Vacation rentals in Water Mill, NY

122 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Water Mill, NY

Cowgirl Palace - Water Mill, NY

Cowgirl Palace

Homestay, Water Mill

Cowgirl Palace is a homestay in Water Mill, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Cowgirl Palace

Cowgirl Palace is a homestay in Water Mill, 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 $3,452.

From$425/night
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Enchanted Hamptons Cottage in NYTimes Garden - Water Mill, NY

Enchanted Hamptons Cottage in NYTimes Garden

Cottage, Water Mill

Enchanted Hamptons Cottage in NYTimes Garden is a cottage in Water Mill, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Enchanted Hamptons Cottage in NYTimes Garden

Enchanted Hamptons Cottage in NYTimes Garden is a cottage in Water Mill, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,650.

From$807/night
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Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. - Water Mill, NY

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private.

Cottage, Water Mill

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. is a cottage in Water Mill, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private.

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. is a cottage in Water Mill, 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 $6,202.

From$886/night
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Quiet Hamptons- Water Mill Retreat - Close to town & beach - Water Mill, NY

Quiet Hamptons- Water Mill Retreat - Close to town & beach

Holiday Home, Water Mill

Quiet Hamptons- Water Mill Retreat - Close to town & beach is a holiday home in Water Mill, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Quiet Hamptons- Water Mill Retreat - Close to town & beach

Quiet Hamptons- Water Mill Retreat - Close to town & beach is a holiday home in Water Mill, with pet-friendly space, pool access, and easy beach 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 $8,032.

From$1,147/night
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Browse Vacation Rentals with a Pool in Water Mill, NY

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

East Hampton private room w/ separate entrance and full bath. New backyard pool! - Water Mill, NY

East Hampton private room w/ separate entrance and full bath. New backyard pool!

Apartment, Water Mill

East Hampton private room w/ separate entrance and full bath. New backyard pool! is a apartment in Water Mill, with pool access. This stay gives travelers a comfortable base for exploring…

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About East Hampton private room w/ separate entrance and full bath. New backyard pool!

East Hampton private room w/ separate entrance and full bath. New backyard pool! is a apartment in Water Mill, 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, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,768.

From$395/night
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Newly Renovated Southampton Getaway House - Water Mill, NY

Newly Renovated Southampton Getaway House

Holiday Home, Water Mill

Newly Renovated Southampton Getaway House is a holiday home in Water Mill, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Newly Renovated Southampton Getaway House

Newly Renovated Southampton Getaway House is a holiday home in Water Mill, 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 $13,871.

From$1,982/night
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Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more! - Water Mill, NY

Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!

Holiday Home, Water Mill

Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more! is a holiday home in Water Mill, with pool access, kitchen access, and room for a group. This stay gives…

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About Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!

Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more! is a holiday home in Water Mill, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,926.

From$2,132/night
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Spacious and Conveniently Located Home in Southampton / Water Mill / Shinnecock - Water Mill, NY

Spacious and Conveniently Located Home in Southampton / Water Mill / Shinnecock

Holiday Home, Water Mill

Spacious and Conveniently Located Home in Southampton / Water Mill / Shinnecock is a holiday home in Water Mill, with pool access. This stay gives travelers a comfortable base for exploring…

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About Spacious and Conveniently Located Home in Southampton / Water Mill / Shinnecock

Spacious and Conveniently Located Home in Southampton / Water Mill / Shinnecock is a holiday home in Water Mill, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $19,731.

From$2,819/night
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Best Water Mill, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! - Water Mill, NY

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries!

Holiday Home, Water Mill

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! is a holiday home in Water Mill, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries!

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! is a holiday home in Water Mill, with easy beach 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,198.

From$314/night
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Charming Retreat Near Beaches - Water Mill, NY

Charming Retreat Near Beaches

Holiday Home, Water Mill

Charming Retreat Near Beaches is a holiday home in Water Mill, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Retreat Near Beaches

Charming Retreat Near Beaches is a holiday home in Water Mill, with easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,776.

From$682/night
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Charming Retreat Overlooking the Shinnecock Bay - Water Mill, NY

Charming Retreat Overlooking the Shinnecock Bay

Holiday Home, Water Mill

Charming Retreat Overlooking the Shinnecock Bay is a holiday home in Water Mill, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming Retreat Overlooking the Shinnecock Bay

Charming Retreat Overlooking the Shinnecock Bay is a holiday home in Water Mill, with easy beach 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,872.

From$839/night
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Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock - Water Mill, NY

Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock

Holiday Home, Water Mill

Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock is a holiday home in Water Mill, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock

Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock is a holiday home in Water Mill, with easy beach 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,678.

From$1,811/night
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Best Pet-Friendly Vacation Rentals in Water Mill, NY

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

Southampton 4BR Home | Pool, Game Room, 1.4 mi to Shinnecock - Water Mill, NY

Southampton 4BR Home | Pool, Game Room, 1.4 mi to Shinnecock

Holiday Home, Water Mill

Southampton 4BR Home · Pool, Game Room, 1.4 mi to Shinnecock is a holiday home in Water Mill, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Southampton 4BR Home | Pool, Game Room, 1.4 mi to Shinnecock

Southampton 4BR Home · Pool, Game Room, 1.4 mi to Shinnecock is a holiday home in Water Mill, 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 $10,075.

From$1,439/night
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Golf Beach SH Village Closeby - Water Mill, NY

Golf Beach SH Village Closeby

Holiday Home, Water Mill

Golf Beach SH Village Closeby is a holiday home in Water Mill, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Golf Beach SH Village Closeby

Golf Beach SH Village Closeby is a holiday home in Water Mill, with pet-friendly space and easy beach 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, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,113.

From$1,445/night
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Spacious Open Design for Summer '26 dates - Water Mill, NY

Spacious Open Design for Summer '26 dates

Holiday Home, Water Mill

Spacious Open Design for Summer '26 dates is a holiday home in Water Mill, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious Open Design for Summer '26 dates

Spacious Open Design for Summer '26 dates is a holiday home in Water Mill, 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 $12,267.

From$1,752/night
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Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable... - Water Mill, NY

Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable...

Holiday Home, Water Mill

Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable... is a holiday home in Water Mill, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable...

Private Southampton Hideaway, Private Pool, Fully Appointed for Memorable... is a holiday home in Water Mill, 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 $13,880.

From$1,983/night
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Best Water Mill, NY vacation rentals with a kitchen

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

Family Beach House on the North Fork of Long Island - Water Mill, NY

Family Beach House on the North Fork of Long Island

Holiday Home, Water Mill

Family Beach House on the North Fork of Long Island is a holiday home in Water Mill, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Family Beach House on the North Fork of Long Island

Family Beach House on the North Fork of Long Island is a holiday home in Water Mill, with pet-friendly space, easy beach 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,721.

From$817/night
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Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly - Water Mill, NY

Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly

Holiday Home, Water Mill

Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly is a holiday home in Water Mill, with easy beach access and kitchen access. This stay gives travelers a…

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About Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly

Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly is a holiday home in Water Mill, with easy beach 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: kitchen, with kitchen, gym, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,777.

From$825/night
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Hamptons Gem- 5 mi to US Open at Shinnecock, 3 mi to beautiful beach - Water Mill, NY

Hamptons Gem- 5 mi to US Open at Shinnecock, 3 mi to beautiful beach

Holiday Home, Water Mill

Hamptons Gem- 5 mi to US Open at Shinnecock, 3 mi to beautiful beach is a holiday home in Water Mill, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Hamptons Gem- 5 mi to US Open at Shinnecock, 3 mi to beautiful beach

Hamptons Gem- 5 mi to US Open at Shinnecock, 3 mi to beautiful beach is a holiday home in Water Mill, with pool access, easy beach access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,984.

From$855/night
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Bayview Hamptons Retreat with Pool - Water Mill, NY

Bayview Hamptons Retreat with Pool

Holiday Home, Water Mill

Bayview Hamptons Retreat with Pool is a holiday home in Water Mill, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Bayview Hamptons Retreat with Pool

Bayview Hamptons Retreat with Pool is a holiday home in Water Mill, with pool access, easy beach 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,774.

From$968/night
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Our Favorite Family-Friendly Vacation Rentals in Water Mill, NY

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

The Melody Too - Water Mill, NY

The Melody Too

Cottage, Water Mill

The Melody Too is a cottage in Water Mill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Melody Too

The Melody Too is a cottage in Water Mill, 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 $3,769.

From$538/night
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Newly renovated North Fork beach house! 5 mins from the beach w/ new game room - Water Mill, NY

Newly renovated North Fork beach house! 5 mins from the beach w/ new game room

Holiday Home, Water Mill

Newly renovated North Fork beach house! 5 mins from the beach w/ new game room is a holiday home in Water Mill, with easy beach access and kitchen access. This stay gives travelers a…

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About Newly renovated North Fork beach house! 5 mins from the beach w/ new game room

Newly renovated North Fork beach house! 5 mins from the beach w/ new game room is a holiday home in Water Mill, with easy beach 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,851.

From$693/night
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Beautiful charming 1930s fully renovated cottage walking distance to the beach! - Water Mill, NY

Beautiful charming 1930s fully renovated cottage walking distance to the beach!

Cottage, Water Mill

Beautiful charming 1930s fully renovated cottage walking distance to the beach! is a cottage in Water Mill, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Beautiful charming 1930s fully renovated cottage walking distance to the beach!

Beautiful charming 1930s fully renovated cottage walking distance to the beach! is a cottage in Water Mill, with easy beach 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 $5,558.

From$794/night
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Hamptons U.S. Open and 2026 Summer availability - family getaway. - Water Mill, NY

Hamptons U.S. Open and 2026 Summer availability - family getaway.

Holiday Home, Water Mill

Hamptons U.S. Open and 2026 Summer availability - family getaway. is a holiday home in Water Mill, with pet-friendly space, pool access, and room for a group. This stay gives travelers a…

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About Hamptons U.S. Open and 2026 Summer availability - family getaway.

Hamptons U.S. Open and 2026 Summer availability - family getaway. is a holiday home in Water Mill, 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 $13,353.

From$1,908/night
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