Vacation rentals in Lovingston, VA

151 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Lovingston, VA

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes - Lovingston, VA

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Holiday Home, Lovingston

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a holiday home in Lovingston, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a holiday home in Lovingston, with pool access, 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: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,062.

From$98/night
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Slope Side Suite - Lovingston, VA

Slope Side Suite

Cabin, Lovingston

Slope Side Suite is a cabin in Lovingston, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Slope Side Suite

Slope Side Suite is a cabin in Lovingston, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $847.

From$121/night
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Historic Bungalow 30 minutes from Wintergreen - Lovingston, VA

Historic Bungalow 30 minutes from Wintergreen

Holiday Home, Lovingston

Historic Bungalow 30 minutes from Wintergreen is a holiday home in Lovingston, 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 Lovingston, 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. - Lovingston, VA

Cozy Country small two bedroom home.

Holiday Home, Lovingston

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

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About Cozy Country small two bedroom home.

Cozy Country small two bedroom home. is a holiday home in Lovingston, 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 $1,119.

From$160/night
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Browse Vacation Rentals with a Pool in Lovingston, VA

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

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes - Lovingston, VA

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Apartment, Lovingston

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a apartment in Lovingston, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a apartment in Lovingston, with pool access, outdoor 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,103.

From$124/night
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Where the Trail Ends - Lovingston, VA

Where the Trail Ends

Condo, Lovingston

Where the Trail Ends is a condo in Lovingston, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Where the Trail Ends

Where the Trail Ends is a condo in Lovingston, 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 $893.

From$128/night
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Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries - Lovingston, VA

Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries

Condo, Lovingston

Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries is a condo in Lovingston, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries

Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries is a condo in Lovingston, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $955.

From$136/night
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Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes - Lovingston, VA

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Condo, Lovingston

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a condo in Lovingston, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes is a condo in Lovingston, with pool access, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $997.

From$142/night
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Best Lovingston, VA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo - Lovingston, VA

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo

Condo, Lovingston

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo is a condo in Lovingston, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo is a condo in Lovingston, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,051.

From$150/night
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'Farm House at Fairview' Rustic Retreat in Amherst - Lovingston, VA

'Farm House at Fairview' Rustic Retreat in Amherst

Holiday Home, Lovingston

'Farm House at Fairview' Rustic Retreat in Amherst is a holiday home in Lovingston, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About 'Farm House at Fairview' Rustic Retreat in Amherst

'Farm House at Fairview' Rustic Retreat in Amherst is a holiday home in Lovingston, 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 $1,101.

From$157/night
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100 yards to Tyro slope Nestled in the woods - Lovingston, VA

100 yards to Tyro slope Nestled in the woods

Holiday Home, Lovingston

100 yards to Tyro slope Nestled in the woods is a holiday home in Lovingston, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 100 yards to Tyro slope Nestled in the woods

100 yards to Tyro slope Nestled in the woods is a holiday home in Lovingston, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,135.

From$162/night
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Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews - Lovingston, VA

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Holiday Home, Lovingston

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews is a holiday home in Lovingston, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews is a holiday home in Lovingston, 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 $1,152.

From$165/night
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Best Pet-Friendly Vacation Rentals in Lovingston, VA

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

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around - Lovingston, VA

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around

Condo, Lovingston

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around is a condo in Lovingston, with pool access, kitchen access, and room for a group. This stay gives travelers…

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About Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around is a condo in Lovingston, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

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

From$123/night
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Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly. - Lovingston, VA

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Condo, Lovingston

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly. is a condo in Lovingston, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly. is a condo in Lovingston, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$174/night
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Beautifully Located Wintergreen Resort home in the valley off 151 - Lovingston, VA

Beautifully Located Wintergreen Resort home in the valley off 151

Holiday Home, Lovingston

Beautifully Located Wintergreen Resort home in the valley off 151 is a holiday home in Lovingston, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Beautifully Located Wintergreen Resort home in the valley off 151

Beautifully Located Wintergreen Resort home in the valley off 151 is a holiday home in Lovingston, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,383.

From$198/night
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Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK - Lovingston, VA

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Chalet, Lovingston

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK is a chalet in Lovingston, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK is a chalet in Lovingston, with pet-friendly space, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,270.

From$181/night
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Best Lovingston, VA vacation rentals with a kitchen

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

Wintergreen Condo w/ Pool: Near Hike & Market! - Lovingston, VA

Wintergreen Condo w/ Pool: Near Hike & Market!

Apartment, Lovingston

Wintergreen Condo w/ Pool: Near Hike & Market! is a apartment in Lovingston, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Wintergreen Condo w/ Pool: Near Hike & Market!

Wintergreen Condo w/ Pool: Near Hike & Market! is a apartment in Lovingston, 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 $1,405.

From$154/night
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Travelers' Rest--Your Wintergreen Retreat in the Center of it All! - Lovingston, VA

Travelers' Rest--Your Wintergreen Retreat in the Center of it All!

Condo, Lovingston

Travelers' Rest--Your Wintergreen Retreat in the Center of it All! is a condo in Lovingston, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Travelers' Rest--Your Wintergreen Retreat in the Center of it All!

Travelers' Rest--Your Wintergreen Retreat in the Center of it All! is a condo in Lovingston, with pool access, 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, pool, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,155.

From$165/night
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Historic Lilac Cottage - sleeps 8, firepit, nearby river access - Lovingston, VA

Historic Lilac Cottage - sleeps 8, firepit, nearby river access

Holiday Home, Lovingston

Historic Lilac Cottage - sleeps 8, firepit, nearby river access is a holiday home in Lovingston, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Historic Lilac Cottage - sleeps 8, firepit, nearby river access

Historic Lilac Cottage - sleeps 8, firepit, nearby river access is a holiday home in Lovingston, 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 $1,642.

From$235/night
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Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm - Lovingston, VA

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

Country House, Lovingston

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

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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 Lovingston, 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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Our Favorite Family-Friendly Vacation Rentals in Lovingston, VA

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

Whisper Creek Lodge! Lower Level Suite! - Lovingston, VA

Whisper Creek Lodge! Lower Level Suite!

Cottage, Lovingston

Whisper Creek Lodge! Lower Level Suite! is a cottage in Lovingston, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Whisper Creek Lodge! Lower Level Suite!

Whisper Creek Lodge! Lower Level Suite! is a cottage in Lovingston, with pet-friendly space. 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,015.

From$145/night
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'farm House at Fairview' Rustic Retreat in Amherst - Lovingston, VA

'farm House at Fairview' Rustic Retreat in Amherst

Cottage, Lovingston

'farm House at Fairview' Rustic Retreat in Amherst is a cottage in Lovingston, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About 'farm House at Fairview' Rustic Retreat in Amherst

'farm House at Fairview' Rustic Retreat in Amherst is a cottage in Lovingston, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,358.

From$158/night
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Bluebird Cottage: Near 151 + Appalachian Trail - Lovingston, VA

Bluebird Cottage: Near 151 + Appalachian Trail

Cottage, Lovingston

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Lovingston, 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 Lovingston, 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 $1,182.

From$169/night
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Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only - Lovingston, VA

Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only

Cottage, Lovingston

Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only is a cottage in Lovingston, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only

Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only is a cottage in Lovingston, 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 $1,624.

From$232/night
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