Vacation rentals in Freeport

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Top-rated holiday rentals in Freeport

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Guest favourite
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.
7–14 Feb
$521 NZD per night
4.99 out of 5 average rating, 320 reviews
Guest favourite
Guesthouse in Bath
Waterfront Sunrise Cove Cottage
Unwind and enjoy spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! Less than 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The cottage has a post-and-beam design, cozy furnishings, and expansive views across the field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river, and nights are full of stars. Best for 2 adults or a small family. Owners live on property with small dog.
3–10 May
$292 NZD per night
5.0 out of 5 average rating, 111 reviews
Guest favourite
Guesthouse in Harpswell
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.
9–16 Oct
$246 NZD per night
4.95 out of 5 average rating, 428 reviews

Popular amenities for Freeport holiday rentals

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 holiday rentals in Freeport

Guest favourite
Apartment in Richmond
Designers Dream 1br Apt where class meets relax!!!
21–28 Sep
$226 NZD per night
4.88 out of 5 average rating, 156 reviews
Guest favourite
Guest suite in Brunswick
Private Guest Suite in Historic Downtown Brunswick
14–21 Nov
$205 NZD per night
4.93 out of 5 average rating, 319 reviews
Guest favourite
Cottage in Bath
Doubling Point Cottage
6–13 May
$233 NZD per night
4.88 out of 5 average rating, 495 reviews
Guest favourite
Tiny home in New Gloucester
Tiny house in the Birch Grove
1–8 Aug
$305 NZD per night
4.95 out of 5 average rating, 120 reviews
Guest favourite
Cottage in Topsham
Cozy waterfront home on Merrymeeting Bay.
29 Dec – 5 Jan
$301 NZD per night
4.95 out of 5 average rating, 211 reviews
Guest favourite
Cabin in Lovell
Secluded, cozy cabin nestled in the Maine woods
27 Oct – 3 Nov
$212 NZD per night
4.98 out of 5 average rating, 246 reviews
Guest favourite
Loft in Brunswick
Downtown Hideaway-Loft HotTub Modern Clean Private
9–16 Dec
$248 NZD per night
4.92 out of 5 average rating, 490 reviews
Guest favourite
Farm stay in North Yarmouth
Hobby Farm Guesthouse-17 acre trails-1 good dog OK
9–16 May
$343 NZD per night
4.96 out of 5 average rating, 110 reviews
Guest favourite
Guesthouse in Freeport
Mast Landing Cottage
8–15 Feb
$248 NZD per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Freeport
Lovely country apt. near L L Bean & hiking trails
24 Apr – 1 May
$261 NZD per night
5.0 out of 5 average rating, 66 reviews
Guest favourite
Guest suite in Pownal
Maine Mystic Gardens, Family Friendly Suite
4–11 Apr
$193 NZD per night
4.97 out of 5 average rating, 73 reviews
Guest favourite
Guesthouse in Brunswick
Modern Brunswick Cottage near Bowdoin & Downtown
14–21 Oct
$178 NZD per night
4.97 out of 5 average rating, 86 reviews

Quick stats about holiday rentals in Freeport

Total rentals

190 properties

Wi-Fi availability

190 properties include access to Wi-Fi

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

8.7K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Freeport