Imagine waking up in a beautiful room overlooking Boothbay Harbor. You stretch your legs, pour a cup of coffee, and sit down for a gourmet breakfast to start the day off right. This is what every morning is like at Topside Inn. Our B&B is situated on a hilltop, surrounded by acres of stunning Maine Coast scenery. You won’t find better views of the ocean or the charming town of Boothbay Harbor anywhere else. Plus, our accommodations offer travelers a unique Midcoast Maine experience filled with luxuryWhether you’re coming here to get away from it all or to have a memorable adventure, you’re in the right place at Topside Inn.  

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Private Boothbay Harbor Lodging

Our Boothbay Harbor accommodations encompass three buildings and three nearby vacation homes: The inn’s three buildings include the Maine House, Leeward Guest House, and Windward Guest House. Each room features several modern amenities you need for a relaxing vacation, including a king or queen bed, private bathroom, and a full breakfast each morning. 

If you’re looking for Boothbay Harbor lodging with a bit more privacy, our vacation rental properties are perfect for a quiet getaway. You won’t find any other seaside lodging with the same beauty and personal touch as Topside Inn. 

So, are you ready to find your ideal accommodation? Below you will find photos and descriptions, and we have a Room Comparison Chart,  to help you choose your new home away from home. 

Room 12 bed and view

Room #12

  KING BED :: Windward Guesthouse :: First Floor with Easy Access Nice views of the western harbor, gardens and wooded hillside from the covered sitting porch End room –

Room 14 view of bedroom

Room #14

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the WIndward Guesthouse have been completely remodeled, with room 14 being one of our most popular rooms. If

Room 15 bed

Room #15

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled. Amenities: Exceptional views from the covered sitting porch and comfortable sofa

Room 16 bed and view

Room #16

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled Amenities: Exceptional views from the covered sitting porch and comfortable sofa

Room 17 bed and view

Room #17

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled. Amenities: Exceptional views from the covered sitting porch and comfortable sofa

Room 19 bedroom

Room #19

  KING BED :: Leeward Guesthouse :: First Floor with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: End room with extra west-facing window and

Room 20 bedroom

Room #20

  KING BED :: Leeward Guesthouse :: First Floor with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: Beautifully appointed room with original artwork and

Room 21 bed

Room #21

  KING BED :: Leeward Guesthouse :: First Floor with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: Beautifully appointed room with original artwork and

Room 23 bedroom

Room #23

  KING BED :: Leeward Guesthouse :: Top Floor with Easy Access :: End Room with Corner Balcony All rooms in the Leeward Guesthouse have been recently renovated Amenities: Great

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