Vacation rentals in Fish Point

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Top-rated vacation rentals in Fish Point

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Top guest favorite
A bright living area features large windows dressed with sheer curtains allowing natural light to fill the space. A cozy turquoise couch is positioned near a wooden armoire. Two floral upholstered armchairs and a wooden coffee table are arranged on a soft green rug, inviting relaxation.
Guest suite in Portland
4.97 out of 5 average rating, 743 reviews

PRlVATE SUlTE in the Heart of East End Portland

Private Suite in the Heart of East End Portland. Sunny, elegant, Victorian studio with private entrance, bathroom and mini-kitchen area. This location is walkable to award winning restaurants, excellent cafes, the East End Beach where you can rent kayaks, ferries to the islands and more! A perfect romantic getaway close to anything you want to come to Portland to see and do, yet in the quiet, tree lined neighborhood of Munjoy Hill and the scenic East End. See guidebook included in this listing:)

Top guest favorite
A stunning sunrise over Casco Bay is captured, with soft rays of light filtering through a tree. The serene water surface reflects warm hues, while a quiet road leads along the waterfront, providing a tranquil ambiance to the scene.
Apartment in Downtown Portland
4.98 out of 5 average rating, 156 reviews

Urban Seaside Retreat- East End Overlook Casco Bay

A very special retreat. Elegant and cozy, two-level, private entrance, with front row view of Casco Bay islands, parks, and easy access to the best of Portland's city life. Watch the Sun and Moon rise over the islands from this Victorian stable apartment. Walk to Portland's finest cultural and culinary offerings, to the beach for kayaking, the park for tennis, enjoy shore front trails, take a ferry to the islands. Everything to enjoy the very best of Portland is right here. (Reg.#001171-2019)

Guest favorite
A bright and airy sitting area is highlighted by large windows allowing natural light to fill the space. Two red armchairs and a gray chair are positioned around a wooden coffee table, complemented by a stylish floor lamp and a decorative vase with dried flowers.
Hotel room in Downtown Portland
4.89 out of 5 average rating, 167 reviews

Luxury One Bedroom Loft in Portland’s Old Port

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Top guest favorite
A bright bedroom features a queen bed with soft white linens and decorative pillows in warm tones. A wooden nightstand holds a small bowl and a lamp. Natural light enters through a window, illuminating the calming blue walls.
Apartment in Portland
4.99 out of 5 average rating, 239 reviews

Boutique 1BR Suite * East End* Bay View

Beautifully appointed boutique 1-bedroom suite in Portland’s quiet East End, featuring Maine-sourced wide-plank pine floors and seasonal Casco Bay views. Thoughtfully designed with bright modern furnishings, local artwork, Brooklinen linens and towels, and locally roasted coffee. Enjoy a comfortable queen bed, a shared patio with a grill and gas fire pit, and an easy walk to the Eastern Promenade, waterfront, and Old Port restaurants. Quiet, owner-occupied, non-smoking, no pets, no TV.

Top guest favorite
A spacious guest suite is shown with a shared living area visible through an open doorway. A queen bed adorned with a polka dot duvet sits beside a bedside table with a lamp. A sitting area with a twin bed and natural light from large windows enhances the welcoming ambiance.
Guest suite in Portland
4.96 out of 5 average rating, 224 reviews

Joyful Munjoy Hill Garden Suite

Attached guest suite with private garden entrance in Portland's vibrant Munjoy Hill neighborhood. Minutes from cultural, culinary, and outdoor pursuits in Portland's Old Port and Arts District. Walk to markets, restaurants, coffee shops, breweries, bars, bakeries, shops, galleries, museums, and more. Stroll along the Eastern Promenade gazing at picturesque Casco Bay. Trails, bike path, parks, beach, SUP/kayak/bike rentals, and ferry terminal all are steps away.

Top guest favorite
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.
Apartment in Downtown Portland
4.97 out of 5 average rating, 319 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.

Top guest favorite
A tranquil bedroom features a spacious bed covered with a light-colored bedspread. Soft light enters through a large window adorned with sheer curtains. A decorative mirror hangs on the wall, and a small chair is positioned near the closet, creating a calm and cozy environment.
Apartment in Portland
4.93 out of 5 average rating, 693 reviews

Adorable getaway on the Eastern Promenade

Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Guest favorite
The sleeping area features a headboard with green and white floral wallpaper. A spacious bed is adorned with multiple pillows, including a long gray bolster pillow. A soft throw blanket is draped across the bed's lower edge, enhancing the cozy atmosphere.
Apartment in Portland
4.92 out of 5 average rating, 188 reviews

Cozy Urban Treehouse on Munjoy Hill

Snack and sip your way through the food mecca that is Portland, Maine from this conveniently located, newly renovated one bedroom retreat. The lush and transportive attic apartment is easy walking distance from the Eastern Prom, the Old Port, and Bayside breweries, allowing guests a one-of-a-kind getaway. White lacquer floors are paired with antique furnishings, soft linens, and techy touches. Come for the lobster, stay for the lifestyle.

Top guest favorite
A spacious sleeping area features a queen-sized bed with soft linens and a cozy blanket. A flat-screen television is positioned on a sleek sideboard, while large windows allow natural light to brighten the room. A small table and chair are placed near an additional seating area.
Guest suite in Portland
4.93 out of 5 average rating, 359 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, king sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

Top guest favorite
An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.
Home in Portland
4.94 out of 5 average rating, 179 reviews

East End Unit

Our unit is located in the East End on a quiet street just up from the waterfront. Minutes walk to the Eastern Prom, the Old Port, and many excellent restaurants and bars. Private entrance and the entire driveway is reserved for you. Free street parking. The one-time fee for EV charging is $20.

Top guest favorite
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.
Apartment in Downtown Portland
4.98 out of 5 average rating, 147 reviews

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.

Top guest favorite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport
4.99 out of 5 average rating, 382 reviews

Cozy Rock Cabin #thewaylifeshouldbe

*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire.

Popular amenities for Fish Point vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Fish Point