home rentals in kennebunkport

Your Guide to The Best Vacation Home Rentals in Maine

Maine Private Home Rental Houses offer direct home rentals from owners and rental agencies. Renting a private home in Maine is a great way to vacation with your family or friends. You have the spaciousness and amenities of home, in an exciting new setting, like the waterfront in Kennebunkport or ski in ski out at Sugarloaf.

House rentals are available along the Maine coast, in towns like YorkWellsKennebunkport and Old Orchard Beach, as well as further Down East. If your travels take you into Maine’s western lakes and mountains, you will find lakeside camp rentals, chalets and ski houses for rent near Sugarloaf, Sunday River, Saddleback and Shawnee Peak.

Legacy Properties Sotheby’s International Realty offers an extensive variety of Luxury Vacation Rentals in Maine.

Point Sebago Resort | Sebago Lake Casco 207-558-8000 | 261 Point Sebago Road, Casco, Maine
775 acre resort with one mile of sandy beach on pristine Sebago Lake. 18-hole championship golf course recognized as one of the best by Golf Digest. Marina, boat rentals, sports center, 6 tennis courts, Lakeview Restaurant, fishing, Spring and Fall Getaways - golf packages, Pirates of Sebago, Murder Mystery and family weekends. Summer long: Free children’s programs, nightly entertainment, family fun. Resort Cottage Lodging, RV and camping options. Only 2.5 hrs from Boston. “#1 Family Friendly Resort in the Northeast” - Woman’s Day Magazine. Learn More
Seaside Houses Cottages | Kennebunk Beach 207-967-4461 | 80 Beach Ave, Kennebunk Beach, Maine
New 2 and 3 Bedroom Cottages with river and/or ocean views just 100 yard walk across dunes from sandy Kennebunk Beach. These luxurious upscale year round homes feature fully equipped kitchens, living rooms, dining areas, separate bedrooms, screened in porch and deck. Central heat and AC, Gas Fireplaces, Flat Screen TV’s and free WiFi. Sit back on your porch and relax just one mile from Kennebunkport’s famous Dock Square with its unique shops and restaurants. These cottages offer a fabulous year round getaway retreat. Learn More
The Cottages at Cabot Cove | Kennebunkport 207-967-5424 | 7 S Maine St, Kennebunkport, Maine
Catering to couples, captivatingly cozy, and quintessentially coastal, this magical enclave of 16 petite cottages is a departure from traditional inns, Bed and Breakfasts, and hotels in Kennebunkport, Maine. Cabot’s whimsically intimate accommodations offer the perfect seasonal getaway; serene and peaceful being tucked away in a cove, but also conveniently located near downtown. Perhaps Renovation Style magazine summed up The Cottages at Cabot Cove best — “decorated little houses with patios and lush landscaping, clustered next to Cabot Cove, one of Maine’s most beautiful saltwater settings.” Learn More
Ski Esta | Sunday River, Newry 833-754-3782 | 24 Powder Ridge Rd , Newry, Maine
Luxury home for large, extended family vacations in the beautiful Maine mountains. Spectacular views. Indoor heated pool with built in spa and year round waterfall. Two (2) multi-person steam rooms. Cinema quality home theatre room. Entertainment areas with state of the art, large screen TV’s and surround sound. Dream Chef’s kitchen. Formal dining room seats 28 with additional seating for 18. Game tables, billiards. One of a kind roof top deck. Free WiFi. Learn More
Pink Blossoms Resort | Ogunquit 207-646-7397 | 154 Shore Road, Ogunquit, Maine
Ogunquit’s premier Family Resort is within strolling distance to Ogunquit Beach, Marginal Way, Downtown Ogunquit and Perkins Cove. An easy walk to galleries, fine restaurants, shops and the Ogunquit Playhouse. Our variety of updated room types accommodate couples and families. All 30 units are non-smoking and feature WIFI, Satellite TV and fully equipped kitchenettes. Enjoy our outdoor pool, hot tub, tennis, pickleball, children’s playground, BBQ grills and picnic area. Learn More
Boothbay Harbor Summer Cottages | Boothbay Harbor 800-762-8433 | 50 Sugar Maple Lane, Boothbay, Maine
Experience the vacation of a lifetime with our selection of the finest cottages in the Boothbay Harbor Region. Come stay at our 5 star cottages and get all the exclusive membership benefits at Boothbay Harbor Country Club and discounted green fees. Enjoy the new Wellness Center and its fitness room, tennis courts, pickleball courts, heated salt water pool, hot tub and poolside bar. Embark on a private coastal tour on one of our boats – See historic lighthouses, seals, puffins or simply explore our quaint harbors and beautiful coastline. Learn More
Red Squirrel Lodge | House Rental - Old Orchard Beach 207-934-7364 | 208 East Grand Avenue, Old Orchard Beach, Maine
A seaside family retreat located in the exclusive Grand Beach section of Old Orchard Beach. This spacious eight bedroom, three bath lodge was specially designed for large family groups. It is situated on a two acre wooded lot providing privacy and plenty of room to stretch and play. The beach, considered by many to be the best section of the seven miles of sandy shoreline along Saco Bay, is just a short walk across the street and accessible via a public access walkway. Learn More
The Maine Houses | Bryant Pond 207-846-9131 | 20 Lake Road , Bryant Pond, Maine
The Maine Houses offer the perfect getaway for 4 to 94 guests. Accommodations range from a Lake front Lodge to Victorian Inn to Private Suites. Located on a lake in the mountains of Western Maine and close to the Sunday River Ski Resort and Mt. Abram skiing, these four large guest houses are the ideal spot for your group’s next family reunion, family vacation, ski club, school or church group outing. Open year-round, each house is fully equipped with all the basics, plus some have fireplaces, steam room, hot tub, TV/DVD/VCRs, sound system, WiFi, gas grills and more. Learn More
Island View Inn | Rockport 207-596-0040 | 908 Commercial Street, Rockport, Maine
Time will slow at our ocean front inn as you stroll manicured lawns and garden trails of our 23 hillside acres overlooking Penobscot Bay. Impeccable AAA 3-Diamond rated. Each room with its own distinctive decor, amenities and private balcony or deck with stunning views of the bay. Large lobby with fireplaces and cozy seating area, heated outdoor pool, AC, refrigerators, cable TV. Binoculars, hair dryer, iron and board in every room, coffee and tea in the AM. Free local phone calls. King-size beds (with quilts). Some adjoining rooms. Learn More
Seaside Cottages | Southwest Harbor / Tremont 207-244-7746 | 41 Gunlow Pond Road, West Tremont, ME
My husband and I invite you to share the beauty of our property on the western side of Mount Desert Island. Our home and cottages share 500 feet of bold granite and stone beach shoreline with a southwesterly exposure on Blue Hill Bay. Our location is private, decidedly uncommercial yet convenient to surrounding towns and Acadia National Park. Our rates are competitive and the setting incomparable. We rent weekly Saturday to Saturday. Come, relax and enjoy the peace and quiet with us. Learn More
Ogunquit Timeshare Rentals | Ogunquit 877-815-4227 | 306 U.S. Route 1, 639 Maine Street, Ogunquit, Maine
For luxury accommodations at an affordable price, SellMyTimeshareNow.com has an extensive inventory of Ogunquit timeshare rentals available. At up to 70% off traditional resort pricing, travelers can stay at luxury resorts such as the InnSeason Resorts, The Falls at Ogunquit and Hillcrest Condominiums. Guests can enjoy convenient on-site amenities such as a year-round indoor heated pool, hot tubs, sauna, and fitness center. When it’s time to retire for the night, guests can enjoy their luxury suites equipped with a full kitchen, fireplace, cable TV, and high-speed Wi-Fi. To find out more, visit SellMyTimeshareNow.com or call 877-815-4227. Learn More
Legacy Properties Sotheby's Rentals | Kennebunkport 207-370-5479 | 9 Arlington Avenue, Kennebunkport, Maine
Legacy Properties Sotheby's International Realty is proud to present to you, 9 Arlington Avenue in Kennebunkport. Luxury finishes throughout this impressive, architecturally significant property. Five bedrooms with en-suite bathrooms across 3 floors, central AC, smart home enabled with a sound system and an elevator. Easy walking to Colony Beach and has access to a nearby heated pool area for a daily fee. Private chef and Sommelier services may be available. Learn More

Imagine arriving at your house rental in Maine, a true home away from home. You have the convenience of a full kitchen, and the comforts of a living room, patio, outdoor area, the privacy of multiple bedrooms and baths. With more space than your typical condo suite or hotel room, you and your family can spread out in your home rental.

tic home interior in maine

House rentals also provide the opportunity to travel with extended family, bring the grandparents, siblings or close friends along to share the cost and the fun of the house rental for a vacation. Of course with any activity whether it’s dining out, kayaking the coast, hiking a mountain, the more the merrier.

Whether you rent a private Maine house for a week, a month, or an entire season-long rental, you can make day trips to explore Maine and return to your rental property at the end of the day to enjoy the spaciousness and comforts of home without the stress of packing up or being squeezed into a small hotel or motel room. You can even run a load of laundry, take a nap in a private bedroom, or play on your private lawn. If Maine is nicknamed “Vacationland”, then consider renting a vacation home in Maine for your homeland and enjoy all the amenities of home away from home. Old Orchard Beach rentals are among the more popular vacation stays for families on the Maine coast.

old orchard home rentals in maine

A word of caution: Please be aware, as very few vacation home rentals have their own websites, you will find listings for rentals on various websites including Craig’s List. Any vacation home rental promoted on Craig’s List may be a scam with false advertisements or no legitimate rental properties. Be sure to seek vacation rental directories like VacationHomeRentals.com or visit the vacation home rental’s website to see photos and contact the owner or rental agent directly for details, address, and assurance that the property exists.

All vacation home rentals listed on our Maine Vacation Rentals have real properties, and legitimate websites, so its a good place to start planning your Maine vacation.

As you plan your classic Maine vacation, you may decide that renting a house, a cottage or a condo is preferable to staying in a hotel, motel or inn. Vacation home rentals in Maine offer great flexibility. You have the benefit of added home amenities like a full kitchen, living room, family room, fireplaces to gather round, outdoor patios, decks and private bedrooms, and you can accommodate your family or friends so it often provides savings over that Maine hotel room. 

maine home rentals

Vacation homes in Maine for rent range from oceanfront mansions to cute cottages and camps or condos. You can rent a cabin on a lake or on a mountain in Maine’s ski country. Most Maine vacation rentals are typically available by the week, but some cottages rent nightly or for a weekend, cabins and cottages can even be rented for an entire season. Imagine renting a beachfront cottage for the summer in Maine. You can even renta houseboat in the mid-coast of Maine. Pretty dreamy, especially when you have all the comforts of home but a view that’s out of this world. 

Tips for Finding the Best Vacation Rental in Maine

Tips for finding the best Vacation Home to rent in Maine:

1. Location, Location, Location

When you are browsing for a vacation home rental in Maine, first consider where you would like to spend your vacation in Maine. The Southern Maine Coast has beachfront cottages and home rentals in close proximity to the waterfront, beaches, within a short drive for day trips to amusements parks, golf, boating excursions from YorkOgunquitWells and Kennebunkport, and of course lots of great restaurants and outlet shopping.

Large waterfront homes, like 82 Ocean in Kennebunkport for example can be historic, spacious and just steps to the beach and some of the best restaurants in Maine. If you prefer a quieter more rustic vacation rental, then Maine’s lakes and mountains are peaceful, and prime for a cabin or cottage rental. Ski resorts in Maine offer condos, cabins and private homes for rent often on the slopes so you can ski in – ski out at Sunday RiverSugarloafSaddleback and Shawnee Peak.

2. Size of house rental

Maine house rentals can be cute one-room cottages on the beach, or expansive 5-6+ bedroom mansions and estates on the water or on the slopes of a Maine ski resort.  If you are vacationing in Maine with the family, you will want the spaciousness of a home away from home, so a private house rental is ideal. If you just need a small house rental on the coast, there are all shapes and sizes of housekeeping cottages to rustic elegant cabins within a luxury resort that offer room service, dining, spa treatments, you name it. Traveling with the family, staying in a house rental may be a better option than staying at an all suite hotel, you will have private bedrooms, more than one bathroom, living and dining space and often a quieter setting than a hotel.

3. Season

Vacationing in Maine is a treat in all seasons. Deciding when to rent a home in Maine depends on what activities you long for. Renting a vacation home in spring offers un-crowded beach walks and beautiful budding gardens along the coast, for far less money than peak July and August in Maine, though maybe not swimsuit weather. Summer in Maine is the best for boating, beach days, hiking in the mountains, kayaking and canoeing on Maine’s pristine lakes and ocean. Maine winter brings snow and fantastic skiing and snowmobiling – perfect when you have a private home to return to after your day out exploring the wintry trails and cozy up next to a roaring fire.

4. Services

Most vacation home rentals come full equipped with pots, pans, dishes, utensils, linens and towels. Other rental homes and cottages are more rustic, you may be asked to bring your own linens or towels for example. At some home rentals, you are welcomed by the owner or rental agency, toured around the property and provided all the amenities you will need from linens to beach passes. Maybe even access to an area pool or fitness facility. Renting at an RV park or campground, or a house boat, you may have to bring your own supplies, but the activities and entertainment for families is non-stop and super family-friendly.

5. Security Deposit

Vacation home rentals in Maine, whether through an agency or a vacation rental by owner generally require a security deposit. This refundable security deposit is usually based upon the value of rental home, and can range from $250-$3,000. The security deposit is collected by the owner or Maine home rental agency prior to your arrival and refunded only after you have checked out and the owner, housekeeper or agency has inspected the property to assure you left it as instructed, clean, no damage, etc. Leave the home tidy and as you found it and you should have your security deposit refunded in full.

6. Maine Home Rentals direct from Owners

Some house rental owners go through a rental agency to market and manage rentals for the property. Of course, agencies take a commission from the rental, meaning these homes may rent for a bit higher price. You may choose to can seek vacation rentals by owner to get a better deal for your vacation stay, hence the term – VRBO – but you may not have the full service of an agency. Be sure to ask the owner questions, like if they include housekeeping or an individual to contact in the area the event of an issue.

See our list of Maine Vacation Home Rentals to begin your search for the perfect home away from home for your Maine cottage, home or cabin rental. Once you have found the ideal Maine property to rent – with just the right location, number of bedrooms and deck with a beautiful view, be sure to ask what is included in your home rental, what time is check in and check out, and what the rental policies are so you know before you go. Enjoy Vacationland in your Maine vacation home rental.

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