Vacation rentals in Smallwood, NY

132 available vacation rental offers

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Best vacation rentals and Airbnb offers in Smallwood, NY

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! - Smallwood, NY

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch!

Cottage, Smallwood

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! is a cottage in Smallwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch!

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! is a cottage in Smallwood, 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 $1,239.

From$130/night
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5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! - Smallwood, NY

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch!

Cabin, Smallwood

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! is a cabin in Smallwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch!

5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch! is a cabin in Smallwood, 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 tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $959.

From$137/night
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Screened Porch + Fire Pit: Cabin Near Bethel Woods - Smallwood, NY

Screened Porch + Fire Pit: Cabin Near Bethel Woods

Cottage, Smallwood

Screened Porch + Fire Pit: Cabin Near Bethel Woods is a cottage in Smallwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Screened Porch + Fire Pit: Cabin Near Bethel Woods

Screened Porch + Fire Pit: Cabin Near Bethel Woods is a cottage in Smallwood, 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 $1,346.

From$144/night
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Screened Porch + Fire Pit: Cabin Near Bethel Woods - Smallwood, NY

Screened Porch + Fire Pit: Cabin Near Bethel Woods

Cabin, Smallwood

Screened Porch + Fire Pit: Cabin Near Bethel Woods is a cabin in Smallwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Screened Porch + Fire Pit: Cabin Near Bethel Woods

Screened Porch + Fire Pit: Cabin Near Bethel Woods is a cabin in Smallwood, 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 tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,031.

From$147/night
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Vacation rentals with a pool in Smallwood, NY

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

Pocono Cabin in Masthope Mountain Community - Smallwood, NY

Pocono Cabin in Masthope Mountain Community

Holiday Home, Smallwood

Pocono Cabin in Masthope Mountain Community is a holiday home in Smallwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pocono Cabin in Masthope Mountain Community

Pocono Cabin in Masthope Mountain Community is a holiday home in Smallwood, 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 $1,593.

From$228/night
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Charming 2-bedroom cabin in brilliant Masthope with pools & skiing minutes away! - Smallwood, NY

Charming 2-bedroom cabin in brilliant Masthope with pools & skiing minutes away!

Cabin, Smallwood

Charming 2-bedroom cabin in brilliant Masthope with pools & skiing minutes away! is a cabin in Smallwood, with pet-friendly space, pool access, and room for a group. This stay gives…

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About Charming 2-bedroom cabin in brilliant Masthope with pools & skiing minutes away!

Charming 2-bedroom cabin in brilliant Masthope with pools & skiing minutes away! is a cabin in Smallwood, with pet-friendly space, pool 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, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,745.

From$249/night
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Coop 002 Summary:<br>Thi - Smallwood, NY

Coop 002 Summary:<br>Thi

Holiday Home, Smallwood

Coop 002 Summary:<br>Thi is a holiday home in Smallwood, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Coop 002 Summary:<br>Thi

Coop 002 Summary:<br>Thi is a holiday home in Smallwood, with pet-friendly space, pool 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, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,734.

From$391/night
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Spacious, Cozy Catskills Getaway with Heated Pool and Family Friendly Amenities - Smallwood, NY

Spacious, Cozy Catskills Getaway with Heated Pool and Family Friendly Amenities

Holiday Home, Smallwood

Spacious, Cozy Catskills Getaway with Heated Pool and Family Friendly Amenities is a holiday home in Smallwood, with pool access, kitchen access, and room for a group. This stay gives…

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About Spacious, Cozy Catskills Getaway with Heated Pool and Family Friendly Amenities

Spacious, Cozy Catskills Getaway with Heated Pool and Family Friendly Amenities is a holiday home in Smallwood, 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: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,198.

From$600/night
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Vacation rentals with parking in Smallwood, NY

Find vacation rentals that make arriving by car easier.

The ruffled feather cabin 52 acre farm. - Smallwood, NY

The ruffled feather cabin 52 acre farm.

Cabin, Smallwood

The ruffled feather cabin 52 acre farm. is a cabin in Smallwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The ruffled feather cabin 52 acre farm.

The ruffled feather cabin 52 acre farm. is a cabin in Smallwood, 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, parking, free parking, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,482.

From$212/night
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Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! - Smallwood, NY

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!

Holiday Home, Smallwood

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! is a holiday home in Smallwood, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! is a holiday home in Smallwood, with 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, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,018.

From$214/night
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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! - Smallwood, NY

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Holiday Home, Smallwood

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Smallwood, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Smallwood, with 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, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,233.

From$230/night
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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! - Smallwood, NY

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Holiday Home, Smallwood

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Smallwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Smallwood, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,877.

From$268/night
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Pet-friendly vacation rentals in Smallwood, NY

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

Trails Head Tiny House - Smallwood, NY

Trails Head Tiny House

Holiday Home, Smallwood

Trails Head Tiny House is a holiday home in Smallwood, 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 Trails Head Tiny House

Trails Head Tiny House is a holiday home in Smallwood, 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 $806.

From$115/night
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Riverfront Ski & Fishing retreat, steps from the slopes! - Smallwood, NY

Riverfront Ski & Fishing retreat, steps from the slopes!

Holiday Home, Smallwood

Riverfront Ski & Fishing retreat, steps from the slopes! is a holiday home in Smallwood, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About Riverfront Ski & Fishing retreat, steps from the slopes!

Riverfront Ski & Fishing retreat, steps from the slopes! is a holiday home in Smallwood, 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 $1,139.

From$163/night
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Chic Catskills Cabin w/ Fireplace, Firepit, 30min to Ski Big Bear Resort. - Smallwood, NY

Chic Catskills Cabin w/ Fireplace, Firepit, 30min to Ski Big Bear Resort.

Holiday Home, Smallwood

Chic Catskills Cabin w/ Fireplace, Firepit, 30min to Ski Big Bear Resort. is a holiday home in Smallwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Chic Catskills Cabin w/ Fireplace, Firepit, 30min to Ski Big Bear Resort.

Chic Catskills Cabin w/ Fireplace, Firepit, 30min to Ski Big Bear Resort. is a holiday home in Smallwood, 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 $1,653.

From$236/night
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3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now. - Smallwood, NY

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

Holiday Home, Smallwood

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now. is a holiday home in Smallwood, with pet-friendly space, parking, and kitchen access. This stay gives…

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About 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now. is a holiday home in Smallwood, 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 $1,656.

From$237/night
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Vacation rentals with a kitchen in Smallwood, NY

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

3 bed home with fireplace, 25 mins from Ski Big Bear - Smallwood, NY

3 bed home with fireplace, 25 mins from Ski Big Bear

Holiday Home, Smallwood

3 bed home with fireplace, 25 mins from Ski Big Bear is a holiday home in Smallwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 3 bed home with fireplace, 25 mins from Ski Big Bear

3 bed home with fireplace, 25 mins from Ski Big Bear is a holiday home in Smallwood, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,501.

From$214/night
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Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! - Smallwood, NY

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!

Cabin, Smallwood

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! is a cabin in Smallwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake! is a cabin in Smallwood, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,693.

From$242/night
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Sweet Old Farmhouse in a Tranquil Setting - Smallwood, NY

Sweet Old Farmhouse in a Tranquil Setting

Holiday Home, Smallwood

Sweet Old Farmhouse in a Tranquil Setting is a holiday home in Smallwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting is a holiday home in Smallwood, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,731.

From$247/night
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Cozy Modern Updated House in Catskills - Smallwood, NY

Cozy Modern Updated House in Catskills

Holiday Home, Smallwood

Cozy Modern Updated House in Catskills is a holiday home in Smallwood, 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 Updated House in Catskills

Cozy Modern Updated House in Catskills is a holiday home in Smallwood, 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 $1,835.

From$262/night
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Family-friendly vacation rentals in Smallwood, NY

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

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi - Smallwood, NY

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Holiday Home, Smallwood

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi is a holiday home in Smallwood, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi is a holiday home in Smallwood, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,202.

From$172/night
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Cabin by the Rocks 12 x12 rustic cabin - Smallwood, NY

Cabin by the Rocks 12 x12 rustic cabin

Cabin, Smallwood

Cabin by the Rocks 12 x12 rustic cabin is a cabin in Smallwood, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cabin by the Rocks 12 x12 rustic cabin

Cabin by the Rocks 12 x12 rustic cabin is a cabin in Smallwood, with 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, family friendly, kids toys, non smoking, and adult only.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,662.

From$237/night
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Glen Spey Cabin With Deck: 1 Mi to Mohican Lake! - Smallwood, NY

Glen Spey Cabin With Deck: 1 Mi to Mohican Lake!

Cottage, Smallwood

Glen Spey Cabin With Deck: 1 Mi to Mohican Lake! is a cottage in Smallwood, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Glen Spey Cabin With Deck: 1 Mi to Mohican Lake!

Glen Spey Cabin With Deck: 1 Mi to Mohican Lake! is a cottage in Smallwood, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,254.

From$250/night
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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! - Smallwood, NY

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Cottage, Smallwood

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a cottage in Smallwood, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a cottage in Smallwood, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,319.

From$267/night
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