Freeport vacation rentals

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Top-rated vacation rentals in Freeport

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

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Guest favorite

Loft in Brunswick

4.97 out of 5 average rating, 180 reviews

The Douglas Park Loft

The loft is a 20 X 20 space above our detached garage. Wide pine floors. 7 windows facing. Optimal for a couple. Sleep sofa is 70" x 54" so suitable for 1 adult or 2 children/teens. Sunny room w/room darkening shades. Radiant floor in the bathroom. Smart TV. Low radiation WiFi. Ethernet jack. Heat pump for heat or AC. Large under counter fridge w/out freezer but we have one in the garage. Two burner infrared cook-top. Toaster oven, Hot H2O kettle & coffee maker. Kitchen is ready for cooking.

Mar 13 – 20

G$25,361 GYD per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 322 reviews

Private Guest Suite in Historic Downtown Brunswick

Welcome to the barn at 64 Federal! Enjoy this private guest suite, featuring its own entry, sitting room, bedroom, private bath, and laundry in a separate wing of this 1838 Greek Revival home. Plenty of light and heat pump/AC. Just two blocks to Bowdoin College and downtown Brunswick. Home on the National Historic Register and directly across from the Harriet Beecher Stowe House. Quiet family of four live in main wing of the house. Suite includes queen bed, pull-out couch and smart TV.

Nov 29 – Dec 6

G$23,411 GYD 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 11 – 18

G$27,735 GYD 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

Apr 6 – 13

G$39,891 GYD 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 8 – 15

G$31,332 GYD 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

May 14 – 21

G$32,671 GYD 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.

Mar 20 – 27

G$23,147 GYD per night

Guest favorite

Guest suite in Freeport

4.97 out of 5 average rating, 118 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.

Dec 5 – 12

G$25,456 GYD per night

Guest favorite

Home in Freeport

4.85 out of 5 average rating, 249 reviews

Home On Pond in Woods - Guest Suite

Private ground-level apartment at 11 Fox Hill Rd, near downtown Freeport but in the woods, with access to great swimming pond and trails, with winter ice hockey, ice skating, and XC skiing at the property. Separate BR has full daylight sliding glass doors. Sleeper-sofa (or available air mattress) are in main part of semi-finished but pleasant basement. Private bathroom and entry/exit. Freeport Registration # STRR 2023-42

Sep 16 – 23

G$17,762 GYD per night

Guest favorite

Home in Freeport

4.94 out of 5 average rating, 206 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.

Oct 3 – 10

G$31,320 GYD per night

Guest favorite

Guesthouse in Cumberland

4.97 out of 5 average rating, 153 reviews

Cottage Under a Crabapple Tree

Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

May 5 – 12

G$32,230 GYD per night

Guest favorite

Guest suite in Freeport

4.95 out of 5 average rating, 198 reviews

Weather's Edge, Freeport

Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

May 18 – 25

G$14,524 GYD 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

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 25 – Nov 1

G$33,530 GYD per night

Guest favorite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Aug 4 – 11

G$25,979 GYD per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

Jun 11 – 18

G$32,440 GYD per night

Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 299 reviews

Crow’s Nest Tiny House at Old Crow Ranch

Oct 11 – 18

G$39,032 GYD per night

Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 498 reviews

Doubling Point Cottage

May 8 – 15

G$23,926 GYD per night

Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 323 reviews

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

Oct 31 – Nov 7

G$59,493 GYD per night

Guest favorite

Cabin in Lovell

4.97 out of 5 average rating, 254 reviews

Secluded, cozy cabin nestled in the Maine woods

Dec 6 – 13

G$23,709 GYD per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 314 reviews

Art House Gallery guest suite

Apr 5 – 12

G$26,299 GYD per night

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Other great vacation rentals in Freeport

Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Mar 27 – Apr 3

G$32,231 GYD per night

Guest favorite

Guest suite in Bowdoinham

4.96 out of 5 average rating, 101 reviews

Sunny riverside carriage house

Jan 24 – 31

G$27,311 GYD per night

Guest favorite

Guest suite in Portland

4.95 out of 5 average rating, 113 reviews

Sunflower Retreat in North Back Cove

Oct 13 – 20

G$18,999 GYD per night

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 281 reviews

Beautiful large studio on the ocean.

May 27 – Jun 3

G$30,940 GYD per night

Guest favorite

Guest suite in South Portland

5.0 out of 5 average rating, 170 reviews

Bright Guest Studio Near Lighthouses and Beach

Dec 6 – 13

G$28,305 GYD per night

Guest favorite

Loft in West Gardiner

4.98 out of 5 average rating, 112 reviews

Cozy, Efficiency Apartment with Hot Tub

Feb 19 – 26

G$24,843 GYD per night

Guest favorite

Bus in Durham

4.93 out of 5 average rating, 115 reviews

Celebration Bus: Tree Farm & Wellness Center

Oct 13 – 20

G$19,611 GYD per night

Guest favorite

Apartment in Brunswick

4.99 out of 5 average rating, 194 reviews

Charming Saltwater Farm apartment

Nov 7 – 14

G$26,986 GYD 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 bed and breakfast rentals in Freeport?
Experience the best of Freeport with our bed and breakfast rentals, starting at about $90 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 70 homes with wifi, over 30 homes with self check-in, over 40 homes with a bbq area, 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

Cottages

Apartments

Houses

Popular amenities for Freeport vacation rentals

Stay near Freeport's top sights

Other great vacation rentals in Freeport

Cottage in Topsham

Guesthouse in Georgetown

Guesthouse in Harpswell

Tiny home in Durham

Cottage in Bath

Cottage in Pownal

Cabin in Lovell

Guest suite in Brunswick

Other great vacation rentals in Freeport

Guesthouse in South Bristol

Guest suite in Bowdoinham

Guest suite in Portland

Guesthouse in Portland

Guest suite in South Portland

Loft in West Gardiner

Bus in Durham

Apartment 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 bed and breakfast 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?

Destinations to explore