Vacation rentals in Cliff Island, ME

91 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Cliff Island, ME

Henry's HideaWay Harpswell - Cliff Island, ME

Henry's HideaWay Harpswell

Cottage, Cliff Island

Henry's HideaWay Harpswell is a cottage in Cliff 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 Henry's HideaWay Harpswell

Henry's HideaWay Harpswell is a cottage in Cliff 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 $1,108.

From$158/night
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Cozy Efficiency with Beautiful Ocean Views - Cliff Island, ME

Cozy Efficiency with Beautiful Ocean Views

Apartment, Cliff Island

Cozy Efficiency with Beautiful Ocean Views is a apartment in Cliff Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Efficiency with Beautiful Ocean Views

Cozy Efficiency with Beautiful Ocean Views is a apartment in Cliff 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 $1,172.

From$167/night
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! Enjoy beautiful Orr's Island. . - Cliff Island, ME

! Enjoy beautiful Orr's Island. .

Holiday Home, Cliff Island

! Enjoy beautiful Orr's Island. . is a holiday home in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About ! Enjoy beautiful Orr's Island. .

! Enjoy beautiful Orr's Island. . is a holiday home in Cliff 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 $1,488.

From$213/night
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Historic cottage with right of way to Little Harbor! - Cliff Island, ME

Historic cottage with right of way to Little Harbor!

Cottage, Cliff Island

Historic cottage with right of way to Little Harbor! is a cottage in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic cottage with right of way to Little Harbor!

Historic cottage with right of way to Little Harbor! is a cottage in Cliff 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 $1,662.

From$237/night
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Browse Waterfront Vacation Rentals in Cliff Island, ME

Discover vacation rentals close to the coast, water, and beach areas around Cliff Island, ME.

Modern Waterfront Apt with Bay Views - Cliff Island, ME

Modern Waterfront Apt with Bay Views

Apartment, Cliff Island

Modern Waterfront Apt with Bay Views is a apartment in Cliff 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 Modern Waterfront Apt with Bay Views

Modern Waterfront Apt with Bay Views is a apartment in Cliff 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 cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,732.

From$390/night
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This spacious 2nd floor garage apartment offers phenomenal open ocean views! - Cliff Island, ME

This spacious 2nd floor garage apartment offers phenomenal open ocean views!

Apartment, Cliff Island

This spacious 2nd floor garage apartment offers phenomenal open ocean views! is a apartment in Cliff Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About This spacious 2nd floor garage apartment offers phenomenal open ocean views!

This spacious 2nd floor garage apartment offers phenomenal open ocean views! is a apartment in Cliff 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,887.

From$412/night
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NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access - Cliff Island, ME

NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access

Holiday Home, Cliff Island

NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access is a holiday home in Cliff Island, with easy beach access, parking, and kitchen access. This stay gives…

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About NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access

NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access is a holiday home in Cliff 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 $3,367.

From$481/night
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Johnson Homestead. One level living, ocean view with semi-private beach access. - Cliff Island, ME

Johnson Homestead. One level living, ocean view with semi-private beach access.

Holiday Home, Cliff Island

Johnson Homestead. One level living, ocean view with semi-private beach access. is a holiday home in Cliff Island, with easy beach access and kitchen access. This stay gives travelers a…

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About Johnson Homestead. One level living, ocean view with semi-private beach access.

Johnson Homestead. One level living, ocean view with semi-private beach access. is a holiday home in Cliff 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,478.

From$497/night
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Browse Vacation Rentals with a Pool in Cliff Island, ME

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

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... - Cliff Island, ME

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...

Cottage, Cliff Island

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... is a cottage in Cliff Island, with pet-friendly space and pool access. This stay gives…

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About The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... is a cottage in Cliff Island, 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 $4,802.

From$686/night
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Gorgeous 3-bedroom house with a Pool in charming Portland - Cliff Island, ME

Gorgeous 3-bedroom house with a Pool in charming Portland

Holiday Home, Cliff Island

Gorgeous 3-bedroom house with a Pool in charming Portland is a holiday home in Cliff Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Gorgeous 3-bedroom house with a Pool in charming Portland

Gorgeous 3-bedroom house with a Pool in charming Portland is a holiday home in Cliff Island, 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 $4,815.

From$688/night
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Coastal, 3 bedroom, 2 bath home with pool! - Cliff Island, ME

Coastal, 3 bedroom, 2 bath home with pool!

Holiday Home, Cliff Island

Coastal, 3 bedroom, 2 bath home with pool! is a holiday home in Cliff Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Coastal, 3 bedroom, 2 bath home with pool!

Coastal, 3 bedroom, 2 bath home with pool! is a holiday home in Cliff Island, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,965.

From$852/night
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Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. - Cliff Island, ME

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.

Holiday Home, Cliff Island

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. is a holiday home in Cliff Island, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. is a holiday home in Cliff 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,642.

From$949/night
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Best Cliff Island, ME vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Spacious and private 2nd floor 2bed apartment in Yarmouth Village. - Cliff Island, ME

Spacious and private 2nd floor 2bed apartment in Yarmouth Village.

Holiday Home, Cliff Island

Spacious and private 2nd floor 2bed apartment in Yarmouth Village. is a holiday home in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious and private 2nd floor 2bed apartment in Yarmouth Village.

Spacious and private 2nd floor 2bed apartment in Yarmouth Village. is a holiday home in Cliff 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 $1,973.

From$282/night
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Island View House BnB Self Check-In - Cliff Island, ME

Island View House BnB Self Check-In

Apartment, Cliff Island

Island View House BnB Self Check-In is a apartment in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Island View House BnB Self Check-In

Island View House BnB Self Check-In is a apartment in Cliff 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 $2,400.

From$297/night
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Island View House BnB Self Check-In - Cliff Island, ME

Island View House BnB Self Check-In

Apartment, Cliff Island

Island View House BnB Self Check-In is a apartment in Cliff Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Island View House BnB Self Check-In

Island View House BnB Self Check-In is a apartment in Cliff Island, 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,400.

From$297/night
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Eagles Nest Preserve Cottage - Cliff Island, ME

Eagles Nest Preserve Cottage

Holiday Home, Cliff Island

Eagles Nest Preserve Cottage is a holiday home in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Eagles Nest Preserve Cottage

Eagles Nest Preserve Cottage is a holiday home in Cliff 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,171.

From$453/night
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Best Pet-Friendly Vacation Rentals in Cliff Island, ME

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

NEW 1 BDR-Heart of Munjoy Hill - Cliff Island, ME

NEW 1 BDR-Heart of Munjoy Hill

Apartment, Cliff Island

NEW 1 BDR-Heart of Munjoy Hill is a apartment in Cliff Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill is a apartment in Cliff 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,472.

From$353/night
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Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away - Cliff Island, ME

Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away

Holiday Home, Cliff Island

Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away is a holiday home in Cliff Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away

Charming 3BR, 2.5BA Pet-friendly home, Ocean access just a short walk away is a holiday home in Cliff 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,485.

From$355/night
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Historic Pumpkin House located in West Harpswell - Cliff Island, ME

Historic Pumpkin House located in West Harpswell

Holiday Home, Cliff Island

Historic Pumpkin House located in West Harpswell is a holiday home in Cliff Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Pumpkin House located in West Harpswell

Historic Pumpkin House located in West Harpswell is a holiday home in Cliff Island, 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: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,582.

From$369/night
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Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views. - Cliff Island, ME

Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views.

Holiday Home, Cliff Island

Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views. is a holiday home in Cliff Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views.

Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views. is a holiday home in Cliff 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,693.

From$385/night
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Best Cliff Island, ME vacation rentals with a kitchen

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

The Woodland Loft at Falmouth - Cliff Island, ME

The Woodland Loft at Falmouth

Guest House, Cliff Island

The Woodland Loft at Falmouth is a guest house in Cliff Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Woodland Loft at Falmouth

The Woodland Loft at Falmouth is a guest house in Cliff 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,802.

From$257/night
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Fabulous studio apartment with roof deck - Cliff Island, ME

Fabulous studio apartment with roof deck

Apartment, Cliff Island

Fabulous studio apartment with roof deck is a apartment in Cliff Island, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Fabulous studio apartment with roof deck

Fabulous studio apartment with roof deck is a apartment in Cliff Island, 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 $2,690.

From$384/night
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Charming Coastal Falmouth 2BR Retreat – Minutes to Portland - Cliff Island, ME

Charming Coastal Falmouth 2BR Retreat – Minutes to Portland

Holiday Home, Cliff Island

Charming Coastal Falmouth 2BR Retreat – Minutes to Portland is a holiday home in Cliff Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming Coastal Falmouth 2BR Retreat – Minutes to Portland

Charming Coastal Falmouth 2BR Retreat – Minutes to Portland is a holiday home in Cliff 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 $3,331.

From$476/night
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The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore. - Cliff Island, ME

The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.

Cottage, Cliff Island

The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore. is a cottage in Cliff Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers…

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About The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.

The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore. is a cottage in Cliff 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,663.

From$523/night
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