Holiday houses in Boothbay

Elegant Studio Apartment at the Old Firehouse

Elegant studio apartment on the 2nd level of the Old Firehouse at the Boothbay Center. This vintage space is full of character and history. It served as the meeting space for the local volunteer firemen from 1905-1995. Ample parking available behind the building. This 2nd level apartment is accessed through a covered staircase. Enjoy access to everything from this central location - quick jot into Boothbay Harbor or East Boothbay. Only a 3 minute drive to the Coastal Maine Botanical Gardens.

Location · Value · Checkout

Oceanfront on Linekin Bay | Stunning Views |Maine

Enjoy our 3-bedroom family retreat on Linekin Bay, nestled in the small community of East Boothbay. Walking distance to the best coffee, near a boat launch, and across from Sea & Science Summer Camp. You will enjoy sailboats from the large backyard or deck. Take a plunge in the salty water, fish from the community dock or just hang out on the hammock and read. This tastefully decorated, well appointed comfy home is perfect for the whole family. Professionally hosted by Rocky Coast Rentals.

Location · Family · Bathroom

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.

Family · Location · View

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.

Value · Location · Amenities

Cottage in the woods on Ocean Point

Secluded getaway in the woods close enough to see and hear the ocean and catch amazing sunsets. Charming 1BR + Loft, 1BA cottage situated among an acre of Ocean Point fir trees providing privacy and a quiet get away. Less than 100yd walk to the shore, beach and path at Grimes Cove, Ocean Point Inn Restaurant & Bar, and daily activities at the community "casino" building with playground, tennis, pickle ball, basketball, and Sunday softball. Harbor is 20 mins away for exploring.

Value · Family · Wi-Fi

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Value · Family · View

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Family · Location · Hospitality

Captain Fuller House: Boat Builders Retreat - Main

Wake up to sweeping views of Linekin Bay at this pet-friendly coastal retreat . Nestled in a quiet neighborhood, the home sleeps 6–8 guests with three bedrooms and two full bathrooms, perfect for families or small groups. Enjoy peaceful waterfront scenery, fresh ocean air, and easy access to Boothbay Harbor. Modern comforts include an on-site EV charger, while classic Maine charm makes it an ideal place to relax, recharge, and enjoy life by the bay—paws included.

Family · Location · Layout

137 Shore Road Ocean Point view now with WiFi

Beautiful sunny home with beautiful view and spectacular sunsets. Ocean is just a stones throw away. Walking distance to fine dining at the Ocean Point Inn. A small beach is a mile down the road. Water access along ocean point road just a short walk away. Only 10 minutes from beautiful Boothbay Harbor. Also available for rent on the same property is a 2 bedroom unit that can sleep five. Check our listing at 141 shore road, East Boothbay (Ocean Point)

Value · Family · Indoor spaces

Tranquil Woodland Retreat + Private Beach Access

SPECIAL - Book during November & December and receive 2 FREE tickets to Gardens Aglow!!! Escape to this tranquil forest cabin near Boothbay Harbor! Nestled in the peaceful Sprucewold community, this cozy retreat sleeps 5 and offers private beach access, a king suite, full kitchen, games, and a forest-view deck with grill. Just 1 mile to downtown shops, seafood, and harbor walks. The perfect mix of coastal charm and woodland serenity awaits!

Location · Family · Hospitality

Beautiful modern cabin

Minutes from the Maine Botanical Gardens and Gardens Aglow! Relax with the whole family at this peaceful new cabin on Barters Island near Boothbay Harbor, Maine. Modern amenities meet rustic charm, ensuring a comfortable stay. Expansive windows bathe the interior in natural light, accentuating the hardwood floors and contemporary décor. With easy access to the beautiful Maine coast, this Barters Island cabin is the ideal serene retreat.

Family · Location · Heating

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

Family · Location · Kitchen