Holiday houses in Freeport

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Freeport

  • Total holiday rentals

    Explore 250 holiday rentals in Freeport

  • Nightly prices starting at

    Freeport holiday rentals start at $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 12,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Freeport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Freeport rentals

  • 4.9 Average rating

    Freeport stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Tiny home in Freeport
5 out of 5 average rating, 14 reviews

The Craic House Maine #mainethewaylifeshouldbe

This unique place has a style all its own. Custom Designed and Newly Built by your Host. Inspired by Freeport Maine's Rich Maritime History."The Craic House Maine" is both Beautiful and Comfortable with it's Bold Coastal Colors, Nautical Decor and Custom Details throughout. Create a selfie with the interactive Compass Mural. Explore Wolfe's Neck State Park and the LL BEAN Flagship Store. Both just minutes away. End your day enjoying an outdoor fire under the stars. #Maine The Way Life Should Be

Top Guest favourite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal
4.99 out of 5 average rating, 468 reviews

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.

Guest favourite
The cozy living area features a stone fireplace framed by wood paneling. Comfortable seating is arranged around a small table, with a wall-mounted television visible. A stylish quilted bed is situated in the background, enhancing the studio's inviting ambiance.
Home in Freeport
4.96 out of 5 average rating, 133 reviews

The Outlet Studio, Rustic Comfort w Fireplace

Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Guest favourite
Cabin in Freeport
4.97 out of 5 average rating, 38 reviews

Luna 22-ft dome w/ star loft & full bath - 07

Wake to the treetops dancing, framed by the huge glass wall in front of your bed. The Luna pairs modern luxury with the outdoors: a gorgeous full bathroom, a kitchenette, and a stargazing loft w/ queen bed. Just outside, a seating area surrounded by string lights invites you to unwind by the fire. Tucked into a serene, wooded, luxury glamping campground at the edge of the Desert of Maine's iconic dunes, this spacious, stunning dome lets you experience nature in exquisite comfort.

Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 139 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Top Guest favourite
Home in Freeport
5 out of 5 average rating, 15 reviews

Mermaid's Chair | Private Beach | Hot Tub

*Hot tub not available after October 27- April This is a rare one. A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport.

Guest favourite
Two white adirondack chairs are positioned on a grassy area beneath towering trees, offering a serene view of the calm water in the distance. Lush green foliage surrounds the space, contributing to the peaceful atmosphere of the outdoor retreat.
Home in Freeport
4.94 out of 5 average rating, 86 reviews

Coastal Maine Waterfront Retreat

Newly renovated, peaceful waterfront retreat in South Freeport, Maine. Very private with 180 degree views of the ocean. In a quiet neighborhood with private steps leading to a small beach in an idyllic cove on beautiful Casco Bay. Ideally located in a gorgeous and peaceful spot for all seasons! Come relax on the coast of Maine and explore all that Maine has to offer! Create your own adventures – Check notes below for distances to some top area attractions...

Guest favourite
A charming blue Victorian-style house is set on a spacious corner lot, surrounded by trees displaying autumn colors. A curved driveway leads up to the entrance, where manicured shrubs flank the walkway, enhancing the inviting façade of the home.
Home in Freeport
4.95 out of 5 average rating, 131 reviews

Freeport Escape – LLBean | Fire Pit | 3 King | A/C

The Freeport Escape – A charming early 1900s home with modern amenities. Located in the heart of Freeport, walkable to shopping, restaurants, breweries, and the Amtrak station. Set on a private corner lot, enjoy the fire pit, porch grilling, and spacious outdoor area. Cozy up by the indoor fireplace in cooler months. Perfect for families, couples, and friends. 🛏️ 3 King Beds | Family-Friendly | ❄️ A/C | 🔥 Fire Pit | 🪵 Indoor Fireplace 📍 STRR-2022-82

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, 140 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 favourite
A spacious sitting area is visible from the entrance, featuring a contemporary sofa and a grand piano. Natural light floods the room through large windows, with artwork adorning the walls and decorative elements placed thoughtfully on shelves.
Guest suite in Freeport
4.98 out of 5 average rating, 203 reviews

Solar Suite surrounded by Nature

Solar suite on conservation property offers peaceful getaway. Large sitting room furnished with contemporary sofa, reading area, bedroom nook with natural latex Queen mattress on Japanese platform, kitchen island/toaster oven, mini fridge, dishes, silverware, linen napkins (please note this is not a full kitchen for preparing meals) private bath/shower. On the lower level of our home with private entrance. Cedar hot tub available.

Top Guest favourite
The front porch features comfortable seating options, including chairs and a small table, surrounded by plants and flowers. The entrance is framed by wooden pillars, with a gravel pathway leading to the entrance of the home. A red accent gable adds distinct character.
Home in Freeport
5 out of 5 average rating, 111 reviews

Beautiful Home with Hot Tub in town Freeport

Beautifully appointed home with hot tub and just a 5 min walk into town. Comfortable home in a quiet neighborhood, two queen bedrooms and two baths. A-C units throughout. Fully equipped kitchen: gas stove, dishwasher. Large living room with TV, wifi and work-space. Washer and dryer on-site. Whole house generator in case of power outage. Large backyard with hot tub and private parking on-site. No shared spaces.

Top Guest favourite
A modern kitchen is equipped with a stainless-steel microwave and stove beneath a stylish backsplash. The countertop features a sink and invites meal preparation. A comfortable nook with a raised twin bed can be seen in the background, surrounded by decorative plants.
Guest suite in Freeport
4.98 out of 5 average rating, 127 reviews

Studio Apartment in Freeport

Relax with your family in this modern studio apartment. Kids or adventurous adults will love climbing into the twin bed nook to read a book or sleep. Have a seat at the table to play a board game, eat a home cooked meal, or devour takeout. Lay in the king bed or sit on the couch to watch a movie or just relax. We are in a private wooded area just 5 minutes from downtown Freeport.

Popular amenities for Freeport holiday rentals

When is the best time to visit Freeport?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$351 NZD$354 NZD$342 NZD$384 NZD$346 NZD$389 NZD$409 NZD$432 NZD$375 NZD$378 NZD$335 NZD$320 NZD
Avg. temp-6°C-4°C1°C6°C12°C18°C21°C20°C16°C10°C4°C-2°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Freeport?

    Yes! Work meets play with ease at over 100 vacation rentals in Freeport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Freeport?

    Four-legged friends are welcome in Freeport. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there Freeport vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Freeport, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in guesthouse rentals in Freeport?

    Experience the best of Freeport with our guesthouse rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Freeport?

    Freeport has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Freeport have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Freeport. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Freeport have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Freeport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Freeport have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Freeport. Enjoy a tailored experience with all the comforts you desire.

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Freeport