Kennebunk Rentals
From $590 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 $590 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 $736 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 $736 per night (USD)VRBO
From $573 per night (USD)Expedia
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 $573 per night (USD)Expedia
From $402 per night (USD)VRBO
Innkeepers Room at Kennebunkport Inn, Free Parking, Near Dock Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 560 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $402 per night (USD)VRBO
From $500 per night (USD)VRBO
Thompson Suite with Fireplace at Kennebunkport Inn, Near Dock Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 320 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $500 per night (USD)VRBO
From $642 per night (USD)VRBO
Griffin Suite at Kennebunkport Inn, Free Parking, Near Kennebunkport Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Begin your idyllic hilltop retreat with us, perfectly located in the heart of Dock Square! Experience a timeless, homeli ...
From $642 per night (USD)VRBO
From $310 per night (USD)VRBO
Dock Square Queen-Queen at Kennebunkport Inn, Free Breakfast, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 310 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $310 per night (USD)VRBO
From $580 per night (USD)VRBO
Hackenberg King with Seating Area at Kennebunkport Inn, Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 675 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $580 per night (USD)VRBO
From $538 per night (USD)VRBO
Perkins Suite at Kennebunkport Inn, Complimentary Breakfast, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 540 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $538 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 $613 per night (USD)Expedia
Westwind-a home filled with art and whimsy in Drakes Island - Wells Beach, Maine
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to this awesome house in Drakes Island, Maine. This quaint property boasts 5 bedrooms, including a king bed, two ...
From $613 per night (USD)Expedia
From $598 per night (USD)VRBO
1 Mi to Drakes Island Beach: Cottage w/ Deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Pellet Grill & Dining Set | Modern Interior w/ Nods to Coastal Maine | Close to Seafood Wells is your oyster when you s ...
From $598 per night (USD)VRBO
From $327 per night (USD)Expedia
Lock Shop Cottage: Renovated 1800s home near Dock Square, perfect getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to "The Lock Shop" This 1800s-era bungalow-style home was once the residence of a fellow who operated his lock s ...
From $327 per night (USD)Expedia
From $1135 per night (USD)VRBO
5 bedroom w/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 $1135 per night (USD)VRBO
From $390 per night (USD)Expedia
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 $390 per night (USD)Expedia
From $654 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 $654 per night (USD)VRBO
From $329 per night (USD)VRBO
Walk to Beach and downtown Kennebunkport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Arlington Arms Condo in Kennebunkport Nestled in the picturesque setting of Kennebunkport, the Arlington Arms complex of ...
From $329 per night (USD)VRBO
From $464 per night (USD)VRBO
Walk to Dock Square and Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Year-Round Cottage in Kennebunkport Welcome to your serene retreat in the heart of Kennebunkport! This charmin ...
From $464 per night (USD)VRBO
From $767 per night (USD)VRBO
Walk to Dock Square and beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in a tranquil neighborhood just a stone's throw from Dock Square, this classic Cape Cod home offers the perfect ...
From $767 per night (USD)VRBO
From $371 per night (USD)VRBO
Kennebunkport - Right on the water at marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a charming cottage where dreams are delivered and cherished memories are built. Nestled amidst nature's embra ...
From $371 per night (USD)VRBO
From $327 per night (USD)VRBO
Lovely Historic home on Maine Street in Kennebunkport.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Maine Street in Kennebunkport Welcome to your perfect getaway on Maine Street in the picturesque town of Ken ...
From $327 per night (USD)VRBO
From $80 per night (USD)VRBO
Condo at Windward Point - Unfurnished - Year-round rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your dream home nestled in the serene community of Windward Point Drive. This newly built condo is more than ...
From $80 per night (USD)VRBO
From $1537 per night (USD)VRBO
Ocean, River, and Coastal Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Ocean and River Views: Your Perfect Family Getaway Discover the perfect retreat for your family at this centrally locat ...
From $1537 per night (USD)VRBO
From $166 per night (USD)VRBO
Beautiful single family home located 1 mile from Kennebunkport/Dock Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Charming 3BR Home Near Kennebunkport's Dock Square Welcome to your ideal getaway, just one mile from the bustling Dock S ...
From $166 per night (USD)VRBO
From $1472 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 $1472 per night (USD)VRBO
From $588 per night (USD)VRBO
Captains Quarters Sum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This rental is off the beaten path on a private road minutes from Wells' famed beaches, local attractions and d ...
From $588 per night (USD)VRBO
From $814 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 $814 per night (USD)VRBO
From $716 per night (USD)VRBO
Idyllic Drakes Island Home with Private Beach Path!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 240 Island Beach Road on Drakes Island in Wells, Maine! An original Drakes Island beach home that's been tas ...
From $716 per night (USD)VRBO
From $803 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 $803 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 $1503 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 $1503 per night (USD)VRBO
From $2463 per night (USD)VRBO
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
PLEASE CONFIRM WITH US PRIOR TO BOOKING BEFORE PAYING THIS BOOKING SITE ANYTHING. WE ARE LISTED ON MULTIPLE BOOKING SIT ...
From $2463 per night (USD)VRBO
From $1388 per night (USD)Expedia
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 $1388 per night (USD)Expedia
From $590 per night (USD)VRBO
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)VRBO
From $791 per night (USD)Expedia
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 $791 per night (USD)Expedia
From $705 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 $705 per night (USD)VRBO
From $825 per night (USD)Expedia
Luxury Townhouse - Maine
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
KPort Concierge is proud to introduce you to our Maine Street property. Looking for a vacation destination that will pro ...
From $825 per night (USD)Expedia
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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 ...
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From $401 per night (USD)Expedia
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 $401 per night (USD)Expedia
From $1101 per night (USD)VRBO
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)VRBO
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LOCATION! STEPS TO DOCK SQUARE - RENOVATED HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
RENOVATED HISTORIC KENNEBUNKPORT COLONIAL NEXT TO DOCK SQUARE This beautiful, 2500 sq ft, 5 bedroom, 2 full bath vacati ...
Click For PricingExpedia
From $6191 per night (USD)VRBO
Exclusive Luxury Estate With Infinity Pool, Tennis Court, and Putting/Chipping
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 10
Legacy Properties Sotheby's International Realty is thrilled to introduce the majestic estate located in the distinguish ...
From $6191 per night (USD)VRBO
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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 $410 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 $410 per night (USD)VRBO
From $2702 per night (USD)Expedia
Oceanview Elegance: Majestic Kennebunkport Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Legacy Properties Sotheby’s International Realty invites you to experience unparalleled luxury at 234 Ocean Avenue in Ke ...
From $2702 per night (USD)Expedia
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Beautiful Cottage Near Beaches & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated charming cottage with 2 bedrooms and 1.5 baths located on 1.5 acres with a huge yard. Open floor concept ...
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From $373 per night (USD)VRBO
Discover Kennebunk charm near Dock Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the delightful town of Kennebunk and enjoy your ideal seaside retreat in our snug 1-bedroom holiday house. Situ ...
From $373 per night (USD)VRBO
From $3104 per night (USD)VRBO
Modern Elegance: State-of-the-Art Luxury Retreat Near Colony Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Legacy Properties Sotheby's International Realty is excited to showcase 9 Arlington Avenue, a pinnacle of modern luxury ...
From $3104 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 $949 per night (USD)Expedia
Spacious Post-and-Beam Style Kennebunkport Home Near Town and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Well-appointed Kennebunkport home minutes from beaches, shops and restaurants. Relax in a post-and-beam style interior ...
From $949 per night (USD)Expedia
From $820 per night (USD)VRBO
Remodeled 6 Bedroom Century Home Walking Distance from Beach and Downtown
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Under new ownership. Full interior re-design and re-decoration are complete. More photos still to come This charming co ...
From $820 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 $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 $601 per night (USD)Expedia
Stylish 2 bedroom quaint cottage with sunroom near beaches, galleries & dining
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in the tranquility of this tastefully designed space. This recently refurbished cottage is a home away from home ...
From $601 per night (USD)Expedia
From $483 per night (USD)VRBO
Charming 2 bedroom cottage near beaches, galleries & dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated and professionally designed cottage has all the amenities of home, comfortable beds, plush linens a ...
From $483 per night (USD)VRBO
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 $1401 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 $1401 per night (USD)VRBO
From $1336 per night (USD)VRBO
Heart of Dock Square, Kennebunkport
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
KPort Concierge is proud to introduce you to our Maine Street property. Looking for a vacation destination that will pro ...
From $1336 per night (USD)VRBO
From $190 per night (USD)VRBO
Condo on Arlington -Ocean views from the roof top!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is a 1 bedroom 1.5 bathroom suite located in a prestigious neighborhood of Kennebunkport. You are a short ...
From $190 per night (USD)VRBO
From $713 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 $713 per night (USD)VRBO
From $497 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 $497 per night (USD)VRBO