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.

1 of 1 pages1 / 1
Guest favourite
Cabin in Freeport
4.95 out of 5 average rating, 106 reviews

A-frame w/ towering 18ft glass wall & deck - 15

The Escape is a gorgeous A-frame cabin that features an 18' wall of glass overlooking beautiful woods. It is set among the tranquil northern pines of the recently renovated campground on the edge of the famous dunes of the Desert of Maine. The cabin has everything you need to enjoy a luxurious, relaxing outdoor experience. It is just a short walk away from the Unwind Nordic Spa which includes a sauna, hot tub, plunge pool, cold plunge, and more. Disconnect from the world at this beautiful A-fram

Top Guest favourite
Tiny home in Freeport
5 out of 5 average rating, 15 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
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 258 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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, 134 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.

Top Guest favourite
Home in Freeport
5 out of 5 average rating, 27 reviews

Freeport Retreat

3 bed, 2 bath home in a quiet neighborhood 2 miles to downtown. Sunset from the Adirondack chairs in the front yard. Fully equipped kitchen all set for a lobster dinner or a picnic at the beach. Coolers, beach chairs, towels, sand toys, yard games, bicycles all at your disposal. Bathrooms stocked with towels, toiletries and the inevitable forgotten items. Beds made with crisp linens and duvets. TV in every bedroom, free WIFI. EV charger and large shared back yard. Owner on site.

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, 140 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.

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, 205 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
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.

Top Guest favourite
A charming cottage is showcased against a backdrop of lush greenery. Large windows reflect natural light, while vibrant flowers and greenery frame the entrance, enhancing the natural setting. The simple design features a light-colored exterior and a cozy, welcoming presence.
Guesthouse in Freeport
5 out of 5 average rating, 104 reviews

Mast Landing Cottage

Keep it simple at this centrally-located newly renovated cottage. Downtown Freeport is only 1.2 miles away for shopping, restaurants, and even the Amtrak! Wolfe's Neck State Park, Mast Landing Audubon Sanctuary, and Winslow Park are also close for miles of hiking and kayaking. Portland is a 20 minute drive and Brunswick/Bowdoin College are only 15 minutes away.

Popular amenities for Freeport holiday rentals

When is the best time to visit Freeport?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$351 NZD$355 NZD$343 NZD$384 NZD$346 NZD$389 NZD$410 NZD$432 NZD$375 NZD$379 NZD$336 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 house rentals in Freeport have wifi?

    Absolutely! We offer over 90 house rentals with wifi in Freeport. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Freeport have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Freeport. Enjoy a tailored experience with all the comforts you desire.