Bed and breakfast holiday rentals in Freeport

Private room in South Portland

4.9 out of 5 average rating, 473 reviews

Room in Charming Antique Victorian - SOPO

This massive antique Victorian is featuring amenities such as large kitchen, many shared living rooms, stained glass, nice linens, house bikes, beach gear, etc. The house is within a short stroll to the secluded Willard beach featuring views of 2 Maine lighthouses and many islands. Bug light park is also within walking distance to the house. Portland downtown and Old Port are only 3 miles away, and the famous Greenbelt trail for walking and biking is across the street, as is the local bus stop.

4.85 out of 5 average rating, 116 reviews

Apartment in Bremen

Lobsterman’s Lodge- Working Waterfront Marina!

Spectacular water views from every window in this 900 sq. ft. 2nd floor apartment built atop a stone seawall on Muscongus Bay. Spacious & affordable home-base in the heart of the Pemaquid Peninsula. You are renting the whole 3 bedroom 30’ x 30’ apartment at Broad Cove Marine. The space includes 3 water-view bedrooms, bath, a large living room with high speed internet, and a well-equipped eat-in kitchen. For a truly authentic Maine maritime experience, Lobsterman’s Lodge is the place to stay.

4.88 out of 5 average rating, 17 reviews

Home in Jefferson

6 bedroom Historic Farmhouse w/ stunning Lakeview

Experience the charm of an historic Farmhouse built in 1828 but updated with modern conveniences. Previously a Bed and Breakfast this property has plenty of room to spread out for family dinners and game nights. Spacious lawn areas and a huge deck on the 4+ acre property. Perfect launching spot to explore Mid Coast Maine with Damariscotta village and other coastal favorites including the charming town of Camden, Boothbay Harbor and Pemaquid Point Lighthouse all within 40 mins driving distance.

4.83 out of 5 average rating, 59 reviews

Cabin in Fryeburg

Gorgeous Family Lakefront Cabin | Amazing Views

Welcome to the Lake! Our waterfront cabin offers plenty of space for the whole family. With breathtaking views and plenty of yard space, we are sure you will make memories that will last a lifetime. Located only 20 minutes to North Conway, 20 Minutes to Bridgton and 15 minutes from Shawnee Peak, our cabin is secluded yet close to everything! Our cabin caters perfectly to families and groups of friends with plenty of space for everyone. Come enjoy our private lakefront cabin any time of year!

Private room in South Portland

4.79 out of 5 average rating, 272 reviews

Monet @ Maine Artist's Retreat

Enjoy a large, light lovely room in a Victorian Mansard 1881 in the historic section of South Portlands Pleasantdale neighborhood. A picturesque quaint coastal village across the bridge to Portland. On the Greenbelt Walkway one block off the water, walk, ride or bike to five lighthouses, restaurants, music venues, galleries, coffee shops, dispensary, and beaches. Enjoy a lobster roll. Close to all public transport and airport and ferry to island Everyone is welcome in this safe space.

Private room in Scarborough

4.9 out of 5 average rating, 266 reviews

Gourmet Living Near Ocean

Come and experience a beautiful stay in Scarborough. My home operates more like a traditional bed and breakfast. It is conveniently located 15 minutes from downtown Portland and 10 minutes to down Old Orchard Beach. This listing includes a large comfortable basement bedroom with a private upstairs bathroom. The kitchen, deck living room areas are all shared spaces. Enjoy a late night snack or some traditional New England Popovers for breakfast. Pet friendly for a small additional cost.

4.91 out of 5 average rating, 137 reviews

Cabin in Bethel

Hot Tub - Game Room- FirePit - Epic Views - DogsOk

✔ Modern 4-Bedroom, 4-Bath Cabin – Sleeps 12 ✔ Relax in a 7-Person Hot Tub Under Cozy String Lights ✔ Game Room with Bar, Air Hockey, Shuffleboard, & SMART TV ✔ Patio with Fire Pit, Adirondack Chairs, Dining Areas, and BBQ Grill ✔ Spacious Deck with Stunning Views of Sunday River & Mahoosuc Mountains ✔ 15 Min to Sunday River & Mt Abram, 10 Min to Downtown ✔ Cozy Gas Fireplace, A/C, and Fast Fiber WiFi ✔ Dog-Friendly ✔ High Chair, Pack N' Play, & All Linens/Towels Provided

4.83 out of 5 average rating, 346 reviews

Farm stay in Whitefield

Rustic Cabin on Maine Farm

We look forward to welcoming you to our beautiful farm. The cabin has a great connection to nature. It is a quiet, cozy and romantic place. The cabin has a queen bed in the downstairs bedroom and a double bed in the loft. The couch also folds-out to double bed in the sitting room. When reserving the cabin, please register all people over 2 years old. The cabin does not have any heat, but we provide loads of comfy blankets and warm tea to make sure you are comfortable.

4.87 out of 5 average rating, 46 reviews

Guest suite in Acton

Beautiful Lakefront Suite on Great East Lake

Your own private guest suite awaits you steps from Great East Lake. This is the perfect getaway if you’re looking for a couples getaway or taking a solo trip to relax in nature. The apartment is separated from the main house on the property and you have access to your own private dock. This is one of the clearest lakes in the region It is within an hour of the mountains, and the ocean - a perfect location. It is a quiet neighborhood with amazing stars at night.

4.81 out of 5 average rating, 93 reviews

Apartment in Rome

Belgrade Lakes/Wings Hill Lakeview Suite/Apartment

Wings Hill is a charming country home offering 4 rental suites set between Great Pond and Long Pond in the Village of Belgrade Lakes, just across the road from Day's Store. A short drive to Augusta, Waterville and within walking distance to the Golf Course and all that the Lakeside Village has to offer. A short drive to many hiking areas or just relax in the Great Room or on the grounds. Walk across the street to fish or enjoy the beautiful sunsets.

4.98 out of 5 average rating, 331 reviews

Apartment in York

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.