Holiday houses in Boothbay

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Top-rated holiday rentals in Boothbay

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Guest favourite

Apartment in Edgecomb

4.91 out of 5 average rating, 298 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

2 – 9 Oct

$1,192 AUD total

Guest favourite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

10 – 17 May

$1,569 AUD total

Guest favourite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 327 reviews

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.

24 – 31 Oct

$1,923 AUD total

Guest favourite

Apartment in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

11 – 18 Apr

$1,322 AUD total

Guest favourite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

4 – 11 Aug

$1,533 AUD total

Guest favourite

Guesthouse in Boothbay Harbor

5.0 out of 5 average rating, 225 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is on a quiet country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful and peaceful 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 marveling at the night sky.

21 – 28 Aug

$5,480 AUD total

Superhost

Apartment in Boothbay Harbor

4.79 out of 5 average rating, 134 reviews

Beautiful Studio in downtown Boothbay Harbor

Beautiful, Large, first floor studio in downtown Boothbay Harbor. 4 minute walk to the harbor, footbridge, shops and restaurants. Located behind the Opera House. 1 queen Bed and 2 twins. Perfect for a family. Fully furnished. Two beautiful, big, bay windows, spacious and homie. Full kitchen with all pots pans and liens available. WiFi T.V. Free off street Parking for one car across the street.

15 – 22 Sept

$1,770 AUD total

Guest favourite

Apartment in Damariscotta

4.92 out of 5 average rating, 254 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

7 – 14 Dec

$1,457 AUD total

Guest favourite

Home in Lisbon

4.94 out of 5 average rating, 332 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.

11 – 18 Feb

$850 AUD total

Guest favourite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

23 – 30 Sept

$1,252 AUD total

Guest favourite

Home in Edgecomb

4.95 out of 5 average rating, 404 reviews

Sheepscot Harbour Cottage/waterview

Well maintained two bedroom (K&Q) cottage/wooden beams in Sheepscot Harbour Village community. Modern large kitchen/appliances/washer/dryer, 1.5 baths, living room/fireplace, covered/screened & open porches, gorgeous gardens, sunsets & yards to river

8 – 15 Apr

$1,826 AUD total

Guest favourite

Cabin in Boothbay

4.93 out of 5 average rating, 179 reviews

Peaceful & private waterfront cabin

Enjoy uninterrupted quiet on the Maine coast in our light-filled waterfront cabin. Just 5 minutes from lovely Boothbay Harbor for kayaking, sailing, hiking, seafood tasting, you name it! Or just relax at the cabin in a stunning natural setting.

23 – 30 Oct

$2,150 AUD total