Pet Friendly Vacation Rentals in Windsor, ME

There are 2 pet friendly vacation rentals in Windsor, and 133 more nearby. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

$99+

No pet fee

Big dogs OK

2+ pets OK

Pet-Friendly Airbnb Rentals

Windsor, ME

$225

+$15 per pet

Big dogs OK

2 pets max

Sleeps 3

Tiny Cabin on 100 Wooded Acres

5.0 Windsor, ME

Tiny Cabin on 100 Wooded Acres Pet Policy

This 1-bedroom cabin in Windsor allows 2 dogs of any size for an additional fee of $15 per pet, per stay. Cats may also be allowed by request.

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$231

No pet fee

Big dogs OK

2+ pets OK

Sleeps 6

Picturesque Freedom Log Cabin

4.9 Freedom, ME

Picturesque Freedom Log Cabin Pet Policy

This 2-bedroom cabin in Freedom is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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$275

+$35 per pet

Big dogs OK

3 pets max

Sleeps 4

The Coach House on Dutch Neck

5.0 Waldoboro, ME

The Coach House on Dutch Neck Pet Policy

This 2-bedroom vacation rental in Waldoboro allows 3 dogs of any size for an additional fee of $35 per pet, per stay. Pets must be crated if left unattended. Sorry, no cats.

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$210

+$20/night pet fee

Big dogs OK

1 pet max

Sleeps 3

Lakefront Cottage with Porch & Lake Access

4.7 Oakland, ME

Lakefront Cottage with Porch & Lake Access Pet Policy

This cabin in Oakland allows 1 dog of any size for an additional fee of $20 per night. Cats may also be allowed by request.

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$296

+ Pet fee

Big dogs OK

2+ pets OK

Unique Maine Log Cabin With Trout Ponds & Sauna

Freedom, ME

Unique Maine Log Cabin With Trout Ponds & Sauna Pet Policy

This 2-bedroom cottage in Freedom allows pets of any size for an additional fee. Both dogs and cats are welcome.

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$394

No pet fee

Big dogs OK

2+ pets OK

2BR Maine Camp W/ Dock Lake Access & AC

Nobleboro, ME

2BR Maine Camp W/ Dock Lake Access & AC Pet Policy

This 2-bedroom house in Nobleboro allows dogs of any size for no additional fee. Sorry, no cats.

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$196

No pet fee

Big dogs OK

2 pets max

Sleeps 10

Mckeen's Riverside Retreat

5.0 Dresden, ME

Mckeen's Riverside Retreat Pet Policy

This 2-bedroom cabin in Dresden allows 2 dogs of any size for no additional fee. Sorry, no cats.

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$338

+$95 per pet

Big dogs OK

2+ pets OK

Sleeps 5

Pete's Retreat

5.0 Vassalboro, ME

Pete's Retreat Pet Policy

This 2-bedroom vacation rental in Vassalboro allows dogs of any size for an additional fee of $95 per pet, per stay. Cats may also be allowed by request.

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$292

+$25 pet fee

Big dogs OK

1 pet max

Sleeps 6

Charming Post & Beam House Overlooking Fields

4.5 Dresden, ME

Charming Post & Beam House Overlooking Fields Pet Policy

This 2-bedroom house in Dresden allows 1 dog of any size for an additional fee of $25 per stay. Sorry, no cats.

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$602

+ Pet fee

Big dogs OK

2+ pets OK

Sleeps 4

Sunset Chalet

Belgrade, ME

Sunset Chalet Pet Policy

This 1-bedroom house in Belgrade allows pets of any size for an additional fee. Both dogs and cats are welcome.

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$317

+$95 per pet

Big dogs OK

2+ pets OK

Sleeps 6

Pete's Retreat Too

4.9 Vassalboro, ME

Pete's Retreat Too Pet Policy

This 2-bedroom vacation rental in Vassalboro allows dogs of any size for an additional fee of $95 per pet, per stay. Cats may also be allowed by request.

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$222

No pet fee

Big dogs OK

2+ pets OK

Sleeps 10

Full 4BR Home with Hot Tub

4.8 Sidney, ME

Full 4BR Home with Hot Tub Pet Policy

This 4-bedroom house in Sidney is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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$130

+$25 per pet

Big dogs OK

2+ pets OK

Sleeps 5

Wild Acres Yurt

5.0 Dresden, ME

Wild Acres Yurt Pet Policy

This 1-bedroom vacation rental in Dresden allows dogs of any size for an additional fee of $25 per pet, per stay. All pets must be approved in advance. Sorry, no cats or aggressive breeds. Doggy daycare may be available with advance notice.

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$452

+$150 per pet

Big dogs OK

2+ pets OK

Sleeps 2

Star Point on Snow Pond in Belgrade Lakes

5.0 Sidney, ME

Star Point on Snow Pond in Belgrade Lakes Pet Policy

Dogs of any size are allowed at this 2-bedroom cottage in Sidney for an additional fee of $150 per pet, per stay. Cats may also be allowed by request. Pets must be leashed on the property.

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$224

+$20/pet/night

Big dogs OK

2 pets max

Sleeps 6

Entire Lakefront Duplex on Togus Pond

2.0 Augusta, ME

Entire Lakefront Duplex on Togus Pond Pet Policy

This 2-bedroom cabin in Augusta allows 2 dogs of any size for an additional fee of $20 per pet, per night. Sorry, no cats.

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$423

+$100 pet fee

Big dogs OK

1 pet max

Sleeps 6

Lake Front Chalet on Great Pond

4.9 Belgrade, ME

Lake Front Chalet on Great Pond Pet Policy

This 2-bedroom vacation rental in Belgrade allows 1 dog of any size for an additional fee of $100 per stay. All pets must be approved in advance. Sorry, no cats.

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$88

+$20/pet/night

Big dogs OK

2 pets max

Sleeps 4

Lakefront Home on Togus Pond with 2 Decks

3.5 Augusta, ME

Lakefront Home on Togus Pond with 2 Decks Pet Policy

This 1-bedroom cottage in Augusta allows 2 dogs of any size for an additional fee of $20 per pet, per night. Sorry, no cats.

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$476

+$100 pet fee

25 kg max

1 pet max

Sleeps 8

Watch House at Damariscotta

5.0 Jefferson, ME

Watch House at Damariscotta Pet Policy

This 4-bedroom cottage in Jefferson allows 1 dog under 50 lbs for an additional fee of $100 per stay. Sorry, no cats.

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$620

No pet fee

Big dogs OK

2+ pets OK

Sleeps 9

Lovely Home on McCurdy Pond

4.7 Bremen, ME

Lovely Home on McCurdy Pond Pet Policy

This 4-bedroom house in Bremen is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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