Become a host

Places to stay near Portland Head Light

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Portland Head Light

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
A serene vista showcases the city skyline reflected in calm waters, framed by lush green grass and trees. The scene captures a tranquil moment, inviting viewers to appreciate the natural beauty and urban blend surrounding the space.
Home in Portland

Top Deck - Portland Property with Views!

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10-12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

4.92 out of 5 average rating, 305 reviews
Top guest favorite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

4.96 out of 5 average rating, 179 reviews
Top guest favorite
A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.
Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax with ocean views, warm up in the sauna or take a refreshing dip. Our cottage is part of Gurnet Village, an over 100-year-old working lobstering & oyster farming property on historic Route 24, between Brunswick & Harpswell. Expect boats, workers, road traffic, gear, and the occasional sounds & smells of a real Maine working waterfront. All rooms have ocean views, with access to the tidal beach & floating dock (May-Dec).

5.0 out of 5 average rating, 226 reviews
Top guest favorite
Cottage in Portland

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

4.97 out of 5 average rating, 306 reviews
Top guest favorite
An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.
Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

5.0 out of 5 average rating, 115 reviews
Top guest favorite
Treehouse in Pownal

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

4.99 out of 5 average rating, 199 reviews
Top guest favorite
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.
Apartment in Peaks Island

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.

4.99 out of 5 average rating, 234 reviews
Top guest favorite
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.
Apartment in Portland

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!

4.99 out of 5 average rating, 157 reviews
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

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.

4.97 out of 5 average rating, 327 reviews
Guest favorite
A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.
Apartment in South Portland

Sopo Abode

This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is beautifully finished, spacious, 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.

4.92 out of 5 average rating, 233 reviews
Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.

5.0 out of 5 average rating, 155 reviews
Top guest favorite
The spacious great room features large windows that showcase views of the sunset and Portland skyline. A wooden dining table is set beside a cozy seating area, while soft lighting from lamps creates a warm ambiance. Unique decor adds character to the inviting space.
Guest suite in Portland

Sunset Suite 42

Breathtaking views, privacy, and convenient location make Sunset Suite a great place to be while visiting ME! The great room with a cathedral ceiling and skylights offers the best of natural light... day and night! The Portland skyline is all yours from your private and expansive deck as you put your feet up and reminisce about your day and plan for the next.

5.0 out of 5 average rating, 245 reviews

Popular amenities for vacation rentals near Portland Head Light

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Portland Head Light

Portland Head Light

866 locals recommend

Fort Williams Park

363 locals recommend

Cliff House Beach

4 locals recommend

Condo rentals with wifi

Guest favorite
A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.
Condo in Portland

First Floor Portland Condo 3 Bed 2 Bath + Parking

4.96 out of 5 average rating, 380 reviews
Top guest favorite
The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.
Condo in Downtown Portland

Renovated Exchange St. Loft w/Free Parking

4.88 out of 5 average rating, 539 reviews
Top guest favorite
A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.
Condo in South Portland

Rustic Willard Beach condo ten mins from Old Port!

4.96 out of 5 average rating, 234 reviews
Top guest favorite
A bright and airy kitchenette is shown, featuring white cabinetry and modern appliances. A comfortable blue sofa sits in the living area, with a dining space for four highlighted by pendant lights. Large windows allow natural light to fill the room, enhancing the inviting ambiance.
Condo in West End

Mary J. Eastburn House--Baxter Suite

5.0 out of 5 average rating, 148 reviews
Guest favorite
A cozy living room features a brown leather armchair and a wooden coffee table. A comfortable sofa adorned with patterned throw pillows is positioned against the light-colored walls. Natural light streams through two windows, enhancing the inviting atmosphere. Decorative art pieces complete the space.
Condo in Downtown Portland

⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient

4.87 out of 5 average rating, 255 reviews
Top guest favorite
Condo in Old Orchard Beach

Luxury Beach Front Condo! Prime Location!

4.92 out of 5 average rating, 515 reviews
Guest favorite
A bright living area is furnished with a light-colored sofa and cozy armchair. A wooden coffee table sits in front, complemented by a decorative plant. Two snowshoe decorations adorn the wall, while natural light filters through the windows with soft window treatments.
Condo in Portland

Charming 2-Bedroom Back Cove Retreat

4.98 out of 5 average rating, 100 reviews
Guest favorite
A spacious living area showcases exposed brick walls and light, neutral carpeting. A grand piano is centrally positioned, surrounded by a yellow sofa and a white couch. Natural light enters through multiple windows, enhancing the cozy atmosphere of the room.
Condo in West End

Cozy York - Spacious 2 Bedroom

4.78 out of 5 average rating, 118 reviews

Family-friendly house rentals

Guest favorite
The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.
Home in Falmouth

Large Historic 7 Bedroom home with Pool & Hot Tub

4.88 out of 5 average rating, 119 reviews
Top guest favorite
Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

4.98 out of 5 average rating, 175 reviews
Top guest favorite
The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.
Home in Old Orchard Beach

Unique and Stunning Beachfront property Greygoose

4.92 out of 5 average rating, 189 reviews
Top guest favorite
A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.
Home in Saco

Oceanfront w/ Stunning views and Private Deck☀️🏖

5.0 out of 5 average rating, 249 reviews
Guest favorite
A cozy living area features a light-colored couch adorned with colorful cushions. A coffee table made of woven material is centered on a vibrant, geometric rug. Natural light filters through several large windows, highlighting a mix of indoor plants and decor items.
Home in Portland

Modern & Sunny East End House.

4.96 out of 5 average rating, 257 reviews
Guest favorite
A scenic view of the ocean framed by green trees and a grassy area. A distant lighthouse is visible on the horizon, while the sky is partly cloudy, creating a peaceful atmosphere. The landscape includes several large rocks scattered across the lawn.
Home in Peaks Island

Stunning Ocean Views From This Peaks Island Home

4.9 out of 5 average rating, 124 reviews
Guest favorite
Home in Peaks Island

Year-Round: Peaceful and Quiet Island Getaway

4.87 out of 5 average rating, 186 reviews
Top guest favorite
A spacious living area features a large sectional sofa adorned with patterned throw pillows. A wooden coffee table sits nearby, complementing the light wood flooring. Natural light fills the room through large windows, with a mounted television and decorative wall art enhancing the modern aesthetic.
Home in Old Orchard Beach

Luxury Home w/HOT TUB & Fire Pit

4.96 out of 5 average rating, 237 reviews

Apartment rentals with air conditioning

Top guest favorite
The image features a cozy hanging chair surrounded by decorative stones, set beneath a leafy structure. A beach scene is visible in the background, showcasing a sandy shoreline with umbrellas and the ocean. A simple living area is also highlighted with a neutral sofa, coffee table, and a shelf adorned with flowers.
Apartment in South Portland

Willard Beach–Apartment Near Portland & Parks

4.91 out of 5 average rating, 281 reviews
Top guest favorite
The airy living area features a neutral-toned sofa, complemented by two stylish chairs and a round glass coffee table. Soft light enters through two windows, and a vibrant abstract painting is displayed on the wall. Decorative lamps add subtle illumination.
Apartment in Cape Elizabeth

Cape Elizabeth Garden Apt+Beach+Close to Portland!

4.99 out of 5 average rating, 312 reviews
Guest favorite
The spacious studio features large windows that allow natural light to fill the room. A cozy seating area with two chairs and a side table complements a wooden dresser and a dining table with chairs. A soft area rug sits on the polished hardwood floor.
Apartment in West End

West End Private One Bed/Bath

4.95 out of 5 average rating, 257 reviews
Top guest favorite
A charming entrance to the Front Room restaurant is visible, featuring a dark wooden door opened to reveal the interior. Potted plants with vibrant flowers line the entryway, and a cat sits calmly on the mat outside, adding a welcoming touch to the scene.
Apartment in Portland

The Howard on Munjoy Hill

4.97 out of 5 average rating, 234 reviews
Guest favorite
A modern studio features a spacious living area with two sofas and a coffee table. A king-size bed is positioned against a brick accent wall. A dining table with stools is visible, while large windows provide natural light. A plant adds a touch of greenery.
Apartment in Downtown Portland

Lovely studio in downtown Portland

4.88 out of 5 average rating, 312 reviews
Top guest favorite
A spacious studio layout is visible, featuring a comfortable sectional sofa adorned with a mix of neutral and dark cushions. A large bed is situated in the background, accompanied by a soft area rug and warm wooden flooring, creating a relaxed atmosphere. Natural light enters through multiple windows.
Apartment in South Portland

Cozy South Portland studio with King bed! REG107

4.98 out of 5 average rating, 162 reviews
Top guest favorite
Exposed brick walls complement the wooden beams of the ceiling in this spacious studio loft. A cozy seating area with a neutral sofa is paired with a round coffee table. A large bed, dressed in soft linens, is positioned alongside a wall-mounted TV and an accent plant.
Apartment in Downtown Portland

Modern Studio Loft w/ Parking in Perfect Location

4.95 out of 5 average rating, 795 reviews
Superhost
A spacious living area features large windows that provide cityscape views. Two leather sofas and a glass coffee table are arranged around warm hardwood flooring, while a lamp adds soft lighting. Natural light illuminates the room, creating a bright and airy ambiance.
Apartment in Downtown Portland

Cityscape Loft. Central Location

4.79 out of 5 average rating, 678 reviews

Other great vacation rentals near Portland Head Light

Top guest favorite
An aerial view captures the modern cabin surrounded by lush greenery, featuring warm string lights illuminating the outdoor area. A hot tub is positioned near a cozy seating arrangement, with a gravel path visible leading away from the cabin.
Cabin in Kennebunk

HotTub+Firepit/5 min to DockSquare, Dining, Beach

4.96 out of 5 average rating, 229 reviews
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

Cozy Rock Cabin #thewaylifeshouldbe

4.99 out of 5 average rating, 394 reviews
Top guest favorite
A spacious sleeping area features natural wood paneling and a high ceiling. A comfortable bed is dressed in light blue and white linens, accompanied by two decorative pillows. A wooden cabinet and a bedside lamp add functional elements, while a window allows soft light to fill the room.
Barn in Portland

Garrison Cove Studio

5.0 out of 5 average rating, 498 reviews
Top guest favorite
An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.
Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

5.0 out of 5 average rating, 107 reviews
Guest favorite
A charming beach cottage stands in a serene setting, featuring a weathered wooden exterior with red-trimmed windows. A yellow door welcomes guests, while a wooden staircase leads to the entrance. Lush greenery and colorful flowers surround the home, indicating a well-tended garden.
Cottage in Peaks Island

Artist's Retreat

4.84 out of 5 average rating, 166 reviews
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

PRlVATE SUlTE in the Heart of East End Portland

4.97 out of 5 average rating, 761 reviews
Top guest favorite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal

Dreamy Post&Beam Hideaway Near Portland & Freeport

4.99 out of 5 average rating, 483 reviews
Guest favorite
A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.
Cottage in Harpswell

Classic Maine Cottage - dock, sauna & kayaks

4.9 out of 5 average rating, 182 reviews