Villa vacation rentals in Kennebunkport

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Top-rated villa rentals in Kennebunkport

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Top guest favorite
A bright living area features a stone fireplace as the focal point, surrounded by large windows that allow natural light to fill the space. A comfortable sectional sofa and two leather armchairs are arranged around a coffee table on a textured rug, creating a welcoming atmosphere.
Villa in Conway
4.97 out of 5 average rating, 125 reviews

Luxurious Retreat with Hot Tub & Walk to Echo Lake

Welcome to the most luxurious home in the Valley. We designed, built and equipped this home for the most comfortable rental experience possible. From Boll & Branch Sheets to a DeLonghi espresso machine, we have cut no corners and thought of everything. Our goal when we built and designed this house was to create a cozy & upscale spot to escape to in North Conway. With Echo lake only a 5 minute walk & multiple ski mountains only minutes away, our villa is the perfect jumping point for any season!

Superhost
A charming cottage exterior is surrounded by lush green grass. Two wooden lounge chairs and a small table are placed under a large green umbrella, inviting relaxation. Flower boxes adorned with colorful plants are positioned beneath the windows, enhancing the cottage's welcoming appearance.
Villa in Wells

Sea Rose

Welcome to Sea Rose! This cozy one-bedroom cottage is nestled in the charming Holiday House resort, conveniently located just outside the Ogunquit town line in beautiful Moody, Maine. It's the perfect spot to unwind and experience everything southern Maine has to offer. You’ll love the tasteful decor throughout, plus a full kitchen and an inviting living space. The spacious bathroom features a stand-up shower, while the cozy bedroom comes with a comfortable Queen-size bed. The resort also has a

Top guest favorite
A spacious kitchen features modern appliances, including a stainless steel stove and overhead lighting. Wooden cabinets and an island with bar seating complement the open layout, which flows into the dining and living areas. Large windows allow natural light and views of the outdoors.
Villa in Fryeburg
4.98 out of 5 average rating, 82 reviews

R&R White Mountain Retreat (Mtn Views!)

Enjoy a fully-stocked Mountain Retreat! Breathtaking sunsets, modern amenities, full kitchen - PLUS popcorn maker, lobster pot, blender, waffle maker, coffee maker, etc! Open floor plan for gatherings that spills out onto the covered patio with grill & fire pit (split wood provided). Beaches and kayak/canoe rentals just minutes away. North Conway Outlets are 12 mi away. Ski slopes galore and snowmobile trails accessible from the house! More adventurous, message me for hikes or family walks.

A cottage exterior is shown, featuring wooden shingles and large windows that provide natural light. Two blue adirondack chairs are positioned on the lawn, alongside a picnic table on a flat grassy area, surrounded by trees and under a clear blue sky.
Villa in Windham

Boomfish Limit 5

518 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 - A waterfront 2 Bedroom 1 Bath on Highland Lake in Windham. Enjoy lake living while being less than 30 minutes from Portland. The cottage has an open living space with views of the lake from the living room and kitchen. Both bedrooms are on the main floor with full beds. There is also a loft with 2 twin beds. A nice-sized flat lot with a fire pit near the water. Shallow entry is great for swimming. Also enjoy the 2 kayaks provide.

The exterior of a two-story house is presented, showcasing a gray siding and a peaked roof. A prominent front entrance features white railings leading to a covered porch. Large windows and a balcony enhance the design. Neatly trimmed shrubs frame the walkway and driveway.
Villa in Wells
5 out of 5 average rating, 6 reviews

Beach Villa w/Ocean Views 2 Blocks from Shore

6 bedrooms, 5 baths; sleeps 12. 3,200 sq. feet. Property features eat-in kitchen w/ gas range; screened-in porch; 2 master suites on 2nd floor; huge 2nd-floor deck with ocean views; 3 bedrooms on main level; lower level w/bedroom, full bathroom, family room, game room, and access to yard. There is plenty to do, including ping pong, foosball, and air hockey, piano, 4 TVs, and whole-house sound system. The huge backyard has a badminton/volleyball net, horseshoes, and a putting green.

The cottage exterior features a single-story design with large windows allowing for ample natural light. A well-maintained lawn surrounds the structure, and a patio area is visible with comfortable seating set against a backdrop of tall trees.
Villa in North Sebago

Mary's Lakeview - Limit 10

MARY'S LAKEVIEW 4 Bedrooms,1 Bathrooms OCCUPANCY LIMIT 10 guests - This 4 bedroom 1 bath cottage has a large yard, views of Sebago Lake, and just 0.2 miles from Nason's Beach. Your rental comes with a free walk on pass to Nason's Beach. All the living area is on the 1st floor. A open floor plan combines the living room, dining room, and kitchen. 2 bedrooms with king beds. The 3rd bedroom has a futon. The 4th bedroom has 1 twin bed and 1 full. There is also a sleeper sofa in the foyer.

Guest favorite
An outdoor dining area features a large wooden table surrounded by black chairs. A light fixture hangs above, with sunlight filtering through the trees, enhancing the serene lake view beyond the railing.
Villa in Barnstead
4.95 out of 5 average rating, 83 reviews

Private lake, ski, hike, kayak, paddleboard, fish

A cherished and spacious 4-season family vacation home welcomes you. Hike, bike and ski nearby. Skate or snowmobile on the frozen lake. From the private beach or dock, push off with our kayaks, canoe, or paddleboard. We provide fishing poles, air mattresses, and kids toys, as well as tennis and pickleball rackets and golf clubs for free games minutes down the road. Grill dinner and eat on the covered deck, or sit in the Adirondack chairs at the firepit as the sun sets over the lake.

Guest favorite
A well-maintained putting green is featured in the foreground, with two flags positioned on the artificial turf. In the background, a spacious deck with outdoor seating is visible, shaded by two blue umbrellas. Lush greenery and flowers surround the area, enhancing the outdoor space.
Villa in Ogunquit
4.93 out of 5 average rating, 100 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

ULTIMATE OGUNQUIT BEACH HOUSE! Renovated & fully equipped private oasis located in the heart of beautiful downtown Ogunquit, ME Park on site & walk to the beach, restaurants/bars & village shops all in under 5 minutes! Ideal for families, friends or couples looking for a perfect beach getaway. Our goal is to provide you with everything you need so there’s less time spent on essentials & renting equipment. Queen, double bunk bed, & 2 pull out couches can sleep 6 comfortably!

A firepit made of large stones is situated near the water, with remnants of wood and ash visible. The tranquil lake reflects greenery from trees along the edge. A dock is seen in the distance, leading out over the calm water.
Villa in Sebago
5 out of 5 average rating, 3 reviews

Eva's Place Limit 7

578 - 4 Bedrooms, 3.0 Baths (Sleeps 7) OCCUPANCY LIMIT 7 Waterfront home has 4-bedroom 2 bath. The home has great finishes with a dock on the Northwest River. Direct access to Sebago Lake. Sit around the firepit with views of the water. 3 heat pumps provide AC for the home. Views of the water from the kitchen and living room. 2 bedrooms and 1 bath downstairs. 2 bedrooms upstairs with a Jack and Jill bathroom. 2 kayaks and 1 canoe provided. Fishing poles also provided.

Villa in Madison
4.63 out of 5 average rating, 32 reviews

Indoor Saltwater Pool | Sauna | Mountain Views

Welcome to the crown jewel of Eidelweiss! Offering breathtaking views of the White Mountains. Your very own indoor oasis, complete with an indoor saltwater pool and sauna. Savor your morning coffee on the top-floor deck, where you can gaze at the majestic Mount Washington. Create culinary delights in the kitchen and gather around the fire pit in the backyard for cozy evening conversations. With 11 beds in the property, there's space for all of your family and friends!

A spacious deck featuring a round glass table surrounded by six cushioned chairs is seen against a backdrop of lush trees. A gas grill is positioned in the corner, with views of the serene lake visible through the greenery.
Villa in Naples

New! Joyfull Camp Limit 10

399 - 4 Bedrooms, 2.5 Baths (Sleeps 10) OCCUPANCY LIMIT 10 - Newly remodeled 4 bedrooms and 2.5 baths. The house has 3 levels. 3 bedrooms on the top level and 1 bedroom on the bottom level. A full bathroom on the main floor and 3rd floor, plus a half bath on the bottom level. 118' of frontage for easy access for swimming. A large deck to enjoy the views of the lake or tie your boat up to. The large deck is a great place to hang out with views of the lake.

An outdoor seating area features several black Adirondack chairs arranged around a circular fire pit. Gravel flooring surrounds the fire pit, while a backdrop of lush green hills and a clear blue sky extends into the distance.
Villa in Sebago
5 out of 5 average rating, 3 reviews

Sebago Sunrise Limit 8

513 - 3 Bedrooms, 2.5 Baths (Sleeps 8) OCCUPANCY LIMIT 8- A 3-bedroom 2.5 bath house with stunning views. This property has 180 degrees of unbeatable mountain, lake, and pond views! Enjoy sunrise views over Sebago Lake. The property has great sitting areas outside to take in the views. The large lot offers plenty of room for kids to enjoy. There are also disc golf baskets and a basketball hoop. The automatic generator and Telsa charger are great pluses.

Popular amenities for Kennebunkport villa rentals

Quick stats about villa rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport vacation rentals start at R26,271 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kennebunkport rentals

  • 5 Average rating

    Kennebunkport stays are highly rated by guests—averaging 5 out of 5!

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