Apartment holiday rentals in Portland

Quiet Retreat in the Heart of Portland's West End

Our charming, historic home is perfectly located in Portland's West End, just steps away from Downtown, the Old Port, and all of the city's best restaurants and bars, shops, museums, and activities. The central location of this first floor apartment makes it the perfect home base for your time in Portland. We provide a guest manual in the apartment with all of our favorite places to eat and things to do, so you can get the most out of your time in Portland. ***See below for recent remodel info!

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.

Penthouse Two Master Waterfront Suite with Rooftop

2023 City of Portland Registration #20185280-ST Stunning penthouse suite with exposed beams, brick accents, and whitewashed poplar walls. Enjoy harbor views from the rooftop deck. Two private master suites feature custom tile showers, one with a soaking tub. The spacious kitchen offers granite countertops and modern appliances. Relax by the gas-fired stove in the inviting living room. In-unit washer/dryer and elevator access included. Please note: no animals permitted due to owner's health.

Historic + Modern, Sun Filled West End 1BR Apt.

Stay in our beautiful historic building in the West End of Portland. High ceilings, big window with original details mixed with newly renovated bathroom and floors. The bedroom and living space in one room and the kitchen and dining in the other. Perfect home base to relax after exploring Portland. Walk to many fabulous restaurants, sunsets on the Western Promenade and Tandem Coffee down the street! Our neighborhood is residential while bordering downtown, walk to the Old Port in 15- 20 min.

Light-Filled Getaway with Private Porch

Spacious (1100 sqft), updated early Victorian (1838) apartment bordering the Arts District in Portland's historic and beautiful downtown West End "Village". The apt. has great natural light, ample workspace, free on-street parking, a private garden entrance, and a sheltered, leafy screened porch. With a Walk Score of "95-A Walkers Paradise", you can stroll to nearby restaurants, cafes, museums, parks and Old Port. Then, return to a relaxing space that you'll be very happy to call "home"!

Sopo Abode

Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

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!

62 Views

Registration #2018-4090. Windows w/massive views from kitchen, dining & living areas, and private roof deck. Enjoy Portland's bustling harbor over morning joe or an evening glass of wine, stroll the Eastern Promenade, walk to excellent restaurants, the Old Port. Like to cook? Fully equipped kitchen! NOTE: Please *do not book this space* if you can't honestly live by our House Rules.

Renovated 1 BR Downtown Apt w/backyard

Large first floor 1 BD apt with a small backyard/patio in a brick Victorian era home in Portland’s West End. The Old Port is only a 7min walk. The building is by Harbor View Memorial Park and Casco Bay bridge that connects Portland with South Portland, Cape Elizabeth, Scarborough, beaches and parks. Not to forget, Portland was named “City of the Year” in 2018 in Bon Appetit.

Comfy apartment with parking

Tastefully decorated, comfortable one-bedroom (QUEEN bed) apartment located in a historic building in the beautiful West End district. Off-street parking for one vehicle is included. You will be able to just park and walk to many great things that Portland has to offer and easily drive to South Portland/Cape Elizabeth. License Number: STHR-004170-2022

Lovely, East End, one bedroom apartment.

Located in the heart of Portland's East End this unit has it all. It is within two blocks of the Eastern Promenade and a 15 minute walk to downtown Portland. Private entrance, full kitchen, dining room, and queen sized bed. Enjoy all that Portland has to offer; breweries, restaurants, food trucks, museums and amazing access to Casco Bay.