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Entire home

Chestnut and Bay - perfect for equine and golf events - ask about discount

Cottage in Southern Pines with kitchen and patio

Photo gallery for Chestnut and Bay - perfect for equine and golf events - ask about discount

Fridge, microwave, oven, stovetop
Smart TV, fireplace
Interior
Interior
Exterior
Chestnut and Bay Guest Cottage, nestled on 45 acres at the edge of Horse Country, offers a serene retreat. Unwind in the cozy den with a working gas fireplace or relax on one of two decks overlooking the rolling landscape.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Dryer
  • Pet friendly
  • Washer
  • Fireplace
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Chestnut and Bay - perfect for equine and golf events - ask about discount

Chestnut and Bay Guest Cottage. Subdued luxury in the middle of Horse Country. Situated on 45 acres at the edge of the storied Hunt Trial Field but only 2miles to downtown Southern Pines and 8 to Pinehurst. Enjoy and relax in our 3 bedroom, 2 bath guest cottage. Fully renovated with oversized gourmet kitchen, separate dining area, in-home laundry, den with working gas fireplace, living room, two decks and covered front porch. Perfect for decompressing and minutes from the world-class attractions of Southern Pines and Pinehurst. Pets allowed with prior approval.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking and van parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Area rugs in public areas
  • No elevator (single-level property)
  • Single level property
  • Smooth flooring in public areas
  • Stair-free path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Bicycle parking
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Mountain biking nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Bicycle parking
  • Energy-saving switches in guestrooms
  • Garden
  • Recycling
  • Towels (changed on request)
  • Water-efficient toilets

Similar properties

Fridge, microwave, oven, stovetop

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
9.0 out of 10, Wonderful, 16 reviews
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 50 lbs per pet)
Note from host: Permission required.

Children and extra beds

Children are welcome
Note from host: Children must be supervised. We are a working farm

Events

Events allowed: family gatherings, birthday parties, weddings
Permission required.

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 15
Note from host: Permission required.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Map
Southern Pines, NC

What's nearby

  • Pine Needles Golf Club - 7 min drive - 6.4 km
  • Mid Pines Golf Club - 7 min drive - 6.4 km
  • Southern Pines Golf Club - 8 min drive - 6.4 km
  • Talamore Golf Resort - 12 min drive - 10.0 km
  • Pinehurst Resort - 17 min drive - 15.1 km

Getting around

  • Southern Pines Station - 9 min drive
  • Fayetteville Regional Airport (FAY) - 61 min drive

Restaurants

  • ‪Southern Pines Brewing Company - ‬6 min drive
  • ‪Bob's Pizza - ‬9 min drive
  • ‪Chapman's Food and Spirits - ‬6 min drive
  • ‪Betsy's Crepes - ‬6 min drive
  • ‪Hatchet Brewing Compan - ‬7 min drive

Frequently asked questions

Is Chestnut and Bay - perfect for equine and golf events - ask about discount pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

What time is check-in at Chestnut and Bay - perfect for equine and golf events - ask about discount?

Check-in begins at 3:00 PM.

What time is check-out at Chestnut and Bay - perfect for equine and golf events - ask about discount?

Check-out is at 11:00 AM.

Where is Chestnut and Bay - perfect for equine and golf events - ask about discount located?

Situated in a rural location, this cottage is 2.9 mi (4.7 km) from Campbell House Galleries and 3 mi (4.8 km) from Weymouth Woods-Sandhills Nature Preserve. Sunrise Theater and Southern Pines Golf Club are also within 6 mi (10 km).

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Chestnut and Bay - perfect for equine and golf events - ask about discount Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Lauren B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful Ranch Atmosphere

Our family of six thoroughly enjoyed our stay! Communication and follow-through with the owners were excellent. The house sits on a serene and forested ranch property with easy access to town. The home was cozy, clean and uncluttered. We would definitely stay again!
Stayed 3 nights in May 2025

10/10 Excellent

Patrick M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for our visit and nice property. The owners were very communicative and thoughtful as well, just genuinely nice people.
Stayed 23 nights in Aug 2025

10/10 Excellent

Ira M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and private.

Max was inviting and accommodating when we arrived, made us feel right at home. Very calm and quiet location. So conveniently located near Southern Pines and all the local shoping places.
Stayed 3 nights in Jul 2025

10/10 Excellent

Candace O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay

We were very lucky to have booked this wonderful property. The owners were great to work with and very accommodating. The house was perfect distance from all the golf courses and it was so well kept and comfortable. Super quiet and great to unwind. Felt like our home away from home. Highly recommend and hopefully we will be able to book again the future!
Stayed 11 nights in Jul 2024