Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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Guest favourite
Guest suite in Portland
Sunny West End Guest Suite with Harbor Views
Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. This garden oasis with stone walls and salt water pool (open seasonally) is walking distance to downtown. (Portland City Permit: 20185360-ST) Your safety is important to us! We are following strict guidelines for sanitizing all linens, towels, furniture, objects and surfaces. Airbnb has an incredibly thorough and helpful protocol! All doorknobs, light switches and hand-touched surfaces will also be alcohol sanitized for your arrival! Here is a link to the protocol we are following: https://www.airbnb.com/resources/hosting-homes/a/airbnbs-5-step-cleaning-process-explained-187. Please let us know if you have any questions! This guest suite is a private, two-floor space attached to our house. It has its own front and back entrances and is separated by locked doors upstairs and downstairs from the main part of the house. The suite is light and sunny and a wonderful place to rest. The downstairs sitting room has a table for two and built in seating for relaxing and enjoying the water views or watching tv. The bedroom and bathroom are upstairs with lovely views. You will given your unique code for the guest suite door which enables you to come and go on your own timing. Parking is always available in front of the house or within a block. Please note that parking is prohibited on our side of the street on Monday nights through Tuesday mornings the 2nd and 4th Monday of the month. You can park on the opposite side of the street. The guest suite is attached to our house, but with its own front and back entrances. The day before you arrive we will send you instructions about your arrival. There is a key code so you can enter on your own. We may see each other on the back deck or in the yard at the pool. We have two dogs and you might see them in the yard and also coming up the stairs to our back deck door. We are right next door if you need anything or have any questions, and are also very conscious of your privacy. Please feel free to reach out if you need anything. We love Portland! Just let us know if you would like advice on local hikes, beaches, entertainment or great food. Portland has incredible restaurants! Most within walking distance from the house. The house is in the historic West End neighborhood overlooking the working harbor of the Fore River. Within walking distance are Portland's Old Port and Arts Districts, as well as the Saturday Farmers' Market in Deering Oaks Park. Parking is very easy on the street in front of the house. You can drive to local spots like the beautiful lighthouse at Fort Williams in Cape Elizabeth or the beaches in Scarborough, but you can walk to downtown Portland in 15-20 minutes. It's great to visit Portland on foot. You can walk Danforth Street all the way down to the Old Port shopping area. Here are directions for a nice walk to the Old Port: Turn right on Danforth when leaving the house. Take your first left on Emery Street. At the four way stop, turn right on Spring Street. Take Spring Street for just over a mile. After passing Temple Street, take your first right onto Exchange Street. This is the heart of the Old Port. Have fun!! Please Note: All Guests agree to indemnify and hold the Property Owners harmless from any liability for personal injury or property damage sustained by Guest or parties invited onto the property by Guest.
Mar. 24 – 29
$264 CAD per night
4.99 out of 5 average rating, 264 reviews
Superhost
Apartment in Portland
Spacious and Comfortable Private Apartment
Third floor (i.e. a few stairs) spacious apartment with a private entrance. Walking distance to Thompson’s Point, Maine Med and many other trails and attractions. The Old Port is a 5 minute drive (1.5 mi.). There is plenty of free street parking available. Space heaters warm the space in the winter, and a/c is provided in the summer. The house is shared by first floor tenants while our family occupies the second floor. Again, several stairs to navigate, but quite comfortable once you settle in!
Oct. 31 – Nov. 7
$129 CAD per night
4.82 out of 5 average rating, 347 reviews
Guest favourite
Apartment in Portland
Munjoy Hill, East End 1 BR Portland, ME
The Portland Observatory marks your way home to this apartment atop Munjoy Hill. Furnished for guests, private entrance, 1st floor unit of our 2 unit home of twenty years. BEST LOCATION! Skip the car. WALK to restaurants, music, shops, breweries, beach, parks, & historic Old Port. Stones throw to fresh produce, bakeries, wine & spirits. Furnished with LOCAL ART (made by your host in adjacent studio) the cozy apartment offers humble elegance. Just arrive, fun awaits. All are welcome here.
Mar. 31 – Apr. 7
$178 CAD per night
4.97 out of 5 average rating, 351 reviews

Popular amenities for Portland vacation rentals

Stay near Portland's top sights

Peaks Island176 locals recommend
The Maine Mall86 locals recommend
Portland International Jetport50 locals recommend
Fort Williams Park229 locals recommend
Portland Observatory132 locals recommend
Allagash Brewing Company156 locals recommend

Other great vacation rentals in Portland

Guest favourite
Apartment in Arundel
Ginger Hilltop
May 13 – 20
$171 CAD per night
4.91 out of 5 average rating, 124 reviews
Guest favourite
Apartment in Portland
Hip & Cozy, high end Modern Design
Nov. 13 – 20
$223 CAD per night
4.9 out of 5 average rating, 341 reviews
Guest favourite
Guesthouse in Portland
Beautiful large studio on the ocean.
Apr. 28 – May 5
$225 CAD per night
4.95 out of 5 average rating, 277 reviews
Guest favourite
Guest suite in Freeport
Weather's Edge, Freeport
Jun. 30 – Jul. 7
$145 CAD per night
4.96 out of 5 average rating, 193 reviews
Guest favourite
Guest suite in Freeport
Solar Suite surrounded by Nature
Nov. 24 – Dec. 1
$189 CAD per night
4.96 out of 5 average rating, 114 reviews
Guest favourite
Cabin in Lovell
Secluded, cozy cabin nestled in the Maine woods
Oct. 27 – Nov. 3
$175 CAD per night
4.98 out of 5 average rating, 246 reviews
Guest favourite
Apartment in Portland
Modern East End studio, perfect Portland home base
Nov. 1 – 8
$203 CAD per night
4.88 out of 5 average rating, 373 reviews
Guest favourite
Home in Lisbon
Unplug at a Beachy Bolthole with Classic New England Style
Jan. 22 – 29
$107 CAD per night
4.94 out of 5 average rating, 326 reviews
Guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.95 out of 5 average rating, 150 reviews
Guest favourite
Condo in Portland
"Cornelia" Penthouse Waterfront Suite
Jan. 3 – 10
$662 CAD per night
4.96 out of 5 average rating, 158 reviews
Guest favourite
Apartment in Portland
Compact & Complete in residential neighborhood
Oct. 9 – 16
$241 CAD per night
4.96 out of 5 average rating, 148 reviews
Guest favourite
Cottage in Scarborough
Bright, clean, private cottage near Higgins Beach!
Sep. 22 – 29
$237 CAD per night
4.97 out of 5 average rating, 161 reviews

Quick stats about vacation rentals in Portland

Total rentals

1.5K properties

Rentals with dedicated workspaces

770 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

390 properties allow pets

Family-friendly rentals

780 properties are a good fit for families

Total number of reviews

151K reviews

Destinations to explore

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