Tiny house vacation rentals in Cumberland County

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Top-rated tiny house rentals in Cumberland County

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

Guest favorite
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.
Nov 4 – 11
$256 per night
4.99 out of 5 average rating, 317 reviews
Guest favorite
Tiny home in Durham
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.
Dec 6 – 13
$147 per night
4.99 out of 5 average rating, 291 reviews
Guest favorite
Tiny home in Windham
Private riverside retreat
Private tiny house situated on the Pleasant river in Windham Maine surrounded by woods and nature! River is stocked with brook trout and lots of bass. Canoes are available for guest use to explore the river. The camp is located behind the main property ~500ft down a dirt road. 4X4 is recommended or you can park at the main house and it's a 3 minute walk. House is very comfortable with modern amenities. Running hot water, electricity, smart TV, wifi , firepit, outdoor shower, king sized bed.
Jul 17 – 24
$140 per night
4.98 out of 5 average rating, 132 reviews

Popular amenities for Cumberland County tiny house rentals

Family-friendly tiny house rentals

Guest favorite
Tiny home in Portland
The Garden Cabin Tiny Home
May 20 – 27
$132 per night
4.97 out of 5 average rating, 397 reviews
Superhost
Tiny home in Harrison
MILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Jan 13 – 20
$418 per night
4.9 out of 5 average rating, 278 reviews
Guest favorite
Cabin in Scarborough
Tiny Cottage Across The Street From Beach
Jun 11 – 18
$149 per night
4.81 out of 5 average rating, 157 reviews
Guest favorite
Cabin in Waterford
Lakeside Cabin Nestled in the Pines
May 31 – Jun 7
$274 per night
4.93 out of 5 average rating, 149 reviews
Superhost
Condo in Scarborough
Cozy cottage steps to the beach!
Sep 23 – 30
$165 per night
4.84 out of 5 average rating, 219 reviews
Guest favorite
Cabin in Denmark
"Robins Nest" Off Grid Solar Powered Eco Cabin
Jul 7 – 14
$109 per night
4.93 out of 5 average rating, 137 reviews
Guest favorite
Cottage in Old Orchard Beach
Newly renovated beach cottage in Old OrchardBeach
Dec 7 – 14
$207 per night
4.94 out of 5 average rating, 100 reviews
Guest favorite
Home in South Portland
Winter/Monthly Rental Cozy Cottage Willard Beach
Oct 14 – 21
$325 per night
4.95 out of 5 average rating, 55 reviews
Guest favorite
Cottage in Bridgton
True Maine Artist Cottage with Outdoor Shower
Jun 3 – 10
$157 per night
4.9 out of 5 average rating, 154 reviews
Guest favorite
Yurt in Harpswell
Yurt On A Coastal Maine Farm
Jan 3 – 10
$111 per night
4.9 out of 5 average rating, 110 reviews
Cottage in Scarborough
Beach Retreat, steps from Ocean
Oct 10 – 17
$109 per night
4.63 out of 5 average rating, 106 reviews
Home in Old Orchard Beach
Very cute Old Orchard Beach Cottage
May 11 – 18
$200 per night
4.6 out of 5 average rating, 5 reviews

Tiny house rentals with a patio

Guest favorite
Condo in Scarborough
Comfy condo with loft by the beach!
Nov 13 – 20
$175 per night
4.98 out of 5 average rating, 160 reviews
Guest favorite
Guest suite in North Yarmouth
open concept Guest Suite in southern Maine
Nov 18 – 25
$135 per night
4.99 out of 5 average rating, 84 reviews
Guest favorite
Cottage in Harpswell
Sweet Retreat bungalow w/loft bedroom
Feb 16 – 23
$145 per night
4.91 out of 5 average rating, 70 reviews
Guest favorite
Tiny home in Pownal
Little FoxHill, a home in the woods by a brook
Feb 2 – 9
$180 per night
4.92 out of 5 average rating, 26 reviews
Superhost
Tiny home in Bridgton
NEW! Maine Lakes Tiny House - 5min to town & lakes
Jan 7 – 14
$113 per night
4.96 out of 5 average rating, 28 reviews
Guest favorite
Home in Harrison
New modern cabin-contemporary design meets nature
May 1 – 8
$225 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Cottage in Scarborough
New Tiny Home with Cozy Fireplace!
Jul 12 – 19
$248 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Place to stay in Bridgton
ShackHilton-New single room, privacy, deck, patio
Aug 22 – 29
$53 per night
4.9 out of 5 average rating, 80 reviews
Guest favorite
Home in Harpswell
Luxury Waterfront Tiny House
Mar 13 – 20
$216 per night
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Lisbon
Beautifully Renovated 3 Bedroom Home
Jun 27 – Jul 4
$235 per night
4.81 out of 5 average rating, 21 reviews
Guest favorite
Guesthouse in South Portland
Willard Beach Guest House Minutes from Everything!
Jul 10 – 17
$266 per night
4.96 out of 5 average rating, 75 reviews
Guest favorite
Tiny home in Naples
LUX Designer Private Waterfront
Sep 21 – 28
$608 per night
5.0 out of 5 average rating, 32 reviews

Tiny house rentals with outdoor seating

Guest favorite
Farm stay in Buxton
Little River Flower Farm - Cottage
Jul 26 – Aug 2
$137 per night
4.96 out of 5 average rating, 202 reviews
Guest favorite
Tiny home in Windham
The Chickadee House on Pettingill Pond
Jun 13 – 20
$226 per night
4.97 out of 5 average rating, 171 reviews
Guest favorite
Guesthouse in Portland
Tiny Island Cottage Hideaway, close to everything
Jul 18 – 25
$200 per night
4.95 out of 5 average rating, 106 reviews
Guest favorite
Loft in Brunswick
Downtown Hideaway-Loft HotTub Modern Clean Private
Dec 19 – 26
$119 per night
4.93 out of 5 average rating, 482 reviews
Guest favorite
Cabin in Naples
Songo Lock Cabins #1
Aug 24 – 31
$155 per night
4.87 out of 5 average rating, 115 reviews
Guest favorite
Place to stay in West Bath
Cozy Waterfront Cabin, Nestled in the Woods
$120 per night
4.96 out of 5 average rating, 133 reviews
Guest favorite
Guesthouse in Portland
Romantic Bungalow with Hot Tub & Parking
Jun 12 – 19
$217 per night
4.95 out of 5 average rating, 382 reviews
Guest favorite
Cabin in Buxton
Creeping Thyme Cabin, 59 Hall Road, Buxton, ME
Jun 21 – 28
$200 per night
4.97 out of 5 average rating, 180 reviews
Guest favorite
Tiny home in Brownfield
Rustic, artsy, tiny home on a beautiful homestead
May 20 – 27
$100 per night
4.99 out of 5 average rating, 168 reviews
Superhost
Cottage in Windham
Cozy camp near highland lake
Aug 12 – 19
$204 per night
4.79 out of 5 average rating, 104 reviews
Guest favorite
Cabin in Bridgton
Cottage on Scenic Highland Lake
Feb 3 – 10
$149 per night
4.88 out of 5 average rating, 167 reviews
Guest favorite
Cabin in Standish
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Aug 26 – Sep 2
$149 per night
4.98 out of 5 average rating, 83 reviews

Destinations to explore