Charming May Street Retreat

Lodge in Southern Pines with free parking

Choose dates to view prices

Where to?

Dates

September 2025

October 2025

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.

Exceptional

Popular amenities

Pet-friendly
Air conditioning
Parking included
Free WiFi

Room options

Check availability for these dates

Tonight

Sep 20 - Sep 21

Tomorrow

Sep 21 - Sep 22

House

Highlights

Fireplace

Air conditioning

Heating

Kitchen

Full-sized fridge/freezer

Dishwasher

3 bedrooms

3 bedrooms
Sleeps 9
1 King Bed, 4 Twin Beds, 1 Queen Bed and 1 Twin Trundle Bed

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

View more Lodges in Southern Pines

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, NC (FAY-Fayetteville Regional) - 57 min drive

Restaurants

‪Chapman's Food and Spirits - ‬14 min walk
‪Red’s Corner - ‬7 min walk
‪The Bell Tree Tavern - ‬13 min walk
Betsy's Crepes
‪Hatchet Brewing Compan - ‬7 min walk

About this property

Charming May Street Retreat

Property highlights

Charming May Street Retreat provides amenities, such as 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
Charcoal grills and outdoor furniture

Room features

All guest rooms at Charming May Street Retreat feature comforts, such as fireplaces and air conditioning, in addition to amenities, such as free WiFi.

Extra conveniences in all rooms include:

Hairdryers and shampoo

Property amenities

Internet

Available in all rooms: Free WiFi
Available in some public areas: Free WiFi

Parking and transport

Free covered self parking on site
Onsite parking options include a carport

Outdoors

Barbecue grill
Firepit
Outdoor entertainment area
Outdoor furniture

Accessibility

No lift

Room amenities

Bathroom

Hair dryer
Shampoo
Soap
Toilet paper
Towels provided

Entertainment

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 16 June 2025 to 4 August 2025 (dates subject to change).

The property is closed between 1 May and 4 August.

Access methods

Access code, private entrance

Pets

Pets are 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

Payment types at the property

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 any lifts

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?

Checkout is at 10:00 AM.

Where is Charming May Street Retreat located?

Situated in Southern Pines, this lodge is within 1 mile (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 miles (3 km). Southern Pines Station is 15 minutes by foot.