Vacation rentals in Bald Head

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Top-rated vacation rentals in Bald Head

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Guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 585 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top guest favorite
A modern building with a light-colored exterior features large windows and a steeply pitched roof. A set of stairs leads to an upper entry, while two wooden garage doors are present at ground level. Surrounding greenery enhances the serene setting.
Guest suite in Cape Neddick
4.97 out of 5 average rating, 399 reviews

Peaceful Coastal Retreat

Tucked into the woods along Maine’s rocky coastline, this private retreat is designed for guests looking to truly slow down. Located midway between Ogunquit and York, you can enjoy the beaches, shops, and restaurants—then return to the quiet seclusion of your own space. Sit on the deck, listen to the wind in the trees and birds nearby, and take in the surrounding forest or a star-filled sky. It’s a simple, peaceful setting—perfect for relaxing and experiencing the Maine coast at your own pace.

Top guest favorite
The exterior of a single-story home is presented, featuring a light gray facade with stone accents. A driveway leads to an attached garage. Two white chairs are positioned on the front lawn, which is bordered by greenery and flowers. A clear blue sky complements the scene.
Home in Wells
4.97 out of 5 average rating, 170 reviews

3 BR Seaside Home/Great Neighborhood-Walk to Beach

Our beautiful seaside home is the perfect place to make summer memories. Located east of Route 1 and within walking distance to Ogunquit's North Beach (1 mile). Quiet, family-friendly neighborhood. Great for riding bikes, skateboarding or walking. Several well-known restaurants and trolley stop to Ogunquit are within a 5 minute walk. A grocery store and pharmacy are less than a 10 minute drive. *Booking Summer 2027: Weekly rentals (7 nights) w/Sat. only check-in (6/19/27-8/27/27)*

Top guest favorite
A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.
Home in Kittery Point
5 out of 5 average rating, 184 reviews

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

Top guest favorite
A landscaped garden is displayed, featuring a cluster of vibrant pink flowers in the foreground, set against a backdrop of tall green foliage and yellow blooms. A rustic metal fixture stands nearby, while a charming house with red accents is seen in the distance among the trees.
Guest suite in York
5 out of 5 average rating, 115 reviews

York Lake Front House

Get away from the stress and enjoy this lake front lower unit apartment tucked in a serene nature environment. A short bike ride ride to Short Sand, Long Sands beaches and the Nubble light House. Just minutes from waterfront dining and shopping at Perkins Cove and Village of Ogunquit. After a long day at the beach relax on the covered patio watching the ducks and geese on the lake while the squirrels and chipmunks run abound. Listen to the wide variety of birds singing.

Guest favorite
A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.
Cottage in Ogunquit
4.86 out of 5 average rating, 286 reviews

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!

Guest favorite
The exterior entrance of the property features a paved pathway leading to a dark blue front door, flanked by two windows. A small bench is positioned nearby, and an American flag is displayed on the ground. Lush greenery surrounds the area.
Home in Wells
4.92 out of 5 average rating, 274 reviews

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

Guest favorite
A charming white cottage is set amidst greenery, featuring a welcoming entrance with a teal door. A small porch is equipped with two outdoor chairs and a grill, offering a cozy space for relaxation. The surroundings include a grassy area and a neighboring shed.
Cottage in Ogunquit
4.94 out of 5 average rating, 129 reviews

Cottage at Footbridge Beach Ogunquit

Our one bedroom cottage is a perfect spot to enjoy all the beach life has to offer! This charming cottage is just a few minute walk to the Footbridge and Ogunquit beach and close to many popular restaurants and bars. The bedroom has a queen size bed , tiled bathroom, cozy living area and a kitchenette with a refrigerator, microwave, toaster oven and coffee maker. Limited marsh views from the private outdoor space with room to grill and relax. All linens provided

Top guest favorite
A cozy living space features light blue walls and a sloped ceiling. A gray sofa is centered on a neutral area rug, with a wooden coffee table in front. Natural light floods in from a window above, providing a bright ambiance complemented by a floor lamp.
Apartment in York
4.97 out of 5 average rating, 192 reviews

Cute 1-Bedroom apartment in the woods by the sea

This 1- bedroom apartment is a half mile walk to Cape Neddick Beach, yet tucked away in the privacy of the woods. When the surf is up you can hear the waves crashing on the nearby rocky cove and the clang of the ocean bell buoy. Also conveniently located within 3 miles of York Beach, Ogunquit, Cape Neddick Golf Course, and the Cliff House Resort. Cape Neddick has it all: coastal cliffs, a sandy beach, a scenic river, hiking trails, and fine dining.

Top guest favorite
A cozy living space features exposed wooden beams and wide pine flooring. A comfortable sofa is placed beside a coffee table, while a television is mounted above a brick fireplace. Natural light fills the room through multiple windows, enhancing the inviting ambiance.
Apartment in York
4.98 out of 5 average rating, 343 reviews

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

Top guest favorite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5 out of 5 average rating, 133 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite
A charming cottage features light blue siding and white trim, complemented by a small porch with railing. Surrounding trees provide shade, while a picnic table and grill are positioned in the grassy yard. Stone landscaping offers a natural backdrop to the cottage.
Cottage in York
4.97 out of 5 average rating, 153 reviews

Tiny house living close to Ogunquit center!

This tiny house is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

Popular amenities for Bald Head vacation rentals

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  2. United States
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  5. York County
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