Vacation rentals with outdoor seating in Peaks Island

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Top-rated outdoor seating rentals in Peaks Island

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Guest favorite

Guest suite in Portland

4.97 out of 5 average rating, 574 reviews

PRlVATE SUlTE in the Heart of East End Portland

Private Suite in the Heart of East End Portland. Sunny, elegant, Victorian studio with private entrance, bathroom and mini-kitchen area. This location is walkable to award winning restaurants, excellent cafes, the East End Beach where you can rent kayaks, ferries to the islands and more! A perfect romantic getaway close to anything you want to come to Portland to see and do, yet in the quiet, tree lined neighborhood of Munjoy Hill and the scenic East End. See guidebook included in this listing:)

Oct 15 – 22

ﺩ.ﺇ704 per night

Guest favorite

Yurt in Chebeague Island

4.97 out of 5 average rating, 101 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Cozy heater for spring, fan in the summer. This yurt is “glampy” inside with leather chairs, pine log bed. The Island Yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Wicked good water. Seasonal restaurants. Fire pit. Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to yurt.

Mar 18 – 25

ﺩ.ﺇ466 per night

Guest favorite

Home in Portland

4.85 out of 5 average rating, 147 reviews

Hope Cottage, 4-Season Getaway, Sleeps 6

*Quiet and Peaceful *Quick Portland Access *Sparkling Bathroom Remote Downeast island experience just two hours from Boston ... Renovated home in the tranquil Tolman Heights section of Peaks (the island’s highest point) offers a modern kitchen and sparkling new bathroom. Sleeps 6-plus comfortably in bedrooms all equipped with ceiling fans. Spacious home is a short stroll to the Back Shore, with its dramatic views of Casco Bay and the open ocean. Great biking, hiking, swimming, and kayaking.

Jan 19 – 26

ﺩ.ﺇ790 per night

Guest favorite

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

Love gardens, pine trees, campfires, and birds? Curious about tiny homes? Our 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping the beverage of your choice from your private deck. It will be a unique and amazing experience and one you will remember! Bonus: 2 super friendly dogs and a cat that will be around the property during your stay. New in 2024: A/C!!STHR-000718-2018

Sep 19 – 26

ﺩ.ﺇ572 per night

Guest favorite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Feb 18 – 25

ﺩ.ﺇ582 per night

Guest favorite

Guest suite in Portland

4.95 out of 5 average rating, 114 reviews

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!

Oct 25 – Nov 1

ﺩ.ﺇ366 per night

Guest favorite

Apartment in Portland

4.91 out of 5 average rating, 349 reviews

Hip & Cozy, high end Modern Design

Hip, modern retreat. This is your pied a terre for your Portland visit. High quality new construction, private, sweet unit, with wide-plank white oak and concrete floors, huge windows, full kitchen, tasteful design. In Portland's coveted Munjoy Hill neighborhood, you will be a block and half from the spectacular eastern Promenade, 5 minute walk to shops and restaurants at the top of 'the Hill', and 20 minute walk to the Old Port and all Portland has to offer.

Jan 17 – 24

ﺩ.ﺇ554 per night

Superhost

Apartment in Portland

4.78 out of 5 average rating, 305 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Jan 16 – 23

ﺩ.ﺇ416 per night

Guest favorite

Apartment in Portland

4.93 out of 5 average rating, 560 reviews

Adorable getaway on the Eastern Promenade

Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Dec 4 – 11

ﺩ.ﺇ360 per night

Guest favorite

Guesthouse in Windham

5.0 out of 5 average rating, 219 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

May 28 – Jun 4

ﺩ.ﺇ475 per night

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 106 reviews

Tiny Island Cottage Hideaway, close to everything

Recently remodeled one-bedroom guest cottage built in 1920 and full of charm. Within 5 minutes (walking distance) to the ferry, restaurants and shops "Down Front". Perfect for 1-2 people and possibly a third. The Tiny Cottage is an off-the-beaten-path Maine experience. Peaks Island is a 20 min ferry ride from Portland.

Apr 19 – 26

ﺩ.ﺇ879 per night

Guest favorite

Loft in South Portland

5.0 out of 5 average rating, 109 reviews

Serene studio apartment, close to everything.

Welcome to South Portland! Your spacious studio apartment with private entrance is a short walk to Fore River Brewing, Lincoln & Main/Electric Bike Cafe & Winery and the Greenbelt Walkway. A 10-min Uber ride will take you to the Old Port and South Portland staples like Willard Beach and Scratch bakery.

Apr 26 – May 3

ﺩ.ﺇ600 per night