Portland Rentals
- From $465 per night (USD)
VRBO
Vibrant and stylish pet-friendly 2 BR apt w\/king bed, downtown w\/parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom downtown apartment has vibrant, modern & stylish decor, yet is cozy and comfortable with a 'jungle paradi ...
From $465 per night (USD)VRBO
- Click For Pricing
VRBO
Munjoy Hill, Park Views, Off Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: The whole group will enjoy easy access to everything from this centrally located place. Enjoy stunning city v ...
Click For PricingVRBO
- From $337 per night (USD)
VRBO
The Portland Getaway\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Pa ...
From $337 per night (USD)VRBO
- From $1080 per night (USD)
VRBO
Quirky home located downtown Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our home! This classic 1,800 square foot home is perfect for large groups. Centrally located in the heart of ...
From $1080 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Charming 2-Story Cottage with Hot Tub, Near Downtown and Back Cove.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming private guest cottage at the back of a beautiful property in the fantastic Oakdale neighborhood of Portland. Op ...
From $225 per night (USD)VRBO
- Click For Pricing
VRBO
HUGE 4BR, CHARM, COMFORT, WALK TO ALL!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
GORGEOUS, HISTORIC, COMFORTABLE, WALK TO ALL! A perfect home for re-connecting, but with enough space to rest up betwee ...
Click For PricingVRBO
- From $125 per night (USD)
VRBO
Rosemont 1st Fl: 2BR: Sunny Spacious Convenient 21-day rental March & April '23
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
First Fl in Victorian 2-family. Your home away from home. This apartment features 1 large bedroom with queen bed and a c ...
From $125 per night (USD)VRBO
- From $456 per night (USD)
VRBO
Cagasa Cottage: Oceanview, Handicap Friendly, on Seashore Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cagasa Cottage is a friendly place originally designed for an inter-generational family with mobility issues and a dog. ...
From $456 per night (USD)VRBO
- From $418 per night (USD)
VRBO
Enjoy Portland With Family or Friends
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Portland Registration #4803 Live in a Comfortable Home, in Portland’s popular Munjoy Hill & Eastern Promenade a ...
From $418 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
City of Portland Registration #4803 A well cared for and comfortable home, in Portland’s popular Munjoy Hill & Eastern ...
From $225 per night (USD)Expedia
- Click For Pricing
VRBO
A Historic Home Located on Great Diamond Island
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Victorian historic home with impressive craftsmanship throughout, including large living/dining area ideal for a large g ...
Click For PricingVRBO
- From $598 per night (USD)
VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Haven</b> Perched at the cusp of the wide-open Atlantic, Oc ...
From $598 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Beautiful rental with private roof deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One of the best locations in town! Walk to downtown and waterfront. Unit has just undergone a full renovation and includ ...
From $598 per night (USD)VRBO
- From $999 per night (USD)
VRBO
Two Beautiful apartment
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $999 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Beautiful Munjoy Hill Private Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy, freshly remodeled apartment is fully furnished with new appliances, spectacular views of Casco Bay and the is ...
From $350 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Designer decorated in an amazing central location w\/rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $2200 per night (USD)VRBO
- Click For Pricing
VRBO
7 Minutes to the Old Port! Steps to the Back Cove \/ Ocean! Entire Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
-5 Car off Street parking -1800+ square feet house will be yours. - 5 bedrooms, 5 queen beds, 4 bunks beds, and a qu ...
Click For PricingVRBO
- From $1800 per night (USD)
VRBO
Spacious 5 Bedroom, 2 Full Baths, Walkable Neighborhood! Close to Breweries!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Sunny, large Condo in a charming Portland neighborhood. Centrally located. Walk to Rosemont Market & Bakery, Elsemere ...
From $1800 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Premier Portland location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished one bedroom condo in unbeatable location with high ceilings, beautiful moldings, hardwood floors, large living ...
From $367 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Ocean front cottage with private beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Maine cottage with extra large porch with rocking chairs and 200 degree views of Casco Bay. Charming 2 bedroom ...
From $404 per night (USD)VRBO
- From $425 per night (USD)
VRBO
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Top-floor penthouse unit in historic 19th century brick building with mo ...
From $425 per night (USD)VRBO
- From $625 per night (USD)
VRBO
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $625 per night (USD)VRBO
- From $725 per night (USD)
VRBO
“Margaret” Penthouse Suite: Amazing views of Casco Bay, right in the Old Port
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $725 per night (USD)VRBO
- From $895 per night (USD)
VRBO
“Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Back-to-front top-floor penthouse suite with modern amenities, exposed b ...
From $895 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom, sunny, modern apartment. Deck with gorgeous view of Casco Bay. Private,peaceful, beautiful yard w ...
From $350 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Third Floor home of a 2 residence home. 3 bedrooms include a master with CA King temperpedic bed, 2nd BR has a Queen si ...
From $372 per night (USD)Expedia
- Click For Pricing
VRBO
Peaks Island Cottage with beautiful view of Whitehead passage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This well appointed seasonal cottage has everything you need to enjoy your family vacation on one of Casco Bay’s calenda ...
Click For PricingVRBO
- From $249 per night (USD)
VRBO
Adorable Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Please note, we never advertise on Craigslist** Originally built in the 1890s, this cozy island cottage was recently ...
From $249 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SPRING SPECIAL!!! - book our cottage for a minimum of 3 days starting before June 12 and receive a free Ferry Vehicle ...
From $595 per night (USD)VRBO
- Click For Pricing
VRBO
Luxurious 2 Bedroom Loft in Portland’s Art District
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stylishly decorated art loft walkable to the PMA and all live performance venues: Aura, Cross Arena, Merrill, Portland S ...
Click For PricingVRBO
- From $275 per night (USD)
VRBO
Peaks Island, easy to get to and harder to leave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaks Island, easy to get to and harder to leave, is a wonderful place to spend time with your family. Our 2BR/1BA cott ...
From $275 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Spectacular 3rd Floor Apt Near Downtown Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 1,400 sq.ft newly renovated third floor apartment is located in a quiet Oakdale neighborhood, short walk to Back Co ...
From $399 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Victorian architecture dipped in refined modernity. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aged and sturdy, yet eminently modernized, this two bedroom boutique loft is perfectly situated in the heart of Portland ...
From $428 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Stunning - modern 2 bedroom Victorian mansion pad
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If it isn't the ten feet ceilings or the humongous French doors complimented by the heated radiant floors or the cozines ...
From $165 per night (USD)VRBO
- From $449 per night (USD)
VRBO
The perfect refinement of vintage seduction. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently remodeled open-plan living area is spacious in size and flooded with natural daylight that bounces off the ...
From $449 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Ultra cool new modern flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
“This is the best basement apartment I have seen, wow!" This historic unique one of a kind 1600sqft boutique basement a ...
From $165 per night (USD)VRBO
- From $717 per night (USD)
VRBO
Stylish & Spacious Townhouse w\/Garden, Family-friendly, walk to downtown!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our light-filled three story home is perched on a lovely, quiet corner of the historic West End residential neighborhood ...
From $717 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Peaks Island Maine Seaside Cottage: hot tub\/roof decks\/4 season
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
9a checkout, 5p checkin for extra COVID cleaning and airing out. Summer 7 day minimm (year-round 2 night min except holi ...
From $643 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Back Cove Charmer Close to Everything
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunny Fresh Newly Renovated 1 Bedroom Apt w/Queen (and separate "full" size pullout couch in living room). Well appointe ...
From $230 per night (USD)VRBO
- From $588 per night (USD)
VRBO
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $588 per night (USD)VRBO
- From $205 per night (USD)
VRBO
City Amenities, Casco Bay Sunrises and Natural Beauty
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Martin's Point high end home. This is a unique space that includes a beautiful view of Casco Bay with waterfront park ac ...
From $205 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Classic turn of the century Maine cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Maine island living in this beautifully preserved turn of the century home. Libby Cottage is located in ...
From $340 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Getaway In The City
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Please note: We are not considering any long-term rentals Newly-built unit at end of dead-end street in quiet residen ...
Click For PricingVRBO
- From $1799 per night (USD)
VRBO
Stunning Entire Three Units Apts (USM AREA)
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 22
This 4200 sq.ft newly renovated entire three units apartments are located in a quiet Oakdale neighborhood, short walk to ...
From $1799 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Sunny, modern, family home w large yard. Summer on beautiful Peaks Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly remodeled home with a large sunny fenced-in yard. Extra large kitchen. Modern appliances with all the amenities. ...
From $325 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Brand new single family Munjoy Hill
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sunny, art filled, new single family on Munjoy Hill. This home has been totally renovated with it’s sunny new kitchen, l ...
From $350 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Spacious Historic 1st Floor Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This is a charming art deco home built in 1915. The property has been recently renovated. There are many quirks of an ol ...
From $275 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Bright, spacious home, new hot tub, beautiful art, fiber internet, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a comfortable, spacious and bright home in a quiet neighborhood. A brand new heat pump/air conditioning sys ...
From $750 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Classic Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, charming 1896 cottage at the top of quiet, magical footpath. Has a secluded, peaceful feel but is only a 2-3 ...
From $218 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Charming Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City of Portland license # STHR 000153 2021 2021 updates: New queen memory foam mattress , new large shower, new Rinn ...
From $185 per night (USD)VRBO
- From $265 per night (USD)
VRBO
Charming, Secluded, Island Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming, Secluded, Island Getaway for family and friends! This Down-front getaway has all the advantages to make your ...
From $265 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Knit 1, Purl 2: Fabulous Turn Of The Century Cottage, Peaks Island, ME
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
There is a 7 night minimum. One of the largest and finest cottages on the less populated side of the island, it is a fu ...
From $495 per night (USD)VRBO
- From $230 per night (USD)
VRBO
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom Townhouse Style Unit Welcome to 255 Spring Street, Unit #10! Historic and lovingly maintained West End prope ...
From $230 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Classic Turn of the Century Island Summer Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
'Evergreen Anchorage' has had many roles over the last century- a 1920's guest house, a tea room and an antique store. O ...
From $500 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisitely decorated, art-filled home on Portland's highly sought after East End. Stunning water views from the master ...
From $2000 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful spacious place located 9 minutes from downtown Portland. The property is a restored 120 year old American four ...
From $155 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Just renovated 4 bedroom off of Back Cove Portland. Sunny, bright and open plan. Great common areas for family or reunio ...
From $500 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Hollywood meets seaside charm in the former cottage of famed director, John Ford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You'll feel you've got one foot in the present and the other in the past when you step over the threshold of this sweet, ...
From $315 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Large, light filled 4 bedroom house - walk to ocean and ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Heron's Perch on Peaks' Island has space to hold everyone and cozy spots to curl up on your own. Just steps to the marke ...
From $650 per night (USD)VRBO
- Click For Pricing
VRBO
8 Bedroom, 2 Full bath. Walk to Bars and Restaurants, Parking!
- Bedrooms:
- 2
- Bathrooms:
- 8
- Sleeps:
- 16
- 9 queen beds plus sofa bed ! -Walk to Everything! - Parking off street for 3 or 4 cars! - Sunny front porch and backy ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
Beautiful getaway on Peaks Island!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Peak-A-Boo is a wonderful 3.5 bedroom cottage full of island charm, featuring a large modern master bedroom with fantast ...
From $600 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Waterfront Island Getaway w\/two cottages perfect for Multiple or Large Families
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Cindy's Place is a hidden gem located on the rocky shoreline of Peaks Island overlooking the Casco Bay and the Portland ...
From $750 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Elegant condo - walk to Portland's best restaurants & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Foodie’s Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $200 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Beach vibes in this cozy space make for a comfortable home base while you explore Portland's Munjoy Hill neighb ...
From $224 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Peaks Cottage: Modern amenities, island charm, steps to shore
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Adorable almost new Peaks Island cottage. Three bedrooms, open kitchen, living area with awesome, comfortable window sea ...
From $270 per night (USD)VRBO
- From $1101 per night (USD)
Expedia
PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 12
You will not find a more ideal location for your stay In Portland! Beautifully renovated and designed with all of the am ...
From $1101 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Charming Downtown Penthouse - The Cabana
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Cabana! Experience the perfect fusion of historic charm and modern luxury in this stunning penthouse apar ...
From $230 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Gorgeously renovated, 2-condo property in the West End - walk everywhere
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Four Ensuite The Heart of the West End #3 & #4 Our calendar is updated in real-time & our nightly rates are accurately ...
From $656 per night (USD)Expedia
- From $400 per night (USD)
VRBO
The Virginia -3 bedroom 2 bath cottage on Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring your family and make a week of memories at our home away from home! We are located less than a block from the ocea ...
From $400 per night (USD)VRBO
- From $399 per night (USD)
VRBO
East End Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated in 2023! The East End guesthouse is a stylish 1 bedroom apartment located parkside directly at the top ...
From $399 per night (USD)VRBO
- From $848 per night (USD)
VRBO
New Ocean-front, Peaks Island, Portland home, Beaches,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful Ocean-front location w/ broad, breathtaking views from every room. Well appointed ,furnished, 1100 sf. year ro ...
From $848 per night (USD)VRBO
- Click For Pricing
Expedia
FunJoy Hill - The Perfect Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated 2 bedroom, 1.5 bath townhouse on Munjoy Hill - Portland's most eclectic neighborhood. We are located on ...
Click For PricingExpedia
- From $252 per night (USD)
VRBO
Newly Renovated, Classy, and Elegant!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and airy, spacious apartment just minutes from downtown! Bright colors, perfect for couples, small families, retr ...
From $252 per night (USD)VRBO
- From $886 per night (USD)
Expedia
Contemporary Home with Historic Charm
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
A recently renovated historic 5-bedroom home, formerly a Post Headquarters building. Enjoy the beautiful front porch, l ...
From $886 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Quiet Downtown 2BR Oasis - “The Nomad”
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your classic Portland home away from home is a lovingly restored 1800s Queen Anne Victorian style 3-story home convenie ...
From $119 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Ocean\/ city view penthouse Luxury 3 level with bright floorplan and killer view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bright open open floorplan with hardwood floors and mid century vibe! Awesome location at highest elevation in Portland. ...
From $250 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Green Goddess - Single family - Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our newly restored, single-family home mixes Victorian architecture with vintage furnishings, local artworks, and modern ...
From $270 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Portland Back Cove Hideaway-1 BR- With Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a ...
From $243 per night (USD)VRBO
- From $512 per night (USD)
VRBO
Chic Portland Penthouse, 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located place. We are in the middle of all the excitement in the O ...
From $512 per night (USD)VRBO
- From $579 per night (USD)
Expedia
West End luxury townhouse w/ AC+parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
One of just a few properties positioned right on the green. Walk to numerous restaurants and coffee shops. Two large Air ...
From $579 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Historic + Modern, Sun Filled West End 1BR Apt.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Stay in our beautiful historic building in the West End of Portland. High ceilings, big window with original de ...
From $224 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Walk-able Portland Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: NEWLY RENOVATED! Cozy studio apartment in a historic building, located in Portland's East End Neighborhood. Th ...
From $185 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Airy+Modern Studio + Portland's Historic West End!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Small studio with kitchen, breakfast bar, full bathroom. We look forward to hosting you in the beautiful West E ...
From $221 per night (USD)VRBO
- From $478 per night (USD)
VRBO
Modern Condo Portland's Historic Old Port District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a stylish experience at this centrally-located loft. A converted factory building has been transformed in ...
From $478 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Petit Pad Atop Munjoy Hill+Steps to Eastern Prom!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Our space is small yet cozy. Tiny living at its best. It's bright with many windows lending a glimpse of Casco ...
From $261 per night (USD)VRBO
- From $362 per night (USD)
VRBO
Hidden Garden Apartment in Portlands West End
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Hidden gem in Portland's West End. Enjoy a private courtyard draped with climbing Wisteria. Comfortable living ...
From $362 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Mid-Century Mod -West End 1 BR- Sleeps 2- 4 Guests
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Inspired by Mid-Century Modern design, a bright and bold space, the perfect escape for your Portland adventure. ...
From $289 per night (USD)VRBO
- From $791 per night (USD)
Expedia
Chef's Dream Kitchen in Downtown 2 Bedroom Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The tall oak finished entryway of this urban home guides you into a spacious open concept floorplan and 11.5-foot ceilin ...
From $791 per night (USD)Expedia
- From $1387 per night (USD)
VRBO
Four 2-Queen Beds, Non-Smoking at La Quinta Inn & Suite by Wyndham Portland
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $1387 per night (USD)VRBO
- From $1040 per night (USD)
VRBO
La Quinta Inn & Suites by Wyndham Portland at Three 2-Queen Beds, Non-Smoking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $1040 per night (USD)VRBO
- From $693 per night (USD)
VRBO
Two 2-Queen Beds, Non Smoking at La Quinta Inn & Suites by Wyndham Portland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $693 per night (USD)VRBO
- From $347 per night (USD)
VRBO
La Quinta Inn & Suites by Wyndham Portland, 2 Queen Beds, Non-Smoking, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $347 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Local Landmark! Gorgeous Historic Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This exceptional landmark property is your home away from home while visiting the Port City! The home is #46 on Greater ...
From $264 per night (USD)VRBO
- From $425 per night (USD)
Expedia
New England Charm, Portland - Parking included
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in trendy Oakdale, this chic renovated apartment blends Portland's quintessential charm with modern style blocks ...
From $425 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Inviting 2BR Portland Apt with Harbor Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enter our cozy 2-bed, 1-bath pad with a killer view! It's clean, comfy, and fully stocked. Lounge in the living room wit ...
From $371 per night (USD)VRBO
- Click For Pricing
VRBO
Portland's Waterfront Gem: Indoor Pool | Breakfast | 24h Fitness Center | Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
Click For PricingVRBO
- Click For Pricing
VRBO
A Place to Unwind, Unplug, and Recharge! Pet-friendly Property, Free Breakfast!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
Click For PricingVRBO
- From $335 per night (USD)
VRBO
Your Home in Portland! Lovely 2BR Near Old Port
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Min Drive to Maine Brews Cruise 5 Min Drive to Portland Museum of Art 13 Min Drive to Portland Head Light Settle into ...
From $335 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Close to Portland Old Port Apt | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to our charming apartment just moments from the Old Port waterfront! With easy access to restaurants, shops, and ...
From $276 per night (USD)VRBO
- Click For Pricing
VRBO
Relax by the Bay: Portland Waterfront Hotel with Indoor Pool | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
Click For PricingVRBO