Holiday rentals in Boothbay Harbor

The Happy Harbor House-Walk to town!

The Happy Harbor House - your ultimate harbor retreat! Newly renovated in the coastal design style, located on one level, with all the modern amenities you could hope for. This 3 bedroom 2 bathroom house is an oasis for families, friends or couples looking for a fun & cheerful stay. Although not on the water, you'll be a 2 minute walk to the head of the harbor, Opera House & 3 waterfront restaurants. And a mere 5 minute walk to shops & waterfront attractions in charming Boothbay Harbor.

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Sauna+3min to Beach+Pond+Screen Porch+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 wooded acres with a pond. Unwind in your private cedar glass sauna w/forest views. Designed & Built by local craftsmen. * Minutes Reid State Park & 5 Island🦞 * Maine Family Run * Gas Grill * Outdoor Shower * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Cotton sheets/towels * Rain Shower Heads * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * SmartTV * Generator

Panoramic Water Views on the Sheepscot

From our living room a wall of windows take in the expansive views of Barter's Island upward to the ocean. Relax on the sunny deck, listen to the birds and lobster boats and watch the seals on the ledge at low tide. Take a walk for breathtaking scenic views of the Sheepscott river. Bring your books, bikes and kayaks. Westport Island offers several preserves for hiking, a local brewery and is a central location to visit many nearby midcoast sights and activities.

Sail Loft - Upscale Oceanfront on a Pier near BBH!

Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water than this! Imagine relaxing in style and comfort, right over the ocean, and having views from every window. It's like being on a boat but better! Our newly updated, spotless loft has all the amenities you could want, and is only a short walk to downtown. You will find a great mattress, with cozy bedding and fluffy towels.

Battersea Cottage - quintessential Maine! ALL new!

Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Adorable Year Round Cottage - Walk to Town!

You will love our waterfront cottage located on Mill Cove in downtown Boothbay Harbor which is a few minute walk to the center of town! Our cottage is a quaint, comfortable home with all the amenities that you could want. Our goal is to ensure that you have a most wonderful vacation. A new heating and air conditioning system guarantees comfort any time of year.

Chic 1-Bedroom at the Heart of Boothbay Harbor

Welcome to Oak Ledge! Oak Ledge is a beautifully-renovated 2-storey 1-bedroom apartment in the heart of Boothbay Harbor. Bedroom and Bathroom on the upper level. 2-night minimum 5-night maximum This is an adults only listing. Sorry, no pets. Our friendly rescue dog "Oscar" roams freely on the property. Off-street parking for one car. Self check-in.