Vacation rentals in Shipman, VA

Best vacation rentals and Airbnb offers in Shipman, VA

Historic Bungalow 30 minutes from Wintergreen

Holiday Home, Shipman

Historic Bungalow 30 minutes from Wintergreen is a holiday home in Shipman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen is a holiday home in Shipman, 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 $1,019.

From$146/night

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Cozy Country small two bedroom home.

Holiday Home, Shipman

Cozy Country small two bedroom home. is a holiday home in Shipman, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Country small two bedroom home.

Cozy Country small two bedroom home. is a holiday home in Shipman, 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 $1,121.

From$160/night

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The Refuge at Laurel

Holiday Home, Shipman

The Refuge at Laurel is a holiday home in Shipman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Refuge at Laurel

The Refuge at Laurel is a holiday home in Shipman, 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 $1,176.

From$168/night

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Bluebird Cottage: Near 151 + Appalachian Trail

Cottage, Shipman

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Shipman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Shipman, 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 $1,187.

From$170/night

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Vacation rentals with a pool in Shipman, VA

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

Blue Ridge Mtn. Cottage with Hot Tub & Heated Pool Near Nelson 151 & Wintergreen

Cottage, Shipman

Blue Ridge Mtn. Cottage with Hot Tub & Heated Pool Near Nelson 151 & Wintergreen is a cottage in Shipman, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Blue Ridge Mtn. Cottage with Hot Tub & Heated Pool Near Nelson 151 & Wintergreen

Blue Ridge Mtn. Cottage with Hot Tub & Heated Pool Near Nelson 151 & Wintergreen is a cottage in Shipman, 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 $3,382.

From$483/night

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New! Farmhouse Epic Views Fire-Pit 12ppl

Country House, Shipman

New! Farmhouse Epic Views Fire-Pit 12ppl is a country house in Shipman, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About New! Farmhouse Epic Views Fire-Pit 12ppl

New! Farmhouse Epic Views Fire-Pit 12ppl is a country house in Shipman, 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 $5,605.

From$801/night

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Huge Farmhouse with Heated Pool for Vacations and Retreats

Holiday Home, Shipman

Huge Farmhouse with Heated Pool for Vacations and Retreats is a holiday home in Shipman, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable…

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About Huge Farmhouse with Heated Pool for Vacations and Retreats

Huge Farmhouse with Heated Pool for Vacations and Retreats is a holiday home in Shipman, with pet-friendly space, pool access, and a quieter setting. 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,418.

From$1,549/night

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Vacation rentals with parking in Shipman, VA

Find vacation rentals that make arriving by car easier.

Cozy 3BR cottage near Nelson 151 with a private hot tub, fire pit, yard games, and inviting gathering spaces. Perfect for relaxed wine weekends, family trips, and Blue Ridge getaways.

Cottage, Shipman

Cozy 3BR cottage near Nelson 151 with a private hot tub, fire pit, yard games, and inviting gathering spaces. Perfect for relaxed wine weekends, family trips, and Blue Ridge getaways. is a…

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About Cozy 3BR cottage near Nelson 151 with a private hot tub, fire pit, yard games, and inviting gathering spaces. Perfect for relaxed wine weekends, family trips, and Blue Ridge getaways.

Cozy 3BR cottage near Nelson 151 with a private hot tub, fire pit, yard games, and inviting gathering spaces. Perfect for relaxed wine weekends, family trips, and Blue Ridge getaways. is a cottage in Shipman, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,999.

From$286/night

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Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

Country House, Shipman

Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House is a country house in Shipman, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House is a country house in Shipman, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,004.

From$286/night

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Hillside Haven: Modern Retreat, Mountain Views

Holiday Home, Shipman

Hillside Haven: Modern Retreat, Mountain Views is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. 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 $2,066.

From$295/night

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Charming 3-bedroom house with WiFi, AC in serene Lovingston

Holiday Home, Shipman

Charming 3-bedroom house with WiFi, AC in serene Lovingston is a holiday home in Shipman, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Charming 3-bedroom house with WiFi, AC in serene Lovingston

Charming 3-bedroom house with WiFi, AC in serene Lovingston is a holiday home in Shipman, 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 $2,136.

From$305/night

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Pet-friendly vacation rentals in Shipman, VA

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

Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen

Cabin, Shipman

Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen is a cabin in Shipman, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen

Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen is a cabin in Shipman, 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 $1,849.

From$264/night

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Cozy Modern Cabin near Wintergreen and Bold Rock

Cabin, Shipman

Cozy Modern Cabin near Wintergreen and Bold Rock is a cabin in Shipman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Modern Cabin near Wintergreen and Bold Rock

Cozy Modern Cabin near Wintergreen and Bold Rock is a cabin in Shipman, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,292.

From$327/night

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RockFish Estate | The 100 Collection | HotTub

Holiday Home, Shipman

RockFish Estate · The 100 Collection · HotTub is a holiday home in Shipman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About RockFish Estate | The 100 Collection | HotTub

RockFish Estate · The 100 Collection · HotTub is a holiday home in Shipman, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,068.

From$867/night

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Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Chalet, Shipman

Lotus View Retreat in Yogaville, Chalet with WiFi and AC is a chalet in Shipman, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Lotus View Retreat in Yogaville, Chalet with WiFi and AC is a chalet in Shipman, with pet-friendly space, kitchen access, and a quieter setting. 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 $1,663.

From$238/night

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Vacation rentals with a kitchen in Shipman, VA

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

Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm

Country House, Shipman

Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm is a country house in Shipman, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm

Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm is a country house in Shipman, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,700.

From$243/night

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Romantic Log Cabin Escape on Delfosse Winery!

Cabin, Shipman

Romantic Log Cabin Escape on Delfosse Winery! is a cabin in Shipman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Romantic Log Cabin Escape on Delfosse Winery!

Romantic Log Cabin Escape on Delfosse Winery! is a cabin in Shipman, 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 $2,186.

From$312/night

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Country retreat w. mountain views + river access

Holiday Home, Shipman

Country retreat w. mountain views + river access is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Country retreat w. mountain views + river access

Country retreat w. mountain views + river access is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,240.

From$320/night

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Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River

Holiday Home, Shipman

Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. This stay gives travelers…

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About Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River

Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River is a holiday home in Shipman, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,469.

From$353/night

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Family-friendly vacation rentals in Shipman, VA

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

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Cottage, Shipman

Creekfront Cabin · Fire Pit · Fenced Yard · Near Crabtree Falls is a cottage in Shipman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Creekfront Cabin · Fire Pit · Fenced Yard · Near Crabtree Falls is a cottage in Shipman, 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 $1,576.

From$225/night

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Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4

Cottage, Shipman

Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4 is a cottage in Shipman, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4

Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4 is a cottage in Shipman, 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 $1,640.

From$234/night

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Charming 2-bedroom tiny home near wineries and hiking, with hot-tub.

Holiday Home, Shipman

Charming 2-bedroom tiny home near wineries and hiking, with hot-tub. is a holiday home in Shipman, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2-bedroom tiny home near wineries and hiking, with hot-tub.

Charming 2-bedroom tiny home near wineries and hiking, with hot-tub. is a holiday home in Shipman, 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,020.

From$289/night

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Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!

Cottage, Shipman

Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi! is a cottage in Shipman, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!

Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi! is a cottage in Shipman, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,748.

From$393/night

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