
Places to stay near Portland Head Light
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Portland Head Light
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Cozy South Portland studio with King bed! REG107
Welcome to our studio! Stocked with all you need! Short walk away from the green belt trail & ocean views. Just 5 minutes away from Fort Williams home to the most photographed light house in America. We are a walk away from bug light,and spring point and if you feel like a beach day Willard beach is 5 minutes away. Don't forget to stop at scratch bakery or the cookie jar for a coffee and treat. Portland's Old Port is just a 10 minute uber ride . FYI ,entrance is in back up a flight of stairs .

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, 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.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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.

Garrison Cove Studio
Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

Coastal Penthouse - Center of Downtown Portland!
Overlooking Portland’s historic downtown rests this coastal penthouse located on the most vibrant street in the city! This one-bedroom apartment is fitted out with all of the amenities needed for a Maine vacation! Enjoy relaxing in luxury while only feet away from Portland’s most popular destinations. This penthouse is perfect for those here for business or a Maine getaway!

Willard Beach–Apartment Near Portland & Parks
Many guests have remarked that this stylish, first floor apartment is much larger than it appears in the photos. Just a 4 minute walk to the beach and a ten minute drive to downtown Portland it’s the perfect home base for exploring everything the area has to offer! Jess is a fifth generation Mainer and is happy to answer any questions you may have as you plan your trip!

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. Follow the journey on IG at @cozyrockcabin!
Popular amenities for holiday rentals near Portland Head Light
Apartment rentals with wifi

Luxury Beach Front Condo! Prime Location!

First Floor Portland Condo 3 Bed 2 Bath + Parking

Walk to Top Dining • Boutique Stay • Parking

Cozy condo by the beach!

Portland 1 Bedroom Condo in the Arts District.

Comfy condo with loft by the beach!

Mary J. Eastburn House - Baxter Suite

Renovated Exchange St. Loft w/Free Parking
Family-friendly house rentals

Wren Cabin + Wood fired Sauna

East End Unit

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Paradise Retreat Cape Elizabeth

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Captain’s Quarters Seaside Cottage

Modern & Sunny East End House. Private Parking!

Romantic Mirror cabin in the woods
Apartment rentals with air conditioning

Urban Seaside Retreat- East End Overlook Casco Bay

Charming Modern West End Gem

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Chic Portland Penthouse, 2BR

Petit Pad Atop Munjoy Hill+Steps to Eastern Prom!

1-bedroom unit (3 beds) with free parking

Modern Studio Loft w/ Parking in Perfect Location

Peaks Island Master Bedroom Suite
Other great holiday rentals near Portland Head Light

Yurtvana

Maine Escape | 9mi Portland • 6mi to Beach

One Bedroom Loft

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!

Historic Maine Barn with Private Saltwater Hot Tub

Large, luxurious geodesic dome - 08

The Garden Cabin Tiny Home

"Periwinkle" ~ a Charming Oceanfront Cottage
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Popham Beach State Park
- Pemaquid Beach
- Short Sands Beach
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Footbridge Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Palace Playland
- Hills Beach
- Portland Museum of Art





