50 Best Vacation Rentals in Kennebunks - Holiday Lettings - Cabins

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Kennebunks

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372 Vacation rentals

13

Vacation home in Kennebunkport

Kennebunks / Kennebunkport

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Pet friendly
5 minute walk to Dock Square or Colony Beach from this historic home. We are also located on Chick's Creek so launch a kayak when the tide is in and paddle to town on the Kennebunk River if you like! Enjoy luxury accommodations in a historic setting. Read a book on th …see more

from $450 / night

$3,150 - $4,900 / week

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from $450 / 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

$2,065 - $4,795 / week

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Responds fast!
avg. 16 minutes

from $295 / night

24

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 $155 / night

$1,085 - $1,645 / week

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Responds fast!
avg. 57 minutes

from $155 / night

15

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 $250 / night

$1,300 / week

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from $250 / 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

$1,900 / week

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from $300 / 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 $210 / night

$1,470 - $2,100 / week

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Responds fast!
avg. 2 hours 53 minutes

from $210 / 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 - $1,050 / week

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from $125 / night

27

Vacation cottage in Kennebunkport

Kennebunks / Kennebunkport

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
Take advantage of a rare opportunity to stay right in Dock Square in a truly unique waterfront home. This quaint Maine cottage in the heart of Kennebunkport village is just steps from great shopping, cafes, gift shops, antiquing, fantastic dining, whale watching & sail …see more

from $400 / night

$2,800 / week

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from $400 / night

(2) Excellent 

25

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

$7,000 / week

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Responds fast!
avg. 3 hours 16 minutes

from $700 / 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

$1,100 - $1,550 / week

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from $165 / 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 $589 / night

$4,995 - $10,065 / week

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Responds fast!
avg. 3 hours 44 minutes

from $589 / night

(4) Excellent 

11

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 cottage is a 15 minute drive to the Kennebunk beaches and Kennebunkport. Beach chairs, towels and beach pass included. Minutes to downtown Kennebunk, a perfect location away from the congestion of summer traffic. Eastern Trail/Greenway Tr …see more

from $125 / night

$875 / week

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Responds fast!
avg. 2 hours 48 minutes

from $125 / night

(1) Excellent 

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

$2,500 - $3,750 / week

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Responds fast!
avg. 3 hours 15 minutes

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

$1,250 / week

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from $179 / 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

$1,323 / week

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Responds fast!
avg. 38 minutes

from $189 / night

(7) Excellent 

18

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
Early Summer Special Rate 6/23-6/30 $795. Book now before it's gone! This adorable summer cottage is located on a quiet dead end street in the the Lower Village of beautiful Kennebunk, Maine. It is the owner's vacation home and comes complete with all new furnishings …see more

from $72 / night

$500 - $995 / week

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Responds fast!
avg. 6 minutes

from $72 / night

(9) Excellent 

20

Vacation cottage in Kennebunks

Kennebunks / Kennebunkport

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Child friendly
This cottage is available on a weekly basis. Guests may rent from Saturday to Saturday. 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 fee …see more

from $86 / night

$600 / week

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Responds fast!
avg. 2 hours 52 minutes

from $86 / night

(2) Excellent 

27

Vacation cottage in Kennebunks

Kennebunks / Kennebunkport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • 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 $330 / night

$2,450 / week

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from $330 / 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

$1,100 - $1,550 / week

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from $165 / 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 $150 / night

$1,050 / week

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from $150 / night

24

West Kennebunk Vacation condo rental

Kennebunk / West Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
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 $185 / night

$1,295 / week

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from $185 / night

23

Condo rental in Kennebunk

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
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 $200 / night

$1,400 / week

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from $200 / 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 - $1,100 / week

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from $130 / 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 $143 / night

$1,000 / week

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from $143 / night

27

Vacation condo in Kennebunks

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
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 $260 / night

$1,820 / week

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from $260 / night

30

Vacation condo rental

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
84 MAIN Kennebunk, Maine 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, explo …see more

from $200 / night

$1,400 / week

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from $200 / night

28

Kennebunks Vacation condo rental

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
84 MAIN Kennebunk, Maine 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, explo …see more

from $260 / night

$1,820 / week

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from $260 / night

38

Home accommodation in Kennebunks

Kennebunks / Kennebunkport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Head to Kennebunkport and stay in this quaint, spacious four-bedroom home for your next New England getaway. Enjoy close proximity to the coast, dining, and golf, as well as an inviting closed-in porch ideal for casual gatherings. Two small dogs under 25 pounds are also …see more

from $114 / night

$798 / week

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Responds fast!
avg. 26 minutes

from $114 / night

24

Vacation condo in Kennebunks

Kennebunk / West Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Kennebunk, Maine 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 …see more

from $160 / night

$1,120 / week

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Responds fast!
avg. 2 hours 40 minutes

from $160 / night

17

Vacation home with golf nearby in Kennebunk

Kennebunks / Kennebunk

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Private garden
"Cottage On The Green" overlooks the second green of the Webhannet Golf Course in the popular Kennebunk Beach area. The home is walking distance to Mother's beach, Webhannet Golf Club and KBIA. It is roughly 1.75 miles to Kennebunkport. The house is decorated in b …see more

from $458 / night

$3,200 / week

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from $458 / night

(1) Excellent 

22

Vacation condo in Kennebunks

Kennebunks / Kennebunk

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
Kennebunk, Maine 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 …see more

from $150 / night

$980 / week

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Responds fast!
avg. 2 hours 40 minutes

from $150 / night

(9) 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

$2,200 / week

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from $314 / night

24

Vacation condo in Kennebunks

Kennebunk / West Kennebunk

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
Kennebunk, Maine 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 …see more

from $200 / night

$1,400 / week

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Responds fast!
avg. 2 hours 40 minutes

from $200 / night

25

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 $625 / night

$4,375 - $9,800 / week

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Responds fast!
avg. 6 minutes

from $625 / night

42

Kennebunkport Vacation home rental

Kennebunks / Kennebunkport

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • 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 t …see more

from $189 / night

$1,323 / week

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Responds fast!
avg. 26 minutes

from $189 / 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 $176 / night

$1,232 / week

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Responds fast!
avg. 26 minutes

from $176 / 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

$1,533 - $2,345 / week

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Responds fast!
avg. 15 minutes

from $219 / night

28

Kennebunks Vacation condo rental

Kennebunks / Kennebunk

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
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 $250 / night

$1,750 / week

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from $250 / night

71

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 onl …see more

from $410 / night

$2,870 / week

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Responds fast!
avg. 26 minutes

from $410 / night

20

Vacation home in Kennebunkport

Kennebunks / Kennebunkport

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 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

$2,800 / week

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from $400 / night