Vacation rentals in Plum Island, NY

Best Vacation rentals and Airbnb offers in Plum Island, NY

Waterford, CT - Beautifully furnished 1Bedroom/1Bath 864sf Apartment

Apartment, Plum Island

Waterford, CT - Beautifully furnished 1Bedroom/1Bath 864sf Apartment is a apartment in Plum Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Waterford, CT - Beautifully furnished 1Bedroom/1Bath 864sf Apartment

Waterford, CT - Beautifully furnished 1Bedroom/1Bath 864sf Apartment is a apartment in Plum Island, 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 $1,342.

From$129/night

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Saybrook Point Cottage - Charming and Private

Cottage, Plum Island

Saybrook Point Cottage - Charming and Private is a cottage in Plum Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Saybrook Point Cottage - Charming and Private

Saybrook Point Cottage - Charming and Private is a cottage in Plum Island, 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 $1,746.

From$172/night

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The Nest at Black Hall

Apartment, Plum Island

The Nest at Black Hall is a apartment in Plum Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Nest at Black Hall

The Nest at Black Hall is a apartment in Plum Island, 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 $1,763.

From$178/night

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Giants Neck Heights. Booking Fall 2025!

Holiday Home, Plum Island

Giants Neck Heights. Booking Fall 2025! is a holiday home in Plum Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Giants Neck Heights. Booking Fall 2025!

Giants Neck Heights. Booking Fall 2025! is a holiday home in Plum Island, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,895.

From$190/night

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Browse Waterfront Vacation Rentals in Plum Island, NY

Discover vacation rentals close to the coast, water, and beach areas around Plum Island, NY.

Forecastle at Soundview · Beach+OceanView+Sunrise

Apartment, Plum Island

Forecastle at Soundview · Beach+OceanView+Sunrise is a apartment in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Forecastle at Soundview · Beach+OceanView+Sunrise

Forecastle at Soundview · Beach+OceanView+Sunrise is a apartment in Plum Island, 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 $2,875.

From$309/night

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Hatch at Soundview · Beach+OceanView+Sunrise

Apartment, Plum Island

Hatch at Soundview · Beach+OceanView+Sunrise is a apartment in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Hatch at Soundview · Beach+OceanView+Sunrise

Hatch at Soundview · Beach+OceanView+Sunrise is a apartment in Plum Island, 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 $2,875.

From$309/night

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Stay just steps away from a beautiful private beach in Old Lyme!

Cottage, Plum Island

Stay just steps away from a beautiful private beach in Old Lyme! is a cottage in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Stay just steps away from a beautiful private beach in Old Lyme!

Stay just steps away from a beautiful private beach in Old Lyme! is a cottage in Plum Island, 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 $2,795.

From$350/night

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Coastal Black Point Beach House

Holiday Home, Plum Island

Coastal Black Point Beach House is a holiday home in Plum Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Coastal Black Point Beach House

Coastal Black Point Beach House is a holiday home in Plum Island, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,636.

From$375/night

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Browse Vacation Rentals with a Pool in Plum Island, NY

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

East Hampton Art House Bed and Breakfast

B & B, Plum Island

East Hampton Art House Bed and Breakfast is a b & b in Plum Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About East Hampton Art House Bed and Breakfast

East Hampton Art House Bed and Breakfast is a b & b in Plum Island, 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 breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,008.

From$1,753/night

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West Neck Guesthouse

B & B, Plum Island

West Neck Guesthouse is a b & b in Plum Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About West Neck Guesthouse

West Neck Guesthouse is a b & b in Plum Island, with pool 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, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,180.

From$398/night

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RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS

Holiday Home, Plum Island

RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS is a holiday home in Plum Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS

RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS is a holiday home in Plum Island, 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,946.

From$511/night

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Orient Point Waterfront Home – Private Beach & Stunning Views

Holiday Home, Plum Island

Orient Point Waterfront Home – Private Beach & Stunning Views is a holiday home in Plum Island, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Orient Point Waterfront Home – Private Beach & Stunning Views

Orient Point Waterfront Home – Private Beach & Stunning Views is a holiday home in Plum Island, with 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,013.

From$850/night

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Best Plum Island, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Easy Beach Access! Classic New London Charmer

Apartment, Plum Island

Easy Beach Access! Classic New London Charmer is a apartment in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Easy Beach Access! Classic New London Charmer

Easy Beach Access! Classic New London Charmer is a apartment in Plum Island, 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 $1,883.

From$154/night

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Charming 2-bedroom apartment with WiFi, AC in wonderful New London

Apartment, Plum Island

Charming 2-bedroom apartment with WiFi, AC in wonderful New London is a apartment in Plum Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming 2-bedroom apartment with WiFi, AC in wonderful New London

Charming 2-bedroom apartment with WiFi, AC in wonderful New London is a apartment in Plum Island, 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 $1,622.

From$157/night

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Easy Beach Access! Classic New London Charmer

Apartment, Plum Island

Easy Beach Access! Classic New London Charmer is a apartment in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Easy Beach Access! Classic New London Charmer

Easy Beach Access! Classic New London Charmer is a apartment in Plum Island, 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 $2,045.

From$219/night

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Private cottage with WiFi in charming Old Lyme Shores Beach Association

Cottage, Plum Island

Private cottage with WiFi in charming Old Lyme Shores Beach Association is a cottage in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Private cottage with WiFi in charming Old Lyme Shores Beach Association

Private cottage with WiFi in charming Old Lyme Shores Beach Association is a cottage in Plum Island, 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 $3,675.

From$383/night

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Best Pet-Friendly Vacation Rentals in Plum Island, NY

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

Now available for short term rentals during the off season.

Holiday Home, Plum Island

Now available for short term rentals during the off season. is a holiday home in Plum Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Now available for short term rentals during the off season.

Now available for short term rentals during the off season. is a holiday home in Plum Island, 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 $3,318.

From$332/night

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Your Nest Near The Beach

Holiday Home, Plum Island

Your Nest Near The Beach is a holiday home in Plum Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Your Nest Near The Beach

Your Nest Near The Beach is a holiday home in Plum Island, 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 $3,464.

From$366/night

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Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street

Holiday Home, Plum Island

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street is a holiday home in Plum Island, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street is a holiday home in Plum Island, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,643.

From$376/night

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Relaxing Private Retreat Near Preserve. Pets Welcome!

Holiday Home, Plum Island

Relaxing Private Retreat Near Preserve. Pets Welcome! is a holiday home in Plum Island, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for…

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About Relaxing Private Retreat Near Preserve. Pets Welcome!

Relaxing Private Retreat Near Preserve. Pets Welcome! is a holiday home in Plum Island, with pet-friendly space 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,088.

From$428/night

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Best Plum Island, NY vacation rentals with a kitchen

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

Private One-Bedroom Cottage

Cottage, Plum Island

Private One-Bedroom Cottage is a cottage in Plum Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Private One-Bedroom Cottage

Private One-Bedroom Cottage is a cottage in Plum Island, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,270.

From$286/night

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Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Cottage, Plum Island

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 is a cottage in Plum Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 is a cottage in Plum Island, 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 $3,497.

From$350/night

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Point O Woods Cottage

Cottage, Plum Island

Point O Woods Cottage is a cottage in Plum Island, with 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 Point O Woods Cottage

Point O Woods Cottage is a cottage in Plum Island, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,857.

From$394/night

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Inviting 3BR Beachfront Cottage in Hawk's Nest – Summer Escape Awaits!

Cottage, Plum Island

Inviting 3BR Beachfront Cottage in Hawk's Nest – Summer Escape Awaits! is a cottage in Plum Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Inviting 3BR Beachfront Cottage in Hawk's Nest – Summer Escape Awaits!

Inviting 3BR Beachfront Cottage in Hawk's Nest – Summer Escape Awaits! is a cottage in Plum Island, 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 $4,051.

From$400/night

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