
Guesthouse vacation rentals in Kennebunk
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Top-rated guesthouse rentals in Kennebunk
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Popular amenities for Kennebunk guesthouse rentals
Family-friendly guest house rentals

Private, quiet contemporary studio apartment.
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

Stylish, high end, close to Bowdoin & town
We loved staying at Sarah’s place! It is so comfy and nicely designed. Sarah is super friendly and helpful. We had a fantastic experience. Highly recommended!

Harpswell Studio on Waterview Property! Lobster!
A very comfortable and cozy place to use as we attended Bowdoin College's reunion weekend. We didn't get to spend any time, really, in Harpswell because the weekend was filled with activities. We are hoping that our travels will take us to Brunswick again so that the next time we can stay with Bill and Aylane and explore the area around their home.

Cute Beach Cottage
It was a cozy beach cottage, and more. Perfect for two couples, clean with comfortable beds. Great location to walk to local attractions, even in the rain!

South Freeport Village Barn
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.

Private, Log Guest House- 5 Mi to Ogunquit Center!
The perfect spot for my husband and I and our 3 pups! There were more units but it was still preseason so we basically had the place to ourselves outside of the prep work that was happening to get ready for the summer season. The space was quiet, peaceful, and very comfortable… anything we wanted to do was only about a 10 minute drive away. We cooked a lot of meals in the kitchen and also enjoyed an evening sitting around the fireplace in the outdoor space. I can’t think of a single thing that we were missing! Would 100% stay here again!!

Location Location @ Tami Lyns Place
This was the perfect spot for a long weekend with friends and kids! The beach is just steps away, and we loved being slightly removed from the busier area near the pier — it made for a more relaxing stay. The apartment was incredibly comfortable, and the thoughtful touches like free coffee, muffins, and cinnamon rolls were much appreciated. The hosts went above and beyond by providing brand-new sand toys for the kids, which was such a kind gesture. Having a store right downstairs made grabbing anything we needed super convenient. It was an absolute pleasure staying here!

Stone Mountain Guest House- 5 bedrooms- 2 Floors
This was the perfect place for my bandmates and I to stay on our weekend trip to Brownfield. I only wish the venue we were playing had placed us there for the night after our performance as well! I will definitely stay here again if I am ever in the area. Thanks so much!
Guest house rentals with a patio

Dream Catcher at the beach
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!

Two Penny Loft at Amesbury Farmhouse - Guest Suite
The perfect place! Beautiful inside and beautiful surroundings. Would definitely come back here.

Riverfront guest house w/ patio
We absolutely loved Heather’s place. It’s tucked away in a really peaceful corner. She has made the inside and the outside of the guest suite extremely accommodating. The inside is very thoughtful and has everything you might need! The Airbnb was impeccable, from the construction to the cleanliness. We want to come back to Portland in the future, and won’t hesitate to stay here again!

Apartment in Brunswick with Country Charm No Fees
Very clear instructions, great shower and great location for us on our road trip through Maine. We really apprieciated there was coffee and some snacks as well, especially when our kids got us up early! Very happy with our stay - thank you!

Heron's Nest on North Mill Pond
The Heron’s Nest was an awesome place to stay in Portsmouth. It is close to downtown which has lots of great restaurants. The bed was very comfortable and the backyard was so much fun to sit and watch so many different kinds of birds. Walter and Mary Ellen are some of the nicest hosts we have stayed with. I highly recommend staying at the Heron’s Nest!

Bourne Cottage in Dock Square
The place was great and clean and perfect location to walk into town. My only complaint is that it claims to have blackout shades and there were none. Some windows had bamboo shades that light comes through and some windows had nothing so not much privacy and up with the sun but the cottage is lovely. The chairs inside and the porch chairs not comfortable. Hilary was a fabulous host and communicated great!

Ocean House Retreat - Family & Group Friendly
Wow! What an amazing place to stay! Zara was an excellent communicator. We felt right at home. She went above and beyond with such care and thoughtfulness in terms extras and amenities. We had a lovely time! Beautiful, cozy, spacious home, comfortable beds. Can’t recommend highly enough!

Rye Poolhouse Oasis
Had an absolute blast at Jason’s place for a quiet and peaceful girls weekend! The outdoor space is absolutely stunning and allowed for us to hang outside even during the rain! The pool was amazing and although we didn’t get to use the outdoor kitchen, it was amazing and absolutely something we will be utilizing next time!
Guest house rentals with a washer and dryer

OMG Kennebunk: Modern cottage, 1 mile to beach
Great location ! Cute home to return to after spending the day at the beach!

Luxury Guest House on quiet 4 Acre property
We have had a wonderful experience at this Airbnb. The accommodations are excellent and George is an excellent host. We would highly recommend this to anyone visiting the Dover area. Our dog has been welcomed and appreciated. Bill & Cathy

Spruce Ledge Boathouse
What an incredible place. Beautiful views, peaceful scenery. We loved the privacy and watching the boats drive by. Highly recommend to anyone looking to explore Maine or just have a quiet weekend.

Charming Garage Apartment 5 min walk Perkins Cove
Tessa’s Airbnb was the perfect home-base for a weeklong Maine getaway! She was so hospitable in finding us a highchair prior to our arrival for our toddler. The location was a short walk to Perkins Cove which was great for afternoon walks to grab a bite to eat.

Peaceful Spring Retreat: Private Horse Farm
Already dreaming of returning ! Thank you so much for sharing your peaceful place with us . The bed was possibly the most comfortable in any airbnb I’ve stayed in . Place was immaculate and had everything you could possibly need . Bathroom felt spa like with an abundance of soft fluffy towels , hair shampoo , conditioner , fluffy rugs . Kitchen was very functional & we easily made our breakfast (thank you for the fresh eggs ) . Great place y disconnect but if you’re working on the go you’ll be able to do so comfortably here . Such warm & loving hosts . Our stay felt like a dream .

Modern Guest House, in an 1850s building
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!

The Barn on Washington Hill
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~!

Sugar Hill Cottage Suite
Casey & Katie have a beautiful home and family and it felt like we were a part of it for the stay. From the very moment we walked in to the second we left, all the little things they've added truly covered all our needs and we felt welcomed instantly. The space is beautiful and I'm sure it's great in every season , no matter the weather! Definitely will be booking again if I'm ever in the area for sure!
Quick stats about guesthouse rentals in Kennebunk
Total rentals
10 properties
Nightly prices starting at
R1,802 ZAR 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
Colony Beach, Rachel Carson National Wildlife Refuge, and Franciscan Monastery
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Weirs Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Bear Brook State Park
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA