Kennebunk Rentals
From $688 per night (USD)VRBO
Private and serene Kennebunk Sanctuary, close to all the local attractions
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
KPort Concierge is thrilled to offer this spacious home located at Moulton Farm Landing. The home is an exceptional comb ...
From $688 per night (USD)VRBO
From $1604 per night (USD)VRBO
Peaceful Riverfront Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous River View Walk to Kennebunkport & Beach/ Relax by Fireplace A Southern Maine River Front Experience. Winding d ...
From $1604 per night (USD)VRBO
From $352 per night (USD)VRBO
SAUNA & GAME ROOM- Pet friendly! Close to Dock Square and the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Lobster Trap! Located in a quiet residential neighborhood, this well equipped home has everything from a ...
From $352 per night (USD)VRBO
From $607 per night (USD)Expedia
Pet friendly 5-bedroom coastal retreat sleeps 16
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
This freshly renovated, charming coastal cottage fits the whole family with room to spare! Five bedrooms, four bathrooms ...
From $607 per night (USD)Expedia
From $187 per night (USD)VRBO
In town private 1 bedroom Barndominium. A remodeled section of our 1849 barn!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our cozy barndominium is a remodeled 1 bedroom efficiency in our 1849 Barn. Many original features! Your own space with ...
From $187 per night (USD)VRBO
From $388 per night (USD)Expedia
Steps to Dock Square & Gooch's Beach! Pets Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This freshly renovated home is located steps from the heart of Dock Square! This 3 bedroom home has enough space to com ...
From $388 per night (USD)Expedia
From $834 per night (USD)VRBO
Oceanfront Luxury! Fabulous Waterfront Living!! An Experience not to be Missed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
It doesn't get more romantic than this!! Tucked away on exclusive Lord's Point, this waterfront cottage overlooks the ...
From $834 per night (USD)VRBO
From $1161 per night (USD)Expedia
Beautiful, Oceanfront Home, Perfect Location near Downtown KPT!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Look no further, you have found your perfect Maine retreat! Relax in the Oceanfront yard around the fire pit, listen to ...
From $1161 per night (USD)Expedia
From $625 per night (USD)VRBO
Hot tub, big PATIO private yard, fire pit, 1mile to beaches and shops/dining.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beaches and sunshine! Perfect location for your vacation in the Kennebunks. Conveniently located close to the beaches, d ...
From $625 per night (USD)VRBO
From $898 per night (USD)Expedia
Upscale 4 bedroom, 3 full bath home sleeps 8 located steps to Gooch's Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this beautifully decorated, spacious retreat that perfectly blends comfort and coastal style. Located just a s ...
From $898 per night (USD)Expedia
From $187 per night (USD)VRBO
Shorelands 44-2 | Condo in Kennebunk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shorelands 44-2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $187 per night (USD)VRBO
From $316 per night (USD)Expedia
Shorelands 44-1 | Relaxing Studio, Playground, Outdoor Games
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shorelands 44-1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $316 per night (USD)Expedia
From $217 per night (USD)VRBO
Shorelands, Unit 44-3 | Condo in Kennebunk with pool and playground access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Shorelands, Unit 44-3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $217 per night (USD)VRBO
Click For PricingExpedia
Charming Seaside Retreat at Kennebunk Beach, ME.\nCoastal Living at its Finest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our enchanting rental house located at the picturesque Kennebunk Beach, Maine. Available for the 2025 vacatio ...
Click For PricingExpedia
From $354 per night (USD)VRBO
Historic Summer's Landing!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Historic Summer's Landing! Located on the historic summer street, this pet friendly home is a short walk to t ...
From $354 per night (USD)VRBO
From $444 per night (USD)Expedia
Short Walk to Dock Square Kennebunkport!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this spacious home located less than 1 mile to Dock Square Kennebunkport and about 1.5 miles to the beach! Ju ...
From $444 per night (USD)Expedia
From $3090 per night (USD)VRBO
Luxury oceanfront 5 bedroom, 5.5 bath private dock overlooking Mothers Beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Luxury at its finest on Lords Point! Ocean views from every room in the house. Enjoy amazing sunrises and sunsets. Th ...
From $3090 per night (USD)VRBO
From $300 per night (USD)Expedia
DriftRose, Bestlocation/AC/Beachpass/patio/grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hello, I am new to VRBO but this charming space has been listed on another site for 3 years where I am a "Guest Favorite ...
From $300 per night (USD)Expedia
From $2535 per night (USD)VRBO
Oceanfront Splendor: Magnificent Retreat Across From Gooch`s Beach in Kennebunk,
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Legacy Properties Sotheby's International Realty is thrilled to showcase an exclusive beachfront gem located across from ...
From $2535 per night (USD)VRBO
From $717 per night (USD)Expedia
Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
FREE BEACH PARKING PASS! Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perf ...
From $717 per night (USD)Expedia
From $300 per night (USD)VRBO
One Minute Walk to Dock Square! Best Location!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unit 4 Anoush Suite is a studio, with a full kitchen includes a cooktop, refrigerator, microwave, toaster, coffee pot. H ...
From $300 per night (USD)VRBO
Click For PricingExpedia
Immaculate cottage within walking distance to Dock Square!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully equipped, sparkling clean cottage in Lower Village, Kennebunk. Walk to Dock Square for shopping, cocktails and di ...
Click For PricingExpedia
From $188 per night (USD)VRBO
Cozy 1890 Cottage Studio with Hot Tub and Fire Pit in Downtown Kennebunk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This lovely studio exudes a charming cottage vibe while retaining its gorgeous 1890s allure. It is situated in a peacefu ...
From $188 per night (USD)VRBO
From $945 per night (USD)Expedia
Charming waterfront Cottage, explore, relax and enjoy the Maine Coast
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Located in Kennebunk, this delightful 4-bedroom house offers a king bed, 2 queen beds, and 2 twin XL bed for guests to r ...
From $945 per night (USD)Expedia
From $295 per night (USD)VRBO
Cozy Contemporary River's Edge Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your ideal getaway in Kennebunk, Maine! Nestled within walking distance from the charming downtown area, this ...
From $295 per night (USD)VRBO
From $844 per night (USD)Expedia
Downtown Coastal Charm Cottage in Kennebunk
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your Kennebunk adventure begins at this 4-bedroom house. With 3 king beds and 1 queen bed, this awesome property offers ...
From $844 per night (USD)Expedia
From $926 per night (USD)VRBO
Ocean Views And 5 Minute Walk To Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Newly renovated to the highest standard and furnished by a well know interior designer. Five minute walk to Mothers Beac ...
From $926 per night (USD)VRBO
From $502 per night (USD)Expedia
Newly renovated, close to beaches, galleries & dining. Ideal for families
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
At our "Salt Breeze Bungalow", when the breeze is just right - you can smell the salt from the sea. The bungalow has bee ...
From $502 per night (USD)Expedia
From $788 per night (USD)VRBO
Welcome to Doanes Wharf!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Doanes Wharf! Situated in the heart of Kennebunkport, this marina-front property offers an unbeatable locati ...
From $788 per night (USD)VRBO
From $1015 per night (USD)VRBO
Kennebunk's Golf and Beach Haven
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
<p>You'll find golfing on site at this smoke-free vacation home. There's convenient onsite parking, so you can leave you ...
From $1015 per night (USD)VRBO
From $235 per night (USD)VRBO
River Rose Cottage River/Tub/Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We're Bill and Jen Adams and we welcome you to River Rose Cottage, a tiny slice of luxury in Kennebunk, Maine! River Ros ...
From $235 per night (USD)VRBO
From $966 per night (USD)VRBO
Walk to Kennebunkport and Kennebunk beaches. Very private.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Pristine home built in 2015 with three bedrooms and 2.5 Baths and a second floor bonus room with large screen tv and lot ...
From $966 per night (USD)VRBO
From $816 per night (USD)VRBO
Kennebunk Beach - Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fully renovated ocean front condo at Kennebunk Beach. Amazing views from the living room, bedrooms and front lawn. Enjoy ...
From $816 per night (USD)VRBO
From $383 per night (USD)VRBO
Fair Winds Cottage ~ 1 mile to Kennebunk beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our home, a renovated 1930’s Maine summer cottage, is located 1 mile from Kennebunk beaches and 1.5 miles from dining an ...
From $383 per night (USD)VRBO
From $325 per night (USD)VRBO
Kennebunk Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious new addition to private home in beautiful, quiet location at end of cul-de-sac in lovely residential neighborho ...
From $325 per night (USD)VRBO
From $303 per night (USD)Expedia
Kennebunkport Beauty!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you're looking to enjoy all that southern Maine has to offer this seaso, then 20 River Road is your perfect escape. ...
From $303 per night (USD)Expedia
From $411 per night (USD)VRBO
Beautiful home within walking distance to Kennebunkport
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This bright and airy home offers open living/dining/entertaining space, four bedrooms, two bathrooms, reading nook and a ...
From $411 per night (USD)VRBO
From $406 per night (USD)Expedia
Pet Friendly- Half a Mile to Downtown Dock-Square!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
North Street Nook! This freshly renovated home is located less than a half mile to town, giving you the perfect balance ...
From $406 per night (USD)Expedia
From $756 per night (USD)VRBO
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Ocean views from Kennebunkport to Cape Neddick and a gorgeous half-mile sandy beach right outside your door! Watch the ...
From $756 per night (USD)VRBO
From $894 per night (USD)Expedia
Walk to Drakes Island Beach, Large Kitchen & Yard, Theater & Gym! Very Private
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
One of a kind, estate property near 4 beaches in Southern Maine . 6/10th of a mile walk to Drakes Island beach, this ...
From $894 per night (USD)Expedia
From $278 per night (USD)VRBO
Charming and Romantic Arundel Farm. Close to all Beaches in the Kennebunks!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guest Quarters on a gorgeous 9-acre property just 1.5 miles from Dock Square in the seaside town of Kennebunkport. You ...
From $278 per night (USD)VRBO
From $463 per night (USD)Expedia
Historic Kennebunkport home only 0.3 miles to Dock Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Seasonal long-term rates available - please inquire. Under 10 minute walk to Dock Square and 2 minute walk to Kennebun ...
From $463 per night (USD)Expedia
From $821 per night (USD)VRBO
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/5 bath property, which can comfortably ...
From $821 per night (USD)VRBO
From $537 per night (USD)Expedia
Luxurious house with golf course views, firepit, pergola, deck, and central AC
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Grandeur On The Green Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $537 per night (USD)Expedia
From $986 per night (USD)VRBO
Classic, summer cottage with all the amenities!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Charming summer cottage with everything you need for a large group of family or friends. The Munson Cottage is a unique ...
From $986 per night (USD)VRBO
From $188 per night (USD)Expedia
Charming 1-bedroom house in Wells minutes from the beach and pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Year-Round Cottage in Wells, Maine Escape to this charming one-floor cottage, just under 5 miles to Wells Beach a ...
From $188 per night (USD)Expedia
From $2056 per night (USD)VRBO
SeaBiscuit-Ocean Views, Fabulous Deck & Great Room, Walk to Beach, CHARMING!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
SeaBiscuit is located in what many people refer to as the most extraordinary neighborhood in Kennebunkport. One block of ...
From $2056 per night (USD)VRBO
From $2269 per night (USD)VRBO
Kennebunkport Gem🎸Labor Day Vacancy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*KENNEBUNKPORT GEM - YARDS FROM OCEAN! A+ views! It is only a 3 minute drive to Kennebunkport town, which feels really c ...
From $2269 per night (USD)VRBO
From $1502 per night (USD)VRBO
Stunning HOME & IN GROUND POOL. 360 views 10 min walk to town. Very Private
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
All glass Beautiful open concept private home with gorgeous views out every window in an unforgettable setting with beau ...
From $1502 per night (USD)VRBO
From $1430 per night (USD)Expedia
Stunning Waterfront Luxury 5 Bedroom 4 Bath Home with Unbeatable Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Featured in the February 2014 issue of Maine Home and Design, this exceptional waterfront designer home combines luxury, ...
From $1430 per night (USD)Expedia
From $953 per night (USD)VRBO
A Modern Antique Home - steps to Dock Square and harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A newly renovated home with privacy and walking access to Kennebunkport. Enjoy the best of both worlds: a historic home ...
From $953 per night (USD)VRBO
From $699 per night (USD)VRBO
Minnow Cottage waterfront, in-town Kennebunkport
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This quaint, newly redecorated and furnished adorable Maine cottage in the heart of Dock Square, Kennebunkport village ...
From $699 per night (USD)VRBO
From $932 per night (USD)VRBO
Summerhill - Fully Renovated Cottage - Walk to Beach, Town and Marina
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summerhill - Love the beach? Love your Kids? Want the cozy comfort of a Maine cottage with all the modern amenities? ...
From $932 per night (USD)VRBO
From $526 per night (USD)VRBO
Location! Location! Location! Oh Those River Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Open living/dining room area with sliding glass doors leading to furnished deck for river view relaxing, cocktails and s ...
From $526 per night (USD)VRBO
From $1798 per night (USD)VRBO
Luxury Waterfront Cottage in the Heart of Kennebunkport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to River Cottage – a beautifully renovated waterfront home just steps from downtown Kennebunkport. This 2-bedroo ...
From $1798 per night (USD)VRBO
From $532 per night (USD)VRBO
Cozy Kennebunkport Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy little cottage close to quaint downtown Kennebunkport. Easy access to the local beaches and downtown Cape Porpoise. ...
From $532 per night (USD)VRBO
From $619 per night (USD)VRBO
Private Beach House - Steps from Drakes Island Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the serene beauty of Drakes Island in Wells, Maine, and make our charming 3-bedroom, 2-bathroom private home y ...
From $619 per night (USD)VRBO
From $4765 per night (USD)VRBO
USA TODAY featured one of the best 50 houses to rent across the USA!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
FEATURED IN USA TODAY ON 12/17/17 as one of the "50 GREATEST HOUSES TO RENT ACROSS THE USA". This incredible home is f ...
From $4765 per night (USD)VRBO
From $2316 per night (USD)VRBO
Oceanfront Escape with Sweeping Ocean Views and Expansive Porch
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
ACCOMMODATION DETAILS This classic 19th-century shingle style home, originally designed by architect William Ralph Emers ...
From $2316 per night (USD)VRBO
From $524 per night (USD)VRBO
Plenty of Space and a Short Stroll to Dock Square
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This bright and comfortable house is newly listed and well maintained with new updates throughout and all new furnishing ...
From $524 per night (USD)VRBO
From $752 per night (USD)VRBO
Family Friendly Kennebunkport Home ~ Walk to Dock Square ~ Independent Office Space
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is designed for togetherness, enjoyment, and relaxation! LOCATION - 15 minute WALK (1 mile) to Kennebunkport D ...
From $752 per night (USD)VRBO
From $2298 per night (USD)Expedia
\"Old River House\", FAMOUS HISTORIC ELEGANCE. Waterfront/Crashing Ocean Sounds
- Bedrooms:
- 4
- Bathrooms:
- 10
- Sleeps:
- 21
Old world elegance. Built in 1848, this fully restored, approximately 7500 sq ft. ten Bedroom Estate on world famous, Oc ...
From $2298 per night (USD)Expedia
From $704 per night (USD)VRBO
Luxurious Home By The Beach - a true coastal home in the heart of Kennebunkport
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Kennebunkport! This 5 bedroom 4.5 bathroom house is located in the prestigious Cape Arundel neighborhood of K ...
From $704 per night (USD)VRBO
From $3121 per night (USD)VRBO
The AMAZING Pearl. Historical Luxury is part of this hidden gem! UPSCALE HOME.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to The Pearl On Maine! This completely updated and renovated home has been furnished in an upscale fashion, Agai ...
From $3121 per night (USD)VRBO
From $627 per night (USD)VRBO
Kennebunkport Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful newly built home with air conditioning, on a private road, within walking distance to charming downtown Kenn ...
From $627 per night (USD)VRBO
From $391 per night (USD)VRBO
Historic Kennebunkport home in the heart of the village. Steps to Dock Square.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1797, the Aaron Hovey house is completely restored to blend the old in with the new. The house has been placed ...
From $391 per night (USD)VRBO
From $575 per night (USD)VRBO
Drakes Island-Renovated!-tidal water views!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This 5 bedroom 2.5 bath house is located just a short walk to Drakes Island Beach! It sits within a beautiful neighborho ...
From $575 per night (USD)VRBO
From $831 per night (USD)VRBO
Beautiful 4 BR House & 2 BR Cottage on Ocean Avenue near Dock Square
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Located in a prime location on Ocean Avenue, just two blocks from the heart of Dock Square, this beautifully renovated h ...
From $831 per night (USD)VRBO
From $580 per night (USD)VRBO
Farmhouse Experience in a Beachside Community
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***Open for Summer rentals: 7 nights minimum - Friday to Friday bookings*** Exceptions are always considered. Enjoy bei ...
From $580 per night (USD)VRBO
From $2055 per night (USD)VRBO
Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Walk or bike to all shops and restaurants, less than 2 miles from one of the areas premier beaches. Downhill to two pub ...
From $2055 per night (USD)VRBO
From $317 per night (USD)VRBO
Charming Kennebunkport overlooking the Cape Arundel Golf Course
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This gorgeous one bedroom apartment features floor-to-ceiling windows overlooking the prestigious Cape Arundel Golf Cour ...
From $317 per night (USD)VRBO
From $583 per night (USD)VRBO
Drakes Island Oceanfront 6 Bedroom/3 Bath \nDISCOUNT for October dates
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
'229 Island Beach Road' is a 1950's architecturally designed oceanfront house located on a beautiful two mile stretch of ...
From $583 per night (USD)VRBO
From $598 per night (USD)VRBO
Stunning 3-Bedroom, 2.5-Bath Home, minutes from Drakes Island Beach – Book Now
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Charming Beach House on Drakes Island – Your Perfect Getaway Awaits! Escape to a relaxing retreat just steps from the s ...
From $598 per night (USD)VRBO
From $696 per night (USD)Expedia
Drakes Island! Ocean Views!- Across from Drake's Island Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Drakes Island! The stunning seaside community offers convenient amenities; with an affordable membership ($25 ...
From $696 per night (USD)Expedia
From $340 per night (USD)VRBO
Walk to Dock Square- Quiet neighborhood!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 4 Briarwood! This home is located less than a mile to Dock Square- where you will find restaurants, shops, an ...
From $340 per night (USD)VRBO
From $706 per night (USD)Expedia
5 bedroom Large Home-Walk to Shops & Restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
This property sleeps up to 13 people and is located at the end of a dead end road with maximum privacy! This queen victo ...
From $706 per night (USD)Expedia
From $708 per night (USD)VRBO
Late Summer Rate Reduction - Don't Miss This One
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Nightly rates reduced from end of August through Labor Day. Dates can be flexible, contact me if you have any specific d ...
From $708 per night (USD)VRBO
From $782 per night (USD)VRBO
Remarkable \"John Davis House\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
KPort Concierge is honored to welcome you to the enchanting ''John Davis House,'' your perfect escape in the vibrant hea ...
From $782 per night (USD)VRBO
From $1149 per night (USD)VRBO
Immaculate 4BR Farmhouse - Family Paradise w/ Jungle Gym - Mins To Dock Square
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Wild Rose Farm, a stunning 5-acre estate in Kennebunkport, blends luxury and nature. This beautiful property features a ...
From $1149 per night (USD)VRBO
From $891 per night (USD)Expedia
Beautiful, historic home near Dock Square, a unique Kennebunkport experience
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Experience Kennebunkport authentically at the Oliver Davis House in walking distance of Dock Square and the beach --a be ...
From $891 per night (USD)Expedia
From $405 per night (USD)VRBO
Relax in this comfy Log Cabin after your short walk back from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom, 2 full bath cottage. Large kitchen with 2 dining tables (seats 12+), open to the living room. Living room h ...
From $405 per night (USD)VRBO
From $649 per night (USD)VRBO
3-BR Home near Beaches, Restaurants and Shops.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ivy Cottage is filled with character and charm with an open concept kitchen and dining room, hardwood floors, vaulted ce ...
From $649 per night (USD)VRBO
From $1435 per night (USD)VRBO
6 Bedroom 6.5 Baths Heated In-ground Pool Located in Dock Square!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Luxury in Dock Suare!! This fully renovated 6 bedroom, 6.5 bathroom provides all the ameneties you would need while bei ...
From $1435 per night (USD)VRBO
From $590 per night (USD)Expedia
Spacious Beach House. Just a 3 minute walk to Drakes Island Beach. Dog Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to beautiful and cozy Drakes Island in Wells, ME. Take in the 2,800 feet of sandy beach and walk the trails in th ...
From $590 per night (USD)Expedia
From $607 per night (USD)VRBO
Upscale Home Minutes to Dock Square - Dog & Family Friendly, 3 Bed/3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This spacious, family friendly home located minutes from downtown Kennebunkport is ideal for families or larger groups v ...
From $607 per night (USD)VRBO
From $1101 per night (USD)Expedia
Historic Seaward Cottage Located Mins of Dock Square
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Fully restored to its former glory, one of the original family homes of the renowned Seawards is now available to anyone ...
From $1101 per night (USD)Expedia
From $729 per night (USD)VRBO
Pieces Homes Kennebunk - a design gem in a classic New England beach town\n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pieces Homes in Kennebunk is a stunning vacation property designed and furnished by home-design product company, Pieces ...
From $729 per night (USD)VRBO
Click For PricingExpedia
Kennebunkport 30 day rental , 1/2 mile from downtown , immaculate home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gracious 3 bedroom, 2 bath home, with large living room, comfy sofa, 54 " flat screen TV, WIFI, washer , dryer, dishwas ...
Click For PricingExpedia
From $344 per night (USD)VRBO
Recently renovated (2023), pet-friendly cottage a short walk to Dock Square and the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Sandpiper Cottage (renovated 2023) is a detached, private cottage with a queen bed, full bathroom, kitchen, sitting ...
From $344 per night (USD)VRBO
Click For PricingExpedia
Oceanview Stunner (never before listed)
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located just off Ocean Avenue, this warm coastal classic is one of a kind. Down a lovely private lane, with no thru traf ...
Click For PricingExpedia
From $406 per night (USD)VRBO
Funky Upstairs apartment - steps from local popular restaurant.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This apartment is part of a renovated post and beam barn from the 1700's. Everything is newly renovated with all new ap ...
From $406 per night (USD)VRBO
From $2189 per night (USD)Expedia
Ship Captain’s House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Situated in the heart of Kennebunkport only one block from Dock Square where you can find all the best shops, restaurant ...
From $2189 per night (USD)Expedia
From $404 per night (USD)VRBO
Bass Cove Point- Unique and Beautiful Water View Guest House Built in 2025
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Unique water view guest house. Two bedrooms- 3 beds plus ottoman. Nautical Maine coastal style. 15-minute walk to the ce ...
From $404 per night (USD)VRBO
From $1621 per night (USD)Expedia
5 Bedroom 5.5 Bath Luxury Waterview Home Near Beach and Walkers Point
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in the heart of Kennebunkport, Lonesome Pine is a beautifully restored Victorian-era home that blends timeless e ...
From $1621 per night (USD)Expedia
From $2511 per night (USD)VRBO
Luxury 4 Bedrooms 6 Bath, Spectacular Views of Walkers Point and Atlantic Ocean
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Experience unparalleled luxury in this stunning 4-bedroom, 6-bathroom oceanfront home, nestled along the prestigious Oce ...
From $2511 per night (USD)VRBO
From $1571 per night (USD)VRBO
Newly renovated Ocean Avenue home with ocean views. Walkable to town & beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You've decided to spend a week in Kennebunkport. The only decision left is where to stay. Look no further than 166 Oc ...
From $1571 per night (USD)VRBO
From $1332 per night (USD)VRBO
Beachfront Drakes Island Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beachfront Drakes Island family-owned (and much-loved) cottage, 30 feet from the deck to the sand. Sweeping views of pri ...
From $1332 per night (USD)VRBO
From $620 per night (USD)VRBO
Kennebunkport House - Short walk to Beach or Port
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming, immaculate, completely renovated 1200 sq ft 3 bedroom 1 bath home with hardwood floors, a short 15-minute walk ...
From $620 per night (USD)VRBO
From $485 per night (USD)VRBO
Stunning Cape-walking distance to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming cape has a new lease on life! The original circa 1900s home has been stunningly renovated to bring toget ...
From $485 per night (USD)VRBO