Guesthouse vacation rentals in Cumberland County

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 11 pages

Popular amenities for Cumberland County guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Brunswick
4.84 out of 5 average rating, 43 reviews

Stylish, high end, close to Bowdoin & town

ErikaRating, 5 stars81 months ago
Sarah's place is fantastic! It is adorable, quiet and extremely comfortable. It is in a wonderful location and Sarah let us know about a lot of local places. We thoroughly enjoyed our stay with Sarah, and I look forward to staying here whenever I am in Brunswick!
A cozy living space features a dark sofa and two accent chairs positioned around a small circular table. A decorative wall art piece and a television are visible. The floor, constructed from light-colored wood, adds warmth to the area. Natural light enters through a window.
Guesthouse in Old Orchard Beach
4.85 out of 5 average rating, 27 reviews

1 Block to the Beach!

PatrickRating, 5 stars9 months ago
Wonderful place with exceptional hosts. The layout was perfect for our group of two adults and two kids. Easy 2 min walk to the beach. We all agree the best food we had on the trip came from the restaurant and shop downstairs and the best way to start our day was with a homecooked breakfast at Tami Lyns place. We hope to make this our yearly spot and would highly recommend and come again.
A spacious guest room features a large bed with crisp white linens. A comfortable armchair is positioned nearby, accompanied by a bedside table with lamps. Soft blue walls provide a calming backdrop, while warm lighting enhances the welcoming atmosphere.
Private room in Freeport
4.33 out of 5 average rating, 3 reviews

King Size Bed Guest Room at the Harraseeket Inn

SusannahRating, 5 stars120 months ago
This was a WONDERFUL 5 Star Airbnb experience. The Inn is historic, well-established, and charming in every way. The staff was courteous, the place was very clean and very neat. There is plenty of parking, two places to eat on site, including a Tavern that has a great local Portland Maine beer, very good wine and some wonderful food. It's a creative menu that satisfied all. The Inn has many rooms, ours had a King size bed and a Jacuzzi. Nice! The bed linens were seriously soft, the bed very, very comfy. It was very quiet too. Had a great night sleep. The on-site lap pool was delightfully warm. The Inn is a short walk to LL Bean, open 24 hours, so if you're a hiker, biker, kayaker or love the outdoors, that's a plus. The stay included a very nice buffet breakfast, lots of omelettes, oatmeal, fresh fruit, organic coffee, bacon and much more. It also includes afternoon tea, we arrived too late for that. We were here for only one night, we wished we had more time to hangout. We highly recommend Harraseeket Inn in Freeport ME. Of special note is the excellent communication skills of their General Manager, Chip Gray. He emailed, texted and promptly answered all our prestay questions. He's great at what he does! Thanks, Harraseeket Inn. We'll be back!
A charming exterior view of the barn-studio is showcased, featuring shingled grey walls and a peaked roof. Lush green trees and flowering bushes surround the structure, enhancing the natural setting. An inviting lawn area is visible in front, providing a sense of tranquility.
Guesthouse in South Freeport
4.99 out of 5 average rating, 93 reviews

South Freeport Village Barn

ChrisRating, 5 stars64 months ago
This is a great place to stay if you want a slice of life in the picturesque village of South Freeport, Maine. It's a very private location, and convenient for taking walks down to the water and around the village. The Airbnb itself is comfortable, quiet, and well appointed.
Guest favorite
Private room in Cape Elizabeth
4.98 out of 5 average rating, 235 reviews

Salty Air in Cape Elizabeth | Portland | Beaches

CarolRating, 5 stars2 months ago
This place is so cozy, comfortable, and attractive. The hosts have thought of everything, and the little touches are much appreciated (the paper plates and napkins, the books you can take to read, the bathroom deodorizer, the little table in the closet, etc.). We have stayed here a number of times, and it's always a pleasure!
A cozy sleeping area features a spacious bed with a patterned quilt and decorative pillows. Bedside tables with lamps are positioned nearby, and a small armchair adds to the comfort. Light streams through the window, illuminating the space accented by colorful curtains.
Guesthouse in Old Orchard Beach
4.9 out of 5 average rating, 10 reviews

Location Location @ Tami Lyns Place

BritneyRating, 5 stars21 months ago
The place was beautiful and the hosts were great! It was the perfect distance to be walkable to the pier, but far enough away so we had peace and privacy. Overall I highly recommend Tami’s place!

Guest house rentals with a patio

Superhost
A spacious living area features a sectional sofa in soft brown upholstery, accented with decorative pillows. A black coffee table displays a decorative centerpiece, while a floor lamp adds light. The room is complemented by light grey walls and modern decor.
Guesthouse in Westbrook
4.81 out of 5 average rating, 88 reviews

Modern stay Westbrook Maine

LydiaRating, 5 stars2 weeks ago
Great place to stay for our visit to Portland! About a 20 minute drive from the city in a nice, quiet neighborhood.
Guest favorite
A cozy sleeping area features a spacious bed with a pink accent pillow. Light filters through white curtains, and images of landscapes decorate the walls. A nightstand with a lamp stands beside the bed, contributing to the room's inviting ambiance.
Guesthouse in Portland
4.97 out of 5 average rating, 30 reviews

Cozy guesthouse on Peaks Island by the ocean

DanielaRating, 5 stars7 months ago
Great little airbnb on the island. Private and easy to get to! Everything was clean and had the basic necessities. Would definitely visit again!
Top guest favorite
A serene outdoor space features a path of stepping stones leading through a grassy area, bordered by a wooden railing that overlooks the river. A hammock is suspended nearby, and colorful potted flowers add a touch of warmth as the sun sets in the background.
Guesthouse in Westbrook
5 out of 5 average rating, 26 reviews

Riverfront guest house w/ patio

ChrisRating, 5 stars5 months ago
Heather was a great host - very communicative with a simple check in/out. The guest house was nice, featuring a waterfront view. While not too far from Portland, it is about 20 minutes which is worth considering if you like to come and go a lot. The guesthouse was a quiet, peaceful place to end each of the days of our stay!
Top guest favorite
The bedroom features a spacious bed with a plaid comforter and decorative pillows. A painting of a serene landscape hangs above the bed, while light curtains allow natural light to filter through the window, creating a calm atmosphere.
Guesthouse in Brunswick
4.97 out of 5 average rating, 143 reviews

Apartment in Brunswick with Country Charm No Fees

LydiaRating, 5 stars3 weeks ago
David's place was perfect for my husband, my 4 year old and I. It was on a very quiet street, but close to everything. There were even some granola bars, k cups, and lindt chocolates, which were a great, unexpected touch. Everything was very clean and David was very responsive. We'd love to stay here again next time we are in the area!
Top guest favorite
An open-concept living area is features large windows allowing natural light to fill the space. A modern kitchen with a granite countertop leads to a cozy seating area, which includes a comfortable couch and decorative plants, enhancing the overall ambiance.
Guesthouse in Yarmouth
5 out of 5 average rating, 95 reviews

Sunny guesthouse in coastal Maine

KayleeRating, 5 stars1 month ago
Nichola’s home was in a great location, easy to get to both Freeport and Portland. The house was clean and had everything we needed for our stay. The check in/check out process was very smooth and the host was super responsive when needed. Would highly recommend this home to another guest.
Guest favorite
A charming tiny home is set among towering trees, featuring a red-roofed structure with large windows. A stone wall and wooden railing encircle the front garden, which is adorned with yellow flowers and greenery, creating a serene outdoor setting.
Guesthouse in Brownfield
4.98 out of 5 average rating, 58 reviews

The Forested Bohemian . Tiny home/ tree house

StevenRating, 5 stars2 months ago
This place is absolutely beautiful! There are so many beautiful little details that we loved about the place. It’s a work of art and felt so cozy. It was clean, warm, comfortable and felt like a home right away. The surrounding area is beautiful and it’s close to so many outdoor adventures. We stayed in the winter and the electric stove was so nice and warm! Would highly recommend staying here!
Guest favorite
Guesthouse in Old Orchard Beach
5 out of 5 average rating, 15 reviews

Old Orchard Oasis

KayRating, 5 stars3 months ago
Cozy, clean, great bed, good shower. We came at Christmas when it was quite cold and were thus able to access the walking trails out in back of the property without fear of ticks. Lots of small thoughtful touches and beautiful poinsettias to welcome us. Phoebe and Nathan responded immediately to our queries. Easy check-in and we felt safe. The property was quiet. Very nice stay.
Superhost
A cozy living area features a light gray sofa with patterned throw pillows, paired with a wooden coffee table atop a striped rug. A ceiling fan and wall-mounted TV contribute to the space. The adjoining kitchen showcases modern appliances and a compact dining area.
Guesthouse in Old Orchard Beach
4.57 out of 5 average rating, 7 reviews

Fun and Sun Cozy Cabin-short walk to beach

DoreneRating, 5 stars9 months ago
When I first walked in, I sat on the couch and said to my husband, "perfect, this is perfect!" The location was in a very quiet neighborhood and close to the beach and the hot spots down by the pier in Old Orchard Beach. Everything was within walking distance. EVERY picture and description of the rental was spot on. The entire unit was very clean and had everything that we needed for the week we stayed. Communication with Anthony was great and instructions for checking in were very clear. We thoroughly enjoyed our week and were very comfortable.

Guest house rentals with a washer and dryer

Top guest favorite
The cabin is nestled among trees, showcasing a blend of wood siding and large windows. A spacious deck is visible, featuring an outdoor dining set and a shaded area under an umbrella. Natural stone steps lead to the entrance, offering scenic views of the waterfront.
Guesthouse in West Bath
5 out of 5 average rating, 29 reviews

Spruce Ledge Boathouse

AshleyRating, 5 stars5 months ago
A million dollar view from the bed /living room! This was the perfect, quiet escape for a couple like us with demanding jobs. We watched the lobster boats with the provided binoculars, enjoyed a cozy fire with second-to-none sunsets and star gazing every night ! This place does have a lot of stairs to get down to the boathouse but SO worth it ! It is a bit of a trek on hilly dirt roads from town but the closest grocery stores and downtown Bath are within a 20 minute drive. Lexie was super responsive and accommodating and she gave us great recommendations for our vacation..Fred is super cool, has his own tree business and works on boats and wood working in his spare time. super nice couple !
Guest favorite
A charming barn-style apartment is framed by a well-maintained garden, featuring a variety of plants and colorful flowers. The driveway leads up to the entrance, with trees providing a natural backdrop to the serene setting.
Guesthouse in Freeport
4.89 out of 5 average rating, 94 reviews

Harraseeket Estuary Loft Apartment

RoseRating, 5 stars5 months ago
What a lovely stay at Claire's Harasseeket Loft! It was quiet, warm and comfortable. I only stayed two nights but packed a lot in within those days as everything is a short distance away. Loved the shopping, eating, and meandering throughout Wolfe's Neck Wood State Park. Definitely do not miss that. But Claire's loft is in a beautiful location and well worth the stay. I would love to come back!
A serene view of a calm river framed by lush green trees is captured. A sandy area is visible in the foreground, while a quaint building with a red roof can be seen across the water, surrounded by nature.
Guesthouse in Oxford
4.75 out of 5 average rating, 36 reviews

Camp in the woods in a luxury RV camper

JoyRating, 5 stars7 months ago
This place was amazing and Albert and his wife are amazing host ! The things they did for us without asking made our stay even more special 😊 small fixable problems but fixed right away , we will definitely be going back again !!! Thank you again for such a niece vacation !
Guest favorite
A spacious deck is visible, featuring a wooden dining table surrounded by black chairs. A large umbrella provides shade. A charcoal grill is positioned nearby, with white lounge chairs complementing the outdoor setting. The exterior of the house showcases large windows and a welcoming entryway.
Guesthouse in Scarborough
5 out of 5 average rating, 8 reviews

Guest house, dead end Prouts Neck, Scarborough

LuciaRating, 5 stars6 months ago
We had a great time at William’s home - the surrounding area was beautiful and we felt right at home. The beach is a super quick walk away, and the bird sanctuary is right out the front door. It was also easy to get into Portland each day.
Top guest favorite
A spacious bedroom features wooden flooring and large glass doors that open to a private balcony overlooking greenery. A dresser stands against one wall, while a bedside table is placed next to the bed. Soft lighting from an elegant lamp adds warmth to the room.
Guesthouse in Yarmouth
4.99 out of 5 average rating, 128 reviews

Private Guesthouse in the Woods

WendyRating, 5 stars4 months ago
We loved our stay at Stephanie and Denis's guesthouse! The location was great - close to Portland but also close to Freeport, ME (home of many outlets and the flagship location for the LL Bean store). Of course, you're also close to lots of water for walks on the beach. The guesthouse was immaculate and the perfect stay for me, my husband, and our two mini dachshunds. The bed was super comfortable with nice linens which was great for a good night's rest after a day out exploring. The guesthouse has lots of light with large windows but also feels private and peaceful surrounded by trees and woods. We felt right at home and were welcomed by Stephanie, Denis and their pup, Luna. We certainly cannot wait to return. It was also really nice to have a parking spot and didn't have to worry about parking in Portland. We felt this lovely guesthouse was the best of all worlds!
Guest favorite
A serene beach scene extends under a clear blue sky, revealing a stretch of golden sand bordered by gentle waves. Beach grasses are visible in the distance, contributing to the tranquil coastal landscape.
Guesthouse in Saco
4.87 out of 5 average rating, 54 reviews

Close Enough - Beach Cottage

StephenRating, 5 stars6 months ago
We would definitely like to stay here again. Easy to find, lots to do nearby and the cottage was super clean. Thanks again for thinking of everything…
Top guest favorite
A spacious room features natural light streaming through large windows, illuminating a cozy seating area with a green chair and a small table. A patterned rug adds warmth to the wood floor, while a stylish light fixture hangs from the ceiling.
Guesthouse in Freeport
4.97 out of 5 average rating, 35 reviews

Downtown Freeport Barn’acle

EricRating, 5 stars6 months ago
If this property is available for your dates, grab it. Everything was perfect, and exactly as advertised. Starting with Julia, she was pro active and great with communication. Directions to find property and get it were easy to follow. The house itself was immaculate and just the right size for the 3 of us. All the beds were very comfortable, and the location is perfect for exploring Freeport. Definitely recommend and would stay again if we're ever back to this area.
Top guest favorite
The kitchen area features light wood cabinetry, sleek stainless-steel appliances, and a spacious countertop. Natural light fills the space, enhanced by a window overlooking a living area with comfortable seating. The tile flooring complements the warm tones of the cabinetry, creating a welcoming atmosphere.
Guesthouse in Greene
5 out of 5 average rating, 6 reviews

Private Hilltop View

JerialysRating, 5 stars3 weeks ago
A comfortable private home with a beautiful view. Super clean and detail. Host was great with checking in making sure we had everything.

Destinations to explore