40 Best Vacation Rentals in Kennebunks - Holiday Lettings - Cabins

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41 Vacation rentals

(1) Excellent 

26

Vacation cottage in Kennebunks

Kennebunks / Kennebunkport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
Newly renovated, quaint 100 year old cottage located in Cape Porpoise, one of the most beautiful and desirable neighborhoods in Kennebunkport. You can sit in the rockers on our front porch for morning coffee and watch the sunrise over the fishing boats in Cape Porpois …see more

from $315 / night

$2205 - $2450 / week

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from $315 / night

33

Vacation home accommodation

Kennebunks / Kennebunk

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This vacation rental guest house in Kennebunk is the perfect place to get away from the stresses of everyday life! The 2-bedroom, 1-bathroom guest house comfortably sleeps groups of 4 guests seeking a relaxing vacation in southeastern Maine. The guest house sits on a pe …see more

from $150 / night

$1050 - $1540 / week

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avg. 1 hour 0 minutes

from $150 / night

(2) Excellent 

23

Kennebunkport Vacation home rental

Kennebunks / Kennebunkport

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Private garden
The Jonathan Stone house, built in 1813 and fully renovated in 2016, has been designed for peaceful reunion and personal restoration. This 4400 sq. foot fully appointed year-round home in the very heart of Dock Square is walkable to beach, restaurants and bakeries, ice …see more

from $700 / night

$7000 / week

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avg. 3 hours 2 minutes

from $700 / night

(8) Excellent 

20

Vacation cottage in Kennebunks

Kennebunks / Kennebunkport

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
This sweet little cottage in the woods will bring you much needed tranquility. The large windows make you feel a part of the surrounding woods when you are nestled inside. Enjoy feeling removed from society while you are only two miles from Kennebunkport and one mile fr …see more

from $90 / night

$600 / week

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Responds fast!
avg. 3 hours 17 minutes

from $90 / night

(5) Excellent 

13

Vacation converted chapel in Kennebunks

Kennebunks / Kennebunk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
7th Heaven is an 1858 Methodist Meetinghouse in Kennebunk's Village Historic District which has been completely renovated and re-purposed into a spectacular 3 bedroom home. Interior features include a granite kitchen, pocket doors, coffered ceilings, wide pine floors …see more

from $250 / night

$1650 - $2100 / week

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Responds fast!
avg. 2 hours 39 minutes

from $250 / night

30

Vacation home in Kennebunks

Kennebunks / Kennebunkport

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Find your slice of New England heaven at this lovely 6-bedroom, 2.5-bathroom vacation rental house in Kennebunkport. Offering accommodations for 14 in 3,800 square feet of post-and-beam constructed living space, this lovely home features a gorgeous view across the marsh …see more

from $295 / night

$2065 - $4375 / week

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Responds fast!
avg. 1 hour 0 minutes

from $295 / night

(1) Excellent 

23

Vacation home rental

Kennebunks / Kennebunkport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.75 mi
  • Child friendly
  • Air conditioning
Relax in this updated 4 BR, 2.5 BA Plus 2 private outdoor showers home in the ideal Kennebunkport/Kennebunk location! Brand new listing! 3,200 sq ft. Sleeps 10-12! Over-sized modern kitchen leading into sun-filled family room with brick fireplace. Beautiful hardwood flo …see more

from $199 / night

$1250 - $5200 / week

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Responds fast!
avg. 50 minutes

from $199 / night

(1) Excellent 

32

Kennebunks Vacation home rental

Kennebunks / Kennebunkport

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
View Video Here: youtubecom/watch?v=RfudqL7hndg (you will need to add the "dot" after youtube) Located on the eastern end of Beach Avenue just one mile south of quaint downtown Kennebunkport, this high-end oceanfront property sits in an upscale neighborhood with an oc …see more

from $299 / night

$1875 - $14000 / week

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Responds fast!
avg. 50 minutes

from $299 / night

(4) Very Good 

23

Vacation log cabin with golf nearby in Kennebunks

Kennebunks / Kennebunk

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Land Ho Cottage is ideally located in the Lower Village of Kennebunk, a short walk from Dock Square in Kennebunkport, and 1 mile to the beach. 2 Queen Size Bedrooms + Convertible sofa, 1 Bath (Sleeps 4-6)Need more space or traveling in a group? Your dates not available? …see more

from $165 / night

$1100 - $1500 / week

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from $165 / night

(3) Excellent 

12

Vacation home in Kennebunk

Kennebunks / Kennebunk

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Beautiful and comfortable house is a 15 minute drive to the Kennebunk beaches and Kennebunkport. Beach chairs, towels and beach pass included. Minutes to downtown Kennebunk, it's perfect location is away from the congestion of summer traffic. Eastern Trail/Greenwa …see more

from $122 / night

$850 / week

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Responds fast!
avg. 3 hours 1 minutes

from $122 / night

(5) Excellent 

17

Vacation cottage with golf nearby in Kennebunks

Kennebunks / Kennebunk

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Fall Foliage Special $500 for the week of 10/9-10/16! Currently booking for summer 2018. July and August were fully booked by April this past season, please book early to secure your desired dates. This rental is an adorable seasonal cottage which has central air condi …see more

from $72 / night

$500 - $895 / week

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Responds fast!
avg. 13 minutes

from $72 / night

(5) Excellent 

17

Vacation log cabin rental

Kennebunks / Kennebunk

2 Min stay varies

  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Private garden
Sandpiper is ideally located, a short walk to Dock Square in Kennebunkport and a mile from the beach. This studio features one bath, a full kitchen and great outdoor space for relaxing and grilling.The SpaceCottage studio, queen bed, 1 Bath, Kitchenette (Sleeps 2)Need m …see more

from $125 / night

$800 - $1050 / week

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from $125 / night

33

Kennebunkport Vacation home rental

Kennebunks / Kennebunkport

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
Enjoy hours upon hours of family fun at this three-bedroom Kennebunkport home, where you'll have a private deck, a tree house in the yard, two kayaks, and a wonderful location close to the beach. Scenically situated on a tree-lined property, this home is located less th …see more

from $189 / night

$1323 / week

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Responds fast!
avg. 3 hours 3 minutes

from $189 / night

15

Kennebunks Vacation cottage rental

Kennebunks / Kennebunkport

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Private waterfront cottage with ocean, island and lighthouse views on quiet tidal cove. Located in Cape Porpoise, a small fishing village which is part of Kennebunkport. Fully equipped eat-in kitchen, screened-in porch, both overlooking the cove. Large living room with …see more

from $265 / night

$2000 / week

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from $265 / night

74

Kennebunks Vacation home rental

Kennebunks / Kennebunkport

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
Opulent doesn't even begin to describe this gorgeous Kennebunkport home. You'll be in the lap of luxury with a private pond, golf-course views, sumptuous furnishings, and a pergola. Situated on a private road just across from Cape Arundel Golf Course, you're also only a …see more

from $400 / night

$2800 / week

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Responds fast!
avg. 3 hours 3 minutes

from $400 / night

(1) Excellent 

15

Vacation log cabin rental

Kennebunks / Kennebunk

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Ask about pets
Sailaway Cottage is ideally located in the Lower Village of Kennebunk, a short walk from Dock Square in Kennebunkport, and 1 mile to the beach. 2 Queen Size Bedrooms + Convertible sofa, 1 Bath (Sleeps 4-6)Need more space or traveling in a group? Your dates not available …see more

from $165 / night

$1100 - $1550 / week

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from $165 / night

33

Vacation home in Kennebunks

Kennebunks / Kennebunk

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
For the ultimate New England retreat, this historic home offers a classic getaway in Maine’s Kennebunks. You’ll have updated amenities inside, a beautiful outdoor patio and grill, plus an amazing location near historic homes, the beach, and Dock Square. Newly renovated …see more

from $223 / night

$1561 / week

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Responds fast!
avg. 3 hours 3 minutes

from $223 / night

(1) Excellent 

14

Kennebunks Vacation home rental

Kennebunks / Kennebunkport

10 18 1 night min

  • 10 bedrooms
  • Sleeps 18
  • 1 night min
  • Child friendly
Old world elegance. Built in 1848, this fully restored, approximately 7500 sq ft. (entire house including 'The Old Rigging Loft') sits just 0.2 of a mile from the beautiful Dock Square, Kennebunkport. Located on the world famous Ocean Avenue, where President HW Bush has …see more

from $749 / night

$4680 - $11479 / week

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from $749 / night

23

Vacation home in Kennebunks

Kennebunks / Kennebunkport

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
This house has been tastefully updated to accommodate many guests comfortably! Relaxed floorplan encourages groups to cook together and enjoy one anothers company. This house offers private spaces to enjoy a good book, a beach nap or a movie on TV in the Loft. There ar …see more

from $400 / night

$2500 - $3750 / week

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from $400 / night

7

Home rental in Kennebunks

Kennebunks / Kennebunkport

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Quiet cottage located just minutes from Dock Square, Kennebunkport provides private vacation setting! Enjoy the summer breeze sitting on the deck and the morning sun from most of the cottage. Perfect for geting away from the hustle and bustle of the city, doing a bit o …see more

from $149 / night

$1043 / week

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from $149 / night

(1) Excellent 

34

Kennebunk Vacation home rental

Kennebunks / Kennebunk

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy a quintessential coastal Maine vacation at this oceanfront Kennebunk home, a beautiful five-bedroom property that offers an expansive front porch, a bright and spacious interior, and easy access to several nearby beaches! Gorgeously situated just across Beach Aven …see more

from $395 / night

$2759 / week

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Responds fast!
avg. 3 hours 3 minutes

from $395 / night

(3) Excellent 

17

Vacation cottage in Kennebunks

Kennebunks / Kennebunkport

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
• Located in the Kennebunkport village of Cape Porpoise • Newly remodeled, Fully furnished • At end-of-lane on tidal marsh, privacy 3 sides, abuts conservation land • Tidewater access to Sampson Cove and closeby harbor islands to explore • Easy walk to fishermen's pier, …see more

from $300 / night

$1900 / week

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from $300 / night

25

Vacation home in Kennebunks

Kennebunks / Kennebunk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Escape the hustle and bustle of everyday life and retreat to '7th Heaven,' a gorgeous Kennebunk vacation rental home. Originally constructed in 1858 as a Methodist Meetinghouse in the Village Historic District, this fully restored dwelling includes all the modern comfor …see more

from $219 / night

$1533 - $2275 / week

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Responds fast!
avg. 1 hour 12 minutes

from $219 / night

(8) Very Good 

17

Kennebunk Vacation home rental

Kennebunks / Kennebunk

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
A quite beach community one road removed from Gooches Beach in Kennebunk, Maine. The house is very comfortable for 6 guests. There is a fully stocked eat-in kitchen. A deck off the kitchen with a gas grill. A hot and cold outside shower for washing off after a fun day a …see more

from $314 / night

$2200 / week

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from $314 / night

4

Vacation hotel apartment rental

Kennebunks / Kennebunk

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Small boutique hotel apartment in the heart of a traditional New England town. Located in Kennebunk, close to all that Coastal Maine has to offer. Walking distance to shopping, pubs, restaurants, bakery, pharmacy, and a used book store. Upscale and intimate. Modern k …see more

from $155 / night

$1200 / week

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from $155 / night

(1)  

14

Vacation log cabin in Kennebunk

Kennebunks / Kennebunk

2 Min stay varies

  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Private garden
Sea Mist is ideally located, a short walk to Dock Square in Kennebunkport and a mile from the beach. This studio features one bath, a full kitchen, sitting area, and great outdoor space for relaxing and grilling.The SpaceCottage studio, queen bed, living space, 1 Bath, …see more

from $130 / night

$850 - $1100 / week

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from $130 / night

5

Apartment rental in Kennebunks

Kennebunks / Kennebunkport

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
An adorable one bedroom apartment in the heart of Dock Square. This apartment has a private bath, one bedroom, living room, kitchen, private deck with a washer and dryer. It is ready to rent for the Christmas prelude the first two weeks in December.There are plenty of r …see more

from $400 / night

$1500 / week

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from $400 / night

17

Vacation apartment in Kennebunks

Kennebunks / Kennebunk

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
Sooooo convenient!!! This is a fabulous location to be - you can walk everywhere. 1 1/2 blocks to Beautiful Historic Kennebunkport Dock Square. Walk to all the shops, restaurants and galleries. Beach is nearby and walking distance as well. Beach parking pass included.T …see more

from $179 / night

$1250 / week

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Responds fast!
avg. 1 hour 9 minutes

from $179 / night

28

Kennebunkport Vacation home rental

Kennebunks / Kennebunkport

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Private waterfront colonial with ocean, island and lighthouse views on quiet tidal cove. Located on four acres in Cape Porpoise, a small fishing village which is part of Kennebunkport. Plenty of lawn to play outdoor games, or sit and watch the tide come in on the privat …see more

from $500 / night

$3500 / week

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from $500 / night

6

Vacation hotel apartment in Kennebunks

Kennebunks / Kennebunk

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. The picturesque town of Kennebunk is located mere minutes from the beautiful coastline of Maine and hundreds of years of American history. At 84 Mai …see more

from $358 / night

$2500 / week

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Responds fast!
avg. 2 hours 58 minutes

from $358 / night

12

Condo rental in Kennebunk

Kennebunks / Kennebunk

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
The picturesque town of Kennebunk is located just minutes from the famous coastline of Maine and hundreds of years of American history. Here, you can enjoy the crisp, cool air blowing from the Atlantic Ocean as you stroll through downtown, exploring the famous “Museum i …see more

from $189 / night

$1323 / week

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Responds fast!
avg. 26 minutes

from $189 / night

20

Vacation home in Kennebunkport

Kennebunks / Kennebunkport

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Private garden
Park your car and walk to everything from this beautiful family home! Walk to everything that the charming, historic town of Kennebunkport has to offer - great dining, local artisans, whale watches, kayak tours, biking, and much more. And it’s just a 15-minute walk or …see more

from $400 / night

$2800 / week

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from $400 / night

40

Home rental in Kennebunk

Kennebunks / Kennebunk

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
*Please note the property can sleep up to 25 guests, if children are included in the group* Max. occupancy is 16 unless homeowner approval. Your jaw will drop when you step into this exquisite 8-bedroom, 5-bathroom vacation rental house! Featuring 5,670 square feet of …see more

from $600 / night

$4200 - $9800 / week

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Responds fast!
avg. 1 hour 0 minutes

from $600 / night

13

Kennebunkport Vacation home rental

Kennebunks / Kennebunkport

3 14 Min stay varies

  • 3 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
The owners have spent many happy memories in the Kennebunks as children with their parents and fell in love with this treasure in the heart of Kennebunk steps from Gooch's beach and Dock Square! This is a wonderful place to visit and many happy memories can be made here …see more

from $300 / night

$4400 / week

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from $300 / night

8

Vacation cottage in Kennebunks

Kennebunks / Kennebunk

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
The bumble about is a quiet cottage located just minutes from Kennebunkport's Dock Square and beautiful beaches. Comfortably accommodating 2 adults, the bumble is perfect for weekend getaways, couple retreats, small families and those seeking adventure like mountain bik …see more

from $159 / night

$1113 / week

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Responds fast!
avg. 3 hours 32 minutes

from $159 / night

8

Kennebunks Vacation home rental

Kennebunks / Kennebunkport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
Our 1st floor features an open concept Living Room, Kitchen and Dining Room giving you 700 square feet of open, common space for you and you family to gather, spread out and relax. Our first floor also features One Master bedroom (Queen Bed) w/ Private bathroom, and One …see more

from $350 / night

$2450 / week

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from $350 / night

19

Vacation condo with shared pool in Kennebunks

Kennebunks / Kennebunkport

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Goose Rocks Resort, with all the amenities, will make your Maine vacation a memorable one! This well-appointed two-bed, one-bath condo is waiting! You will want to spend time relaxing on the sunny and spacious 450 foot deck and take in the resort scenery. The deck i …see more

from $143 / night

$1000 - $1475 / week

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from $143 / night

35

Vacation home in Kennebunks

Kennebunks / Kennebunk

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Go on a classic Maine getaway at this beautiful farmhouse in Kennebunk. You'll have a lovely deck with a gas grill for outdoor entertaining, plus easy access to amenities in town and the beach nearby. Located in Kennebunk, this home is about four miles away from Mother' …see more

from $109 / night

$763 / week

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from $109 / night

(4) Excellent 

4

Vacation home in Kennebunks

Kennebunks / Kennebunkport

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Pet friendly
Arundel Farm is located just 1.5 miles from Dock Square in Kennebunkport. A comfortable walk and easy bike ride to town. With permission up 1 large or 2 small dogs are welcome. We are on 9 acres with horses at the far barn, a pond with fountain and gazebo add to the …see more

from $115 / night

$800 - $1000 / week

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from $115 / night

14

Vacation condo in Kennebunks

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
The picturesque town of Kennebunk is located just minutes from the famous coastline of Maine and hundreds of years of American history. Here, you can enjoy the crisp, cool air blowing from the Atlantic Ocean as you stroll through downtown, exploring the famous “Museum i …see more

from $329 / night

$2303 / week

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Responds fast!
avg. 26 minutes

from $329 / night