Vacation rentals in Surprise, NY

110 available vacation rental offers

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Best vacation rentals and Airbnb offers in Surprise, NY

Magic Forest Farm Yurt - Surprise, NY

Magic Forest Farm Yurt

Cabin, Surprise

Magic Forest Farm Yurt is a cabin in Surprise, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Magic Forest Farm Yurt

Magic Forest Farm Yurt is a cabin in Surprise, 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, pet friendly, pets friendly, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $513.

From$73/night
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Magic Forest Farm's Mountain View Suite - Surprise, NY

Magic Forest Farm's Mountain View Suite

Country House, Surprise

Magic Forest Farm's Mountain View Suite is a country house in Surprise, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Magic Forest Farm's Mountain View Suite

Magic Forest Farm's Mountain View Suite is a country house in Surprise, 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, kitchen, with kitchen, fireplace, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $756.

From$108/night
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10k worth of dammage because i used verbo - Surprise, NY

10k worth of dammage because i used verbo

Holiday Home, Surprise

10k worth of dammage because i used verbo is a holiday home in Surprise, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 10k worth of dammage because i used verbo

10k worth of dammage because i used verbo is a holiday home in Surprise, 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, pet friendly, pets friendly, washer, and dryer.

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

From$139/night
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Magic Forest Farm's Enchanted Cabin - Surprise, NY

Magic Forest Farm's Enchanted Cabin

Cabin, Surprise

Magic Forest Farm's Enchanted Cabin is a cabin in Surprise, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin is a cabin in Surprise, 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 $983.

From$140/night
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Vacation rentals with a pool in Surprise, NY

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

Eagles Perch on the Hudson River - Surprise, NY

Eagles Perch on the Hudson River

Apartment, Surprise

Eagles Perch on the Hudson River is a apartment in Surprise, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Eagles Perch on the Hudson River

Eagles Perch on the Hudson River is a apartment in Surprise, 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 $1,514.

From$216/night
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Peaceful Athens Retreat at Sleepy Hollow Lake - Surprise, NY

Peaceful Athens Retreat at Sleepy Hollow Lake

Holiday Home, Surprise

Peaceful Athens Retreat at Sleepy Hollow Lake is a holiday home in Surprise, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Peaceful Athens Retreat at Sleepy Hollow Lake

Peaceful Athens Retreat at Sleepy Hollow Lake is a holiday home in Surprise, 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 $1,708.

From$244/night
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HideAway Tiny Cabin. In the Mountains AC Bathroom. Shower. Dog Friendly. - Surprise, NY

HideAway Tiny Cabin. In the Mountains AC Bathroom. Shower. Dog Friendly.

Cabin, Surprise

HideAway Tiny Cabin. In the Mountains AC Bathroom. Shower. Dog Friendly. is a cabin in Surprise, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About HideAway Tiny Cabin. In the Mountains AC Bathroom. Shower. Dog Friendly.

HideAway Tiny Cabin. In the Mountains AC Bathroom. Shower. Dog Friendly. is a cabin in Surprise, with pet-friendly space and 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,994.

From$285/night
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Catskill retreat, cozy and comfortable with wood fire and large yard! - Surprise, NY

Catskill retreat, cozy and comfortable with wood fire and large yard!

Holiday Home, Surprise

Catskill retreat, cozy and comfortable with wood fire and large yard! is a holiday home in Surprise, with pool access and a quieter setting. This stay gives travelers a comfortable base for…

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About Catskill retreat, cozy and comfortable with wood fire and large yard!

Catskill retreat, cozy and comfortable with wood fire and large yard! is a holiday home in Surprise, with 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,454.

From$351/night
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Vacation rentals with parking in Surprise, NY

Find vacation rentals that make arriving by car easier.

Murphys Law Inn 2 - Surprise, NY

Murphys Law Inn 2

Holiday Home, Surprise

Murphys Law Inn 2 is a holiday home in Surprise, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Murphys Law Inn 2

Murphys Law Inn 2 is a holiday home in Surprise, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$162/night
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Murphys Law Inn 3 - Surprise, NY

Murphys Law Inn 3

Holiday Home, Surprise

Murphys Law Inn 3 is a holiday home in Surprise, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Murphys Law Inn 3

Murphys Law Inn 3 is a holiday home in Surprise, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$162/night
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Murphys Law Inn 4 - Surprise, NY

Murphys Law Inn 4

Holiday Home, Surprise

Murphys Law Inn 4 is a holiday home in Surprise, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Murphys Law Inn 4

Murphys Law Inn 4 is a holiday home in Surprise, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$162/night
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Murphys Law Inn 7 - Surprise, NY

Murphys Law Inn 7

Holiday Home, Surprise

Murphys Law Inn 7 is a holiday home in Surprise, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Murphys Law Inn 7

Murphys Law Inn 7 is a holiday home in Surprise, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$162/night
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Pet-friendly vacation rentals in Surprise, NY

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

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! - Surprise, NY

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Holiday Home, Surprise

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! is a holiday home in Surprise, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! is a holiday home in Surprise, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,535.

From$219/night
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Game Room & Spacious Yard: 10-Acre Catskills Home! - Surprise, NY

Game Room & Spacious Yard: 10-Acre Catskills Home!

Holiday Home, Surprise

Game Room & Spacious Yard: 10-Acre Catskills Home! is a holiday home in Surprise, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Game Room & Spacious Yard: 10-Acre Catskills Home!

Game Room & Spacious Yard: 10-Acre Catskills Home! is a holiday home in Surprise, 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 $2,205.

From$236/night
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Cozy cabin in the Mountains. AC. Dog Friendly - Surprise, NY

Cozy cabin in the Mountains. AC. Dog Friendly

Cabin, Surprise

Cozy cabin in the Mountains. AC. Dog Friendly is a cabin in Surprise, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cozy cabin in the Mountains. AC. Dog Friendly

Cozy cabin in the Mountains. AC. Dog Friendly is a cabin in Surprise, 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, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,677.

From$240/night
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Chateau Tina in the Mountains AC, Dog Friendly East Durham N - Surprise, NY

Chateau Tina in the Mountains AC, Dog Friendly East Durham N

Cabin, Surprise

Chateau Tina in the Mountains AC, Dog Friendly East Durham N is a cabin in Surprise, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Chateau Tina in the Mountains AC, Dog Friendly East Durham N

Chateau Tina in the Mountains AC, Dog Friendly East Durham N is a cabin in Surprise, 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, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,722.

From$246/night
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Vacation rentals with a kitchen in Surprise, NY

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

Leeds Get Away - Surprise, NY

Leeds Get Away

Holiday Home, Surprise

Leeds Get Away is a holiday home in Surprise, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Leeds Get Away

Leeds Get Away is a holiday home in Surprise, 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 $1,149.

From$164/night
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Elmhurst House /Town-House- Top Floor - 3bd Catskill Mtn View - Surprise, NY

Elmhurst House /Town-House- Top Floor - 3bd Catskill Mtn View

Apartment, Surprise

Elmhurst House /Town-House- Top Floor - 3bd Catskill Mtn View is a apartment in Surprise, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Elmhurst House /Town-House- Top Floor - 3bd Catskill Mtn View

Elmhurst House /Town-House- Top Floor - 3bd Catskill Mtn View is a apartment in Surprise, 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 $1,536.

From$219/night
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Cozy Waterfall Oasis + Firepit - Surprise, NY

Cozy Waterfall Oasis + Firepit

Holiday Home, Surprise

Cozy Waterfall Oasis + Firepit is a holiday home in Surprise, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit is a holiday home in Surprise, 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, kitchen, with kitchen, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,642.

From$235/night
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Game Room & Spacious Yard: 10-acre Catskills Home! - Surprise, NY

Game Room & Spacious Yard: 10-acre Catskills Home!

Cottage, Surprise

Game Room & Spacious Yard: 10-acre Catskills Home! is a cottage in Surprise, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Game Room & Spacious Yard: 10-acre Catskills Home!

Game Room & Spacious Yard: 10-acre Catskills Home! is a cottage in Surprise, 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 $2,288.

From$273/night
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Family-friendly vacation rentals in Surprise, NY

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

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! - Surprise, NY

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Cottage, Surprise

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! is a cottage in Surprise, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume! is a cottage in Surprise, 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 $1,703.

From$199/night
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Peaceful Athens Retreat at Sleepy Hollow Lake - Surprise, NY

Peaceful Athens Retreat at Sleepy Hollow Lake

Cottage, Surprise

Peaceful Athens Retreat at Sleepy Hollow Lake is a cottage in Surprise, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Peaceful Athens Retreat at Sleepy Hollow Lake

Peaceful Athens Retreat at Sleepy Hollow Lake is a cottage in Surprise, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,990.

From$228/night
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Rose Cottage - Surprise, NY

Rose Cottage

Cottage, Surprise

Rose Cottage is a cottage in Surprise, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Rose Cottage

Rose Cottage is a cottage in Surprise, 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 $1,645.

From$235/night
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Catskills Family Retreat: Fishing & Hiking On-Site - Surprise, NY

Catskills Family Retreat: Fishing & Hiking On-Site

Holiday Home, Surprise

Catskills Family Retreat: Fishing & Hiking On-Site is a holiday home in Surprise, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Catskills Family Retreat: Fishing & Hiking On-Site

Catskills Family Retreat: Fishing & Hiking On-Site is a holiday home in Surprise, 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 $1,733.

From$248/night
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