Title: Charming May Street Retreat - 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) # Charming May Street Retreat Travelers gather around the firepit for evenings filled with warmth and conversation, then spend afternoons relaxing amid comfortable outdoor furnishings ## Photo gallery for Charming May Street Retreat ![Terrace/patio - Charming May Street Retreat (Southern Pines)](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/63b1939a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Charming May Street Retreat (Southern Pines)](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/3387a103.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House | Living area - Charming May Street Retreat (Southern Pines)](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/cf6b699e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Charming May Street Retreat (Southern Pines)](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/c123a80b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace - Charming May Street Retreat (Southern Pines)](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/88d3686f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies May Street Retreat balances cozy comfort with thoughtful hospitality. Guests can share stories around the firepit, prepare meals on charcoal grills, or relax in the outdoor entertainment area. The property includes practical amenities like free in-room WiFi and self-parking. ## Reviews 9.8 Exceptional ## Popular amenities - Pet friendly - Parking included - Free WiFi - Air conditioning ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ### View all photos for House ![House | Living area](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/cf6b699e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### House ### Highlights Fireplace Air conditioning Heating Kitchen Full-sized refrigerator/freezer Dishwasher TV 3 bedrooms - 3 bedrooms - Sleeps 9 - 1 King Bed, 4 Twin Beds, 1 Queen Bed and 1 Twin Trundle Bed ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Pines-Hotels-Charming-May-Street-Retreat.h106503244.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Pines-Hotels-Charming-May-Street-Retreat.h106503244.Hotel-Information) ## About the area Southern Pines is home to Charming May Street Retreat. Campbell House Galleries and Malcolm Blue Farm are cultural highlights, and some of the area's attractions include Hillcrest Park and Nancy Kyser Park. [Visit our Southern Pines travel guide](https://www.expedia.ca/Southern-Pines.dx6731) [View more Lodges in Southern Pines](https://www.expedia.ca/Southern-Pines-Lodges.d6731-aaLodges.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%7C35.16732%2C-79.39646&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=nut4tYOCRTXIKkWnHi5ELCkPdAg=) 625 S May St, Southern Pines, NC, 28387 ### What's nearby - ![Country Club Golf Resort ](https://images.trvl-media.com/place/6087229/fdaa18d8-80e5-488f-95e8-052f5108530a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Pinehurst Resort 9 min drive \- 9.7 km - Sunrise Theater 13 min walk \- 1.2 km - Campbell House Galleries 15 min walk \- 1.3 km - Weymouth Woods-Sandhills Nature Preserve 20 min walk \- 1.7 km - Hyland Hills Golf Club 2 min drive \- 2.0 km ### Getting around - Southern Pines Station 15 min walk - Fayetteville Regional Airport (FAY) 57 min drive ### Restaurants - Chapman's Food and Spirits 14 min walk - Betsy's Crepes 13 min walk - Red’s Corner 7 min walk - Busaba Cafe 16 min walk - Hatchet Brewing Compan 7 min walk ## About this property ### Charming May Street Retreat Property highlights Charming May Street Retreat provides amenities like a firepit and an outdoor entertainment area. Stay connected with free in-room WiFi. You'll also enjoy the following perks during your stay: - Free self parking - Outdoor furniture and charcoal grills Room features All guestrooms at Charming May Street Retreat offer perks such as fireplaces and air conditioning, in addition to amenities like free WiFi. Extra conveniences in all rooms include: - Hair dryers and shampoo ## Similar properties ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94332700/94332624/5562fb39.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown Townhome; Walk to Dine & Shop on Broad St Southern Pines - Kitchen - Dryer - Free WiFi - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=94332624&PinnedHotelID=94332624&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/95000000/94970000/94961800/94961727/8be68e5e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown Southern Pines Townhome With Deck! 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The property is closed between May 1 and August 4\. ### Access methods Access code, private entrance ### Pets Pets allowed for an extra charge of USD 70 per accommodation, per stay Service animals are welcome, and are exempt from fees Welcoming dogs and cats only Food and water bowls are available ### Children and extra beds Children are welcome ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Cleaning fee: USD 80 per accommodation, per stay We have included all charges provided to us by the property. ### Optional extras - Pet fee: USD 70 per accommodation, per stay - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### 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 This property accepts credit cards and debit cards; cash is not accepted ### We should mention This property does not have elevators ### Property is also known as Charming May Street Retreat Lodge Charming May Street Retreat Southern Pines Charming May Street Retreat Lodge Southern Pines ## Frequently asked questions ### Is Charming May Street Retreat pet-friendly? ### How much is parking? ### What time is check-in at Charming May Street Retreat? ### What time is check-out at Charming May Street Retreat? ### Where is Charming May Street Retreat located? ## Have a question? 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