Guest house holiday rentals in Kennebunk

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Top-rated guest house rentals in Kennebunk

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Alton
4.98 out of 5 average rating, 443 reviews

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen and savor the tranquility of your private space. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Top guest favourite
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
Guest house in Hiram
5 out of 5 average rating, 123 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Top guest favourite
Guest house in Old Orchard Beach
4.91 out of 5 average rating, 199 reviews

Adorable 2 bedroom cabin only 50ft from Beach no.7

This quaint two-bedroom cottage sleeps up to six people and offers an open kitchen, dining, living room area with cathedral ceiling. There are two roomy bedrooms, one with a queen bed and one with two bunk beds. The bathroom offers his & her sinks, shower and whirlpool tub. Conveniences inc. Smart TV, Wi-Fi, individually controlled heat and air conditioning, fully equipped efficiency kitchenettes, and private baths. Enjoy the privacy of your own seaside cottage close to the beach!

Guest favourite
Guest house in Acton
4.95 out of 5 average rating, 331 reviews

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding will let you get some much needed rest. Enjoy walks on our 12 ac property or any of the lakes near by for any kind of year round outdoor experience. Welcome :)

Guest favourite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guest house in Jackson
4.86 out of 5 average rating, 104 reviews

Best View in New Hampshire

"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Guest favourite
Natural light fills the spacious living area, highlighting comfortable seating and a cozy nook with cushions. A wooden ladder leads to an elevated bookshelf and soft reading space. Large windows offer views of the maintained gardens outside.
Guest house in York Harbor
4.91 out of 5 average rating, 523 reviews

Stone Cove Cottage

Fall asleep to the sound of the York Harbor bell buoy and waves crashing on the shore. Awake to beautiful sunrises over the ocean and lobster boats heading out to sea. Walk to York Harbor Beach or stroll the Cliff Walk taking in quintessential Maine views. Long Sands Beach is a 3 minute drive and Short Sands and Cape Neddick Beaches just a bit further around the corner. The cottage sits on a shared property that boasts beautiful gardens and year round ocean views.

Top guest favourite
A welcoming entryway features a set of white steps leading to a glass door, flanked by white railings. Potted flowers in vibrant colors add a touch of greenery, while gravel surrounds the base, contributing to an inviting ambiance.
Guest house in Kennebunk
4.98 out of 5 average rating, 104 reviews

CrossWinds Garden Suite

Crosswinds Garden Suite is a beautiful boutique space, 1.3 mi +/- straight shot to some of the best beaches in ME. Smack in the middle of Kport and Kennebunk towns. Decorated in an upscale manner make this suite very comfortable to play, work, and relax in approx. 750+ s.f. of space. Picturesque gardens abound that you can see from every room from the many windows. A Christmas tree out your window, lit year round and comes on at dusk. Off street parking.

Guest favourite
A bright and airy guest suite features a small dining table set for two, with a cup and napkin laid out. A bookshelf filled with colorful books is displayed against a white wall, while warm light highlights the wooden accents. A doorway leads to a private bathroom.
Guest house in Cape Elizabeth
4.96 out of 5 average rating, 214 reviews

Newly built private guest suite off Shore Road

Newly built cozy above-garage guest suite with private entrance on dead end street. Bright & airy space, thoughtfully designed in charming, cozy neighborhood full of young families. Access to large network of trails in the 200 acre Land Trust and walking distance to beautiful cobblestone beach. Conveniently located to the shops and restaurants in town and minutes from the iconic Portland Head light located in Fort Williams park.

Top guest favourite
A private deck is visible, featuring two comfortable chairs and a round table. Beyond the railing, a grassy area leads to a tranquil waterfront, framed by trees. The scene captures a peaceful outdoor setting, ideal for relaxation while enjoying views of the water.
Guest house in Portland
4.96 out of 5 average rating, 327 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Guest favourite
A cozy living area features a comfortable gray sofa arranged near a light wooden coffee table. A large TV displays a streaming service, while natural light enters through expansive windows adorned with soft curtains. A small kitchenette is visible in the background.
Guest house in Brunswick
4.92 out of 5 average rating, 178 reviews

Modern Brunswick Tiny Home near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Top guest favourite
A cozy entrance is seen under a covered porch, featuring two small chairs and a welcoming door. The area is surrounded by green grass and trees, with a gravel driveway leading up to the entrance. A picnic table is positioned on the lawn nearby.
Guest house in Durham
4.99 out of 5 average rating, 194 reviews

"Oyster River Flat" new construction, walk to town

Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.

Guest favourite
A light-filled studio interior showcases a sitting area with a patterned sofa and wooden chairs, complemented by a dresser and small table. A fully equipped kitchen is visible, featuring a refrigerator and minimalist decor. Natural light enters through two windows, creating a serene ambiance.
Guest house in Cumberland
4.95 out of 5 average rating, 262 reviews

Cottage Under a Crabapple Tree

Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

Popular amenities for guest house rentals in Kennebunk

Quick stats about guest house rentals in Kennebunk

  • Total holiday rentals

    Explore 10 holiday rentals in Kennebunk

  • Nightly prices starting at

    Kennebunk holiday rentals start at $130 SGD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Wifi availability

    10 of Kennebunk holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kennebunk rentals

  • 4.9 Average rating

    Kennebunk stays are highly rated by guests – averaging 4.9 out of 5!

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