
Holiday rentals in Kennebunk
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Top-rated holiday rentals in Kennebunk
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Birch Sea
This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

Private Modern Loft featured in Maine Home+Design
Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

Get back to nature in this new woodsy retreat.
K-port License: STR-2100303 Perfect for "leaf peeping". Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

Lower Village Lofts •North• Steps to Dock Square
The Lower Village Lofts *North* is a newly renovated large studio apartment located in the heart of the action - just steps from Dock Square (downtown Kennebunkport) and 1/2 mile to the beach! This unit features a brand new fully equipped kitchen, all new designer and higher end furnishings, and a custom built-in room divider complete with an electric fireplace, armoire, and 50" smart TV. The bedroom area has a new king bed with luxurious bedding, black out shades, and an additional smart TV.

Maple Moon Farm, stay at a historic Maine farm! 1
Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Farmhouse Experience in a Beachside Community
2025 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Cape Porpoise Private Guest Suite with King Bed
Come relax in the guest suite of our new modern farmhouse, 1 mile from Cape Porpoise's village town centre in Kennebunkport. Enjoy a private entrance and outdoor seating space/ fire pit overlooking a wooded lot. The 1000 sq. ft. space is bright and roomy. It has a king-sized bed with tv, kitchenette, office area and a 50 inch smart tv in the comfy living room. Walk outside our home and find 27 miles of interconnecting conservation land trails.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

HotTub/5min to K-port, Pet friendly, @anchorunwind
Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."
Popular amenities for Kennebunk holiday rentals
Other great holiday rentals in Kennebunk

The Maine Frame: Modern A-Frame Cabin | Freeport

Everything's "Well Ashore"- 1 mile to Wells Beach!

Coastal Maine Retreat ~ 1 Mile to BEACH! Outdoor T

Classic, calm river view & centrally located home

Starfish Condo Wells Beach

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Romantic New England Historic Schoolhouse c1866

Secluded Coastal Home & Cottage 3 Minutes to Beach
When is the best time to visit Kennebunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹19,765 | ₹19,765 | ₹22,488 | ₹20,643 | ₹21,873 | ₹25,035 | ₹27,934 | ₹28,549 | ₹23,191 | ₹22,049 | ₹20,555 | ₹23,542 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals in Kennebunk

Total holiday rentals
Explore 870 holiday rentals in Kennebunk

Nightly prices starting at
Kennebunk holiday rentals start at ₹5,271 per night before taxes and fees

Verified guest reviews
Over 31,340 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wifi availability
850 of Kennebunk holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Kennebunk rentals

4.8 Average rating
Kennebunk stays are highly rated by guests – averaging 4.8 out of 5!
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach State Park
- Crane Beach
- Popham Beach, Phippsburg
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- Wolfe's Neck Woods State Park