
Apartment holiday rentals in Portland
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Portland
Guests agree: these apartments are highly rated for location, cleanliness and more.

Portland 2 Bed,2 Bath In The Heart of West End…
Modern & bright home in perfect location to explore all of Portland! Luxurious from top to bottom, inside and out. One off-street parking spot is provided. Wi-Fi and a 65” HD tv. No pets. Fully stocked kitchen has a gas stove, DW and water/ ice on fridge. 1 King Bed with new mattress! On-suite bath w/radiant floor heat. 2nd bed has a Queen Bed with new mattress and bedding. Bonus loft space for yoga, reading, Fenced in yard w/ patio furniture and a fire pit! Lic# STHR-004880-2022

Quiet West End Retreat - parking - 100% Non Smoker
Quiet, 2nd story sunny studio apartment in owner-occupied 4 unit building conveniently located in the historic West End residential neighborhood. It’s a short walk to all that Portland has to offer. Off-street parking for 1 car. Relax on the patio and soak in the summer warmth. Perfect for a single or couple traveling to the area. No complicated checkout procedures! Just leave the key in the lock on your way out and we will take care of the rest. 100% Non- smoking guests only, No Exceptions.

RETRO BnB in the Heart of East End Portland
Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Small cozy downtown loft
Cozy small private loft in a brick Victorian era home in Portland’s West End. The Old Port is only a 7 min walk away. The building is by Harbor View Memorial Park, Casco Bay bridge that connects Portland with South Portland, Cape Elizabeth, Scarborough, beaches and parks. Portland was named “City of the Year” in 2018 in Bon Appetit. Please note that bathroom/ shower are small. The apartment might not be suitable for tall individuals or elderly people due to steep stairs and slanted ceiling.

Peaks Island Master Bedroom Suite
Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

Sophisticated Charm at an unbeatable price!
Apartment is centrally located to all downtown amenities and transportation system. Located in the beautiful West End on a quiet residential street approximately 1 mile from the downtown area. Apartment (3rd floor) gets beautiful sun throughout and has all of the traditional charm and character of the West End homes but updated bathroom and kitchen, both recently remodeled in 2017. Rental includes access to one parking space for a small to mid size vehicle. STHR-001018-2019

Harborview - Curated East End Escape w/ Parking
Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

Old Port Penthouse Suite - Amazing Harbor Views
CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Portland Back Cove Hideaway-1 BR- With Patio
Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

West End 1 Bedroom Apartment, sunny & bright
If a cozy 700 sq.ft. private apartment, a stones-throw away from the heart of downtown Portland, Maine, surrounded by spectacular West End architecture, & the smell of salty air is what you have wished for, then prepare to be enchanted and delighted. Your flat is a 15 minute walk to the Old Port, close to shops, restaurants, parks and a myriad of Greater Portlands’ attractions. Free wifi. One parking spot. No smoking inside.

Crescent Beach Gardens
Simply spectacular - panoramic ocean, beach and island views from this spacious second story apartment with shady balcony surrounded by flowers, birds and the sounds of the sea. Fifteen minutes to Portland and every beach and lighthouse in the area. Short walk through the park to the beaches and ledges of three state parks.

Chic Portland Penthouse, 2BR
Enjoy a stylish experience at this centrally-located place. We are in the middle of all the excitement in the Old Port. Ride down the elevator and just out our front door you are steps to all the best that Portland has to offer. Shops, dining and night life all conveniently at your door step.
Popular amenities for Portland apartment rentals
Weekly apartment rentals

Munjoy Hill House - Pet Friendly !

Private Apartment in Converted Church Residence

Crow's Nest

Cozy South Portland studio with King bed! REG107

1-bedroom unit (3 beds) with free parking

Munjoy Hill | Quiet, Comfy & Walkable

Garden Apartment Close to Everything

Top of the Old Port-1 BR APT
Private apartment rentals

Urban Seaside Retreat- East End Overlook Casco Bay

Light-Filled Getaway with Private Porch

Huge Dreamy urban Artist-designed loft

Comfy Munjoy Hill Getaway with Private Entrance

Freedom Trail Apartment

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Spacious, airy apt., steps from Eastern Promenade

Clean East Bayside Apartment- Amazing Location!!
Apartment rentals with a hot tub

3 bed up apt with no cleaning fee or checklist

Cozy Winter Suite & Hot Tub

Falmouth 3br near Town landing

Welcome to our BoHo Treehouse!

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Saco/Old Orchard Beach Get Away

Beautiful West End studio, hot tub, free parking
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 SGD | $166 SGD | $172 SGD | $203 SGD | $240 SGD | $286 SGD | $326 SGD | $334 SGD | $292 SGD | $275 SGD | $206 SGD | $193 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about flat rentals in Portland

Total holiday rentals
Explore 680 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 108,880 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wifi availability
680 of Portland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portland rentals

4.8 Average rating
Portland stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Portland’s top spots include Peaks Island, Portland Museum of Art and Crescent Beach State Park
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Rentals with a patio Portland
- Beach house rentals Portland
- Rentals with a sauna Portland
- Rentals with a fireplace Portland
- Cabin rentals Portland
- Rentals with an EV charger Portland
- Rentals with a kayak Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Rentals with a firepit Portland
- Pet-friendly rentals Portland
- Rentals with breakfast Portland
- Waterfront rentals Portland
- Rentals with outdoor seating Portland
- Mansion rentals Portland
- Cottage rentals Portland
- Townhouse rentals Portland
- House rentals Portland
- Rentals with a hot tub Portland
- Beachfront rentals Portland
- Boutique hotels Portland
- Family-friendly rentals Portland
- Villa rentals Portland
- Rentals with beach access Portland
- Rentals with pools Portland
- Fitness-friendly rentals Portland
- Apartment rentals Portland
- Hotel rooms Portland
- Flat rentals Cumberland County
- Flat rentals Maine
- Flat rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Things to do Portland
- Sports activities Portland
- Tours Portland
- Food and drink Portland
- Art and culture Portland
- Sightseeing Portland
- Things to do Cumberland County
- Art and culture Cumberland County
- Nature and outdoors Cumberland County
- Food and drink Cumberland County
- Sports activities Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Things to do Maine
- Sightseeing Maine
- Art and culture Maine
- Nature and outdoors Maine
- Sports activities Maine
- Food and drink Maine
- Tours Maine
- Things to do United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States






