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Compare 401 Vacation Homes in Rockingham with updated reviews, rates, and availability.

Golfers Dream at Pinehurst No. 6 with Pool Table
Spacious Living Room
Golfers Dream at Pinehurst No. 6 with Pool Table
10.0 out of 10, Exceptional, (34)
"This home was beautiful and was exactly what we needed for a family wedding weekend in Pinehurst. We had 8 adult family members staying here and everyone was very comfortable. The home is well stocked with all the necessities that you will need for your stay and the neighborhood is quiet and peaceful. If we ever come to the area again, we will absolutely stay here and highly recommend this home for anyone coming to the area. We were only here for the weekend, but this home is large and...
Golfers Dream at Pinehurst No. 6 with Pool Table
Upstairs at the Estate - Across from SP Golf Club
Upstairs at the Estate - Across from SP Golf Club
9.8 out of 10, Exceptional, (16)
"As described. Great host. Incredible location"
The price is SAR 375
SAR 810 total
includes taxes & fees
29 Sep - 30 Sep
Upstairs at the Estate - Across from SP Golf Club
New! Epic 12 Bed Golf Vacation - Chipping Inn
New! Epic 12 Bed Golf Vacation - Chipping Inn
2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing home to host my large family. The amenities in the house were our favorite and the home offered so many activities for all ages. We cooked while we were there and it was wonderful to have a fully stocked kitchen and plenty of fridge space with the two refrigerators. Everything was clean and it was in the perfect location. We will definitely be staying again!"
The price is SAR 1,320
SAR 3,015 total
includes taxes & fees
27 Oct - 28 Oct
New! Epic 12 Bed Golf Vacation - Chipping Inn
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Spacious Living Room
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
10.0 out of 10, Exceptional, (38)
"The unit was very nice and updated. It is in a perfect location. We had a problem with the AC but Andrea was quick to get it resolved. I highly recommend this condo if you are looking for a place to stay in Pinehurst "
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
10.0 out of 10, Exceptional, (95)
"We went on a couples trip and had an amazing time. The property owner was very responsive and the location and property amenities were fantastic. Looking forward to going back. "
The price is SAR 2,689
SAR 5,642 total
includes taxes & fees
27 Oct - 28 Oct
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Private kitchen
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
9.8 out of 10, Exceptional, (18)
"A large group of us (8 couples as stayover guests, with a few locals joining us for meals and celebration gatherings) stayed in mid-March 2024, a kind of college reunion - and it was an absolutely wonderful location and facility for the event! I was concerned about the logistics, as we prepared all our own meals - but the extended 2-room kitchen worked well for that, and all the dinnerware and cookware we needed was available. Large rooms for us to spend time together were spacious,...
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Idyllic Pinehurst Home, Near Golf Course!
Pinehurst Vacation Rental | 3BR | 2BA | 3 Steps to Enter | 1,600 Sq Ft
Idyllic Pinehurst Home, Near Golf Course!
9.6 out of 10, Exceptional, (15)
"Nice VRBO. My only suggestion would be a new couch for the living room. "
Idyllic Pinehurst Home, Near Golf Course!
Lake Tillery- Beautiful sunrises, large screened porch, and newly renovated home
Beautiful Sunrise on Lake Tillery, NC
Lake Tillery- Beautiful sunrises, large screened porch, and newly renovated home
9.8 out of 10, Exceptional, (61)
"It is a wonderful place to visit, The dock is great, and enjoy swimming so much, it’s the perfect place. This was our 4th year staying here and already rented it for next year."
Lake Tillery- Beautiful sunrises, large screened porch, and newly renovated home
The Scotsman Cottage
The Scotsman Cottage
10.0 out of 10, Exceptional, (25)
"This house was perfect for our family. It was super convenient to the golf courses. Our child was competing in the US Kids Worlds golf tournament at Pinehurst #5. The drive was less than 5 minutes. The house was clean and very comfortable. We will be back in the future."
The Scotsman Cottage
Unwind at Cathedral Cottage: The Perfect Escape
Unwind at Cathedral Cottage: The Perfect Escape
10.0 out of 10, Exceptional, (17)
"This was a great property and was better than advertised. Location is just a short distance from the main clubhouse, rooms each had en suites, and it also had a small desk with dual monitors to connect up to. Fantastic property,"
Unwind at Cathedral Cottage: The Perfect Escape
New Build! 5mins to Golf and the Village - 5 Bedroom & 3.5 Bath!
Welcome to Luxury at Longleaf!
New Build! 5mins to Golf and the Village - 5 Bedroom & 3.5 Bath!
10.0 out of 10, Exceptional, (18)
"Very pleasant, quiet area. Nice house. Only thing needed is dressers in bedrooms. No place to put clothes, except shelves in closet."
New Build! 5mins to Golf and the Village - 5 Bedroom & 3.5 Bath!
NEW Pinehurst Golf Home - 5 mins from Course 1-9
Living area
NEW Pinehurst Golf Home - 5 mins from Course 1-9
10.0 out of 10, Exceptional, (50)
"Everything was amazing Becky was an awesome host"
NEW Pinehurst Golf Home - 5 mins from Course 1-9
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Interior
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
10.0 out of 10, Exceptional, (17)
"Everything about this stay has been amazing. The communication with the host was great. He is so friendly and accommodating. This house is just spectacular. Its right on the 9th hole of Pinehurst No. 5 which was the icing on the cake. The finishes in this home are lovely and the simulator room took it to another level. If you are looking for a rental that is conveniently located, modern and has ALL of the amenities... this is it!! We'll be back!"
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Historic Wade-Arscott home, Upper Level 2BR/2BA in Downtown Troy
Exterior
Historic Wade-Arscott home, Upper Level 2BR/2BA in Downtown Troy
The price is SAR 533
SAR 928 total
includes taxes & fees
6 Oct - 7 Oct
Historic Wade-Arscott home, Upper Level 2BR/2BA in Downtown Troy
Golf front home with 8 beds
Golf
Golf front home with 8 beds
9.8 out of 10, Exceptional, (130)
"We had a great stay at this property. It's located right down the road from the resort and across the street from the Harness Track restaurant, the ideal place for a great breakfast before your rounds. The house was roomy and clean with plenty of bedrooms and bathrooms to accommodate the 6 golfers in our group. Also appreciated were the plentiful towels and linens, and comfortable beds. Many thanks to our host. We will certainly plan to stay at this property for our next Pinehurst golf buddies...
Golf front home with 8 beds
Pinehurst Village Vacation House w/ private pool & (8) beds
Pool
Pinehurst Village Vacation House w/ private pool & (8) beds
10.0 out of 10, Exceptional, (57)
"Old historic house with modern touches. Family loved the game room."
Pinehurst Village Vacation House w/ private pool & (8) beds
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Living area
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
10.0 out of 10, Exceptional, (2)
"Very clean house! Check in was easy and everything was as advertised!"
The price is SAR 431
SAR 1,131 total
includes taxes & fees
30 Sep - 1 Oct
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Stylish Residence in the Pines - 5 minutes from Pinehurst Golf!
Terrace/patio
Stylish Residence in the Pines - 5 minutes from Pinehurst Golf!
10.0 out of 10, Exceptional, (29)
"I stayed at this property last year and it was perfect for my 4-5 day stay in Pinehurst and knew I would request the same place if I returned this year. The location to the golf courses and downtown is within a 5 minute drive. The inside of the property is immaculate and has every supply needed for an enjoyable stay. The outside patio is perfect to enjoy the peacefulness of the neighborhood. If I return next year, I will definitely attempt to secure the place again. My communication with...
Stylish Residence in the Pines - 5 minutes from Pinehurst Golf!
Palmer House - Pet Friendly
Palmer House - Pet Friendly
10.0 out of 10, Exceptional, (12)
"Place was great and not too far from Rockingham. House was clean and well taken care of. Would gladly stay here again"
Palmer House - Pet Friendly
Beautiful 1920's Craftsman-Downtown Southern Pines
Kitchen area
Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (49)
"This was a very easy process for us to get in and out of the property. Great location walking distance from good times and food. Had everything we needed ready to go."
The price is SAR 506
SAR 1,176 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful 1920's Craftsman-Downtown Southern Pines
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See all available properties in Rockingham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Rockingham

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
10.0 out of 10, Exceptional, (95)
"We went on a couples trip and had an amazing time. The property owner was very responsive and the location and property amenities were fantastic. Looking forward to going back. "
The price is SAR 2,689
SAR 5,642 total
includes taxes & fees
27 Oct - 28 Oct
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Golfers Dream at Pinehurst No. 6 with Pool Table
Spacious Living Room
Golfers Dream at Pinehurst No. 6 with Pool Table
10.0 out of 10, Exceptional, (34)
"This home was beautiful and was exactly what we needed for a family wedding weekend in Pinehurst. We had 8 adult family members staying here and everyone was very comfortable. The home is well stocked with all the necessities that you will need for your stay and the neighborhood is quiet and peaceful. If we ever come to the area again, we will absolutely stay here and highly recommend this home for anyone coming to the area. We were only here for the weekend, but this home is large and...
Golfers Dream at Pinehurst No. 6 with Pool Table
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
9.6 out of 10, Exceptional, (43)
"Great week. Need a bi of housekeeping and equipment maintenance before guests check in. (Lamps inoperative, and some cleaning needed). Otherwise we loved the unit and the location."
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.