Villa vacation rentals in Kennebunkport

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Top-rated villa rentals in Kennebunkport

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Top guest favorite

Villa in Conway

4.96 out of 5 average rating, 114 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!

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

Guest favorite

Villa in Fryeburg

4.97 out of 5 average rating, 74 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.

Guest favorite

Villa in Barnstead

4.96 out of 5 average rating, 75 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 3 kayaks, paddleboard or paddle boat. 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.

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.

Villa in Standish

New! Sandy Cove Escape Limit 8

335 - 3 Bedrooms, 2.0 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - 3-bedroom 2 bathroom with a large sandy beach. One bedroom on the main floor with a Queen and twin bed. There are 2 bedrooms on the 2nd floor. One bedroom with a full bed. The other bedroom upstairs has a Queen bed and 2 twins. There is a full bathroom on the 1st and 2nd floor. The very large lot with plenty of sitting areas to enjoy the views of the lake. The large sandy beach is one of the biggest we have in our inventory.

Guest favorite

Villa in Ogunquit

4.95 out of 5 average rating, 94 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!

Villa in Bridgton

New! Highland Lake Cottage Limit 8

486 - 4 Bedrooms, 2.0 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - This 2-bedroom 1.5 bath with two bunkrooms, is just steps away from Highland Lake. The home also has a bunk area upstairs and one in the basement. The main floor has a bedroom with a queen bed and a bedroom with 2 sets of bunk beds. The full bath is located on the main floor. Upstairs is another sitting area along with a Queen bed. There is also a half bath upstairs. The basement bunk room has a sitting area, and games.

Villa in Sebago

Whip Poor Will Limit 5

WHIP POOR WILL 1 Bedrooms,1 Bathrooms sleeps 5 OCCUPANCY LIMIT 5 - ONE PET OK with $125 fee - PEABODY POND SHOREFRONT. What a spot! Loads of privacy at this cottage that sits literally at the water's edge. A perfect getaway spot. Listen to the cry of the Loons and watch beautiful sun and moon rises. Screen porch, large stone fireplace, open living/dining area, well equipped kitchen. Lovely view, relax and listen to the brook that borders the property. Nice dock and swim float.

Superhost

Villa in Madison

4.6 out of 5 average rating, 30 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!

Villa in Standish

Limberlost Limit 6

LIMBERLOST 2 Bedrooms,1 Bathrooms (sleeps6) OCCUPANCY LIMIT 5- STRICT LIMIT OF 4 OCCASIONAL DAY GUESTS - SEBAGO LAKE BEACHFRONT. Pleasant, yet rustic, shorefront cottage on absolutely beautiful beach on the west shore of Sebago Lake. Picnic table on the screen porch overlooking the water, Nice quiet location. Pretty view of Sebago. WiFi, High speed internet and basic cable. Great spot! DOG CONSIDERED WITH $125 PET FEE Waterfront/Lot Description: beautiful sandy beach.

Villa in Windham

Shuriken Shores Limit 5

375 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 2-bedroom 1 bath cottage on Pettengill Pond. Enjoy 50 feet of water frontage, dock and amazing water views. The main floor has an open concept Kitchen/Living area. The couch in the living room is a pull out. Both bedrooms and the full bath are also on the main floor. The walkout basement level gives up some extra space during your stay and direct access to the water. The laundry area is in the basement as well.