Portland Rentals
From $190 per night (USD)VRBO
Sunny 1-bedroom apartment in the quiet part of Portland, close to UNE medical
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This 1-bedroom apartment is perfect for your visit to Portland. Inside, guests find a charming space featuring a queen b ...
From $190 per night (USD)VRBO
From $1518 per night (USD)Expedia
Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Brand New Listing! Experience the best of Portland, Maine in this stunning, newly built home just ...
From $1518 per night (USD)Expedia
From $227 per night (USD)VRBO
Portland Stately 3-BR, 2.5 BA | Walk to Back Cove
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Settle into Portland like a local in a character-filled 1884 home near Back Cove, with a sun-filled porch, and the Old P ...
From $227 per night (USD)VRBO
From $407 per night (USD)Expedia
Casco Bay Vista
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Big, bold view of Casco Bay from 2nd story deck, living room and bedroom. Short drive to Old Port/Downtown, Falmouth Fo ...
From $407 per night (USD)Expedia
From $579 per night (USD)VRBO
Harmony House/Walk to Downtown/Parking/Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Harmony House- your Portland retreat-where comfort, convenience, and city charm come together. This thoughtfu ...
From $579 per night (USD)VRBO
From $582 per night (USD)Expedia
Urban Ease/By Downtown/Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Urban Ease, your elevated Portland stay-where modern finishes, spacious interiors, and thoughtful amenities c ...
From $582 per night (USD)Expedia
From $1136 per night (USD)VRBO
Maine Social House/By Downtown/Balcony
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to The Maine Social House, your ultimate Portland group stay where space, comfort, and location come together se ...
From $1136 per night (USD)VRBO
From $598 per night (USD)Expedia
Lock`s Nest on Peaks Island Maine
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This special place is close to everything, making it easy to plan your visit. Have a seat on the front porch and watch t ...
From $598 per night (USD)Expedia
From $414 per night (USD)VRBO
2BR Apt | Full Kitchen | 10 Min to Old Port
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Just a 5-minute drive from downtown Portland, this bright and comfortable third-floor apartment offers a conve ...
From $414 per night (USD)VRBO
From $469 per night (USD)Expedia
2BR w/ Parking | 5 Min to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Just five minutes from downtown Portland, this inviting two-bedroom apartment offers a stylish, convenient ret ...
From $469 per night (USD)Expedia
From $278 per night (USD)VRBO
West End apartment with parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
First floor, spacious bright, sunny recently renovated and refurnished one bedroom apartment located in the heart of Wes ...
From $278 per night (USD)VRBO
From $565 per night (USD)Expedia
Gorgeous 3-bedroom house in charming Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this charming house in Portland that has its own backyard, bqq, and large deck. With three cozy bedrooms feat ...
From $565 per night (USD)Expedia
From $604 per night (USD)VRBO
West End Stylish & Creative Home w/ Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to The Walker House! A spacious, multi-level private apartment located in Portland’s beautiful and hi ...
From $604 per night (USD)VRBO
From $488 per night (USD)Expedia
West End Charm: Walk to All | Private Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to The Walker House! A spacious, multi-level private apartment located in Portland’s beautiful and his ...
From $488 per night (USD)Expedia
From $969 per night (USD)VRBO
Two Beautiful Apartments- Ideal for Groups!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Enjoy the perfect balance of togetherness and privacy in this unique property featuring two separate apartment ...
From $969 per night (USD)VRBO
From $224 per night (USD)Expedia
Munjoy Hill apartment w/ AC, walk to town & promenade
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect getaway in the heart of Portland, Maine! This charming apartment is nestled in the desirable Mun ...
From $224 per night (USD)Expedia
From $1746 per night (USD)VRBO
Hobson's Landing Condo in the heart of Portland's Historic Old Port Exchange
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience premiere city living at Portland's newest condominium community, located in Portland's downtown waterfront. H ...
From $1746 per night (USD)VRBO
From $468 per night (USD)Expedia
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful and modern condo offers a spacious escape in downtown Portland. After long days exploring the city, come ...
From $468 per night (USD)Expedia
From $320 per night (USD)VRBO
Historic Condo w/ Casco Bay Views, WiFi & 2 Bikes - Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully situated in a historic 1898 building overlooking scenic Casco Bay, this charming Portland condo offers an id ...
From $320 per night (USD)VRBO
From $506 per night (USD)Expedia
Elegant condo - walk to Portland's best restaurants & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Polished, elegant, and perfectly located within walking distance of the Old Port, this beautiful condo offers a wonderfu ...
From $506 per night (USD)Expedia
From $627 per night (USD)VRBO
Beautiful Combo Home Located in Downtown Portland - Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This downtown Portland property hosts two separate, fully equipped living spaces that are perfect for a family or group ...
From $627 per night (USD)VRBO
From $242 per night (USD)Expedia
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Within easy walking distance of bakeries and restaurants, this comfortable abode boasts a superb location, quality furni ...
From $242 per night (USD)Expedia
From $297 per night (USD)VRBO
Historical & dog-friendly West End condo with parking - walk to all of Portland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Portland ME STR License: 20180761-ST Experience a quintessential Portland setting in the city's most desirable neighbor ...
From $297 per night (USD)VRBO
From $305 per night (USD)Expedia
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A tranquil and scenic getaway awaits when you book this fantastic vacation rental in a quaint and delightful historical ...
From $305 per night (USD)Expedia
From $307 per night (USD)VRBO
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A tranquil and scenic getaway awaits when you book this fantastic vacation rental in a quaint and delightful historical ...
From $307 per night (USD)VRBO
From $851 per night (USD)Expedia
Gorgeously renovated, 2-condo property in the West End - walk everywhere
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Portland ME STR License: 20180761-ST Find the perfect Portland setting for a group of friends or several couples at thi ...
From $851 per night (USD)Expedia
From $297 per night (USD)VRBO
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Portland ME STR License: 20180761-ST Surround yourself with historic homes, tree-lined streets, and some of the best re ...
From $297 per night (USD)VRBO
From $219 per night (USD)Expedia
Beautiful Restored Historic Property
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 87 on Pine, a one-of-a-kind townhouse in Portland’s historic West End. Built in 1865 this home still shows of ...
From $219 per night (USD)Expedia
From $606 per night (USD)VRBO
Rare West End Home • Walk to Old Port, Harbor View
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This rare 1875 single-family home in Portland’s West End offers the perfect blend of historic charm and modern comfort. ...
From $606 per night (USD)VRBO
From $253 per night (USD)VRBO
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $253 per night (USD)VRBO
From $253 per night (USD)VRBO
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $253 per night (USD)VRBO
From $253 per night (USD)VRBO
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $253 per night (USD)VRBO
From $505 per night (USD)VRBO
4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $505 per night (USD)VRBO
From $253 per night (USD)VRBO
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $253 per night (USD)VRBO
From $311 per night (USD)VRBO
Renovated Exchange St. Loft w/Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This renovated loft-style condo is right in the heart of the Old Port. Located on Portland`s bustling Exchange Street, t ...
From $311 per night (USD)VRBO
From $347 per night (USD)Expedia
Cozy Two Bedroom on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy first floor 2 bedroom apartment is close to everything the Portland Peninsula has to offer, making it easy to ...
From $347 per night (USD)Expedia
From $442 per night (USD)VRBO
Experience Portland’s charm in this beautifully restored 2-bed, 1.5-bath Victorian apartment! Located downtown, enjoy modern comforts, historic elegance, a private backyard, AC, and 1 free parking spot. Perfect for your Maine getaway! 🦞
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your historic Portland oasis! Nestled on State Street in the heart of downtown, this stunning first-floor Vic ...
From $442 per night (USD)VRBO
From $549 per night (USD)Expedia
Prime Location, Private Rooftop Deck.Walk to Old Port,waterfront, Museums& Music
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your private top-floor retreat in Portland’s sought-after West End. Located in a charming historic building, ...
From $549 per night (USD)Expedia
From $382 per night (USD)VRBO
Cozy West End apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spacious open concept one-bedroom apartment is located in a restored house built in 1845. A colorful, cozy space th ...
From $382 per night (USD)VRBO
From $865 per night (USD)Expedia
4BR/3BA Near Old Port + Parking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Perfect for group getaways, this beautifully maintained historic Portland home offers two private apartments u ...
From $865 per night (USD)Expedia
From $744 per night (USD)VRBO
Sleeps 10 | 2 Kitchens | Near Back Cove | Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Enjoy the flexibility of two separate units within one private home near Portland’s scenic Back Cove, ideal fo ...
From $744 per night (USD)VRBO
From $506 per night (USD)Expedia
Modern comfort meets Maine charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to The Hartley House. Relax in this spacious, serene retreat just minutes from Portland’s Old Port. Close to res ...
From $506 per night (USD)Expedia
From $112 per night (USD)VRBO
Great suburban location close to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Wonderful and cozy 1 bedroom unit in quiet location only 10 minutes drive/Uber to downtown Portland. Close to walkin ...
From $112 per night (USD)VRBO
From $475 per night (USD)Expedia
2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just steps from the Eastern Promenade, this apartment is the perfect location for your visit to Portland. Everyt ...
From $475 per night (USD)Expedia
From $955 per night (USD)VRBO
Shop, Dine, Walk to Deering Oaks! Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Steps to USM Campus | 2 Mi to Old Port | Patio w/ Smokeless Fire Pit | Treehouse Whether you're exploring the rugged Ma ...
From $955 per night (USD)VRBO
From $983 per night (USD)VRBO
Experience modern comfort, historic surroundings, and resort amenities on GDI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to one of Maine’s most unique destinations at this beautiful 3‑bedroom, 2.5‑bath condo on Great Diamond Island. J ...
From $983 per night (USD)VRBO
From $139 per night (USD)VRBO
PWM Airport 2 Queens Room Breakfast, Pool & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in a Suite 2 Queen beds, ideal for business or leisure stays near the airport, shopping, and downtown attractions. ...
From $139 per night (USD)VRBO
From $129 per night (USD)VRBO
PWM Airport King Room with Breakfast, Pool & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relax in a 1 King Bed Suite with sofa bed, ideal for business or leisure stays near the airport, shopping, and downtown ...
From $129 per night (USD)VRBO
From $837 per night (USD)VRBO
Historic Home • Room to Gather • Off-Street Parking • 10Min to Old Port
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Set within a beautifully restored Victorian duplex, we purposefully designed The Cornerstone to bridge the gap between t ...
From $837 per night (USD)VRBO
From $524 per night (USD)VRBO
Charming Home minutes to Old Port & Thompson Point
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your quiet Maine getaway, perfectly located just minutes from Thompson Point, Downtown Portland, and the city ...
From $524 per night (USD)VRBO
From $3289 per night (USD)VRBO
Spacious West End Retreat. Walk Everywhere, Prime Portland Location. 5 BR/3BTH. 6 BEDS.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This property boasts one of the most desirable locations in Portland, w/easy walking access to excellent restaurants, th ...
From $3289 per night (USD)VRBO
From $134 per night (USD)VRBO
West End 2 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Portlands historic West End, this furnished 2-bedroom, 1-bath apartment sits on the second floor of a small, ...
From $134 per night (USD)VRBO
From $268 per night (USD)VRBO
Ocean Views / 2BR King Beds / Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Discover this stunning 3rd-floor penthouse offering breathtaking panoramic views of Casco Bay. Perfectl ...
From $268 per night (USD)VRBO
From $368 per night (USD)VRBO
Walk to East End Beach / 2BR King Beds / Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About This Space Luxury Retreat! Discover this stunning 2nd floor condo with modern living amenities. Perfectly located ...
From $368 per night (USD)VRBO
From $395 per night (USD)VRBO
Munjoy Hill 2BR / King Beds / Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury Retreat! Discover this stunning 1st floor condo with modern living amenities. Perfectly located in Portland’s vi ...
From $395 per night (USD)VRBO
From $2759 per night (USD)VRBO
Stunning 6BR Luxury Retreat King Beds Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to 46 Turner Street, a rare East End gem. Rent all three modern 2-BR condos together—6 bedrooms, 6 king beds, 1 ...
From $2759 per night (USD)VRBO
From $956 per night (USD)VRBO
Amazing Oceanfront Brand NewHome Ideal location -
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This is a brand new home (very rare for a peaks island rental) and could very well have the best view of a property on ...
From $956 per night (USD)VRBO
From $425 per night (USD)VRBO
Exchange Street Skylight Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Portland home away from home. This unique top-floor condo combines historic New England charm with mode ...
From $425 per night (USD)VRBO
From $149 per night (USD)VRBO
NEW! Stylish Loft in the Heart of Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immaculate urban oasis in the heart of downtown Portland. Ideal for remote work. An easy walk to dozens of downtown’s mo ...
From $149 per night (USD)VRBO
From $1165 per night (USD)VRBO
New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
The whole group will enjoy easy access to everything from this centrally located, charming cape overlooking Casco Bay an ...
From $1165 per night (USD)VRBO
From $452 per night (USD)VRBO
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $452 per night (USD)VRBO
From $448 per night (USD)Expedia
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $448 per night (USD)Expedia
From $593 per night (USD)VRBO
4br2ba House parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning rest ...
From $593 per night (USD)VRBO
Click For PricingExpedia
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stay in the Top 2 Floors of a Charming 3-Story Cottage This spacious, light-filled retreat is in a prime location- clos ...
Click For PricingExpedia
From $643 per night (USD)VRBO
Oceanview, Handicap Friendly, Dogs & Babies Welcome. Watch the Seashore parade!
- 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 $643 per night (USD)VRBO
From $275 per night (USD)VRBO
The Portland Getaway
- 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 $275 per night (USD)VRBO
From $403 per night (USD)VRBO
Fall In Love With Portland!
- 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 $403 per night (USD)VRBO
From $401 per night (USD)Expedia
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Portland Registration #4803 A well cared for and comfortable home, in Portland’s popular Munjoy Hill & Eastern ...
From $401 per night (USD)Expedia
From $493 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 $493 per night (USD)VRBO
From $876 per night (USD)Expedia
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 $876 per night (USD)Expedia
From $140 per night (USD)VRBO
Rosemont 1st Fl: 2BR: Sunny Spacious Convenient
- 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 $140 per night (USD)VRBO
From $652 per night (USD)Expedia
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 $652 per night (USD)Expedia
From $567 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 $567 per night (USD)VRBO
From $843 per night (USD)Expedia
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bella Vista is a 3 bedroom, 2 1/2 bath home sitting directly on the Atlantic Ocean side of Peaks Island at Elm Tree Co ...
From $843 per night (USD)Expedia
From $498 per night (USD)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 ...
From $498 per night (USD)VRBO
From $462 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 $462 per night (USD)VRBO
From $1048 per night (USD)VRBO
Downtown Penthouse Suite - Stunning Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CO2024-01992 Welcome to your private 1850s Old Port penthouse, offering breathtaking views and complimentary parking ne ...
From $1048 per night (USD)VRBO
From $1152 per night (USD)Expedia
Penthouse Two Master Waterfront Suite with Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CO2024-01785 Stunning penthouse suite with exposed beams, brick accents, and whitewashed poplar walls. Enjoy harbor vie ...
From $1152 per night (USD)Expedia
From $945 per night (USD)VRBO
Waterfront Two Master Suite Penthouse with Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CO2024-01785 Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor ...
From $945 per night (USD)VRBO
From $1226 per night (USD)Expedia
Old Port Penthouse Suite - Amazing Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CO2024-01992 Private Old Port Penthouse with breathtaking views and your own cupola. Quiet and secure. This beautiful c ...
From $1226 per night (USD)Expedia
From $430 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 $430 per night (USD)VRBO
From $194 per night (USD)Expedia
Stunning - modern 2 bedroom Victorian mansion pad
- Bedrooms:
- 1
- 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 $194 per night (USD)Expedia
From $502 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 $502 per night (USD)VRBO
From $182 per night (USD)Expedia
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 $182 per night (USD)Expedia
From $1324 per night (USD)VRBO
Stylish & Spacious Townhouse w/Garden, Family-friendly, walk to downtown!
- Bedrooms:
- 2
- 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 $1324 per night (USD)VRBO
From $585 per night (USD)VRBO
Panoramic Sea Views • Oceanic Hot Tub • Epic Food Scene
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Minimum stay: 7 nights in Summer, 2 nights year round, and 3+ nights for holidays. Checkin 10a/checkout 4p (but not on S ...
From $585 per night (USD)VRBO
From $441 per night (USD)VRBO
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $441 per night (USD)VRBO
From $486 per night (USD)VRBO
Classic turn of the century Maine cottage
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Maine island living in this beautifully preserved turn of the century home. Libby Cottage is located in ...
From $486 per night (USD)VRBO
From $2239 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 $2239 per night (USD)VRBO
From $394 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 $394 per night (USD)VRBO
From $429 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 a waterfront park ...
From $429 per night (USD)VRBO
From $511 per night (USD)Expedia
Brand new single family Munjoy Hill
- Bedrooms:
- 2
- 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 $511 per night (USD)Expedia
From $348 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 $348 per night (USD)VRBO
From $1167 per night (USD)VRBO
Bright, spacious home, new kitchen, hot tub, beautiful art, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a comfortable, spacious and bright home in a quiet neighborhood with a brand new, gorgeous kitchen. A heat p ...
From $1167 per night (USD)VRBO
From $399 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 $399 per night (USD)VRBO
From $331 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 $331 per night (USD)VRBO
From $965 per night (USD)VRBO
Waterfront Island Getaway w/two cottages perfect for Multiple or Large Families
- Bedrooms:
- 2
- 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 $965 per night (USD)VRBO
From $737 per night (USD)Expedia
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 $737 per night (USD)Expedia
From $2588 per night (USD)VRBO
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisitely decorated, art-filled home on Portland's highly sought after East End. Stunning water views from the master ...
From $2588 per night (USD)VRBO
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Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Weekends are 2 night minimum. Beautiful spacious place located 9 minutes from downtown Portland. The property is a resto ...
Click For PricingVRBO