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=&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 ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/c32824d7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/5ade3110.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/36fd819b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/6891aa39.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100983400/100983319/c6e35fc8.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. 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Fireplace - Barbecue grill ## 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 ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100580000/100570900/100570879/dd14f59d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses. West Southern Pines - Kitchen - Washer - Dryer - Pet-friendly 9.0 Wonderful 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=100570879&PinnedHotelID=100570879&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27130300/27130280/9b508a06.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm Southern Pines - Kitchen - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 56 reviews CA $182 CA $306 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=27130280&PinnedHotelID=27130280&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102880000/102878700/102878617/w1440h957x0y3-63857ab1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Pines Retreat - Brand New Home! West Southern Pines - Kitchen - Washer - Dryer - Free WiFi 9.2 Wonderful 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=102878617&PinnedHotelID=102878617&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74638800/74638750/w1024h682x0y1-973aa606.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Pinehurst Retreat w/ Wood Burning Fireplace Pinehurst - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=74638750&PinnedHotelID=74638750&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/e66d0954.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cypress Creek golf retreat. Pool and minutes from downtown! Southern Pines - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 23 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=88666949&PinnedHotelID=88666949&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92450000/92444200/92444196/55250757.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peaceful Horse Farm Retreat — bring your dogs! Vass - Pet-friendly - Free WiFi - Air conditioning - Parking available 9.4 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=92444196&PinnedHotelID=92444196&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355849/7d4c3e8a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 9 Pinehurst Golf-Front Condo! Pinehurst - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=101355849&PinnedHotelID=101355849&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/97000000/96390000/96380900/96380823/dac32ea4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Solitude at The Shire 255 - Unit D - Downtown! Southern Pines - Pet-friendly - Air conditioning - Parking available - Laundry 10 Exceptional 13 reviews CA $125 CA $309 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=96380823&PinnedHotelID=96380823&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/91000000/90100000/90099800/90099749/a81cf0b7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palmer House - Pet Friendly 3 Bedroom Pinehurst Home Pinehurst - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=90099749&PinnedHotelID=90099749&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95850000/95842400/95842311/f5641168.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village! Pinehurst - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 46 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=95842311&PinnedHotelID=95842311&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 Information provided by the property may be translated using automated translation tools ### 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 area ![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 - ‪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. ### How much is parking? > Onsite parking is available at the property. ### 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). ## 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 10 ### 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 ### 10/10 Cleanliness ### 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 ### 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 ## Expedia's Latest Trends ### Hotels > [Silver Reef Casino Resort](https://www.expedia.ca/Bellingham-Hotels-Silver-Reef-Casino-Resort.h16231932.Hotel-Information) > > [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) > > [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) > > [The Westin Desert Willow Villas, Palm Desert](https://www.expedia.ca/Palm-Springs-Hotels-The-Westin-Desert-Willow-Villas.h3304313.Hotel-Information) > > [Six Flags Great Escape Lodge & Indoor Waterpark](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) > > [Darien Lake Lodge on the Lake](https://www.expedia.ca/Corfu-Hotels-Darien-Lake-Lodge-On-The-Lake.h13279584.Hotel-Information) > > [Hilton Grand Vacations Club Kings’ Land Waikoloa](https://www.expedia.ca/Waikoloa-Hotels-Kings-Land-By-Hilton-Grand-Vacations.h2303745.Hotel-Information) > > [The Brook at Turning Stone Resort Casino](https://www.expedia.ca/Utica-Hotels-Turning-Stone-Resort-And-Casino.h1684407.Hotel-Information) > > [Bavarian Inn of Frankenmuth](https://www.expedia.ca/Saginaw-Hotels-Bavarian-Inn-Of-Frankenmuth.h9809515.Hotel-Information) > > [Tulalip Resort Casino](https://www.expedia.ca/Everett-Hotels-Tulalip-Resort-Casino.h2161524.Hotel-Information) > > [The Breakers Palm Beach](https://www.expedia.ca/Palm-Beach-Hotels-The-Breakers-Palm-Beach.h8479.Hotel-Information) > > [Hilton Waikoloa Village](https://www.expedia.ca/Waikoloa-Hotels-Hilton-Waikoloa-Village.h19640.Hotel-Information) > > [Hyatt Vacation Club at Desert Oasis](https://www.expedia.ca/Palm-Springs-Hotels-Welk-Resorts-Palm-Springs.h1140793.Hotel-Information) > > [Riviera Resort Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Margaritaville-Resort-Palm-Springs.h26011.Hotel-Information) > > [Harrah’s Laughlin - A Caesars Rewards Destination](https://www.expedia.ca/Laughlin-Hotels-Harrahs-Laughlin-Hotel-Casino.h43310.Hotel-Information) > > [Fairmont Orchid](https://www.expedia.ca/Kamuela-Hotels-Fairmont-Orchid.h25190.Hotel-Information) > > [Harrah's Cherokee – A Caesars Rewards Destination](https://www.expedia.ca/Cherokee-Hotels-Harrahs-Cherokee-Casino-Resort.h13319510.Hotel-Information) > > [JW Marriott Desert Springs Resort & Spa](https://www.expedia.ca/Palm-Springs-Hotels-JW-Marriott-Desert-Springs-Resort-Spa.h17123.Hotel-Information) > > [The Tipsy Pelican- The Best Place To Relax! Books Saturday to Saturday.](https://www.expedia.ca/Avon-Hotels-The-Tipsy-Pelican-The-Best-Place-To-Relax.h51102862.Hotel-Information) > > [Angel Of The Winds Casino Resort](https://www.expedia.ca/Everett-Hotels-Angel-Of-The-Winds-Casino-Resort.h9689970.Hotel-Information) > > [Akwesasne Mohawk Casino Resort and Players Inn](https://www.expedia.ca/Hogansburg-Hotels-Akwesasne-Mohawk-Casino-Resort.h6009138.Hotel-Information) > > [Semiahmoo Resort Golf & Spa, Trademark Collection by Wyndham](https://www.expedia.ca/Bellingham-Hotels-Semiahmoo-Resort-Golf-Spa.h13986.Hotel-Information) > > [Shooting Star Casino & Hotel](https://www.expedia.ca/Thief-River-Falls-Hotels-Shooting-Star-Casino-Hotel.h28874246.Hotel-Information) > > [Canad Inns Destination Center Grand Forks](https://www.expedia.ca/Grand-Forks-Hotels-Canad-Inns-Destination-Center-Grand-Forks.h1713856.Hotel-Information) > > [C'mon Inn Hotel & Suites](https://www.expedia.ca/Grand-Forks-Hotels-Cmon-Inn-Hotel-Suites.h1510580.Hotel-Information) > > [Great Wolf Lodge Sandusky OH](https://www.expedia.ca/Sandusky-Hotels-Great-Wolf-Lodge-Sandusky-OH.h1183594.Hotel-Information) > > [Alpine Village Inn](https://www.expedia.ca/Boone-Hotels-Alpine-Village-Inn.h9278686.Hotel-Information) > > [Marriott's Shadow Ridge I-The Villages](https://www.expedia.ca/Palm-Springs-Hotels-Marriotts-Shadow-Ridge.h853695.Hotel-Information) > > [Holiday Inn Resort Lumina on Wrightsville Beach by IHG](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Resort-Wrightsville-Beach.h15394.Hotel-Information)