Freeport vacation rentals

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Top-rated vacation rentals in Freeport

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Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 322 reviews

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.

Mar 16 – 23

€ 296 per night

Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 297 reviews

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle & chickens grazing in the fields.

Mar 20 – 27

€ 174 per night

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Nov 9 – 16

€ 173 per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 429 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

May 1 – 8

€ 138 per night

Guest favorite

Home in Freeport

4.99 out of 5 average rating, 163 reviews

"The Cozy Cottage in the heart of Freeport Village

Our cozy and tranquil one bedroom cottage is located in the heart of Freeport Village. Enjoy a short walk to restaurants, shops, and outlets – including the L.L. Bean flagship store steps away! Our clean and tastefully decorated cottage offers all you need and awaits your arrival. Wifi & Cable TV in Living Room & Bedroom. We THE COTTAGE DOES NOT ACCOMADATE CHILDREN UNDER THE AGE OF 12 FOR SAFETY REASONS. WE DO NOT ACCEPT GUESTS WITH NO REVIEWS ON AIRBNB. NO PETS DUE TO SEVERE ALLEGIES.

Jan 13 – 20

€ 151 per night

Guest favorite

Apartment in Freeport

5.0 out of 5 average rating, 130 reviews

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

Jan 9 – 16

€ 197 per night

Guest favorite

Loft in Freeport

4.97 out of 5 average rating, 194 reviews

Cozy & Private Studio Apartment (Pet Friendly!)

Recently renovated studio apartment, very cozy, with a private side yard and entrance, kitchenette and TV (Cable, 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!

Jun 17 – 24

€ 154 per night

Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

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

Jun 16 – 23

€ 186 per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 313 reviews

Art House Gallery guest suite

Welcome come stay at our 2 Bedroom guesthouse/duplex convenient to everything,walking distance to downtown 15 minutes to Freeport 25 minutes to Portland.smoke-free,private entrance ,WiFi,washer/dryer,full kitchen,pet friendly,40"TV smart tv with Netflix and Hulu, 5 minutes to Bowdoin College! Free eggs from our chickens included! And while in season help yourself to our vegetable garden. Fire pit area grill and outdoor dining area. We recycle and compost!

Dec 1 – 8

€ 110 per night

Guest favorite

Apartment in Freeport

4.91 out of 5 average rating, 195 reviews

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 twin 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.

Dec 13 – 20

€ 125 per night

Guest favorite

Guest suite in Freeport

4.97 out of 5 average rating, 116 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.

Oct 3 – 10

€ 132 per night

Guest favorite

Home in Freeport

4.94 out of 5 average rating, 205 reviews

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.

Sep 28 – Oct 5

€ 163 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Freeport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Freeport's top sights

Wolfe's Neck Woods State Park123 locals recommend

L.L. Bean Factory Store270 locals recommend

Desert of Maine25 locals recommend

Wolfe's Neck Oceanfront Camping5 locals recommend

Buck's Naked BBQ14 locals recommend

Freeport Village Station65 locals recommend

Other great vacation rentals in Freeport

Guest favorite

Guest suite in Lewiston

4.97 out of 5 average rating, 191 reviews

Sanctuary in the City

Oct 21 – 28

€ 140 per night

Guest favorite

Tiny home in New Gloucester

4.95 out of 5 average rating, 124 reviews

Tiny house in the Birch Grove

Aug 23 – 30

€ 168 per night

Guest favorite

Home in Freeport

4.85 out of 5 average rating, 249 reviews

Home On Pond in Woods - Guest Suite

Sep 30 – Oct 7

€ 92 per night

Guest favorite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Jul 16 – 23

€ 135 per night

Guest favorite

Loft in Brunswick

4.97 out of 5 average rating, 180 reviews

The Douglas Park Loft

Mar 9 – 16

€ 137 per night

Guest favorite

Loft in Brunswick

4.92 out of 5 average rating, 501 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

Feb 2 – 9

€ 145 per night

Guest favorite

Loft in West Gardiner

4.98 out of 5 average rating, 110 reviews

Cozy, Efficiency Apartment with Hot Tub

Jan 30 – Feb 6

€ 130 per night

Guest favorite

Cabin in Lovell

4.98 out of 5 average rating, 253 reviews

Secluded, cozy cabin nestled in the Maine woods

Aug 1 – 8

€ 122 per night

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Other great vacation rentals in Freeport

Guest favorite

Yurt in Chebeague Island

4.97 out of 5 average rating, 101 reviews

Yurt on Chebeague Island

Feb 6 – 13

€ 141 per night

Guest favorite

Bus in Durham

4.93 out of 5 average rating, 115 reviews

Celebration Bus: Tree Farm & Wellness Center

Aug 29 – Sep 5

€ 106 per night

Guest favorite

Guest suite in South Portland

5.0 out of 5 average rating, 168 reviews

Bright Guest Studio Near Lighthouses and Beach

Jan 17 – 24

€ 112 per night

Guest favorite

Guesthouse in Topsham

4.97 out of 5 average rating, 206 reviews

Brunswick Riverfront Garden Cottage

Feb 15 – 22

€ 145 per night

Guest favorite

Guest suite in Bowdoinham

4.96 out of 5 average rating, 101 reviews

Sunny riverside carriage house

Aug 22 – 29

€ 135 per night

Guest favorite

Guesthouse in Freeport

5.0 out of 5 average rating, 23 reviews

Mast Landing Cottage

Aug 26 – Sep 2

€ 166 per night

Guest favorite

Apartment in Freeport

5.0 out of 5 average rating, 66 reviews

Lovely country apt. near L L Bean & hiking trails

Sep 17 – 24

€ 150 per night

Guest favorite

Guesthouse in Brunswick

4.94 out of 5 average rating, 89 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

Dec 16 – 23

€ 103 per night

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Quick stats about vacation rentals in Freeport

Total rentals	190 properties
Wifi availability	180 properties include access to wifi
Rentals with dedicated workspaces	70 properties have a dedicated workspace
Pet-friendly rentals	80 properties allow pets
Family-friendly rentals	80 properties are a good fit for families
Total number of reviews	8.8K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Freeport?
Yes! Work meets play with ease at over 70 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 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in cabin rentals in Freeport?
Experience the best of Freeport with our cabin rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Freeport have wifi?
Absolutely! We offer over 40 bed and breakfast rentals with wifi in Freeport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Freeport?
Freeport has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Freeport have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Freeport. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Freeport?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a bbq area, over 30 homes with self check-in, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Freeport vacation rentals

Top-rated vacation rentals in Freeport

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Freeport vacation rentals

Stay near Freeport's top sights

Other great vacation rentals in Freeport

Guest suite in Lewiston

Tiny home in New Gloucester

Home in Freeport

Guesthouse in Georgetown

Loft in Brunswick

Loft in Brunswick

Loft in West Gardiner

Cabin in Lovell

Other great vacation rentals in Freeport

Yurt in Chebeague Island

Bus in Durham

Guest suite in South Portland

Guesthouse in Topsham

Guest suite in Bowdoinham

Guesthouse in Freeport

Apartment in Freeport

Guesthouse in Brunswick

Quick stats about vacation rentals in Freeport

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Freeport?

Are there pet-friendly vacation rentals in Freeport?

How much does it cost to stay in cabin rentals in Freeport?

Do bed and breakfast rentals in Freeport have wifi?

Are there family-friendly vacation rentals in Freeport?

Do house rentals in Freeport have a bbq area?

Do house rentals in Freeport have self check-in?

What are the most popular amenities for House Rentals in Freeport?

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