
Holiday rentals with breakfast in Boothbay Harbor
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Boothbay Harbor
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Coastal, relaxing, light-filled + walkable
This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Finding Joy
This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Lakefront Getaway
Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

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.

Two Bedroom Mid Century Modern Downtown Apartment
Experience this amazing two bedroom Mid-Century Modern apartment in Downtown Hallowell. This is newly renovated & steps away from a variety of restaurants & pubs. It has all the fun and funky charm of the early 1960’s with bright colors, rich woods, clean lines & shag rugs. All the modern comforts including stainless steel appliances, vessel sinks, soaker tub & new beds. A couple miles from the State Capital and centrally located between Brunswick and Waterville.

Retreat at Sea Cloud Cottage in Historic Wiscasset
Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

Beautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.
Popular amenities for rentals with breakfast in Boothbay Harbor
House rentals with breakfast

Holiday Boothbay Cottage

Bright & Breezy Moody Beach Retreat - Sleeps 10

The Sandpiper Cottage at Goose Rocks Beach

Relaxing lodge in the woods

The Happy Hive

Maine-Coast Reunions, Retreats & Receptions.

Harper's Holiday 5 mins to beach!

Explore Portland from a 18th-Century Victorian
Apartment rentals with breakfast

Spacious, airy apt., steps from Eastern Promenade

Garden Level Apartment

Clarks Cove Farm- Honeymoon Suite

Very cool studio apartment with sleeping loft

8 West, "Ground Floor Apartment"

Tanglewood Apartment

Luxe Eco Studio near Back Cove

Belgrade Lakes/Wings Hill Lakeview Suite/Apartment
Bed and breakfast rentals with breakfast

Dog friendly quiet room and full bath.

Two-Bedroom Family Suite in Charming B&B

Gourmet Living Near Ocean

Island Room with a View

Maple Lane Farm Bed and Breakfast

Clover Room

Paws Inn - Pet-Friendly B & B

Private Suite with deck/view/ocean access!
Quick stats about holiday rentals with breakfast included in Boothbay Harbor

Total holiday rentals
Explore 30 holiday rentals in Boothbay Harbor

Nightly prices starting at
Boothbay Harbor holiday rentals start at $153 SGD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Wifi availability
30 of Boothbay Harbor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Boothbay Harbor rentals

4.7 Average rating
Boothbay Harbor stays receive an average rating of 4.7 out of 5 from guests
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- The Camden Snow Bowl
- Palace Playland
- Bradbury Mountain State Park
- Maine Maritime Museum
- Portland Museum of Art
- Farnsworth Art Museum
- Rockland Breakwater Light
- Hills Beach
- Aquaboggan Water Park
- Fortunes Rocks Beach
- Pineland Farms
- Bug Light Park




