Guesthouse vacation rentals in Kennebunk

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Popular amenities for Kennebunk guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Conway
4.96 out of 5 average rating, 141 reviews

Private, quiet contemporary studio apartment.

HelgaRating, 5 stars6 months ago
We thoroughly enjoyed our stay which wished we could have been here longer. At first we thought the location was a bit off the beaten track but once there were blown away but the peace and quiet and beauty of the location in the middle of the woods. Both Slim and Alexa were very friendly and very helpful with tips etc. Internet connection was great too and well equipped studio. Thank you
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!
Guesthouse in South Freeport
4.99 out of 5 average rating, 93 reviews

South Freeport Village Barn

ChrisRating, 5 stars65 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
Guesthouse in South Berwick
4.95 out of 5 average rating, 41 reviews

Private, Log Guest House- 5 Mi to Ogunquit Center!

MikeRating, 5 stars1 month ago
Cozy and conveniently located! The perfect hidden gem right under your nose! Great trails, only a short drive to the coast with plenty of local eats! John was very responsive and accommodating. 10/10 would recommend!
Guesthouse in Old Orchard Beach
4.9 out of 5 average rating, 10 reviews

Location Location @ Tami Lyns Place

BritneyRating, 5 stars22 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!
Top guest favorite
Guesthouse in Portland
4.96 out of 5 average rating, 315 reviews

Beautiful large studio on the ocean.

MarkRating, 5 stars1 week ago
Hilary was great. We watched the tide roll in and out. It is a quick drive to Portland downtown for restaurants, ferries, and strolls. Walked and ran in our neighborhood as well. Clean and neat.
Superhost
Guesthouse in Brownfield
5 out of 5 average rating, 8 reviews

Stone Mountain Guest House- 5 bedrooms- 2 Floors

francesRating, 5 stars10 months ago
The place was extremely clean and very roomy. Plenty of places to hang, and it also afforded privacy for multiple couples. Rebecca was so friendly and very responsive to all of my questions. Would definitely stay here again!
Top guest favorite
Guesthouse in Scarborough
4.98 out of 5 average rating, 115 reviews

Smith Cottage Higgins Beach

KristenRating, 5 stars1 month ago
Bev is a wonderful host, and the cottage was exactly what we needed while we were visiting my parents nearby. Check-in was very easy, and the cottage was impeccable and well-appointed. We had everything we needed, and a short walk to beautiful Higgins Beach to boot! We definitely plan to visit again.

Guest house rentals with a patio

Guest favorite
Guesthouse in Wells
5 out of 5 average rating, 7 reviews

Dream Catcher at the beach

EricRating, 5 stars6 months ago
We really enjoyed staying at Shelli's Dream Catcher guesthouse. Access to a beautiful beach almost directly across the street, and great views of the marsh directly out of the back windows. The place was clean and well laid out. Shelli was responsive and gave us an unexpected early check-in. Sunsets and sunrises were awesome. We stayed in late October, so I believe some of the restaurants within walking distance were closed at this point. Still, it's a great location in Wells, and only a short drive from area restaurants, shopping and other locations. We would recommend Dream Catcher at the Beach!
Guest favorite
Guesthouse in Acton
4.96 out of 5 average rating, 301 reviews

The LOTUS welcomes you, stay a while

BryanRating, 5 stars2 weeks ago
It was a wonderful stay. Build a camp fire, enjoy the surroundings and if you are asked if you’d like to join the bonfire or see some chickens, don’t be shy.
Guest favorite
Guesthouse in Peaks Island
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!
Superhost
Guesthouse in Bridgton
4.88 out of 5 average rating, 120 reviews

Private apart with luxury view, mins to everything

KrystalRating, 5 stars3 weeks ago
My favorite Airbnb stay so far. My family and I travel frequently. I am originally from Maine and we came back for spring break. Linar’s home was exceptional. Everything you needed was available, from cooking to bathroom necessities. It snowed for a day on our stay making for incredible views of the mountains and pine trees. The apartment feels just like a cabin experience, and you can see and feel the love that went into it. I can’t say enough wonderful things about our stay! The couch bed was comfortable and easy to maneuver. The bed was even better!! Will be a family destination from now on!
Top guest favorite
Guesthouse in Brunswick
4.97 out of 5 average rating, 144 reviews

Apartment in Brunswick with Country Charm No Fees

RogerRating, 5 stars3 weeks ago
Thanks to David and his family for hosting us , it's a great place very clean and well put together everything was to our comfort, and meeting David and have a great conversation was the icing and the cake .Will definitely recommend it
Superhost
Guesthouse in Tamworth
4.83 out of 5 average rating, 24 reviews

Artist's Cottage #5

SuziRating, 5 stars6 months ago
Hank & Heather ‘s cottage was great! They were both extremely friendly and had great recommendations. Fresh eggs and fresh sausage meat were in the fridge waiting for us! Nice extra touch. Heat worked great. Lovely porch and beautiful surroundings. My dog and I only stayed one night but we had a very restful and relaxing stay. Walking the property was extra special for my dog! Definitely recommend and hope to return. I was able to buy some fresh ground chicken, mostly backs and necks, which was perfect for my dog as he is raw fed. It was an extra perk that I (&my dog) greatly appreciated.
Top guest favorite
Guesthouse in Yarmouth
5 out of 5 average rating, 96 reviews

Sunny guesthouse in coastal Maine

JakeRating, 5 stars1 week ago
Extremely well-equipped (down to the Weber grill grates with the fold-up sides). Quiet, easy access to I-295, 15 minutes from Portland. Do note that plates and glasses are kept in rather tall cabinets, but I would very gladly stay here again.
Guest favorite
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 house rentals with a washer and dryer

Top guest favorite
Guesthouse in Dover
5 out of 5 average rating, 74 reviews

Luxury Guest House on quiet 4 Acre property

MelindaRating, 5 stars3 months ago
Wonderful host, comfortable bedding and cozy quaint house! It snowed and George even plowed the sidewalk, steps and driveway for us. Will definitely be back when we come to visit our son and his family!
Top guest favorite
Guesthouse in Ogunquit
4.98 out of 5 average rating, 57 reviews

Charming Garage Apartment 5 min walk Perkins Cove

MellisaRating, 5 stars2 weeks ago
We had a terrific time in Maine and by far, this was the best! The apartment was clean, beautiful, peaceful and cozy. It was close to fun shops and wonderful cafes and restaurants!! Not to mention, the close proximity to Perkins cove and Ogunquit town/beach! Tessa and John were wonderful hosts, very responsive and kind! Looking forward to visiting again!!!!
Guest favorite
Guesthouse in Freeport
4.89 out of 5 average rating, 94 reviews

Harraseeket Estuary Loft Apartment

RoseRating, 5 stars6 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!
Top guest favorite
Guesthouse in Kittery
5 out of 5 average rating, 324 reviews

Newly built, private deck with fire pit.

JoannaRating, 5 stars3 weeks ago
This is one of the best Airbnbs I have stayed in. It was incredibly well stocked and the hosts thought of every detail, including eye masks, spare toothbrushes, and a snack basket. We really appreciated these considerate gestures. The house was clean and the host left clear instructions about where to find everything. We also loved that there was enough parking for 4 cars! We’d definitely go back!
Top guest favorite
Guesthouse in Wells
4.99 out of 5 average rating, 81 reviews

Modern Guest House, in an 1850s building

JaniRating, 5 stars7 months ago
Awesome place, very nicely furnished, bed was super comfortable (thats important when its not your own bed!) Austin and Renee were very nice people, responsive and very helpful..plus, my dog LOVED the front yard, she was so joyous when we were outside...it was a big plus for her and i to have that run around safe space for her. Will definately be back next time i come up for work!!! Awesome hosts!
Top guest favorite
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.
Guest favorite
Guesthouse in Tamworth
4.97 out of 5 average rating, 137 reviews

The Barn on Washington Hill

Ann GriffinRating, 5 stars3 months ago
My family's stay at the Barn was wonderful. The Barn is stocked with everything you need. The place is nicely decorated and felt so cozy for a weekend getaway. The property is also very beautiful and peaceful. My boys loved sledding on the back hill and our furry friend really enjoyed his time too. Thank you again and highly recommend~!
Top guest favorite
Guesthouse in Gorham
5 out of 5 average rating, 40 reviews

Cozy 2BR retreat min toUSM&Sebago

SusanRating, 5 stars1 week ago
Our stay at this Airbnb was truly exceptional. Joan and Andy are incredibly welcoming hosts who go above and beyond to make their guests feel at home. The property itself exceeded our expectations in every way—beautiful, comfortable, and thoughtfully maintained. We were more than satisfied with our experience and are already planning to make this our go-to spot for future trips. We genuinely can’t wait to come back. Rest assured, you'll be in great hands and can look forward to a relaxing and enjoyable stay. If I could give them more than five stars, I absolutely would.

Quick stats about guesthouse rentals in Kennebunk

  • Total rentals

    10 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    770 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Maine Diner, Congdon's Doughnuts, and Mike's Clam Shack

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