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Vacation rentals with outdoor seating in Cumberland County

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Top-rated outdoor seating rentals in Cumberland County

Guests agree: these outdoor seating 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.
Jan 1 – 8
$253 per night
4.99 out of 5 average rating, 315 reviews
Guest favorite
Guest suite in Portland
Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!
Mar 26 – Apr 2
$81 per night
4.95 out of 5 average rating, 101 reviews
Guest favorite
Home in Hollis
Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Aug 19 – 24
$160 per night
4.98 out of 5 average rating, 349 reviews

Popular amenities for Cumberland County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Yarmouth
Beautiful Coastal Maine Getaway
Nov 11 – 18
$325 per night
4.92 out of 5 average rating, 480 reviews
Guest favorite
Home in Cumberland
Rustic charm close to Portland
Feb 11 – 18
$157 per night
4.95 out of 5 average rating, 276 reviews
Guest favorite
Home in Oxford
The Modern Lakehouse
Mar 28 – Apr 4
$371 per night
5.0 out of 5 average rating, 177 reviews
Guest favorite
Home in Scarborough
Swim spa under the starry night pool/hot tub/sauna
Dec 2 – 9
$384 per night
4.98 out of 5 average rating, 218 reviews
Guest favorite
Home in Westbrook
Reno Barn w/ a lot of Charm! Breweries & Airport
Jan 3 – 10
$163 per night
4.88 out of 5 average rating, 436 reviews
Guest favorite
Home in Naples
Kayak to the Causeway-50s cottage with modern vibe
Apr 10 – 17
$133 per night
4.98 out of 5 average rating, 132 reviews
Guest favorite
Home in Gorham
Beautiful Home In Gorham Maine
Jun 28 – Jul 5
$152 per night
4.99 out of 5 average rating, 138 reviews
Guest favorite
Home in Bridgton
Dreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Apr 9 – 16
$295 per night
4.95 out of 5 average rating, 154 reviews
Superhost
Home in Falmouth
Amazing Bay View Home with Hot Tub
Nov 4 – 11
$170 per night
4.86 out of 5 average rating, 168 reviews
Guest favorite
Home in Freeport
"The Cozy Cottage in the heart of Freeport Village
Dec 6 – 13
$139 per night
4.99 out of 5 average rating, 160 reviews
Guest favorite
Home in Brunswick
A cozy, cute and comfortable house.
Mar 18 – 25
$130 per night
4.93 out of 5 average rating, 210 reviews
Guest favorite
Home in Portland
Peaceful Oasis with Water Views and Hot Tub!
Mar 9 – 16
$683 per night
4.96 out of 5 average rating, 180 reviews

Apartment rentals with outdoor seating

Guest favorite
Apartment in Portland
Charming West End Victorian
Mar 9 – 16
$98 per night
4.94 out of 5 average rating, 369 reviews
Guest favorite
Apartment in South Portland
Beautifully renovated spacious 2br apt in SoPo💗💗💗💗
Mar 19 – 26
$100 per night
4.96 out of 5 average rating, 159 reviews
Guest favorite
Apartment in Portland
Charming West End Hideaway. Private Parking
Nov 8 – 15
$117 per night
4.96 out of 5 average rating, 532 reviews
Guest favorite
Apartment in Portland
Quiet West End Retreat - parking - 100% Non Smoker
May 7 – 14
$112 per night
4.99 out of 5 average rating, 300 reviews
Guest favorite
Apartment in Portland
Hip & Cozy, high end Modern Design
Mar 26 – Apr 2
$113 per night
4.9 out of 5 average rating, 340 reviews
Guest favorite
Apartment in Portland
Historic Munjoy Hill Retreat-Rooftop Water Views.
Nov 8 – 15
$249 per night
4.91 out of 5 average rating, 416 reviews
Guest favorite
Apartment in Portland
RETRO BnB in the Heart of East End Portland
Mar 22 – 29
$143 per night
4.97 out of 5 average rating, 372 reviews
Guest favorite
Apartment in Topsham
Maine Stay with private hottub, near Brunswick
Jul 10 – 17
$152 per night
4.87 out of 5 average rating, 489 reviews
Guest favorite
Apartment in Falmouth
Falmouth Waterfront Carriage House Apt
Jun 21 – 28
$248 per night
4.96 out of 5 average rating, 137 reviews
Guest favorite
Apartment in Portland
Beautiful West End studio, hot tub, free parking
Aug 14 – 21
$289 per night
4.97 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Scarborough
Beach retreat - bright, cozy, clean, private!
Mar 14 – 21
$96 per night
4.93 out of 5 average rating, 409 reviews
Superhost
Apartment in Portland
Studio w/ Patio, Sauna & Onsite Massage
May 29 – Jun 5
$125 per night
4.78 out of 5 average rating, 296 reviews

Condo rentals with outdoor seating

Guest favorite
Condo in Scarborough
Comfy condo with loft by the beach!
Jan 24 – 31
$175 per night
4.98 out of 5 average rating, 158 reviews
Guest favorite
Condo in Scarborough
Cozy condo by the beach!
Oct 29 – Nov 5
$157 per night
4.96 out of 5 average rating, 276 reviews
Superhost
Condo in Portland
Pet-friendly brewery lovers dream w/fenced yard
Jun 20 – 27
$392 per night
4.89 out of 5 average rating, 121 reviews
Superhost
Condo in Portland
Modern Condo, Victorian Charm. Walk To Everything!
Apr 8 – 15
$149 per night
4.76 out of 5 average rating, 609 reviews
Guest favorite
Condo in South Portland
Rustic Willard Beach condo ten mins from Old Port!
Nov 7 – 14
$243 per night
4.94 out of 5 average rating, 116 reviews
Superhost
Condo in Scarborough
Modern Industrial Beach Cottage
Nov 16 – 23
$125 per night
4.76 out of 5 average rating, 226 reviews
Superhost
Condo in Scarborough
Cozy cottage steps to the beach!
Sep 15 – 22
$165 per night
4.84 out of 5 average rating, 219 reviews
Guest favorite
Condo in Portland
Rustic Downtown Duplex with Private Deck
Sep 14 – 21
$525 per night
4.91 out of 5 average rating, 128 reviews
Guest favorite
Condo in Portland
Walk to downtown ! Free Parking! Private Entrance!
Sep 22 – 29
$700 per night
4.93 out of 5 average rating, 151 reviews
Guest favorite
Condo in Scarborough
Comfy Beach Retreat - Pine Point
Oct 23 – 30
$179 per night
4.97 out of 5 average rating, 33 reviews
Guest favorite
Condo in Old Orchard Beach
Oceanfront 2 bedroom condo with amazing views!
Oct 23 – 30
$499 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Condo in Portland
The Observatory Retreat
Jul 7 – 14
$466 per night
5.0 out of 5 average rating, 20 reviews

Destinations to explore