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Holiday houses in Bald Head

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Top-rated holiday rentals in Bald Head

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Top Guest favourite
A weathered sign reading 'Rose Cottage' hangs from a tree, with vibrant autumn leaves surrounding the area. A quiet road is visible in the background, framed by trees, creating a serene and inviting atmosphere.
Guest suite in Lebanon
4.97 out of 5 average rating, 195 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Top Guest favourite
A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.
Place to stay in Shapleigh
5 out of 5 average rating, 104 reviews

Romantic New England Historic Schoolhouse c1866

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Top Guest favourite
A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.
Home in Cape Neddick
4.99 out of 5 average rating, 145 reviews

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

Top Guest favourite
A well-maintained putting green is featured in the foreground, with two flags positioned on the artificial turf. In the background, a spacious deck with outdoor seating is visible, shaded by two blue umbrellas. Lush greenery and flowers surround the area, enhancing the outdoor space.
Villa in Ogunquit
4.94 out of 5 average rating, 108 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

ULTIMATE OGUNQUIT BEACH HOUSE! Renovated & fully equipped private oasis located in the heart of beautiful downtown Ogunquit, ME Park on site & walk to the beach, restaurants/bars & village shops all in under 5 minutes! Ideal for families, friends or couples looking for a perfect beach getaway. Our goal is to provide you with everything you need so there’s less time spent on essentials & renting equipment. Queen, double bunk bed, & 2 pull out couches can sleep 6 comfortably!

Top Guest favourite
A modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.
Apartment in Kittery
4.97 out of 5 average rating, 247 reviews

Fresh + Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-24-67

Top Guest favourite
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.

Top Guest favourite
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
4.95 out of 5 average rating, 246 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 favourite
Natural light fills the spacious living area, highlighting comfortable seating and a cozy nook with cushions. A wooden ladder leads to an elevated bookshelf and soft reading space. Large windows offer views of the maintained gardens outside.
Guesthouse in York Harbor
4.91 out of 5 average rating, 527 reviews

Stone Cove Cottage

Fall asleep to the sound of the York Harbor bell buoy and waves crashing on the shore. Awake to beautiful sunrises over the ocean and lobster boats heading out to sea. Walk to York Harbor Beach or stroll the Cliff Walk taking in quintessential Maine views. Long Sands Beach is a 3 minute drive and Short Sands and Cape Neddick Beaches just a bit further around the corner. The cottage sits on a shared property that boasts beautiful gardens and year round ocean views.

Top Guest favourite
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, 183 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 favourite
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 Harbor
4.98 out of 5 average rating, 338 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 favourite
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, 107 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.

Guest favourite
A living area features a sleek black chair and a wooden folding table positioned in front of a wall-mounted television. Light-colored walls are complemented by decorative wall art. A doorway leads towards the kitchen area, providing access to additional amenities.
Condo in York County
4.9 out of 5 average rating, 226 reviews

Tranquil Haven - Minutes from Perkins Cove

Welcome to Tranquil Haven, your home away from home in the beach village of Ogunquit. I am hopeful that your time away will be relaxing, enjoyable, and an oasis away from the busyness of life This studio condo is minutes from Perkins Cove and the Marginal Way. It has been completely renovated with a relaxing feel and genuine coastal charm. Quiet and Peaceful with first floor conveniences and parking right outside the condo.

Popular amenities for Bald Head holiday rentals

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