Vacation rentals in Cliff Island, ME

55 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cliff Island, ME

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove - Cliff Island, ME

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Cottage, Cliff Island

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove is a cottage in Cliff Island, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove is a cottage 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,726.

From$247/night
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Second floor space with modern conveniences & artistic charm. - Cliff Island, ME

Second floor space with modern conveniences & artistic charm.

Apartment, Cliff Island

Second floor space with modern conveniences & artistic charm. is a apartment in Cliff Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Second floor space with modern conveniences & artistic charm.

Second floor space with modern conveniences & artistic charm. is a apartment in Cliff 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,860.

From$266/night
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Cozy, 2nd Floor Studio on Mere Point - Cliff Island, ME

Cozy, 2nd Floor Studio on Mere Point

Apartment, Cliff Island

Cozy, 2nd Floor Studio on Mere Point 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 Cozy, 2nd Floor Studio on Mere Point

Cozy, 2nd Floor Studio on Mere Point 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,894.

From$271/night
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Sweet Island Cottage- 3 minute walk to beach - Cliff Island, ME

Sweet Island Cottage- 3 minute walk to beach

Cottage, Cliff Island

Sweet Island Cottage- 3 minute walk to beach is a cottage in Cliff Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Sweet Island Cottage- 3 minute walk to beach

Sweet Island Cottage- 3 minute walk to beach is a cottage 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 $1,909.

From$273/night
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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 $2,730.

From$390/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 $3,748.

From$535/night
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Gorgeous ocean views with private beach access. - Cliff Island, ME

Gorgeous ocean views with private beach access.

Holiday Home, Cliff Island

Gorgeous ocean views with 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…

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About Gorgeous ocean views with private beach access.

Gorgeous ocean views with 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 wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,914.

From$559/night
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Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~ - Cliff Island, ME

Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~

Cottage, Cliff Island

Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~ is a cottage in Cliff Island, with easy beach access, outdoor space, and kitchen access. This stay gives…

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About Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~

Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~ is a cottage in Cliff Island, with easy beach access, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,926.

From$561/night
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Vacation rentals with parking in Cliff Island, ME

Find vacation rentals that make arriving by car easier.

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 $1,797.

From$257/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 Harpswell Inn - Cliff Island, ME

The Harpswell Inn

B & B, Cliff Island

The Harpswell Inn is a b & b 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…

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About The Harpswell Inn

The Harpswell Inn is a b & b 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 cancellation, free breakfast, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,261.

From$483/night
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The Harpswell Inn - Cliff Island, ME

The Harpswell Inn

B & B, Cliff Island

The Harpswell Inn is a b & b 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…

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About The Harpswell Inn

The Harpswell Inn is a b & b 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 cancellation, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,261.

From$483/night
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Pet-friendly vacation rentals in Cliff Island, ME

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

Spacious 1-Bedroom Apartment With Gorgeous Yard! - Cliff Island, ME

Spacious 1-Bedroom Apartment With Gorgeous Yard!

Apartment, Cliff Island

Spacious 1-Bedroom Apartment With Gorgeous Yard! is a apartment in Cliff Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Spacious 1-Bedroom Apartment With Gorgeous Yard!

Spacious 1-Bedroom Apartment With Gorgeous Yard! is a apartment in Cliff Island, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,353.

From$336/night
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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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Brand New 1 Bedroom Apartment in Portland - Cliff Island, ME

Brand New 1 Bedroom Apartment in Portland

Apartment, Cliff Island

Brand New 1 Bedroom Apartment in Portland is a apartment in Cliff Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Brand New 1 Bedroom Apartment in Portland

Brand New 1 Bedroom Apartment in Portland is a apartment in Cliff Island, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,823.

From$403/night
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Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point. - Cliff Island, ME

Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point.

Holiday Home, Cliff Island

Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point. is a holiday home in Cliff Island, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point.

Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point. 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 $4,290.

From$613/night
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Vacation rentals with a kitchen in Cliff Island, ME

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

Stylish Brownstone Downtown Free St|Perfect Getaway for 2 - Cliff Island, ME

Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Apartment, Cliff Island

Stylish Brownstone Downtown Free St · Perfect Getaway for 2 is a apartment in Cliff Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Stylish Brownstone Downtown Free St · Perfect Getaway for 2 is a apartment in Cliff 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, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,868.

From$410/night
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Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port - Cliff Island, ME

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port

Holiday Home, Cliff Island

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port is a holiday home in Cliff Island, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,387.

From$484/night
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Serene oasis in Falmouth - Cliff Island, ME

Serene oasis in Falmouth

Holiday Home, Cliff Island

Serene oasis in Falmouth is a holiday home in Cliff Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Serene oasis in Falmouth

Serene oasis in Falmouth is a holiday home in Cliff 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 cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,389.

From$484/night
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Bay Haven. Comfort, deck & water access. - Cliff Island, ME

Bay Haven. Comfort, deck & water access.

Holiday Home, Cliff Island

Bay Haven. Comfort, deck & water access. is a holiday home in Cliff Island, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Bay Haven. Comfort, deck & water access.

Bay Haven. Comfort, deck & water access. is a holiday home in Cliff Island, with easy beach access, 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,940.

From$563/night
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Family-friendly vacation rentals in Cliff Island, ME

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

Eider Haven: 1  BR, 1  BA Cottage in Harpswell, Sleeps 4 - Cliff Island, ME

Eider Haven: 1 BR, 1 BA Cottage in Harpswell, Sleeps 4

Cottage, Cliff Island

Eider Haven: 1 BR, 1 BA Cottage in Harpswell, Sleeps 4 is a cottage in Cliff Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Eider Haven: 1 BR, 1 BA Cottage in Harpswell, Sleeps 4

Eider Haven: 1 BR, 1 BA Cottage in Harpswell, Sleeps 4 is a cottage 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: kitchen, with kitchen, parking, free parking, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,486.

From$355/night
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Sea Salt Cottage: 4  BR, 1  BA Cottage in Harpswell, Sleeps 7 - Cliff Island, ME

Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7

Cottage, Cliff Island

Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7 is a cottage in Cliff Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7

Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7 is a cottage in Cliff Island, 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 $2,597.

From$371/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 $2,722.

From$389/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 $3,585.

From$512/night
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