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Kennebunkport Winter Rentals & Holiday Homes
Discover winter rentals Kennebunkport - We found 294 exact matches
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About Kennebunkport Winter Rental on SunSkiResorts
Planning a winter vacation in Kennebunkport? Discover 294 places to stay, ideal for families, friends, groups, or wedding retreats.
At SunSkiResorts, explore a wide array of accommodations in Kennebunkport, ME perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Winter accommodations in Kennebunkport start at US $807. The most popular properties in Kennebunkport include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.
To book your winter vacation homes in Kennebunkport, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Kennebunkport and unlock incredible deals.
Frequently Asked Questions About Kennebunkport Winter Rentals
There are a lot of options in Kennebunkport. If you plan on staying in the Kennebunkport area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Kennebunkport:
- Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
- Quintessential Maine Beach Cottage
- Historic Kennebunkport home in the heart of the village. Steps to Dock Square.
- Summer 25 sold out. ONLY 1 wk left in summer 2026! 25&26 off season- AVAILABLE!
- Goose Rocks Beach! Immaculate 4-BR.
- Historic Schoolhouse Near Goose Rocks ,Pet Friendly, Pottery Lessons, Riverside
- Waterfront Home with Pier
- Peaceful Riverfront Retreat
- Historic Kennebunkport home only 0.3 miles to Dock Square
- Fab Sunny Kennebunkport home ,7Mins.beach,Openings for Summer 2024, 365 per nite
- Summer Breeze at Goose Rocks Beach
- Tranquil Tides Home for 8
- The Harbor Inn
- Sunny Lighthouse - Goose Rocks
See all pet-friendly vacation rentals in Kennebunkport on SunSkiResorts
About 294 holiday rentals in Kennebunkport boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include: