Rockingham Vacation Home Rentals from CA $96: Search Top Private Vacation Homes for Rent

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Our top choices for Rockingham vacation homes

A wooden deck with a view of a lake and trees, a bench, and a table.

1. Cozy 1-bedroom 1 bath barndominium on 60 acre farm

Ellerbe

CA $279 total

includes taxes & fees

Nov 15 - Nov 16

A living room with a television on a stand, a grey sofa, and a beige carpet.

2. Gibson Country Cottage

Gibson

CA $219 total

includes taxes & fees

Nov 30 - Dec 1

A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

3. Cottage on Ridge- Short & Extended Stays

Southern Pines

Jeffrey S.

CA $211 total

includes taxes & fees

Nov 8 - Nov 9

4. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst

Scot W.

CA $346 total

includes taxes & fees

Nov 7 - Nov 8

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

5. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Timothy

CA $360 total

includes taxes & fees

Nov 9 - Nov 10

A single-story house with a gray exterior, white trim, and a front porch.

6. Walkable Cottage, Pet Friendly with Fenced Patio

West Southern Pines

Katrina M.

CA $237 total

includes taxes & fees

Nov 15 - Nov 16

A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

7. Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Pinehurst

Eli J.

CA $334 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

8. Polo & Pine Retreat

Pinehurst

kevin t.

CA $505 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

9. NEW! Pinehurst Eight Sleeps 10!

Pine Hurst

Erik W.

CA $627 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

10. Isle of the Pines, 1 mile from The Village of Pinehurst!

Pinehurst

Aaron Z.

CA $532 total

includes taxes & fees

Nov 10 - Nov 11

A two-story house with a white exterior, a brick chimney, and a covered porch.

11. Upstairs at the Estate - Across from SP Golf Club

Southern Pines

Gaynell B.

CA $272 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living room with a fireplace, a dining area, and a view of the outdoors.

12. The Mulligan!

Pinehurst

James N.

CA $604 total

includes taxes & fees

Nov 9 - Nov 10

13. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Raeford

Kathryn G.

CA $576 total

includes taxes & fees

Nov 16 - Nov 17

A modern outdoor living area with wicker furniture, a glass coffee table, and a large window offering a view of trees.

14. The Tin Cup on Pinehurst #5

Pinehurst

Douglas R.

CA $636 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living area with a wooden coffee table, a sofa, and a dining table. There is a green-framed window and a wall-mounted artwork.

15. Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Pinehurst

Angela D.

CA $435 total

includes taxes & fees

Dec 1 - Dec 2

A living room with a fireplace, a flat-screen TV mounted above it, a round coffee table with a bowl, and a sofa.

16. Putt in the Pines 3BD 2 BA Charming Quiet Home

Aberdeen

Greg B.

CA $511 total

includes taxes & fees

Nov 8 - Nov 9

A brick building with a covered porch, two wooden chairs, and a wooden bench.

17. The 19th Hole - Poker Table - 2 mins to Pinehurst

Pinehurst

Tyler S.

CA $863 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with a sloped ceiling, wooden beams, a bed, and a dresser.

18. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Taylortown

Matthew C.

CA $207 total

includes taxes & fees

Dec 2 - Dec 3

A spacious sunroom with a sectional sofa, large windows, and a ceiling fan.

19. Pinehurst Retreat - Near No. 2

Pinehurst

Anonymous traveller

CA $597 total

includes taxes & fees

Nov 18 - Nov 19

A wooden dock extending into a calm lake surrounded by trees with autumn foliage.

20. Ultimate Golf Trip House - Pool & Pickleball

Foxfire

Brendan T.

CA $2,203 total

includes taxes & fees

Nov 15 - Nov 16

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Rockingham and related destinations

Outdoor enthusiasts flock to Rockingham's Hitchcock Creek for kayaking adventures and scenic trails along the blue water. Racing fans can catch high-octane action at the historic Rockingham Speedway, while downtown's local shops offer small-town charm between events.

See all hotels in Rockingham

A highway exit sign for Exit 306, Business 74, indicating Rockingham is 2 miles ahead.

Top reviews in Rockingham

A modern hotel lobby with a central seating area, a bar, and a television screen.

Springhill Suites By Marriott Pinehurst Southern Pines

Pinehurst

10/10 Excellent

andrew

An indoor swimming pool with clear glass walls, lounge chairs, and a view of greenery outside.

Hampton Inn & Suites Southern Pines-Pinehurst

Aberdeen

10/10 Excellent

Jayson

A spacious kitchen with dark wooden cabinets, a marble island, and a central island with a sink. There are multiple pendant lights and a large window providing natural light.

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Pinehurst

10/10 Excellent

Tyler

A reception area with a modern design, featuring a reception desk, a seating area with a sofa, and a decorative wall with a wavy pattern.

Fairfield Inn & Suites by Marriott Rockingham

Rockingham

10/10 Excellent

Chris

A spacious hotel lobby with a long reception desk, seating area, and a clear view of the dining area in the background.

Holiday Inn Express Pembroke by IHG

Pembroke

10/10 Excellent

We were looking for a pit-stop on the way home to Canada and all hotels in Florence were booked. Expedia helped us find this hotel off the beaten path, no too much, and I was pleasantly surprised. Staff were cheerful, room was spacious and very clean. And the included breakfast was above average compared to the other hotels we stated at on our way to and from Florida. We noticed a lot of pet owners with dogs were checking in and we were informed that this hotel was one of the few in that area...

Miguel