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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard

Bedrooms 4
Space 2,200 sq ft
Property type house
Minimum Stay 3 nights


About the property

House, 4 Bedrooms, 2 Baths, (Sleeps 8-9)

McCaskill Cottage

Charming, circa 1905, 'McCaskill Cottage' is located in the heart of Old Town. You will not need a car to go out for drinks and dinner or local shopping. The Carolina Hotel and Spa and the Pine Crest Inn are just one block away, and its only two blocks to the fine Village restaurants. A leisurely five block walk takes you to Pinehurst Country Club and its dining and golf facilities. .

McCaskill Cottage is beautifully decorated with tasteful wall and window coverings and paintings. The floors are the original 'heart pine' with occasional oriental carpets. An exquisite dining room with chandelier opens into an updated, well provisioned eclectic kitchen with island, a fun gathering place for preparing gourmet meals. There are Mexican tile floors in the kitchen which extend into the pantry and laundry room, and into a private wi-fi office overlooking the screened porch and swimming pool. Four bedrooms with antique colonial beds and furnishings provide comfortable sleeping for all.

The property has large well landscaped grounds with three porches: a covered veranda in front, an open porch with pergola on the south side, and a large screened porch in the rear. The gardens have antique brick paths weaving through several arbors and gazebos with numerous rhododendrons, azaleas, dogwoods, nandinas and flowers of all types. The beautiful and private in-ground swimming pool overlooks a grape arbor which serves as the portal to the back yard recreation area where guests can enjoy ping pong or horseshoes and a sand box for kids.

More Details

john marcum
Member since: 2013
Speaks: english, french
Response time:
Within a few hours
Response rate:
Calendar last updated:
September 20, 2018

Why john marcum chose Old Town

Our house was originally owned by the Tufts family, the founders of Pinehurst, who sold it to our family in the 30's where it has remained. Having lived all over the world, we keep returning to Pinehurst, which is truly remarkable in having retained its unique charm and status as the Capital of Golf in the US.


Old Town House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2200 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 9
  • Children welcome
  • Parties/events not allowed
  • Pets considered
  • Non smoking only
Location Type:
  • Resort
  • Village ...
  • Family
  • Historic
  • Spa
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower , shower
    Bathroom 2 - toilet , combination tub/shower , shower
  • 4 Bedrooms, Sleeps 9
  • Bedroom 1 - 1 king , Large room with sitting area
    Bedroom 2 - 2 twin/ single , Room with Bath on ground floor.
    Bedroom 3 - 2 double , Large room with antique furnishing
    Bedroom 4 - 2 twin/ single
  • King size beds (1), Double Beds (2), Twin or Single Beds (4)
  • Books
  • DVD Player
  • Games
  • Ping Pong Table
  • Satellite / Cable
  • Stereo
  • Television
  • Bicycles
  • Deck / Patio ...
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • arboretum
  • churches
  • health/beauty spa
  • library
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • horseback riding
  • shopping
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • golf
  • sailing
  • swimming
  • tennis


Excellent! 4.5/5 -
(37 traveler reviews)

64% Complete
27% Complete
2% Complete
2% Complete
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Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard
average rating of 4.4864864 based on 37 reviews

Quaint, in-town cottage!

  • 5 of 5

This was our second year at the cottage - great location, pool was awesome for late afternoon cool-down! Walk to downtown or stay home and enjoy the quiet, beautiful setting. See you next year - Thanks John!

  • Submitted: Aug 17, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dear Tom, Thanks for taking the time to write such a nice review. Glad you came back this year and look forward to your return. Best regards, John
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Amazing Historic Cottage in Beautiful Quiet Neighborhood

  • 5 of 5

We spent the weekend here with my family following a graduation in the area. The pool was a perfect spot for us all to gather and bond in a quiet and peaceful environment. The cottage is an older historic building, but very well kept. The kitchen is extremely well stocked with utensils and cooking appliances, and the backyard was a perfect place for family activities. Thanks for the opportunity to stay!

  • Submitted: Sep 3, 2018
  • Stayed: August 2018
  • Source: HomeAway
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Lovely quaint cottage house in the Village of Pinehurst - and the pool is lovely!

  • 4 of 5

We recently rented McCaskill cottage for a long weekend with other family - it was perfect for us! We brought our 17 month-old daughter and stayed in the king master bedroom which was huge and comfortable, the room even had a little nook to put her pack n play for naps and bedtime. The pool was wonderful and we swam in it multiple times a day. We also barbecued outside most nights, was such a nice place to pass the time. The rest of the family reported that all the beds were comfortable. The kitchen, though a bit small for a big family (everyone loves to hang out in the kitchen.....) was fully equipped with plenty of cookware and serving bowls etc. The house is not updated, but it is clean and charming. The location was just perfect, only a few minutes walk from Village shops and restaurants. We will definitely be renting this place for our large family again the next time we visit Pinehurst!

  • Submitted: Jul 26, 2018
  • Stayed: July 2018
  • Source: HomeAway
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Excellent family or golfers location!

  • 5 of 5

This house is suitable for both golfing groups or family vacations. The pool at the the rear of the property is a fantastic amenity along with the hidden sandbox and outdoor table tennis. The area with the screen doors and windows at the rear was also ideal for a few drinks at night. Beds were comfortable and house was clean. Could not have asked for much more! John (owner) was a gentleman and let a number of our party check-in early and check-out late based on flight times. Overall, it was an excellent experience.

  • Submitted: Jul 25, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
Owner's Response: Glad you enjoyed your stay! McCaskill Cottage dates back to the first houses built in Pinehust and its in-town location, 4 bedrooms, lovely pool and grounds are unmatched in the Village. I appreciate your checking with me re check-in and out times. It’ was a pleasure to help and I hope you’ll come back again.
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Great place to stay in the Village of Pinehurst

  • 4 of 5

Renting this historic home was such a treat for our family. We walked in the Village Arboretum daily and took the easy walk to the downtown Village for coffee and lunch. The pool was unavailable for a few days but the owner had his crew working hard to replace the pump. A great time and we would certainly rent 40 Caddell again.

Sincerely, Ray and Nancy Fiorillo

  • Submitted: Jul 10, 2018
  • Stayed: June 2018
  • Source: HomeAway
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Pool inoperable/unusable. 1 fewer double bed than advertised. Dirty. Owner did not address when told

  • 1 of 5

We were quite disappointed to find a guest had to sleep on the floor since 1 less bed than advertised. Owner said "oh, I must have forgotten to update website". Totally non-responsive to the concern- made no effort to mitigate. Also upon arrival, found the pool hazy / dirty and when owner contacted he indicated the pump broke on Saturday (2 days before our Monday arrival) and he was alerted by his pool maintenance company. They did not arrive with parts to fix pool til Wednesday and informed us that it could have been fixed Saturday except that the owner wanted to save money by sourcing used parts vs new parts. They installed the used parts advising the pool could be used the next day (thursday) however, those parts failed and the pool was never operable/ useable during our entire stay. Finally, the place is dirty. Linens were clean but the rest of the place hasn't been deeply cleaned for sometime. Very very disappointing and ruined our vacation.

  • Submitted: Jun 26, 2018
  • Stayed: June 2018
  • Source: VRBO, from HomeAway
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Nearest Barpub
0.1 Miles
The Pinecrest Inn and The Carolina Hotel
Nearest Golf
0.25 Miles
The Pinehurst Country Club
Nearest Restaurant
0.1 Miles
Theos, Hotels, Holly Inn, Magnolia Inn
Car: not necessary

Just steps away from the Village Arboretum with great hiking trails. In addition to being located within one block of the hotels, shops, pubs and restaurants, be sure to visit The Tuft's Archives where the most treasured golf memories are housed.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $200
Pet Fee $250

Regarding pets, There is a pet fee of $250. A maximum of two medium sized dogs are allowed but cats are not permitted.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.