Holiday rentals with breakfast in Cumberland County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Cumberland County

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Superhost

Home in Portland

4.95 out of 5 average rating, 351 reviews

Explore Portland from a 18th-Century Victorian

*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue. Bright and spacious with entire top floor privacy. ** NO SHARED SPACE** This is a dedicated Airbnb apartment with no shared space whatsoever. Ultimate privacy. This apartment can be rented as (1) bedroom for up to (2) guests or as (2) bedroom for up to (4) guests. It is $50/night additional cost for the (2) bedroom. Please confirm the second bedroom is available if interested. Either option has a full bathroom with claw foot tub and shower. Full service kitchen with stove, refrigerator and microwave for your private use. Large living room with (2) couches and flat screen. The very large master bedroom with the ultra comfortable king size mattress also has cable tv. . Both the one bedroom and two bedroom option have their own private entrance, private kitchen and bath on the third floor. No shared space with anyone else with either the one or two bedroom rental options. Private entrance. Spacious one or two bedroom apartment with full kitchen, bath and living room as well as other amenities. We are available for any questions or concerns but as a rule we give the guests their privacy. The house is steps away from some of Portland’s most popular eateries including the Knotted Apron, Woodfords Bar and Grill, Bird and Co., The Treehouse, and Elsmere BBQ. Not far to the Old Port area to browse seafood markets and shops. Visit the Portland Observatory to explore a historic lighthouse. Close to all public transportation and Portland International Airport Parking in the driveway is a possibility, please ask if interested. Street parking is available, it is based on an odd /even system of the street address. You want to be parked on the same side as the date would be at 12:01 AM on any given day. You are staying at 32 Lawn Ave

Superhost

Home in Portland

4.96 out of 5 average rating, 141 reviews

"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 eateries and breweries. 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

Superhost

Flat in Old Orchard Beach

4.96 out of 5 average rating, 80 reviews

Perfect Get-A-Way

Warm breezes, beautiful sunsets,the smell of the sea, sipping coffee on the porch, 2 minute walk to 7 miles of pristine beach, 10 minute walk to the Pier, restaurants, miniature golf, Palace Playland, shopping, train, Trolley, bus ... TAP ON PICTURE 2X TO READ THE CAPTIONS & FEEL THE EXPERIENCE OF OOB. Fireworks every Thursday. Private entrance. Off-street parking, bedding, towels, water, snacks, breakfast items, +amenities. Great for children 3yrs and up. May not appropriate for toddlers.

Superhost

Flat in Portland

4.99 out of 5 average rating, 81 reviews

Luxe Eco Studio near Back Cove

2 miles from downtown, perfect for a couple or family looking for a restorative getaway. The owners, architect and landscaper, spent the last three years designing and building this light-filled spacious suite to meet the needs of the most discerning guest. Settle in with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep water soaking tub and heated slate floors are just a few amenities that will ensure a memorable Maine vacation!

Superhost

Home in Portland

4.92 out of 5 average rating, 259 reviews

Top Deck - Portland Property with Views!

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10 – 12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

Superhost

Cottage in Pownal

4.99 out of 5 average rating, 417 reviews

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.

Superhost

Home in Limerick

4.92 out of 5 average rating, 129 reviews

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.

Superhost

Tiny home in Durham

4.99 out of 5 average rating, 356 reviews

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.

Superhost

Home in Limerick

4.9 out of 5 average rating, 106 reviews

Sokokis Lake House

The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

Superhost

Flat in Portland

4.81 out of 5 average rating, 423 reviews

West End 1 Bedroom Apartment, sunny & bright

If a cozy 700 sq.ft. private apartment, a stones-throw away from the heart of downtown Portland, Maine, surrounded by spectacular West End architecture, & the smell of salty air is what you have wished for, then prepare to be enchanted and delighted. Your flat is a 15 minute walk to the Old Port, close to shops, restaurants, parks and a myriad of Greater Portlands’ attractions. Free wifi. One parking spot. No smoking inside.

Superhost

Home in Old Orchard Beach

4.93 out of 5 average rating, 44 reviews

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Welcome to Chez Moi at the Beach! Come indulge and relax in this 3-bedroom haven, just a short 5 minute drive from Old Orchard Beach's sandy shores and vibrant downtown. Enjoy peace and quiet, yet be close to all the fun. Explore local shops, savor fresh seafood, and create unforgettable memories. Your perfect Old Orchard Beach getaway awaits.

Superhost

Guest suite in Brunswick

5 out of 5 average rating, 124 reviews

Glorious Converted 1865 Brunswick Barn in Town!

Welcome back to our return guests and to new guests: prepare to be delighted! "Brunswick Beata" is located steps from Bowdoin, restaurants, movies, public transportation & the town green. This colorful, unique and spotless gem is an extraordinarily comfortable and inspired place to stay while in Brunswick & surrounding area! Welcome!