Kennebunk Holiday Rentals
House
10.0Exceptional
(147 Reviews)
5 Bedrooms
4 Baths
14 Guests
4300 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
د.إ.11,619/Night
7 Nights - د.إ.81,331
House
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
14 Guests
3003.13 ft²
- Fireplace/Heating
- Balcony/Terrace
Child Friendly
Wheelchair Accessible
د.إ.3,033/Night
7 Nights - د.إ.21,234
Bed & Breakfast
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Parking
د.إ.1,146/Night
7 Nights - د.إ.8,024
House
10.0Exceptional
(73 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
د.إ.1,207/Night
7 Nights - د.إ.8,447
House
10.0Exceptional
(1 Review)
8 Bedrooms
5 Baths
16 Guests
5672.58 ft²
Spa- Fireplace/Heating
- View
- Parking
د.إ.2,593/Night
7 Nights - د.إ.18,149
House
9.2Exceptional
(53 Reviews)
3 Bedrooms
1 Bath
5 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,637/Night
7 Nights - د.إ.11,458
House
10.0Exceptional
(20 Reviews)
6 Bedrooms
4 Baths
12 Guests
2946 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.4,980/Night
7 Nights - د.إ.34,863
Apartment
10.0Exceptional
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
780 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
د.إ.1,194/Night
7 Nights - د.إ.8,359
House
9.8Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
د.إ.1,515/Night
7 Nights - د.إ.10,606
Luxury Holiday Rentals in Kennebunk
Over 442+ Luxury Holiday Rentals in or Near Kennebunk
House
10.0Exceptional
(5 Reviews)
8 Bedrooms
4 Baths
14 Guests
4019 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.13,253/Night
7 Nights - د.إ.92,767
Apartment
10.0Exceptional
(1 Review)
9 Bedrooms
6 Baths
18 Guests
5300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.10,135/Night
7 Nights - د.إ.70,942
New
House
4 Bedrooms
4 Baths
8 Guests
36705 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.9,879/Night
7 Nights - د.إ.69,153
House
9.6Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
3557 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.9,845/Night
7 Nights - د.إ.68,911
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Fireplace/Heating
Kitchen
Internet- Child Friendly
د.إ.9,207/Night
7 Nights - د.إ.64,449
House
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
12 Guests
3465 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.9,138/Night
7 Nights - د.إ.63,968
New
Cottage
6 Bedrooms
2 Baths
12 Guests
1800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.8,672/Night
7 Nights - د.إ.60,699
New
House
1 Bedroom
5 Baths
10 Guests
2694 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
د.إ.8,384/Night
7 Nights - د.إ.58,687
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
3291 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.8,312/Night
7 Nights - د.إ.58,183
Top-Rated Holiday Rentals with a Pool in Kennebunk
Over 50+ The Best Private Villas and Holiday Rentals in Kennebunk with a Pool
House
10.0Exceptional
(31 Reviews)
7 Bedrooms
4 Baths
10 Guests
3900 ft²
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
د.إ.6,926/Night
7 Nights - د.إ.48,484
House
10.0Exceptional
(27 Reviews)
5 Bedrooms
4 Baths
12 Guests
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
د.إ.3,662/Night
7 Nights - د.إ.25,634
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
4100 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
د.إ.3,729/Night
7 Nights - د.إ.26,108
House
9.8Exceptional
(20 Reviews)
5 Bedrooms
2 Baths
12 Guests
1700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.3,744/Night
7 Nights - د.إ.26,211
House
9.8Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
9 Guests
5000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
د.إ.3,878/Night
7 Nights - د.إ.27,143
Hotel
9.5Exceptional
(184 Reviews)
1 Bath
204.51 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,351/Night
7 Nights - د.إ.9,460
Hotel
- Portland
- ·
- West Kennebunk
- 1.00 mi to center
9.4Exceptional
(821 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
د.إ.508/Night
7 Nights - د.إ.3,555
Hotel
9.4Exceptional
(114 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.2,033/Night
7 Nights - د.إ.14,227
House
9.4Exceptional
(65 Reviews)
5 Bedrooms
4 Baths
12 Guests
2800 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.5,644/Night
7 Nights - د.إ.39,509
Pet-Friendly Holiday Rentals in Kennebunk
Over 103+ Pet-Friendly Holiday Rentals in or Near Kennebunk
Apartment
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,272/Night
7 Nights - د.إ.15,906
House
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
- Oceanfront
- Spa
- Ocean View
- View
د.إ.3,071/Night
7 Nights - د.إ.21,499
House
10.0Exceptional
(98 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,122/Night
7 Nights - د.إ.14,852
House
9.2Exceptional
(6 Reviews)
1 Bedroom
3 Baths
12 Guests
2798.62 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Child Friendly
د.إ.2,060/Night
7 Nights - د.إ.14,422
House
10.0Exceptional
(86 Reviews)
6 Bedrooms
4 Baths
18 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.4,181/Night
7 Nights - د.إ.29,266
Cottage
10.0Exceptional
(69 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,554/Night
7 Nights - د.إ.24,874
House
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
د.إ.941/Night
7 Nights - د.إ.6,585
House
10.0Exceptional
(51 Reviews)
6 Bedrooms
3 Baths
12 Guests
2200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,543/Night
7 Nights - د.إ.24,800
House
10.0Exceptional
(36 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.3,002/Night
7 Nights - د.إ.21,018
Large Holiday Rentals and Private Villas in Kennebunk
Over 116+ Large Holiday Rentals and Private Villas in or Near Kennebunk
Cottage
10.0Exceptional
(12 Reviews)
5 Bedrooms
2 Baths
8 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.3,945/Night
7 Nights - د.إ.27,617
Bed & Breakfast
9.7Exceptional
(287 Reviews)
6 Bedrooms
6 Baths
12 Guests
224.25 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,682/Night
7 Nights - د.إ.11,778
House
10.0Exceptional
(25 Reviews)
4 Bedrooms
2 Baths
12 Guests
1750 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.3,770/Night
7 Nights - د.إ.26,391
Bed & Breakfast
9.6Exceptional
(91 Reviews)
6 Bedrooms
4 Baths
8 Guests
244.88 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Ocean View
د.إ.902/Night
7 Nights - د.إ.6,317
House
10.0Exceptional
(17 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.4,436/Night
7 Nights - د.إ.31,051
House
10.0Exceptional
(14 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,478/Night
7 Nights - د.إ.17,345
House
10.0Exceptional
(12 Reviews)
5 Bedrooms
4 Baths
10 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.5,404/Night
7 Nights - د.إ.37,830
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
1376 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,766/Night
7 Nights - د.إ.12,358
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
14 Guests
2300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,369/Night
7 Nights - د.إ.16,585
Wheelchair Accessible Holiday Homes in Kennebunk
Over 13+ Wheelchair Accessible Holiday Homes in or Near Kennebunk
Condo
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,484/Night
7 Nights - د.إ.10,386
Hotel
9.1Exceptional
(559 Reviews)
3 Baths
355.21 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.283/Night
7 Nights - د.إ.1,979
House
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,845/Night
7 Nights - د.إ.19,916
Hotel
- Portland
- ·
- West Kennebunk
- 0.93 mi to center
8.7Fabulous
(232 Reviews)
1 Bath
279.86 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.1,081/Night
7 Nights - د.إ.7,569
Hotel
9.4Exceptional
(209 Reviews)
1 Bath
- Ocean View
- Balcony/Terrace
- View
- Breakfast
د.إ.714/Night
7 Nights - د.إ.4,995
Condo
1 Bedroom
2 Baths
2 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.404/Night
7 Nights - د.إ.2,831
Hotel
8.5Fabulous
(35 Reviews)
1 Bath
234.12 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
Air Conditioner
د.إ.1,626/Night
7 Nights - د.إ.11,377
Resort
2 Baths
6 Guests
1440 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,201/Night
7 Nights - د.إ.8,406
Kennebunk Private Villas and Holiday Homes Under $200
Over 27+ Kennebunk Private Villas and Holiday Homes Under $200
Cottage
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.701/Night
7 Nights - د.إ.4,903
Apartment
9.8Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Oceanfront
- Ocean View
- View
- Parking
د.إ.735/Night
7 Nights - د.إ.5,142
Hotel
9.2Exceptional
(1002 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Air Conditioner
د.إ.652/Night
7 Nights - د.إ.4,561
Apartment
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.651/Night
7 Nights - د.إ.4,554
House
8.6Fabulous
(11 Reviews)
1 Bedroom
1 Bath
6 Guests
1044.1 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.507/Night
7 Nights - د.إ.3,548
Apartment
7.6Very Good
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
د.إ.496/Night
7 Nights - د.إ.3,474
New
Cottage
- Portland
- ·
- West Kennebunk
- 0.38 mi to center
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.435/Night
7 Nights - د.إ.3,041
House
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.657/Night
7 Nights - د.إ.4,602
House
2 Bedrooms
3 Baths
2 Guests
1800 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
Laundry
د.إ.536/Night
7 Nights - د.إ.3,753
Instantly Bookable Holiday Homes in Kennebunk
Over 177+ Instantly Bookable Holiday Homes in or Near Kennebunk
House
10.0Exceptional
(81 Reviews)
3 Bedrooms
2 Baths
7 Guests
1545 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,082/Night
7 Nights - د.إ.14,572
Condo
10.0Exceptional
(75 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,533/Night
7 Nights - د.إ.10,731
Condo
10.0Exceptional
(46 Reviews)
3 Bedrooms
3 Baths
6 Guests
1820 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,502/Night
7 Nights - د.إ.17,514
House
10.0Exceptional
(27 Reviews)
3 Bedrooms
1 Bath
8 Guests
1440 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,685/Night
7 Nights - د.إ.11,796
Condo
10.0Exceptional
(22 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,701/Night
7 Nights - د.إ.11,910
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
9 Guests
2051 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.2,770/Night
7 Nights - د.إ.19,387
Apartment
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,410/Night
7 Nights - د.إ.9,872
Apartment
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.1,587/Night
7 Nights - د.إ.11,109
House
10.0Exceptional
(11 Reviews)
4 Bedrooms
1 Bath
8 Guests
1431 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,794/Night
7 Nights - د.إ.12,560
Book a Last Minute Place to Stay in Kennebunk
About Casai's Private Villas and Holiday Rentals in Kennebunk
Discover more than 451 vacation rentals available in Kennebunk. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kennebunk.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kennebunk, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kennebunk. On average, places to stay near Kennebunk offer 1621.24 ft², with nightly prices averaging د.إ.2,783.
With Casai, finding and comparing holiday rentals in Kennebunk is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Kennebunk
| Type | Count |
|---|---|
| Vacation Homes | 296 |
| Cottages | 45 |
| Holiday Apartments | 37 |
Use these Quick Filters to Find a Holiday Rental in Kennebunk
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Kennebunk.
Weather in Kennebunk, ME
View the weather forecast for Kennebunk before booking your Kennebunk Vacation Rentals to confirm your best time to go.
December - February
High 38°F Low 16°F
March - May
High 61°F Low 21°F
June - August
High 79°F Low 55°F
September - November
High 74°F Low 29°F
Top Attractions Around Kennebunk, ME
Casai offers a large selection of top attractions around Kennebunk . Research things to do on your vacation before you visit Kennebunk.
Other Places to Stay in Kennebunk, ME
Frequently Asked Questions About Kennebunk?
What are the top holiday rentals in Kennebunk?
With numerous options available in Kennebunk, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kennebunk:
- Stunning Waterfront Condo with deck, Walk to Shops and Restaurants
- Spectacular Oceanfront Beach House on Gooch's Beach
- Luxury Coastal Home Walk to Gooch's & Dock Square
- Walk To Kennebunkport Village & Enjoy Quiet & Waterfront
- Waterfront Coastal Cottage in Kennebunk, Maine
- Oceanfront house on Kennebunk Beach
- Ocean/Beach With Magnificent Views: A Unique New England Experience !
- Luxury condo just feet from water, spectacular views and private dock.
- Perfect Maine Getaway – Walk to Downtown, Cozy for All - Flexible Cancellation.
- Oceanfront Luxury! Fabulous Waterfront Living! An Experience not to be Missed!
How many holiday rentals have private pools in Kennebunk?
Discover a selection of holiday rentals with private pools near Kennebunk with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Tranquil Seaside Oasis at Mother's Beach
- Kennebunk Ocean-View Condo, Walk To The Beach
- Breathtaking Ocean Front Home With Pool
Which holiday homes in Kennebunk are best for families?
If you're searching for a family-friendly holiday home in Kennebunk, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kennebunk:
- Sunny, private apartment. Walk to Kennebunk Village. Close to beaches.
- Just Beachy
- Waldo Emerson Inn
How many Casai.ae holiday rentals are available in Kennebunk?
As of 2026, Casai boasts over 451 properties listed in the Kennebunk area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kennebunk.
People Also Ask
Finding the best prices in Kennebunk
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