Vacation rentals in Southern Pines, NC

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Southern Pines, NC

Walkable Cottage, Pet Friendly with Fenced Patio - Southern Pines, NC

Walkable Cottage, Pet Friendly with Fenced Patio

Holiday Home, Southern Pines

Walkable Cottage, Pet Friendly with Fenced Patio is a holiday home in Southern Pines, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio is a holiday home in Southern Pines, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $723.

From$103/night
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Loft Cottage on Ridge<br>? Short & Extended Stays? - Southern Pines, NC

Loft Cottage on Ridge<br>? Short & Extended Stays?

Holiday Home, Southern Pines

Loft Cottage on Ridge<br>? Short & Extended Stays? is a holiday home in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays? is a holiday home in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $832.

From$119/night
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Slice of Seclusion in Downtown Southern Pines - Southern Pines, NC

Slice of Seclusion in Downtown Southern Pines

Apartment, Southern Pines

Slice of Seclusion in Downtown Southern Pines is a apartment in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Slice of Seclusion in Downtown Southern Pines

Slice of Seclusion in Downtown Southern Pines is a apartment in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $849.

From$121/night
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Colgan Cottage in Horse Country - Southern Pines, NC

Colgan Cottage in Horse Country

Holiday Home, Southern Pines

Colgan Cottage in Horse Country is a holiday home in Southern Pines, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Colgan Cottage in Horse Country

Colgan Cottage in Horse Country is a holiday home in Southern Pines, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $908.

From$130/night
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Vacation rentals with a pool in Southern Pines, NC

Add a pool to the search when you want an easy place to cool off between outings.

Lakeview Condo w/ Resort Pool: 2 Miles to Golf! - Southern Pines, NC

Lakeview Condo w/ Resort Pool: 2 Miles to Golf!

Holiday Home, Southern Pines

Lakeview Condo w/ Resort Pool: 2 Miles to Golf! is a holiday home in Southern Pines, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Lakeview Condo w/ Resort Pool: 2 Miles to Golf!

Lakeview Condo w/ Resort Pool: 2 Miles to Golf! is a holiday home in Southern Pines, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,516.

From$150/night
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Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort - Southern Pines, NC

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Condo, Southern Pines

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort is a condo in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort is a condo in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,163.

From$166/night
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Lakeview Condo w/ Resort Pool: 2 Miles to Golf! - Southern Pines, NC

Lakeview Condo w/ Resort Pool: 2 Miles to Golf!

Apartment, Southern Pines

Lakeview Condo w/ Resort Pool: 2 Miles to Golf! is a apartment in Southern Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lakeview Condo w/ Resort Pool: 2 Miles to Golf!

Lakeview Condo w/ Resort Pool: 2 Miles to Golf! is a apartment in Southern Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,574.

From$178/night
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Lakefront Pinehurst Condo 2BD/2BA - 237 - With Community Pool Access - Southern Pines, NC

Lakefront Pinehurst Condo 2BD/2BA - 237 - With Community Pool Access

Condo, Southern Pines

Lakefront Pinehurst Condo 2BD/2BA - 237 - With Community Pool Access is a condo in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Lakefront Pinehurst Condo 2BD/2BA - 237 - With Community Pool Access

Lakefront Pinehurst Condo 2BD/2BA - 237 - With Community Pool Access is a condo in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,261.

From$180/night
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Vacation rentals with parking in Southern Pines, NC

Find vacation rentals that make arriving by car easier.

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse - Southern Pines, NC

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Condo, Southern Pines

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $730.

From$104/night
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Perfect Southern Pines Getaway Near Pinehurst! - Southern Pines, NC

Perfect Southern Pines Getaway Near Pinehurst!

Holiday Home, Southern Pines

Perfect Southern Pines Getaway Near Pinehurst! is a holiday home in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Perfect Southern Pines Getaway Near Pinehurst!

Perfect Southern Pines Getaway Near Pinehurst! is a holiday home in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $781.

From$112/night
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Pinehurst Condo ~ 2 Miles to Downtown & Resort! - Southern Pines, NC

Pinehurst Condo ~ 2 Miles to Downtown & Resort!

Holiday Home, Southern Pines

Pinehurst Condo ~ 2 Miles to Downtown & Resort! is a holiday home in Southern Pines, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Pinehurst Condo ~ 2 Miles to Downtown & Resort!

Pinehurst Condo ~ 2 Miles to Downtown & Resort! is a holiday home in Southern Pines, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,350.

From$119/night
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The Mulligan Manor - 1BR/1BA Condo in Pinehurst - Southern Pines, NC

The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Condo, Southern Pines

The Mulligan Manor - 1BR/1BA Condo in Pinehurst is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $889.

From$127/night
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Pet-friendly vacation rentals in Southern Pines, NC

Bring your pet along with stays that welcome four-legged travelers.

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn - Southern Pines, NC

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Holiday Home, Southern Pines

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn is a holiday home in Southern Pines, with pet-friendly space, parking, and kitchen…

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About Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn is a holiday home in Southern Pines, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $834.

From$119/night
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19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3 - Southern Pines, NC

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

Condo, Southern Pines

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3 is a condo in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3 is a condo in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $862.

From$123/night
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Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm - Southern Pines, NC

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Apartment, Southern Pines

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm is a apartment in Southern Pines, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm is a apartment in Southern Pines, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $976.

From$139/night
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Historic Hidden Gem - Downtown Southern Pines - Southern Pines, NC

Historic Hidden Gem - Downtown Southern Pines

Holiday Home, Southern Pines

Historic Hidden Gem - Downtown Southern Pines is a holiday home in Southern Pines, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Historic Hidden Gem - Downtown Southern Pines

Historic Hidden Gem - Downtown Southern Pines is a holiday home in Southern Pines, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,357.

From$194/night
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Vacation rentals with a kitchen in Southern Pines, NC

Compare stays with kitchen access for longer trips and easier meals.

207 Linville Gardens Condo - 1 Bed/1Bath- Sleeps 2 - Southern Pines, NC

207 Linville Gardens Condo - 1 Bed/1Bath- Sleeps 2

Condo, Southern Pines

207 Linville Gardens Condo - 1 Bed/1Bath- Sleeps 2 is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 207 Linville Gardens Condo - 1 Bed/1Bath- Sleeps 2

207 Linville Gardens Condo - 1 Bed/1Bath- Sleeps 2 is a condo in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $785.

From$112/night
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11 E Pinehurst Manor - Southern Pines, NC

11 E Pinehurst Manor

Condo, Southern Pines

11 E Pinehurst Manor is a condo in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 11 E Pinehurst Manor

11 E Pinehurst Manor is a condo in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $931.

From$133/night
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52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4 - Southern Pines, NC

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

Condo, Southern Pines

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4 is a condo in Southern Pines, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About 52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4 is a condo in Southern Pines, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,023.

From$146/night
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Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm - Southern Pines, NC

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Apartment, Southern Pines

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm is a apartment in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm is a apartment in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,043.

From$149/night
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Family-friendly vacation rentals in Southern Pines, NC

Plan a trip with stays that give families more room to spread out.

Charming 2-bedroom cottage in Aberdeen - Southern Pines, NC

Charming 2-bedroom cottage in Aberdeen

Holiday Home, Southern Pines

Charming 2-bedroom cottage in Aberdeen is a holiday home in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2-bedroom cottage in Aberdeen

Charming 2-bedroom cottage in Aberdeen is a holiday home in Southern Pines, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $973.

From$139/night
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Mystical Cottage in Southern Pines - Southern Pines, NC

Mystical Cottage in Southern Pines

Cottage, Southern Pines

Mystical Cottage in Southern Pines is a cottage in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Mystical Cottage in Southern Pines

Mystical Cottage in Southern Pines is a cottage in Southern Pines, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,297.

From$185/night
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'sandhills Sanctuary' Home Near Golfing! - Southern Pines, NC

'sandhills Sanctuary' Home Near Golfing!

Cottage, Southern Pines

'sandhills Sanctuary' Home Near Golfing! is a cottage in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 'sandhills Sanctuary' Home Near Golfing!

'sandhills Sanctuary' Home Near Golfing! is a cottage in Southern Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,674.

From$194/night
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Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines - Southern Pines, NC

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Holiday Home, Southern Pines

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines is a holiday home in Southern Pines, with parking, kitchen access, and room for a group. This stay gives…

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About Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines is a holiday home in Southern Pines, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,438.

From$205/night
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