Vacation rentals in Woodstock, NY

188 available vacation rental offers

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Best vacation rentals and Airbnb offers in Woodstock, NY

Lovely cottage located on Plattekill Stream - Woodstock, NY

Lovely cottage located on Plattekill Stream

Cabin, Woodstock

Lovely cottage located on Plattekill Stream is a cabin in Woodstock, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lovely cottage located on Plattekill Stream

Lovely cottage located on Plattekill Stream is a cabin in Woodstock, 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 $1,171.

From$167/night
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Mountain view, mid-century style, 1 mile to town! - Woodstock, NY

Mountain view, mid-century style, 1 mile to town!

Cottage, Woodstock

Mountain view, mid-century style, 1 mile to town! is a cottage in Woodstock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Mountain view, mid-century style, 1 mile to town!

Mountain view, mid-century style, 1 mile to town! is a cottage in Woodstock, 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 $1,484.

From$212/night
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Beautiful Top Floor Unit in Downtown Woodstock! - Woodstock, NY

Beautiful Top Floor Unit in Downtown Woodstock!

Apartment, Woodstock

Beautiful Top Floor Unit in Downtown Woodstock! is a apartment in Woodstock. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Beautiful Top Floor Unit in Downtown Woodstock!

Beautiful Top Floor Unit in Downtown Woodstock! is a apartment in Woodstock. 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,676.

From$239/night
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Botanical Studio Retreat in the Heart of Woodstock - Woodstock, NY

Botanical Studio Retreat in the Heart of Woodstock

Apartment, Woodstock

Botanical Studio Retreat in the Heart of Woodstock is a apartment in Woodstock, with a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Botanical Studio Retreat in the Heart of Woodstock

Botanical Studio Retreat in the Heart of Woodstock is a apartment in Woodstock, with 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,684.

From$241/night
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Vacation rentals with a pool in Woodstock, NY

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

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views - Woodstock, NY

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views

Condo, Woodstock

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views is a condo in Woodstock, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views is a condo in Woodstock, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $921.

From$132/night
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Lovely Creekside Duplex Close To Woodstock And Saugerties - Woodstock, NY

Lovely Creekside Duplex Close To Woodstock And Saugerties

Apartment, Woodstock

Lovely Creekside Duplex Close To Woodstock And Saugerties is a apartment in Woodstock, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Lovely Creekside Duplex Close To Woodstock And Saugerties

Lovely Creekside Duplex Close To Woodstock And Saugerties is a apartment in Woodstock, 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 $2,548.

From$364/night
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Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch - Woodstock, NY

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Cottage, Woodstock

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch is a cottage in Woodstock, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch is a cottage in Woodstock, 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 $2,633.

From$376/night
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Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit - Woodstock, NY

Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit

Cabin, Woodstock

Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit is a cabin in Woodstock, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit

Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit is a cabin in Woodstock, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,668.

From$381/night
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Vacation rentals with parking in Woodstock, NY

Find vacation rentals that make arriving by car easier.

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby - Woodstock, NY

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Apartment, Woodstock

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby is a apartment in Woodstock, with pet-friendly space and parking. This stay gives travelers a comfortable base…

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About Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby is a apartment in Woodstock, with pet-friendly 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,183.

From$169/night
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Sexiest Lil Cabin in Saugerties, NY - Woodstock, NY

Sexiest Lil Cabin in Saugerties, NY

Cabin, Woodstock

Sexiest Lil Cabin in Saugerties, NY is a cabin in Woodstock, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Sexiest Lil Cabin in Saugerties, NY

Sexiest Lil Cabin in Saugerties, NY is a cabin in Woodstock, 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 $1,425.

From$204/night
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Woodland Cozy Cabin Catskills - Woodstock, NY

Woodland Cozy Cabin Catskills

Cabin, Woodstock

Woodland Cozy Cabin Catskills is a cabin in Woodstock, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Woodland Cozy Cabin Catskills

Woodland Cozy Cabin Catskills is a cabin in Woodstock, 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 $1,583.

From$226/night
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Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! - Woodstock, NY

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin, Woodstock

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! is a cabin in Woodstock, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! is a cabin in Woodstock, 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 $1,744.

From$249/night
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Pet-friendly vacation rentals in Woodstock, NY

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

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY - Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cabin, Woodstock

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY is a cabin in Woodstock, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY is a cabin in Woodstock, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $991.

From$142/night
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Fully Furnished 1BR Apt – Ideal for Traveling Professionals - Woodstock, NY

Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Apartment, Woodstock

Fully Furnished 1BR Apt – Ideal for Traveling Professionals is a apartment in Woodstock, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Fully Furnished 1BR Apt – Ideal for Traveling Professionals is a apartment in Woodstock, with pet-friendly space 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, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,105.

From$158/night
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Quaint Cottage w/ Peloton & Sauna near Hiking - Woodstock, NY

Quaint Cottage w/ Peloton & Sauna near Hiking

Holiday Home, Woodstock

Quaint Cottage w/ Peloton & Sauna near Hiking is a holiday home in Woodstock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Quaint Cottage w/ Peloton & Sauna near Hiking

Quaint Cottage w/ Peloton & Sauna near Hiking is a holiday home in Woodstock, 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 $1,496.

From$214/night
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The CubHouse - Woodstock, NY

The CubHouse

Cottage, Woodstock

The CubHouse is a cottage in Woodstock, 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 The CubHouse

The CubHouse is a cottage in Woodstock, 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: pet friendly, pets friendly, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,594.

From$371/night
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Vacation rentals with a kitchen in Woodstock, NY

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

Modern Studio in Downtown Kingston - Woodstock, NY

Modern Studio in Downtown Kingston

Apartment, Woodstock

Modern Studio in Downtown Kingston is a apartment in Woodstock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Modern Studio in Downtown Kingston

Modern Studio in Downtown Kingston is a apartment in Woodstock, 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 $1,280.

From$183/night
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Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn - Woodstock, NY

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Cottage, Woodstock

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn is a cottage in Woodstock, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn is a cottage in Woodstock, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,166.

From$248/night
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THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need - Woodstock, NY

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

Cottage, Woodstock

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need is a cottage in Woodstock, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need is a cottage in Woodstock, 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 $2,047.

From$292/night
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Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock - Woodstock, NY

Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock

Holiday Home, Woodstock

Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock is a holiday home in Woodstock, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for…

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About Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock

Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock is a holiday home in Woodstock, with 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,598.

From$371/night
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Family-friendly vacation rentals in Woodstock, NY

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

Lovely Cottage Getaway in the Mountains near Phoenicia, New York - Woodstock, NY

Lovely Cottage Getaway in the Mountains near Phoenicia, New York

Holiday Home, Woodstock

Lovely Cottage Getaway in the Mountains near Phoenicia, New York is a holiday home in Woodstock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Lovely Cottage Getaway in the Mountains near Phoenicia, New York

Lovely Cottage Getaway in the Mountains near Phoenicia, New York is a holiday home in Woodstock, 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 $1,302.

From$186/night
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Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn - Woodstock, NY

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Holiday Home, Woodstock

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn is a holiday home in Woodstock, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

Read more

About Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn is a holiday home in Woodstock, 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: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,087.

From$212/night
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Most Charming, Most quiet place in the Catskills--Willow-brook Cottage - Woodstock, NY

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

Cabin, Woodstock

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage is a cabin in Woodstock, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage is a cabin in Woodstock, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,911.

From$273/night
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Cozy Cottage with Great Views Glenford New York - Woodstock, NY

Cozy Cottage with Great Views Glenford New York

Holiday Home, Woodstock

Cozy Cottage with Great Views Glenford New York is a holiday home in Woodstock, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Cottage with Great Views Glenford New York

Cozy Cottage with Great Views Glenford New York is a holiday home in Woodstock, 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 $2,003.

From$286/night
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