Freeport vacation rentals

4.99 out of 5 average rating, 395 reviews

A charming post-and-beam cottage with a warm wood accent facade is surrounded by a serene snow-covered landscape. A welcoming porch features two Adirondack chairs set beside planters, framed by large glass doors that invite natural light inside.

Cottage in Pownal

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

A spacious deck is highlighted by a large red umbrella providing shade over a dining table with four chairs. Lush greenery from surrounding trees creates a serene backdrop, while a few decorative plants add color to the setting.

4.73 out of 5 average rating, 577 reviews

Freeport Village Sunny Studio

Privacy and nature on the edge of the Village with a deck onto the yard, laundry, and small kitchen. You'll enjoy sitting out on the deck listening to the birds and you may see a deer, woodchuck, or chipmunk. Very quiet residential street. Walk to trails (5 min, Bow Street Market (5 min), LLBean (5min), restaurants (5-8min), and Amtrak (4min). Have the best of both worlds! We have an extensive guidebook to the area available through the Airbnb platform. Take a look! (Note: No microwave.)

4.96 out of 5 average rating, 138 reviews

A light-filled kitchen area showcases a vintage-style stove and a dining table with tall stools. Wood flooring extends throughout the space, complemented by large windows allowing natural light. A cozy atmosphere is created by the muted color palette and simple furnishings.

Apartment in Yarmouth

Sweet 1-Bedroom Apartment in Vintage Village Cape

Built roughly 200 years ago, the traditional cape housing this first-floor apartment is located on a hilltop above the Royal River, just steps from restaurants, trails, and waterfront. It's been thoroughly renovated, and features pretty much all the comforts of home—including a full kitchen with dishwasher, a wood-burning fireplace insert, an all-natural mattress (super comfy), and a clawfoot tub-equipped bathroom. Oh, and if you're bringing a third, let me know—and I'll roll in the rollaway.

The exterior of a custom-built home is shown, featuring a warm wood facade and large windows. A spacious deck with outdoor seating is presented, surrounded by a manicured green lawn and wooded areas. The structure is designed to blend in with its natural surroundings.

4.97 out of 5 average rating, 236 reviews

Waterfront Private Apartment only 5 min to LLBean!

Guest apartment with private entrances, king bed, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 8 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

4.97 out of 5 average rating, 236 reviews

A serene coastal view is captured at dusk, showcasing tranquil waters reflecting softer tones of pink and purple. The landscape features a sandy shore lined with greenery and rocky formations, surrounded by trees in the distance.

Loft in Freeport

Cozy & Private Studio Apartment (Pet Friendly!)

Recently renovated studio apartment, very cozy, with a private side yard and entrance, kitchenette and TV (Roku with Netflix, Disney Plus, Hulu and Amazon). Very comfortable queen size bed with floor space for kids, if desired. Fantastically located just over a mile from beautiful Winslow Park's walking trails and beach, four miles south of downtown Freeport's shopping and 15 miles north of the popular city of Portland. Housebroken and well behaved pets welcome to join their humans!

5 out of 5 average rating, 179 reviews

A modern kitchen features white cabinetry and granite countertops. Stainless steel appliances, including an oven, microwave, and dishwasher, are arranged for convenience. Natural light enters through a window above the kitchen sink, illuminating the wood flooring and overall design.

Barn in Freeport

Cozy Maine Barn Hideaway- 2nd Floor Apartment

Welcome to our spacious 1000 sq. ft. Maine barn apartment! 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 private 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

4.91 out of 5 average rating, 115 reviews

An airy cabin interior features wood beams and a large sliding glass door, providing access to a deck and surrounding greenery. A small dining area with a table and two chairs is visible alongside a well-equipped kitchen area, complete with modern appliances.

Tiny home in Bowdoinham

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

4.97 out of 5 average rating, 510 reviews

A cozy cottage is surrounded by greenery, featuring a combination of stone and wood accents. Large windows allow natural light to enter, while a welcoming entryway is flanked by blooming shrubs. The landscaped yard offers a peaceful setting among the trees.

Cabin in Freeport

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

4.92 out of 5 average rating, 227 reviews

A cozy nook is situated under sloped eaves, featuring a small desk with a chair and a decorative rug. The closet doors are open, revealing a compact workspace filled with natural light from the adjacent area.

Apartment in Freeport

1000 sq. ft. 1BR+ Apt Close to Town & Nature

This very spacious and light filled apartment has beautiful views of a marsh and the headwaters of the Harraseeket River. It is also across the street from a 100+ acre bird sanctuary. There is a queen bed in the bedroom, a full in the large living room, and a twin in a small nook under the eaves off of the kitchen. You can put kayaks in across the street and it is a short 20 minute walk into downtown Freeport. Great year-round location.

An expansive deck is shown, featuring a circular cedar hot tub at its center. The wooden flooring is partially covered in snow, and tall trees can be seen in the background, providing a natural setting. Large windows line one side of the deck, allowing natural light to fill the space.

4.98 out of 5 average rating, 160 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.

4.94 out of 5 average rating, 152 reviews

A bright and airy interior features a white door leading to a bathroom area with a modern toilet. A patterned tile floor complements the light wood flooring. The spiral staircase ascends to the lofted bed, while a cozy dining area is visible in the background.

Guesthouse in Brunswick

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

4.92 out of 5 average rating, 252 reviews

An outdoor space is presented with a grassy area, surrounded by trees. A deck is connected to the cottage, featuring two blue chairs. A barbecue grill is covered nearby, with a set of four metal chairs arranged on the lawn. Ice formations are seen against the rock wall.

Home in Freeport

The Outlet House, Comfortable Cottage

Conveniently and perfectly located! Our cottage is 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, 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 and the beautiful mid-coast coast.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Freeport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Freeport

4.97 out of 5 average rating, 94 reviews

A wooden deck extends towards a calm pond, surrounded by lush greenery. Two Adirondack chairs are positioned at the edge, offering a tranquil spot for relaxation. A stone pathway leads from the garden to the deck, enhancing accessibility and inviting exploration.

Guest suite in Pownal

Suite at Maine Mystic Gardens

TedRating, 5 stars2 days ago

We enjoyed our stay. Great location, clean, spacious, quiet, and comfortable with unobtrusive hosts. Highly recommend.!

4.98 out of 5 average rating, 89 reviews

A large maple tree with vibrant orange leaves is prominently displayed against a softly lit background. Surrounding elements include a gravel pathway, round bales of hay, and a glimpse of the farm structures in the distance, showcasing the rural charm of the area.

Farm stay in Brunswick

Brunswick Farm Stay

TomRating, 5 stars1 week ago

Seth and Maura’s place was perfect for my needs. The apartment is roomy, comfortable, and bright. I felt right at home preparing meals, relaxing on the couch, and getting good nights’ sleeps in the large and cozy bedroom. Access to the trails on the property is a wonderful bonus, with winding loops through a variety of habitats and tons of bird activity. To top it all off, the Saturday morning farmer’s market on the property is a wonderful way to provision yourself for your stay, with lots of local providers of veggies, meats, cheeses, breads, and flowers. I also enjoyed watching and hearing the farming activity, from mowing fields to loading trucks with produce. Overall, a great experience that I hope to repeat.

Superhost

A wooden patio structure with a slatted roof is framed by lush greenery. Comfortable wooden lounge chairs are arranged in the foreground, each featuring a small potted plant. The patio offers a welcoming space for relaxation and outdoor enjoyment.

Home in Freeport

4.8 out of 5 average rating, 35 reviews

Amazing location! Cheerful home near LL Bean

EmilyRating, 5 stars8 months ago

Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.

5 out of 5 average rating, 6 reviews

A private entrance features a light-colored door set against a dark wooden exterior. The entrance area is surrounded by gravel, with a small patch of potted flowers adding a hint of color. A garage door is visible beside the entrance.

Barn in Durham

Convenient studio apartment for Maine travels

MattRating, 5 stars1 day ago

Laura was a great host. We stayed at her place for a night to split up our drive from MA to Bar Harbor. We almost didn’t want to leave! Very clean, comfortable and easy check in. Laura was also super helpful and responsive and even gave us a great list of things to do in Acadia. We 100% recommend her and her place, you won’t be disappointed!

5 out of 5 average rating, 20 reviews

A light-filled sleeping area features a spacious bed positioned beneath a sloped ceiling. Triangular windows allow natural light to illuminate the room, offering a serene view of the surrounding trees and landscape.

Cabin in Freeport

Chickadee A-Frame

LIzRating, 5 stars4 weeks ago

Wonderful stay. Beautiful A frame house. Qamer was a great communicator. Close to Freeport and a good place for us to take day trips around Maine. Would recommend!

5 out of 5 average rating, 40 reviews

A rustic kitchen island features three metal stools arranged neatly around the bar. Above, warm lighting is provided by industrial-style pendant lamps. Natural light fills the space through multiple windows, which overlook a serene outdoor setting.

Apartment in West Bath

Maine oceanfront getaway.

EvaRating, 5 stars6 days ago

We’d knew we’d stumbled upon something extra special after reading one excellent review after another here…and yet still hadn’t fully imagined how perfect it would all be in person. Our anniversary weekend started with the beautiful and relaxing drive out to the point where we were warmly welcomed by Deborah who had a wealth of local tips and answered our every question. Highlights: Spectacular views over the water and inviting spaces to relax in the lovely garden; the clean, relaxing, beautifully and uniquely designed studio; dinners at Enoteca Athena and Blue (Grey Havens Inn); easy hikes, notably Morse Mountain and out to the beach… But the best? Deborah. With her thoughtfully placed vases of flowers, sweet offerings and treats, and especially her contribution to the overall feeling of connection in this special part of Maine. Thank you!

A lobster roll is presented in a paper-lined basket, accompanied by a serving of golden fries. The background features a tranquil waterfront with boats docked against a clear blue sky and distant greenery along the shore.

5 out of 5 average rating, 49 reviews

Freeport Village Barn Studio

Stanley JRating, 5 stars2 weeks ago

Lauren was an excellent host ! Quick responses and very helpful. The place was awesome, very spacious and comfortable. You can’t beat the Freeport location close to lots of outlets and restaurants and Maine Beer Brewery. Highly recommend. I would definitely use again.