Apartment holiday rentals in Portland

4.96 out of 5 average rating, 684 reviews

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.

LocationValueGetting around

A bright bedroom features a spacious bed dressed in a floral quilt with decorative pillows. Large windows are adorned with sheer curtains, allowing natural light to fill the room. Two bedside tables with lamps complement the cozy atmosphere.

4.96 out of 5 average rating, 222 reviews

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.

ValueFamilyOutdoor spaces

The living area features a mix of seating options, including a red chair and a gray couch. A coffee table is centered on a light-colored area rug. Natural light fills the space through multiple windows, while plants add a touch of greenery to the warm wood flooring.

4.98 out of 5 average rating, 338 reviews

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"!

FamilyLocationLong stay

A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.

5.0 out of 5 average rating, 113 reviews

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!

LocationFamilyComfort

Apartment in Peaks Island

A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.

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.

LocationValueHospitality

4.99 out of 5 average rating, 229 reviews

An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.

4.99 out of 5 average rating, 153 reviews

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!

ValueLocationHiking

A common area is depicted, featuring a spacious couch adorned with yellow pillows. A light wood coffee table is centered on a striped rug. Natural light flows through large windows, illuminating a dining table with several wooden chairs, complemented by a cozy décor.

4.97 out of 5 average rating, 517 reviews

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!

FamilyLocationHeating

A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.

4.97 out of 5 average rating, 327 reviews

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.

LocationValueCheckout

Superhost

4.82 out of 5 average rating, 387 reviews

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

ValueLocationBathroom

A welcoming living area features a light gray sectional sofa adorned with various textured pillows. A wooden coffee table sits on a neutral rug, accompanied by a dark, upholstered chair. Natural light filters through the two windows, complementing the space's relaxed ambiance.

4.98 out of 5 average rating, 237 reviews

Downtown Historical Victorian 2 BR APT

The West End is one of Portland's most historical districts. The house is within walking distance of Long Fellow Square, and the Western Promenade. It is a great home base while exploring. From its rich history rooted in the Victorian era, to its parks and restaurants, Portland's West End is consistently ranked as a favorite local hotspot. New reno located on a popular street in a neighborhood filled with historic homes.

ValueLocationAmenities

4.91 out of 5 average rating, 280 reviews

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.

LocationValueLaundry

A bright hallway features wooden flooring and natural light filtering through large windows. Exposed wooden beams and a brick wall add character. A cozy seating area with red sofas is visible at the end, alongside a modern kitchen space. A bathroom door is located to the left.

4.94 out of 5 average rating, 761 reviews

Extraordinary Architectural Masterpiece Downtown

Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.

FamilyValueAir conditioning

Popular amenities for Portland apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A modern living area features a light-colored sofa with decorative pillows, accompanied by two blue accent chairs. A round coffee table is centered on a patterned rug. Large windows are draped with sheer curtains, allowing natural light to enhance the space.

4.93 out of 5 average rating, 321 reviews

Charming Modern West End Gem

ValueFamilyAccess

A cozy living room features a tan sofa adorned with decorative pillows, complemented by a wicker coffee table. Natural light floods in through multiple windows, highlighting hardwood floors and brightening the space. A second seating area is visible through an archway, offering additional comfort.

4.92 out of 5 average rating, 315 reviews

Stylish 3BR/2BA Close to Downtown with Parking

LocationFamilyCondition

A king-sized bed is layered with a green duvet and a decorative orange throw. Nightstands with lamps flank the bed, providing soft illumination. Colorful wall art hangs above the bed, and a patterned rug adds warmth to the room. Window drapes showcase a floral design.

4.94 out of 5 average rating, 166 reviews

The Joy of Munjoy

FamilyLocationWalkability

A spacious living area is presented with a large sectional sofa and a round wooden coffee table centered on a patterned rug. A flat-screen television is positioned against a wall, and natural light enters through multiple windows, enhancing the open, inviting layout.

4.96 out of 5 average rating, 159 reviews

Spectacular 3rd Floor Apt Near Downtown Portland

FamilyValueQuiet

Apartment in Cape Elizabeth

A panoramic view of lush green land, featuring an array of colorful flowers. The coastline is visible in the distance, with water reflecting the clear blue sky. A shaded area with trees complements the vibrant plants, creating a serene outdoor environment.

Crescent Beach Gardens

FamilyValueCheck-in

4.99 out of 5 average rating, 136 reviews

A bright living area features a leather couch, a glass coffee table, and a comfortable chair. Natural light enters through bay windows adorned with plants. A large TV is positioned on a wooden stand, complementing the room's blend of modern and classic decor.

4.9 out of 5 average rating, 173 reviews

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

LocationFamilyCheckout

A spacious living area displays a deep L-shaped sofa adorned with cozy throw blankets. A textured area rug anchors the seating area, while natural light pours in through the skylights. A small plant and accent tables complement the modern decor.

4.98 out of 5 average rating, 154 reviews

Chic Portland Penthouse, 2BR

LocationFamilyGetting around

A spacious outdoor deck is featured, furnished with a seating area comprising a sectional sofa, coffee table, and dining table. A striped area rug adds warmth to the space. Clear skies and a view of neighboring rooftops create an inviting environment for relaxation.

4.78 out of 5 average rating, 280 reviews

The Aerie

FamilyLocationIndoor spaces

Private apartment rentals

A well-lit bedroom features a spacious bed with white linens and decorative pillows. A wooden dresser and side table provide storage and surface space. Natural light filters in through two angled windows above the bed, and a door leads to a small balcony.

4.99 out of 5 average rating, 718 reviews

*Serene* West End 2BR w/ Balcony: The Mermaid Cove

LocationFamilySleep quality

4.99 out of 5 average rating, 234 reviews

Munjoy Hill | Sunny, Stylish + Walkable

ValueLocationView

Superhost

The exterior of a three-story building is shown, featuring light green siding and multiple windows with shutters. Two trees are located in front, providing shade. The area is lined with a sidewalk and parked cars, contributing to the accessible downtown environment.

4.77 out of 5 average rating, 604 reviews

Downtown Apartment w/ Parking - Come Work or Play!

FamilyValueDecor

The living area features a neutral color palette with a light gray sofa and two armchairs, one in a darker tone. A round coffee table sits at the center, adorned with a small plant. A flat-screen TV is mounted on the wall, and a painting complements the space.

4.96 out of 5 average rating, 483 reviews

Large Sunny Apartment Near Downtown/Arts District

LocationFamilyView

The front view of a classic Victorian duplex displays a vibrant green exterior with intricate architectural details. Two inviting entryways feature maroon doors, framed by large windows and decorative trim. Lush greenery surrounds the property, enhancing the welcoming atmosphere of the neighborhood.

4.95 out of 5 average rating, 458 reviews

Charming West End Victorian

LocationFamilyQuiet

A bright living area features a gray sofa and a purple chair, complemented by a wooden coffee table. Natural light fills the space through two large windows adorned with sheer curtains. A flat-screen TV is mounted on the wall, and a patterned area rug adds warmth.

4.84 out of 5 average rating, 507 reviews

West End 1BR | Desk | W/D | Near Maine Med

ValueFamilySleep quality

The spacious dining area features a black and white checkered floor, complemented by red walls. A rustic wooden table with four black chairs is placed centrally, while a vintage mirror reflects the room. Natural light filters through windows adorned with floral curtains, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 569 reviews

RETRO BnB in the Heart of East End Portland

FamilyValueHospitality

4.97 out of 5 average rating, 185 reviews

Old Port Artist Loft • Free Parking • Spacious 3BR

LocationFamilyLayout

Apartment rentals with a hot tub

A bright living area features large windows that provide ample natural light. Two comfortable chairs with colorful upholstery are arranged beside a small table, while a cozy couch with red accents complements the space. A vibrant piece of artwork adorns the wall, adding a touch of color.

4.98 out of 5 average rating, 408 reviews

Beautiful West End studio, hot tub, park free.

LocationValueHospitality

4.97 out of 5 average rating, 518 reviews

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

FamilyValueBiking

4.98 out of 5 average rating, 289 reviews

Maine Hacienda w/hot tube & seasonal pool

FamilyLocationParking

4.93 out of 5 average rating, 140 reviews

A cozy kitchen area features a gray countertop and green cabinetry. Three barstools are positioned at the counter. Lush plants adorn the sloping ceiling, accompanied by a small dining table and vibrant flower arrangements. A comfortable seating area with decorative pillows completes the space.

Apartment in Saco

Welcome to our BoHo Treehouse! Beaches/Portland

FamilyLocationOutdoor spaces

4.99 out of 5 average rating, 188 reviews

The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.

Apartment in Kennebunk

Birch Sea

ValueFamilyGetting around

4.87 out of 5 average rating, 611 reviews

Apartment in Topsham

Cozy hot tub haven

ValueFamilyDecor

4.91 out of 5 average rating, 796 reviews

An inviting living area showcases a modern spiral staircase leading to the loft. A sleek kitchen is visible, featuring patterned backsplash tiles and stainless-steel appliances. A comfortable sofa and a coffee table create a cozy seating arrangement, complemented by natural light from the large windows.

Apartment in Brunswick

Downtown Hideaway-Loft HotTub Modern Clean Private

ValueFamilyHeating