Vacation rentals in Windsor, ME

Best vacation rentals and Airbnb offers in Windsor, ME

Hallowell Rooming House

Homestay, Windsor

Hallowell Rooming House is a homestay in Windsor, 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 Hallowell Rooming House

Hallowell Rooming House is a homestay in Windsor, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,140.

From$129/night

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Hallowell Rooming House

Homestay, Windsor

Hallowell Rooming House is a homestay in Windsor, 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 Hallowell Rooming House

Hallowell Rooming House is a homestay in Windsor, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,140.

From$129/night

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Delightful cabin in Washington

Cabin, Windsor

Delightful cabin in Washington is a cabin in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Delightful cabin in Washington

Delightful cabin in Washington is a cabin in Windsor, 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 $1,065.

From$152/night

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Garstone Place

Holiday Home, Windsor

Garstone Place is a holiday home in Windsor, 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 Garstone Place

Garstone Place is a holiday home in Windsor, 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, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,600.

From$161/night

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Vacation rentals with parking in Windsor, ME

Find vacation rentals that make arriving by car easier.

Tasteful Gardiner Triplex Near Downtown Augusta!

Apartment, Windsor

Tasteful Gardiner Triplex Near Downtown Augusta! is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Tasteful Gardiner Triplex Near Downtown Augusta!

Tasteful Gardiner Triplex Near Downtown Augusta! is a apartment in Windsor, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,623.

From$232/night

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Peaceful Pleasant Point - Waterfront Maine Getaway

Holiday Home, Windsor

Peaceful Pleasant Point - Waterfront Maine Getaway is a holiday home in Windsor, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Peaceful Pleasant Point - Waterfront Maine Getaway

Peaceful Pleasant Point - Waterfront Maine Getaway is a holiday home in Windsor, 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 $2,634.

From$376/night

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Lakefront Escape w/ Water Views from Every Room, Wooded Yard & Sunny Dock

Holiday Home, Windsor

Lakefront Escape w/ Water Views from Every Room, Wooded Yard & Sunny Dock is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Lakefront Escape w/ Water Views from Every Room, Wooded Yard & Sunny Dock

Lakefront Escape w/ Water Views from Every Room, Wooded Yard & Sunny Dock is a holiday home in Windsor, 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 $2,964.

From$423/night

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Cozy lakefront cabin on Damariscotta Lake, relax & enjoy summer as it should be.

Cabin, Windsor

Cozy lakefront cabin on Damariscotta Lake, relax & enjoy summer as it should be. is a cabin in Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Cozy lakefront cabin on Damariscotta Lake, relax & enjoy summer as it should be.

Cozy lakefront cabin on Damariscotta Lake, relax & enjoy summer as it should be. is a cabin in Windsor, with parking, kitchen access, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,707.

From$530/night

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Vacation rentals with a kitchen in Windsor, ME

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

Lakefront Cottage with sauna and private dock.

Cottage, Windsor

Lakefront Cottage with sauna and private dock. is a cottage in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Lakefront Cottage with sauna and private dock.

Lakefront Cottage with sauna and private dock. is a cottage in Windsor, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,130.

From$447/night

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Gorgeous Waterfront& Yard on Damariscotta Lake with an Amazing Home

Holiday Home, Windsor

Gorgeous Waterfront& Yard on Damariscotta Lake with an Amazing Home is a holiday home in Windsor, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Gorgeous Waterfront& Yard on Damariscotta Lake with an Amazing Home

Gorgeous Waterfront& Yard on Damariscotta Lake with an Amazing Home is a holiday home in Windsor, 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 $4,226.

From$604/night

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Maine Summer Lake House on Bald Head Island

Cottage, Windsor

Maine Summer Lake House on Bald Head Island is a cottage in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Maine Summer Lake House on Bald Head Island

Maine Summer Lake House on Bald Head Island is a cottage in Windsor, 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 $4,797.

From$685/night

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Family-friendly vacation rentals in Windsor, ME

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

Camp Betty' Lakeside Retreat

Cottage, Windsor

Camp Betty' Lakeside Retreat is a cottage in Windsor, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Camp Betty' Lakeside Retreat

Camp Betty' Lakeside Retreat is a cottage in Windsor, with kitchen access 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,989.

From$284/night

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Updated lake cottage right on Damariscotta Lake.

Cottage, Windsor

Updated lake cottage right on Damariscotta Lake. is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Updated lake cottage right on Damariscotta Lake.

Updated lake cottage right on Damariscotta Lake. is a cottage in Windsor, 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, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,203.

From$315/night

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Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Cottage, Windsor

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun! is a cottage in Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun! is a cottage in Windsor, 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 $2,290.

From$327/night

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Charming 3 bedroom lake house on Damariscotta Lake.

Holiday Home, Windsor

Charming 3 bedroom lake house on Damariscotta Lake. is a holiday home in Windsor, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming 3 bedroom lake house on Damariscotta Lake.

Charming 3 bedroom lake house on Damariscotta Lake. is a holiday home in Windsor, with 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,399.

From$343/night

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