
Cottage holiday rentals in Kennebunk
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Top-rated cottage rentals in Kennebunk
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Deja Blue~Guest Beach House
Our beach guest house is an oceanfront dream for a couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Cozy & Quiet Modern Cottage
Modern studio cottage designed and maintained with sustainability and eco-friendliness in mind, located in a quiet and very safe Portland neighborhood only a 7-10 minute drive (and $10-13 Uber/Lyft ride) from downtown Portland, the Old Port, and most local attractions. The cottage is a walkable mile (+/-) from Allagash Brewing (and the 4 other breweries there), and is within walking distance (.5 mi) of the restaurants and bars at Morrill's Corner. This is an LBGTQIA- and BIPOC-friendly space.

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled just next door to Ferris Farm, our family-run flower farm, this charming cottage offers the perfect private space to rest and recharge. Even as the gardens rest for winter, there’s beauty all around. Stay in and enjoy slow, coffee-filled mornings, quiet walks around the property, and cozy, starlit evenings by the fire pit. Or take a drive and explore Portland’s diverse food scene. Perfect for a romantic retreat, solo escape, or remote work getaway.

Sweet cottage in quiet convenient coastal setting.
Our cottage is featured i n Terry John Woods "Summer House" as a quintessential cottage of Maine. Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth and within a ten minute ride to five beautiful beaches. Cape Neddick Beach being the closest one, a five minute ride. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River .

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Bright, clean, private cottage near Higgins Beach!
Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Charming Designer Cottage on Marsh
Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

#2 Walk to the beach Vintage Cottage.
3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

The Little Cottage - Under the Trees & By the Sea
It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

Modern cozy cottage in historic coastal Maine
Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

Bright & Cozy Beachside Cottage in Camp Ellis
HOUSE IS FULLY FUNCTIONAL - NO STORM DAMAGE. Chill with family or friends, work remotely, and/or do a whole lot of nothing at this chic, freshly renovated beach house in the best coastal neighborhood of Southern Maine. Unobstructed water view, a 1 block walk to Huot's restaurant & bar, the neighborhood beach, and a buzzing marina with wave runners and sailing trips are at your disposal. Old Orchard Beach & solid restaurant options are within 5-10 min drive.
Popular amenities for cottage rentals in Kennebunk
Cottage rentals with a hot tub

Cottage 225 "Beach House"

Freshly Renovated, Family-Friendly Coastal Cottage

Quaint New England Cottage in the Pines | Lakeside

"Secret Summer" Savings

Cozy Cottage Minutes from Ogunquit

Fully Renovated/4min to K-port/HotTub/Game Room

Cottage in Wells Maine

Cozy Cottage with Ocean Views, Wells Maine
Pet-friendly cottage rentals

Family & Pet Friendly, Lakefront Home

Lovely cottage on Sunrise Lake, Middleton, NH.

Ocean View Cottage on Cape Neddick Beach

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

Sunset Haven - Little Sebago Lake

True Maine Artist Cottage with Outdoor Shower

The Great Escape - Picturesque Sebago Lake

Long Sands True Maine Cottage | Bring Your Pup
Private cottage rentals

Portsmouth Waterfront Cottage

Charming Coastal Cottage | Winter in Ogunquit, ME!

Big Pine Cottage Ogunquit

The Lil'house - A Mountain Top Modern Cottage

Beach Cottage. 2-Bedroom/1-Bath. Steps to beach!!

Quaint Year round Cottage

*River Rose Cottage* River I Tub I Fireplace

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 | $279 SGD | $259 SGD | $259 SGD | $263 SGD | $271 SGD | $311 SGD | $389 SGD | $389 SGD | $289 SGD | $304 SGD | $324 SGD | $284 SGD | 
| 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 cottage rentals in Kennebunk
 - Total holiday rentals- Explore 110 holiday rentals in Kennebunk 
 - Nightly prices starting at- Kennebunk holiday rentals start at $117 SGD per night before taxes and fees 
 - Verified guest reviews- Over 3,920 verified reviews to help you choose 
 - Family-friendly holiday rentals- 90 properties offer extra space & child-friendly amenities 
 - Pet-friendly holiday rentals- Find 10 rentals that welcome pets 
 - Holiday rentals with a pool- 60 properties feature pools 
 - Rentals with dedicated workspaces- 30 properties have a dedicated workspace 
 - Wifi availability- 110 of Kennebunk holiday rentals include wifi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi and Pool across Kennebunk rentals 
 - 4.8 Average rating- Kennebunk stays are highly rated by guests – averaging 4.8 out of 5! 
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- Rentals with beach access Kennebunk
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- Pet-friendly rentals Kennebunk
- Rentals with a kayak Kennebunk
- Rentals with outdoor seating Kennebunk
- Waterfront rentals Kennebunk
- Rentals with an EV charger Kennebunk
- Rentals with a firepit Kennebunk
- House rentals Kennebunk
- Family-friendly rentals Kennebunk
- Rentals with a hot tub Kennebunk
- Cabin rentals Kennebunk
- Rentals with a patio Kennebunk
- Fitness-friendly rentals Kennebunk
- Cottage rentals York County
- Cottage rentals Maine
- Cottage rentals United States
- 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
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- East End Beach
- Dunegrass Golf Club
- Funtown Splashtown USA
- Salisbury Beach State Reservation
- Willard Beach
- Parsons Beach
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- Wentworth by the Sea Country Club
