Apartment holiday rentals in Portland

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Family · Location · Layout

Quiet Comfy Victorian Escape

Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Value · Location · Biking

Stylish 3BR/2BA Close to Downtown with Parking

Gorgeous 3 bedroom, 2 full bath apartment ideally located in Portland’s Oakdale neighborhood with parking! Close to downtown, grocery stores, and the farmers market at Deering Oaks Park! The space features an oversized entryway, office, cozy living room, dining room, kitchen with large pantry and a huge back deck perfect for outdoor enjoyment. Charm and character abound with French doors, built-ins, beautiful molding, hardwood floors and soaring ceilings. Comfortable queen beds in each bedroom!

Location · Value · Heating

Luxury Retreat In Back Cove | 10 Min to Downtown

Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Location · Family · Decor

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.

Value · Location · Checkout

Charming Modern West End Gem

This apartment is a stylish place in the West End of Portland Maine. Located on a quiet residential street, approximately 1 mile from the downtown area. This second (2nd) floor apartment gets beautiful sun throughout and has all the charm and character of an historic west end home, but with modern updates and furnishings. Rental includes access to one parking spot for a midsize or smaller vehicle, with plenty of free street parking nearby for second or larger vehicles.

Family · Location · Solo travel

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!

Value · Family · Parks

Bright and cozy Munjoy Hill neighborhood apartment

Bright and cozy apartment in Portland's Munjoy Hill neighborhood with private backyard deck. Short walk (like a minute!) to neighborhood bagels, coffee, breweries, beach, playgrounds, restaurants and 15 minute walk to the Old Port & Downtown. Ample/free street parking available. Our family of four lives upstairs, our home is surrounded by flower gardens and located on the Portland Trail system. We welcome all folks of all backgrounds to our home and neighborhood!

Family · Location · Bathroom

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.

Location · Value · Layout

Upscale City Apartment. Central location

Large 4th floor penthouse directly overlooking Monument Square. Features: an upscale kitchen 2 gorgeous baths, soaring ceilings, huge windows in the living and dining area. Super cityscape views. No elevator. Parking is available for 2 cars. Parking is “ tight” and won’t accommodate the largest SUV Walkers Paradise: close to great restaurants and coffee shops. Old Port is a 3 minute walk. Arts District is 4 minutes. NO SMOKING

Value · Location · Air conditioning

Safe, Quiet, Friendly area

Situated in a wonderful, friendly, family neighborhood. Walking distance to restaurants, coffee shops, shopping, parks & trails. 10 minutes from The Old Port & Arts Districts and many other local attractions. Less than 2 miles from Thompsons Point concert and food truck venue! The unit is a Large (1200 square ft) and comfy 2 bedroom apartment located on the 2nd floor.

Family · Value · Shared spaces

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.

Location · Family · Decor