Vacation rentals in Dingley Island, ME

149 available vacation rental offers

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Best vacation rentals and Airbnb offers in Dingley Island, ME

Harpswell Retreat - Dingley Island, ME

Harpswell Retreat

Holiday Home, Dingley Island

Harpswell Retreat is a holiday home in Dingley Island, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Harpswell Retreat

Harpswell Retreat is a holiday home in Dingley Island, with pet-friendly space, parking, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,984.

From$484/night
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Captain's Guest Room. The authenticity & value in one place. Walk to everything! - Dingley Island, ME

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Holiday Home, Dingley Island

Captain's Guest Room. The authenticity & value in one place. Walk to everything! is a holiday home in Dingley Island, with pet-friendly space and parking. This stay gives travelers a…

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About Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Captain's Guest Room. The authenticity & value in one place. Walk to everything! is a holiday home in Dingley Island, with pet-friendly 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, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $915.

From$131/night
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Henry's HideaWay Harpswell  - Dingley Island, ME

Henry's HideaWay Harpswell

Cottage, Dingley Island

Henry's HideaWay Harpswell is a cottage in Dingley Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Henry's HideaWay Harpswell

Henry's HideaWay Harpswell is a cottage in Dingley 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 - Dingley Island, ME

Cozy Efficiency with Beautiful Ocean Views

Apartment, Dingley Island

Cozy Efficiency with Beautiful Ocean Views is a apartment in Dingley 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 Dingley 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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Waterfront vacation rentals in Dingley Island, ME

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

Oceanfront cottage facing Fort Popham near Popham Beach. - Dingley Island, ME

Oceanfront cottage facing Fort Popham near Popham Beach.

Holiday Home, Dingley Island

Oceanfront cottage facing Fort Popham near Popham Beach. is a holiday home in Dingley Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Oceanfront cottage facing Fort Popham near Popham Beach.

Oceanfront cottage facing Fort Popham near Popham Beach. is a holiday home in Dingley 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 $2,315.

From$331/night
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Harbor View Cottage, Sebasco Harbor Phippsburg, Maine - Dingley Island, ME

Harbor View Cottage, Sebasco Harbor Phippsburg, Maine

Cottage, Dingley Island

Harbor View Cottage, Sebasco Harbor Phippsburg, Maine is a cottage in Dingley Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Harbor View Cottage, Sebasco Harbor Phippsburg, Maine

Harbor View Cottage, Sebasco Harbor Phippsburg, Maine is a cottage in Dingley 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 $2,904.

From$415/night
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Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell - Dingley Island, ME

Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell

Holiday Home, Dingley Island

Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell is a holiday home in Dingley Island, with outdoor space, parking, and kitchen access. This stay gives travelers…

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About Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell

Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell is a holiday home in Dingley Island, 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 $3,189.

From$456/night
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Serene waterfront home w/ a dock, large deck & amazing views! - Dingley Island, ME

Serene waterfront home w/ a dock, large deck & amazing views!

Holiday Home, Dingley Island

Serene waterfront home w/ a dock, large deck & amazing views! is a holiday home in Dingley Island, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Serene waterfront home w/ a dock, large deck & amazing views!

Serene waterfront home w/ a dock, large deck & amazing views! is a holiday home in Dingley 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,323.

From$475/night
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Vacation rentals with a pool in Dingley Island, ME

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

Oceanfront  Cottage Southport 3 BR 2BA, Handicapped Accessible - Dingley Island, ME

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Cottage, Dingley Island

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Dingley Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Dingley Island, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,267.

From$324/night
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Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets - Dingley Island, ME

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Holiday Home, Dingley Island

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Dingley Island, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Dingley 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,546.

From$649/night
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The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... - Dingley Island, ME

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

Cottage, Dingley Island

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... is a cottage in Dingley 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 Dingley 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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Maine Coast Experience.    Full 180 Degree Ocean View.     275ft of frontage. - Dingley Island, ME

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

Holiday Home, Dingley Island

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. is a holiday home in Dingley 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 Dingley 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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Vacation rentals with parking in Dingley Island, ME

Find vacation rentals that make arriving by car easier.

! Enjoy beautiful Orr's Island. . - Dingley Island, ME

! Enjoy beautiful Orr's Island. .

Holiday Home, Dingley Island

! Enjoy beautiful Orr's Island. . is a holiday home in Dingley 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 Dingley 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! - Dingley Island, ME

Historic cottage with right of way to Little Harbor!

Cottage, Dingley Island

Historic cottage with right of way to Little Harbor! is a cottage in Dingley 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 Dingley 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 $1,681.

From$240/night
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Cozy, 2nd Floor Studio on Mere Point - Dingley Island, ME

Cozy, 2nd Floor Studio on Mere Point

Apartment, Dingley Island

Cozy, 2nd Floor Studio on Mere Point is a apartment in Dingley 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 Dingley 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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Spinneys Guesthouse & Beach Cottages - Dingley Island, ME

Spinneys Guesthouse & Beach Cottages

B & B, Dingley Island

Spinneys Guesthouse & Beach Cottages is a b & b in Dingley Island, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages is a b & b in Dingley Island, with easy beach access, parking, 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, parking, free parking, family friendly, and game room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,298.

From$297/night
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Pet-friendly vacation rentals in Dingley Island, ME

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

Historic Bath's, Home Away from Home - Dingley Island, ME

Historic Bath's, Home Away from Home

Apartment, Dingley Island

Historic Bath's, Home Away from Home is a apartment in Dingley Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home is a apartment in Dingley 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,428.

From$204/night
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Charming 2-bedroom house in small-town neighborhood - Dingley Island, ME

Charming 2-bedroom house in small-town neighborhood

Holiday Home, Dingley Island

Charming 2-bedroom house in small-town neighborhood is a holiday home in Dingley Island, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base…

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About Charming 2-bedroom house in small-town neighborhood

Charming 2-bedroom house in small-town neighborhood is a holiday home in Dingley Island, with pet-friendly space, parking, 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,970.

From$281/night
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Lilac Cottage - Near Georgetown Island - Midcoast Maine - Dingley Island, ME

Lilac Cottage - Near Georgetown Island - Midcoast Maine

Cottage, Dingley Island

Lilac Cottage - Near Georgetown Island - Midcoast Maine is a cottage in Dingley Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Lilac Cottage - Near Georgetown Island - Midcoast Maine

Lilac Cottage - Near Georgetown Island - Midcoast Maine is a cottage in Dingley 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 $2,029.

From$290/night
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Dog-friendly home with high-speed WiFi, washer/dryer, & private dock - Dingley Island, ME

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Holiday Home, Dingley Island

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock is a holiday home in Dingley Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock is a holiday home in Dingley 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 $3,321.

From$474/night
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Vacation rentals with a kitchen in Dingley Island, ME

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

Lovely deck to watch the boats come and go, and incredible sunsets! - Dingley Island, ME

Lovely deck to watch the boats come and go, and incredible sunsets!

Cottage, Dingley Island

Lovely deck to watch the boats come and go, and incredible sunsets! is a cottage in Dingley Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Lovely deck to watch the boats come and go, and incredible sunsets!

Lovely deck to watch the boats come and go, and incredible sunsets! is a cottage in Dingley Island, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,770.

From$253/night
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King Size Sun Rise Midcoast Lovely Stay - Dingley Island, ME

King Size Sun Rise Midcoast Lovely Stay

Apartment, Dingley Island

King Size Sun Rise Midcoast Lovely Stay is a apartment in Dingley Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay is a apartment in Dingley 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 $1,795.

From$256/night
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Lovely Studio Apartment  (1 Mile From Bowdoin College) - Dingley Island, ME

Lovely Studio Apartment (1 Mile From Bowdoin College)

Apartment, Dingley Island

Lovely Studio Apartment (1 Mile From Bowdoin College) is a apartment in Dingley Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lovely Studio Apartment (1 Mile From Bowdoin College)

Lovely Studio Apartment (1 Mile From Bowdoin College) is a apartment in Dingley 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 $1,924.

From$275/night
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Cozy 1-bedroom cottage in serene West Bath with AC - Dingley Island, ME

Cozy 1-bedroom cottage in serene West Bath with AC

Cottage, Dingley Island

Cozy 1-bedroom cottage in serene West Bath with AC is a cottage in Dingley Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 1-bedroom cottage in serene West Bath with AC

Cozy 1-bedroom cottage in serene West Bath with AC is a cottage in Dingley 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 $2,372.

From$339/night
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