
Condo holiday rentals in Kennebunkport
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Top-rated condo rentals in Kennebunkport
Guests agree: These condos are highly rated for location, cleanliness and more.

Luxury Beach Front Condo! Prime Location!
✨ Condo is directly on beach & in heart of Old Orchard Beach ✨ Special winter rates! ✨ Encourage reserving multiple nights to bring down the per night cost ✨ Minimum stay varies, typically 1 to 3 nights ✨ Unless the trip is within the next few weeks, please don't book trips that leave a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨ To simplify things we typically do not negotiate rates✨

Over 1000 Five Star Reviews! Walk to Dock Square !
Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Oceanfront Condo with Awesome Views
Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Elegant 1 bedroom cabin just 50ft from the beach#2
This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

First Floor Portland Condo 3 Bed 2 Bath + Parking
A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

Cozy condo by the beach!
Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

Waterfront Two Master Suite Penthouse with Rooftop
2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

Portland 1 Bedroom Condo in the Arts District.
You’ll love my sunny, clean home because of its central PENINSULA location in the heart of Portland's arts district with floor-to-ceiling windows on the first floor of a charming red brick Victorian. Walk to restaurants, music venues, theaters, museums, and galleries from this abode full of period details like high ceilings, wood floors, built-ins, decorative fireplace, and a full kitchen with all the basics. A truly unique space for a getaway.

Tranquil Haven - Minutes from Perkins Cove
Welcome to Tranquil Haven, your home away from home in the beach village of Ogunquit. I am hopeful that your time away will be relaxing, enjoyable, and an oasis away from the busyness of life This studio condo is minutes from Perkins Cove and the Marginal Way. It has been completely renovated with a relaxing feel and genuine coastal charm. Quiet and Peaceful with first floor conveniences and parking right outside the condo.

Old Port on foot
Newly renovated, spacious and modern top-floor condo in a posh historic building in the heart of downtown Portland. Leave your car behind! Walking distance to tons of bars/restaurants, stores, a block from the Portland Harbor/Commercial St and 3 blocks from Merrill Auditorium. Please note there is an additional $50 cleaning charge for stays greater than 7 nights. For stays greater than 14 nights, the cleaning fee is $180.

Lovely 1-bdr condo in historic downtown Portsmouth
Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.
Popular amenities for Kennebunkport condo rentals
Weekly condo rentals

All is Wells – Incredible Location! Walk to Beach

Rising Tide at Long Sands Beach!

Endless Direct Beachfront Views! 2 Oversized Decks

Ocean views on Gooch's Beach!

Nautical Mile Resort #234_ King Bed_Pool/Hot Tub

Starfish Condo Wells Beach

Barefoot in Maine

Coastal Vacation Townhouse Finest Kind
Pet-friendly condo rentals

Arlie's Digs! - One Block To Willard Beach!

Falmouth 3 Bedroom/2 Bath Loft Condo

Charming 2-Bedroom Back Cove Retreat

Condo in Old Orchard Beach

Ocean View! - Luxury Condo with Beach Access

New 2BR 2King beds Private Apt Downtown Brunswick

1st Floor - Fabulous Ocean Views!

Cozy Contemporary River's Edge Retreat
Condo rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Steps from Beach | Pool | Parking | Large Deck

Centrally located Ocean Towers condo in Ogunquit

Summit View | New Build, Ski in/out, All Year Pool

Cozy, clean, 2nd floor condo in Conway, NH!

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Luxurious Penthouse- Ski-In/Out Condo at Cranmore
Quick stats about condo rentals in Kennebunkport

Total holiday rentals
Explore 10 holiday rentals in Kennebunkport

Nightly prices starting at
Kennebunkport holiday rentals start at $202 NZD per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Kennebunkport holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kennebunkport rentals

4.9 Average rating
Kennebunkport stays are highly rated by guests—averaging 4.9 out of 5!
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Crane Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- North Hampton Beach
- King Pine Ski Area
- East End Beach
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Gunstock Mountain Resort
- Bear Brook State Park
- Cape Neddick Beach
- Crescent Beach State Park
- Palace Playland
- Bradbury Mountain State Park




