Kennebunkport Vacation Rentals

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Vacation Rentals in Kennebunkport

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (69)
"Wonderful home close to downtown. Comfortable house and great host!"
$686 nightly
The price is $748
Jul 6 - Jul 7
Total includes taxes and fees
Historic Kennebunkport home only 0.3 miles to Dock Square

Willard Square Family Home

9.6 out of 10, Exceptional, (7)
"A funky place. Liked the decor. "
$686 nightly
The price is $730
Jul 6 - Jul 7
Total includes taxes and fees
Willard Square Family Home

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
$407 nightly
The price is $444
Jul 20 - Jul 21
Total includes taxes and fees
Willard Beach–Private Apt Near Portland & Parks

Willard Beach: Cozy Apartment with a King Size Bed

$249 nightly
The price is $271
Jul 9 - Jul 10
Total includes taxes and fees
Willard Beach: Cozy Apartment with a King Size Bed

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
$208 nightly
The price is $227
Jul 9 - Jul 10
Total includes taxes and fees
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

$494 nightly
The price is $538
Jul 22 - Jul 23
Total includes taxes and fees
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

$356 nightly
The price is $388
Jul 8 - Jul 9
Total includes taxes and fees
Mint Ocean Promenade Condo, Steps to Old Port

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."
$709 nightly
The price is $773
Jul 8 - Jul 9
Total includes taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
$413 nightly
The price is $450
Jul 7 - Jul 8
Total includes taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (78)
"Great historic house in a terrific location. "
$674 nightly
The price is $735
Jul 15 - Jul 16
Total includes taxes and fees
The Globe House on Munjoy Hill - Walk to Breweries

Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

$409 nightly
The price is $452
Jul 9 - Jul 10
Total includes taxes and fees
Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

$406 nightly
The price is $449
Jul 9 - Jul 10
Total includes taxes and fees
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

$432 nightly
The price is $478
Jul 9 - Jul 10
Total includes taxes and fees
Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

Stylish Stay | Savor Seafood & Explore Portland’s History!

$432 nightly
The price is $478
Jul 9 - Jul 10
Total includes taxes and fees
Stylish Stay | Savor Seafood & Explore Portland’s History!

Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

$836 nightly
The price is $924
Jul 9 - Jul 10
Total includes taxes and fees
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art

$836 nightly
The price is $924
Jul 9 - Jul 10
Total includes taxes and fees
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art

4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District

$1,723 nightly
The price is $1,904
Jul 9 - Jul 10
Total includes taxes and fees
4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District

Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!

$1,296 nightly
The price is $1,432
Jul 9 - Jul 10
Total includes taxes and fees
Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!

Historic Elegance in the Heart of Portland

10.0 out of 10, Exceptional, (1)
"Our son got married in Portland and our large family came to celebrate and participate. The location of this property is superb. It’s funky in the best way. The house was built in 1800! We thoroughly enjoyed our stay. Thank you!"
$3,778 nightly
The price is $4,414
Jul 25 - Jul 26
Total includes taxes and fees
Historic Elegance in the Heart of Portland

Amazing West End apartment walkable to downtown and the waterfront.

$894 nightly
The price is $974
Jul 20 - Jul 21
Total includes taxes and fees
Amazing West End apartment walkable to downtown and the waterfront.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find vacation rentals in Kennebunkport?

Yes, we offer vacation rentals close to popular points of interest in Kennebunkport, or you can select a secluded option if you'd like a relaxing place to stay. Visitors to Kennebunkport speak positively about the popular beaches and top-notch restaurants in this destination. Leave some time to check out the shops and waterfront during your trip.

What are some of the best vacation home rentals that Kennebunkport has to offer?

Old Village Inn - King Room: This vacation home near Kennebunkport has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Kennebunkport?

With 186 Expedia vacation rentals, you're sure to find just the right place for your Kennebunkport stay.

What’s there to see and do in Kennebunkport?

Enjoy the outdoors at Kennebunkport Village Green and Goose Rocks Beach, or simply take in cultural attractions like Seashore Trolley Museum and First Families Kennebunkport Museum. Other places in town to visit include Dock Square and Walker's Point.

What’s a vacation rental in Kennebunkport like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Kennebunkport. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.