Title: Chestnut and Bay - perfect for equine and golf events - ask about discount - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=100983319&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) 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 ![Interior - Chestnut and Bay - perfect for equine and golf events - ask about discount (Southern Pines)](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/c6e35fc8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - Chestnut and Bay - perfect for equine and golf events - ask about discount (Southern Pines)](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/4d7885cc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Chestnut and Bay - perfect for equine and golf events - ask about discount (Southern Pines)](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/852ff8e0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Chestnut and Bay - perfect for equine and golf events - ask about discount (Southern Pines)](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/6891aa39.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace - Chestnut and Bay - perfect for equine and golf events - ask about discount (Southern Pines)](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/5ade3110.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 ![Living area](https://images.trvl-media.com/lodging/118000000/117630000/117628800/117628765/54a527ce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy 2 Bed 2-Bath \~ Sleeps 9 \~ Walk to Pinehurst Resort \~ Deck \~ Fast Wifi Pinehurst - Kitchen - Washer - Dryer - Pet friendly 2.0 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=117628765&PinnedHotelID=117628765&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57350000/57349700/57349640/56232674.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Reynolds Villa- Golf/Couples Retreat Southern Pines - Pool - Kitchen - Washer - Dryer 10 Exceptional 20 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=57349640&PinnedHotelID=57349640&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/c7994cec.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Updated, Fenced, Pet Friendly Downtown Cottage West Southern Pines - Kitchen - Pet friendly - Air conditioning - Outdoor Space 9.8 Exceptional 8 reviews CA $125 CA $243 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=105782701&PinnedHotelID=105782701&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/f543b6cd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Condo in Pinehurst on first fairway of Pinehurst 5 golf course. 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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 area Located in Southern Pines, this cottage is in a rural area. Southern Pines Golf Club and Pine Needles Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Weymouth Woods-Sandhills Nature Preserve and Reservoir Park. Malcolm Blue Farm and Hillcrest Park are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Southern Pines travel guide](https://www.expedia.ca/Southern-Pines.dx6731) [View more Cottages in Southern Pines](https://www.expedia.ca/Southern-Pines-Cottages.d6731-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C35.17525%2C-79.33970&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=xpkKB1nlt8hl5yfovD3JER2Pb5Y=) Southern Pines, NC ### What's nearby - Weymouth Woods-Sandhills Nature Preserve 3 min drive \- 2.8 km - Hyland Hills Golf Club 6 min drive \- 5.5 km - Pine Needles Golf Club 7 min drive \- 6.4 km - Mid Pines Golf Club 7 min drive \- 6.4 km - Southern Pines Golf Club 7 min drive \- 6.4 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 - Busaba Cafe 6 min drive ## Frequently asked questions ### Is Chestnut and Bay - perfect for equine and golf events - ask about discount pet-friendly? ### How much is parking? ### What time is check-in at Chestnut and Bay - perfect for equine and golf events - ask about discount? ### What time is check-out at Chestnut and Bay - perfect for equine and golf events - ask about discount? ### Where is Chestnut and Bay - perfect for equine and golf events - ask about discount located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Chestnut and Bay - perfect for equine and golf events - ask about discount Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 4 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Lauren B. May 19, 2025 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! ##### Lauren B. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Candace O. Aug 3, 2024 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! ##### Candace O. Stayed 11 nights in Jul 2024 ### 10/10 Excellent #### Patrick M. Sep 5, 2025 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. ##### Patrick M. Stayed 23 nights in Aug 2025 ### 10/10 Excellent #### Ira M. Jul 6, 2025 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. ##### Ira M. Stayed 3 nights in Jul 2025 ## Expedia's Latest Trends ### Hotels > [Hunter House Bed and Breakfast](https://www.expedia.ca/Reidsville-Hotels-Hunter-House-Bed-And-Breakfast.h16104080.Hotel-Information) > > [☀️Carolina Beach North-Hot Tub, Rooftop Deck-360-degree Ocean Views☀️](https://www.expedia.ca/Carolina-Beach-Hotels-Carolina-Beach-North-Hot-Tub.h33137777.Hotel-Information) > > [Duplex on the island of Sunset Beach! 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