinner in a fully provisioned kitchen or slip out for a romantic, gourmet meal at Eeseola Lodge. Skiing and snowboarding at Ski Beech and Sugar Mountain. Step outside into beautiful hiking trails, an 18 hole golf course or trout fishing. Short drive to a spa treatment and massage. Visit Grandfather Mountain!

Apr 29 – May 6

G$18,904 GYD per night

Guest favorite

Condo in Sugar Mountain

4.93 out of 5 average rating, 193 reviews

78/nt May 5-9 Sugar Chic Mtn View 7 Flr Condo

Come take a breath of fresh mountain air from the 7th floor balcony of Sugar Chic Condo as you gaze at the panoramic, long-range views of Grandfather Mountain! Condo boasts privacy yet offers these Sugar Top Resort amenities: 24-hour security/front desk, indoor heated pool, 2 indoor hot tubs, sauna, & gym. The fast WIFI, comfy beds, rainfall showers, and soaking tub truly set it apart! Centrally located to enjoy all the High Country has to offer: skiing, Alpine Coaster, golf, hiking, & more!

May 27 – Jun 3

G$22,874 GYD per night

Guest favorite

Condo in Boone

4.97 out of 5 average rating, 233 reviews

★ Upscale Condo ★ Incredible VIEWS! ★ 2 Pools!

Luxury newer end unit condo in upscale Chalakee section of gated community, Echota. Bright and spacious floorpan with profile view of Grandfather Mountain. 1 BR w/ King size bed. Comfortable sleeper sofa with pillow top in LR. Perfect couples getaway. Centrally located 15 mins from downtown Boone, 20 mins from Blowing Rock and Banner Elk. Access to incredible Echota amenities including outdoor pool, year round indoor pool with hot tub, exercise facilities, nature preserve and fishing ponds!

Jun 2 – 7

G$43,341 GYD per night

Guest favorite

Condo in Blowing Rock

4.98 out of 5 average rating, 191 reviews

2Bed 2Bath w/Chetola resort amenities-pool/hot tub

Nestled inside beloved Chetola Resort (Walnut bldg.) in the heart of Blowing Rock. Meticulously clean, spacious, updated and well-appointed 2 bed/2 bath upper-level premier condo. 2 king beds, cathedral ceilings, gas fireplace, office, & deck w/pond views. Minutes to Bass Lake, App Ski, Tweetsie, Moses Cone & Parkway. Renting straight from the owner gives access to resort amenities such as indoor pool, hot tub, lake w/no resort fees. Resort is packed with fantastic activities (read on...)

Sep 2 – 9

G$62,387 GYD per night

Guest favorite

Condo in Sugar Mountain

4.87 out of 5 average rating, 115 reviews

Sugar Ski Studio 200 yards to slope / Pool/Hot tub

This cozy Ski in Ski out studio is in building 11 @ nearly 5000' in elevation, a short walk of 200 yards to ski slopes, mountain biking & hiking. This updated unit has a large screen Tv, queen bed in the alcove area and a queen sleeper sofa in living room, open concept. (no separate bedroom ) The views are absolutely amazing!! The new clubhouse has a gym, heated indoor pool, sauna, hot tub, pickleball & tennis. Just minutes to all the wonderful attractions the high country has to offer!

May 31 – Jun 7

G$13,760 GYD per night

Guest favorite

Cabin in Banner Elk

4.97 out of 5 average rating, 166 reviews

Mountain View Retreat: Near Ski, Pool, Tennis

Escape to Hillside Haven in Banner Elk, nestled just 10 min from Sugar Mountain. This modern cabin boasts a cozy fireplace, Wi-Fi, a queen bed, and a memory foam sofa bed. Enjoy resort amenities like tennis, pool, and local trails. Close to Boone and Blowing Rock for more exploration. Indulge in the local cuisine and breweries, experience stunning sunsets from the porch. Ideal for small families or couples seeking a blend of adventure and tranquility in the heart of nature's beauty.

May 5 – 12

G$24,735 GYD per night

Superhost

Cabin in Elk

4.81 out of 5 average rating, 204 reviews

Bear Point Cabin-Powder Horn,Deep Gap - Hot Tub!

Storybook quaint cabin with hot-tub in gated community of Powderhorn Mountain. Access to swimming pool, lake, internet at clubhouse, game-room, playground, marked hiking trails along picturesque bold creeks, and campground, ready for you to make lasting memories. Upscale cabin decor invites you in to linger in the warmth of gas logs in the stone fireplace. Gas central heat/air and hardwood floors with well appointed kitchen. Convenient to Blue Ridge Parkway, Boone, Blowing Rock.

Apr 8 – 15

G$32,782 GYD per night

Guest favorite

Condo in Sugar Mountain

4.94 out of 5 average rating, 109 reviews

Suite Spot at Sugar- Spring Fever!

Experience the cool mountain air of North Carolina at 5000 ft. Stay at our condo complex for direct views of spring and a short distance to many hiking and trails. Enjoy the Blue Ridge Parkway, Grandfather Mountain and Sugar Mountain downhill mountain biking. Our cozy efficiency unit features a queen bed, sleeper sofa, duo Keurig coffee maker, and smart TV for streaming. Make Sugar Mountain your vacation destination. Be sure to use a parking pass during your stay.

May 14 – 21

G$16,077 GYD per night

Guest favorite

Cottage in Banner Elk

4.91 out of 5 average rating, 120 reviews

{The River’s Edge Cottage at Mill Ridge Resort}

The River's Edge Cottage is a privately owned, river-front cottage, nestled on the banks of the Watauga River, in the Mill Ridge Resort. Trout fishing, heated outdoor swimming pool for summer use, basketball court, tennis courts, and hiking trails, and that's just in the community! Minutes to Boone, Blowing Rock, Banner Elk, Linville, and Grandfather Mountain, come enjoy everything that the high-county of the North Carolina Blue Ridge Mountains have to offer!!!

Mar 7 – 14

G$26,085 GYD per night

Guest favorite

Condo in Beech Mountain

4.96 out of 5 average rating, 180 reviews

1st floor Beech Mtn Ski Suite~Pool/Hot Tub/Sauna

FIRST FLOOR cozy studio located at the Pinnacle Inn in the heart of Beech Mountain. Incredible location just steps away from an indoor pool, hot tub, sauna and much more! LESS THAN A MILE FROM THE OVERLOOK BARN and Beech Mountain Ski Resort. Free WiFi | In-Unit Laundry Studio: Queen Bed COMMUNITY AMENITIES: Heated indoor pool, hot tubs, sauna, gym, table tennis, outdoor tennis court, pickleball, mini golf, shuffleboard, disc golf, corn hole

Feb 19 – 26

G$19,726 GYD per night

Guest favorite

Condo in Sugar Mountain

4.92 out of 5 average rating, 238 reviews

Sugar Ski and Country Club - Sweet Suite

Newly renovated condo at Sugar Ski and Country Club, the only ski in/ski out complex on the mountain! Check the slope reports and live cams on Sugar Mountain Resort website. 4 wheel drive may be needed in inclement weather. Elevation is 4900 feet for long range views that can be enjoyed from inside the condo. A set of Dimplex electric fire logs means you can simply turn on a cozy fire as soon as you arrive. NO PETS!

Sep 15 – 22

G$17,445 GYD per night