Best Vacation Homes in Kennebunkport
New
House
3 Bedrooms
3 Baths
8 Guests
1583 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $1,092/Night
7 Nights - US $7,643
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
View
US $360/Night
7 Nights - US $2,520
Cabin
10.0(7 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
US $167/Night
7 Nights - US $1,172
House
3 Bedrooms
1 Bath
8 Guests
975 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $541/Night
7 Nights - US $3,785
Resort
9.7(34 Reviews)
3 Baths
18 Guests
536.66 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Pool
US $446/Night
7 Nights - US $3,124
Apartment
10.0(138 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $273/Night
7 Nights - US $1,908
House
10.0(88 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $290/Night
7 Nights - US $2,027
Cottage
10.0(69 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Kitchen
Parking
Air Conditioner
US $558/Night
7 Nights - US $3,908
Kennebunkport Luxury Rentals
House
10.0(1 Review)
7 Bedrooms
9 Baths
10 Guests
14000 ft²
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
US $6,191/Night
7 Nights - US $43,335
House
10.0(24 Reviews)
6 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $4,638/Night
7 Nights - US $32,463
House
9.8(61 Reviews)
5 Bedrooms
5 Baths
12 Guests
4000 ft²
Private Pool- Fireplace/Heating
- Pool
- Ocean View
US $4,204/Night
7 Nights - US $29,430
House
10.0(11 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $3,940/Night
7 Nights - US $27,582
House
10.0(12 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $3,523/Night
7 Nights - US $24,663
Resort
7.9(8 Reviews)
7 Baths
21 Guests
810.88 ft²
Private Beach- Oceanfront
Spa- Fireplace/Heating
US $3,242/Night
7 Nights - US $22,694
House
5 Bedrooms
3 Baths
10 Guests
3121.53 ft²
- Fireplace/Heating
- View
Breakfast- Pet Friendly
US $3,006/Night
7 Nights - US $21,039
New
House
5 Bedrooms
4 Baths
14 Guests
5300 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,823/Night
7 Nights - US $19,763
Kennebunkport Pet Friendly Vacation Rentals
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $284/Night
7 Nights - US $1,989
House
8.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
1485.42 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $650/Night
7 Nights - US $4,549
Cottage
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
370 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $482/Night
7 Nights - US $3,372
New
House
5 Bedrooms
4 Baths
12 Guests
3982.65 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $1,481/Night
7 Nights - US $10,369
House
9.8(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $366/Night
7 Nights - US $2,561
House
9.6(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
615 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $480/Night
7 Nights - US $3,363
Apartment
9.0(8 Reviews)
6 Bedrooms
4 Baths
15 Guests
5200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,923/Night
7 Nights - US $13,458
House
8.0(1 Review)
2 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $470/Night
7 Nights - US $3,293
Kennebunkport Large Vacation Homes
House
10.0(178 Reviews)
5 Bedrooms
4 Baths
12 Guests
3800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,117/Night
7 Nights - US $7,821
Bed & Breakfast
9.4(47 Reviews)
6 Bedrooms
6 Baths
12 Guests
211.69 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $1,471/Night
7 Nights - US $10,297
House
10.0(98 Reviews)
11 Bedrooms
7 Baths
24 Guests
3500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,167/Night
7 Nights - US $8,168
Bed & Breakfast
8.9(258 Reviews)
44 Bedrooms
22 Baths
44 Guests
371.95 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $681/Night
7 Nights - US $4,766
House
10.0(78 Reviews)
5 Bedrooms
5 Baths
10 Guests
4500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,765/Night
7 Nights - US $12,352
House
10.0(57 Reviews)
5 Bedrooms
5 Baths
10 Guests
5500 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $2,071/Night
7 Nights - US $14,497
House
10.0(48 Reviews)
5 Bedrooms
4 Baths
12 Guests
2788 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,643/Night
7 Nights - US $18,502
House
10.0(45 Reviews)
6 Bedrooms
2 Baths
100 Guests
3800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,600/Night
7 Nights - US $18,203
Why Choose Rent By Owner for your Kennebunkport Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Kennebunkport
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as each season offers unique opportunities to enjoy the region’s scenic beauty and charming atmosphere at its best.
Peak Season Highlights
Summer (June to August)
During the warmest months, you can enjoy the region’s scenic coastal beauty at its best, making it an ideal time for beachside activities and outdoor exploration.
Average Temperature Daytime: 75-80°F - Nighttime: 55-60°F
Fall (September to October)
As the area's foliage transforms into vibrant hues, this season offers a stunning backdrop for leisurely strolls and picturesque views, perfect for experiencing the local charm.
Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
Off-Season Highlights
Late Fall to Winter (November to February)
This quieter period provides a peaceful retreat with fewer visitors, allowing you to enjoy the area's serene atmosphere and cozy accommodations.
Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
Early Spring (March to May)
As the region awakens from winter, you can experience early signs of spring with fewer crowds, perfect for exploring the natural beauty at a relaxed pace.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Kennebunkport
How to Book Your Kennebunkport Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kennebunkport
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck perfect for relaxing and entertaining amidst the scenic surroundings.
- Take advantage of lush, well-maintained gardens that enhance your outdoor experience in this charming destination.
- Make use of an outdoor dining area ideal for savoring fresh local cuisine with family and friends.
- Relax by a private swimming pool or hot tub, offering a refreshing retreat after exploring the region.
- Benefit from spacious yards or lawns that provide ample space for outdoor games and activities.
- Utilize outdoor grilling stations for preparing delicious meals while enjoying the area's natural beauty.
- Explore nearby walking trails or access to beaches, allowing you to immerse yourself in the region’s coastal landscape.
Top Attractions Around Kennebunkport
What attractions are nearby?
In this charming area, you can enjoy a variety of activities such as scenic coastal walks, exploring historic sites, and savoring fresh seafood at local eateries, all just moments away from your Kennebunkport vacation rentals in Maine.
Family Activities
- Kenney’s Museum and Nature Preserve: Explore this engaging spot where your family can enjoy interactive exhibits and scenic nature trails, offering a perfect blend of education and outdoor adventure in the region.
- Kennebunkport Harbor Cruise: Embark on a family-friendly boat tour to see the coastline from the water, providing memorable views and marine life encounters right here in the area.
- Mother’s Beach: Spend a relaxing day at this tranquil beach known for its gentle surf and soft sands, ideal for picnics and building sandcastles with your loved ones.
- Goose Rocks Beach: Discover this popular family destination with expansive shores and calm waters, great for swimming, playing, and enjoying breathtaking sunsets in the region.
Adult Activities
- Whale Watching Tours: Experience the thrill of spotting whales along the scenic coastline, a popular activity that offers breathtaking views and a chance to connect with marine life in this coastal region.
- Golfing at local courses: Enjoy a round of golf on world-class courses nestled near the waterfront, perfect for relaxing and taking in the picturesque surroundings here.
- Fine Dining Experiences: Indulge in exquisite seafood and regional cuisine at renowned restaurants that showcase the flavors of this charming destination.
- Exploring Art Galleries and Shops: Wander through local galleries and boutique shops offering handcrafted art and unique souvenirs reflective of the area’s vibrant culture.
Other Places to Stay in Kennebunkport, ME
Cape Arundel Golf Club
First Families Kennebunkport Museum
Mast Cove Galleries
Dock Square
Northlight Gallery
W. Robert Paine Gallery
Kennebunkport Village Green
St. Ann’s Episcopal Church
Cape Arundel
Bush Compound
Cape Porpoise
Arundel
Kennebunkport Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take the time to enjoy the region's renowned seafood and charming local eateries to truly experience the area's culinary scene.
- Visit Coastal Spots: Make the most of your stay by visiting nearby beaches and scenic waterfront areas that showcase the natural beauty of this destination.
- Plan Outdoor Activities: Embrace the outdoor lifestyle by scheduling activities such as boating, fishing, or leisurely strolls along the scenic coastlines.
- Discover Hidden Gems: Wander through quaint neighborhoods and explore lesser-known spots that offer an authentic taste of the local charm and culture.
Transportation Options
- Car Rental Services: Exploring the area is most convenient with local car rental agencies that provide flexibility to visit all the scenic spots and hidden gems near your vacation rental in Kennebunkport.
- Taxis and Rideshare Options: Taxis and rideshare services like Uber and Lyft operate here, offering a reliable way to navigate without the need for a personal vehicle, especially for short trips around this charming town.
- Public Transit: The regional bus services connect key points in the area, allowing you to explore Kennebunkport and its surroundings affordably and sustainably.
- Water Transportation: Ferry services and boat rentals are available for scenic trips along the coast, providing a unique perspective of this coastal destination from the water.
Local Customs Options
- Clam Shucking Festivals: Participating in local clam shucking events offers a glimpse into the region’s maritime traditions and community spirit.
- Seafood Dining Etiquette: Respect for the area’s seafood customs, especially in casual waterfront eateries, is appreciated when enjoying fresh Maine lobster or clams.
- Historic Coastal Celebrations: Attending seasonal festivals celebrates the region’s rich maritime history and allows you to connect with the local heritage.
- Harbor Protocols: Observing boat speed limits and respecting sailing customs along the tranquil waters enhances your experience of this coastal destination.
Kennebunkport Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Kennebunkport?
There are a lot of options in Kennebunkport. If you plan on staying in the Kennebunkport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kennebunkport:
- Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
- Quintessential Maine Beach Cottage
- Now booking for Summer 2026!
- Fabulous 10 bdrm 8 bath in Kport; 1 wk left this summer—rate reduced!
- Historic Schoolhouse Near Goose Rocks Beach, Pet Friendly, Riverside
- Goose Rocks Beach! Immaculate 4-BR. Sept 19-26 Available!
- Historic Kennebunkport home only 0.3 miles to Dock Square
- Waterfront Home with Pier
- Peaceful Riverfront Retreat
- Beach Front House
2. How many vacation rentals have private pools in Kennebunkport?
There are 5 vacation rentals with private pools near Kennebunkport. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Kennebunkport are best for families?
If you are looking for a family-friendly vacation home in Kennebunkport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kennebunkport:
4. How many Rentbyowner vacation rentals are available in Kennebunkport?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 502 in the Kennebunkport area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kennebunkport.
5. What is the cancellation policy for vacation rentals in this destination?
Cancellation policies vary by listing, so you should review the specific property's terms on the booking page or contact the owner directly to understand applicable deadlines and potential fees.
6. Are there any additional fees I should be aware of when booking a rental here?
Additional fees such as cleaning, service charges, or security deposits may apply depending on the property. These details are outlined in the listing or can be confirmed by reaching out to the property owner.
7. How do I secure my reservation for a vacation rental in this area?
Reservation procedures are listed on each property’s page, typically involving a secure payment process. Contact the owner if you need assistance or have special requests before confirming your stay.
8. What amenities are typically available at vacation rentals in this region?
Most rentals offer essential amenities like Wi-Fi, parking, and kitchen facilities. Specific features are detailed in each listing, so reviewing individual descriptions ensures your needs are met.
9. How can I communicate with property owners during my stay in this destination?
You can contact owners through the messaging system provided on the booking platform. Make sure to check the owner's preferred communication method and response times before finalizing your reservation.
Kennebunkport Top Rated Vacation Rentals
Condo
10.0(49 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $292/Night
7 Nights - US $2,047
Cottage
10.0(37 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $470/Night
7 Nights - US $3,292
Condo
10.0(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
825 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $565/Night
7 Nights - US $3,957
Condo
10.0(30 Reviews)
2 Bedrooms
1 Bath
5 Guests
625 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $239/Night
7 Nights - US $1,670
House
10.0(16 Reviews)
4 Bedrooms
3 Baths
8 Guests
4500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,744/Night
7 Nights - US $12,206
House
10.0(13 Reviews)
6 Bedrooms
5 Baths
12 Guests
5426 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,777/Night
7 Nights - US $12,437
Cottage
10.0(13 Reviews)
3 Bedrooms
2 Baths
5 Guests
1350 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $646/Night
7 Nights - US $4,525
Condo
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
620 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $284/Night
7 Nights - US $1,989
