Vacation rentals in Freeport

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Freeport

  • Total vacation rentals

    Explore 250 vacation rentals in Freeport

  • Nightly prices starting at

    Freeport vacation rentals start at G$16,734 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,870 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Freeport vacation 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 vacation rentals in Freeport

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

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Top guest favorite
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 favorite
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 favorite
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, 132 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 favorite
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 favorite
The kitchen features white cabinetry and a modern stainless steel stove. A round wooden table, set with blue placemats, includes a vibrant floral centerpiece. Natural light streams through the window, illuminating the space, which is equipped with essential appliances and ample counter space.
Guesthouse in Freeport
5 out of 5 average rating, 240 reviews

Cozy Maine Barn Hideaway- 2nd Floor Guesthouse

Welcome to our spacious 1000 sq. ft. Maine barn guesthouse! This bright and comfortable retreat is the perfect base for exploring all that Maine has to offer. Enjoy the fully-appointed kitchen, equipped with everything you need. The quiet bedrooms feature memory foam beds for a restful sleep, and the bathroom boasts a spacious shower. Please note that we have a no-pet policy due to allergies. Book your stay today and experience the best of Maine! Registration #: STRR-2021-24

Top guest favorite
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 favorite
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, 130 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 favorite
Home in Raymond
5 out of 5 average rating, 29 reviews

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Welcome to Salmon Point Cottage a 1,000 sq. ft. cabin on stunning Panther Pond. Deck sits less than 10’ from the water with direct dock access. Open concept living with high-end kitchen. Cozy up by the gas stove. Swim, kayak, or relax by the firepit—your private lakeside retreat awaits. This property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Gas burning fireplace -Washer & Dryer -Fully Equipped Kitchen

Top guest favorite
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 favorite
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 favorite
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 favorite
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, 103 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 vacation rentals

When is the best time to visit Freeport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,463 GYDG$42,881 GYDG$41,417 GYDG$46,437 GYDG$41,835 GYDG$47,065 GYDG$49,575 GYDG$52,294 GYDG$45,391 GYDG$45,810 GYDG$40,580 GYDG$38,698 GYD
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