Title: Charming May Street Retreat - Latest Reviews, Deals & Photos 2025 - 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 Lodge in Southern Pines with free parking ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/63b1939a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/c123a80b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/068d1409.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House](https://images.trvl-media.com/lodging/107000000/106510000/106503300/106503244/507832c8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace](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. 9.6 Exceptional ## Popular amenities - Pet-friendly - Air conditioning - Parking included - Free WiFi ## Room options ### Check availability for these dates Tonight [Oct. 28 - Oct. 29](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 29 - Oct. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=106503244&PinnedHotelID=106503244&HadPinnedHotel=true®ionId=-1&adults=2) ![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 ## You may also like Ad ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10800/10709/8e7d0ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hampton Inn & Suites Southern Pines-Pinehurst Aberdeen - Pool - Breakfast included - Pet-friendly - Parking included 9.2 Wonderful 692 reviews CA $171 CA $188 total includes taxes & fees Nov 9 - 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Pool - Pet-friendly - Parking included - Free WiFi 9.8 Exceptional 315 reviews CA $194 CA $214 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Southern-Pines-Hotels-Hilton-Garden-Inn-Southern-Pines-Pinehurst.h58990520.Hotel-Information?chkin=2025-11-16&chkout=2025-11-17&rm1=a2®ionId=6731&destination=Southern Pines&destType=MARKET&latLong=35.174629,-79.390671&searchId=9db9f0f8-99b2-46ec-a875-1774d3667ce2&top_cur=CAD) Ad ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/690000/687800/687737/2ccd95f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Homewood Suites by Hilton Olmsted Village (near Pinehurst) Pinehurst - Pool - Breakfast included - Free airport shuttle - Pet-friendly 9.2 Wonderful 748 reviews CA $220 CA $242 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Pinehurst-Hotels-Homewood-Suites-By-Hilton-Olmsted-Village.h687737.Hotel-Information?chkin=2025-11-28&chkout=2025-11-29&rm1=a2®ionId=6731&destination=Southern Pines&destType=MARKET&latLong=35.174629,-79.390671&searchId=9db9f0f8-99b2-46ec-a875-1774d3667ce2&top_cur=CAD) Ad ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2270000/2266500/2266406/30463ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Holiday Inn Express Hotel & Suites Southern Pines by IHG Southern Pines - Pool - Breakfast included - Parking included - Free WiFi 9.0 Wonderful 857 reviews CA $166 CA $183 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Southern-Pines-Hotels-Holiday-Inn-Express-Hotel-Suites-Southern-Pines.h2266406.Hotel-Information?chkin=2025-11-22&chkout=2025-11-23&rm1=a2®ionId=6731&destination=Southern Pines&destType=MARKET&latLong=35.174629,-79.390671&searchId=9db9f0f8-99b2-46ec-a875-1774d3667ce2&top_cur=CAD) ![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 activities can be experienced at Southern Pines Golf Club and Hyland Hills Golf Club. Hillcrest Park and Nancy Kyser Park are also worth visiting. [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 - Southern Pines Golf Club - 1 min drive - 0.4 km - Pine Needles Golf Club - 4 min drive - 5.0 km - Mid Pines Golf Club - 4 min drive - 5.0 km - Talamore Golf Resort - 7 min drive - 6.6 km - Pinehurst Resort - 11 min drive - 9.1 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 - ‪Red’s Corner - ‬7 min walk - ‪Betsy's Crepes - ‬13 min walk - ‪Hatchet Brewing Compan - ‬7 min walk - ‪The Bell Tree Tavern - ‬13 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 ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/284400/284343/ed6d773e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Springhill Suites By Marriott Pinehurst Southern Pines Pinehurst - Pool - Breakfast included - Parking included - Free WiFi 9.0 Wonderful 98 reviews CA $222 CA $245 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=284343&PinnedHotelID=284343&HadPinnedHotel=true®ionId=-1&adults=2) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635819/3814fcbf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Econo Lodge & Suites Southern Pines - Pinehurst West Southern Pines - Breakfast included - Pet-friendly - Parking included - Free WiFi 8.4 Very good 541 reviews CA $110 CA $122 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=1635819&PinnedHotelID=1635819&HadPinnedHotel=true®ionId=-1&adults=2) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/113000000/112170000/112164000/112163969/f05c5cca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 'sandhills Sanctuary' Home Near Golfing! 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Pinehurst - Pool - Washer - Dryer - Air conditioning 9.4 Exceptional 72 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=64378537&PinnedHotelID=64378537&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Free WiFi ### Parking and transportation - Free covered self parking on site - Onsite parking options include a carport ### Outdoors - Barbecue grill - Firepit - Outdoor entertainment area - Outdoor furniture ### Accessibility - No elevator ## Room amenities ### Bathroom - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Entertainment - TV ### More - Air conditioning - Fireplace - Heating ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: anytime ### Check-out Check-out before 10:00 AM ### Special check-in instructions There is no front desk at this property Guests will receive an email within 48 hours before arrival with check-in instructions and an access code; access will be through a private entrance ### Renovations and closures This property is closed from June 16 2025 to August 4 2025 (dates subject to change). 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? > Yes, cats and dogs are allowed at this property. There's a fee of USD 70 per accommodation, per stay. Service animals are exempt from fees. ### How much is parking at Charming May Street Retreat? > Self parking is free at this property. ### What time is check-in at Charming May Street Retreat? > Check-in start time: 4:00 PM; Check-in end time: anytime. ### What time is check-out at Charming May Street Retreat? > Check-out is at 10:00 AM. ### Where is Charming May Street Retreat located? > Situated in Southern Pines, this lodge is within 1 mi (2 km) of Southern Pines Golf Club, Sunrise Theater, and Campbell House Galleries. Weymouth Woods-Sandhills Nature Preserve and Hyland Hills Golf Club are also within 2 mi (3 km). Southern Pines Station is 15 minutes by foot. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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