
Places to stay near Portland Head Light
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Top-rated vacation rentals near Portland Head Light
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Chickadee Tiny House
The newly built Chickadee allows you to experience upscale tiny living within a stones throw of some popular local attractions. While we feel the Chickadee offers plenty of privacy from the inside you should make note that it is located in the middle of a neighborhood setting and the landscaping is still being worked on though won't be disruptive to your stay. Just under a mile from downtown Gorham 20 minutes to Portland Ski, swim, shop, eat, leaf peep, hike, the activities nearby are endless

Portland + Cape Elizabeth + Beaches + luxurious!
Permit210780 •Luxurious 3 rm apt with 1322 5* reviews! Only a mi to the beach & 4.4 mi to Portlnd - Location! •1st flr Great Rm to dine & relax: microwave, fridge, toaster, Keurig, TV, cooktop •2nd flr huge bathrm & bedrm for 2 w/ another sitting rm + a 2nd bdrm w/ 1 Q & 2 twins •More than 2 people? Alter reservation #’s for additional cost •2 people wanting 2 bedrms? Only add a $50 cleaning fee for 2nd bdrm •luxurious furnishings & superior bedding! •I am known for thinking of EvErYtHiNg ;-l

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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!

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Private Garden Retreat on Munjoy Hill
This well-appointed, new space is located on first floor of a modern, new home on Munjoy Hill - Portland’s most charming neighborhood. This convenient suite has a separate, private entrance with a private outdoor seating area. The location is perfect for walking - just minutes to excellent restaurants, coffee shops, gourmet market, Eastern Promenade, St. Lawrence Arts Center and Washington Avenue. Portland’s Old Port and bustling harbor is just a 10 - 15 minute walk down the Hill.

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!

Cozy Tiny Cottage • 9mi Portland • 6mi Beach
Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

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.

Fore River Suite
A rich and restful oasis for one or two traveling through or with Portland as destination. Our second story suite features views of a waterfall and the tidal river on Casco Bay. Unwind with a glass of wine and sketchbook or simply enjoy the birdlife while planning your stay in Maine. *Returning guests: this is the same suite you know and love, just reconfigured and updated for maximum enjoyment!*

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 vacation rentals near Portland Head Light
Condo rentals with wifi

Waterfront Two Master Suite Penthouse with Rooftop

Charming, newly remodeled space atop Munjoy Hill.

Modern Industrial Beach Cottage

First Floor Portland Condo 3 Bed 2 Bath + Parking

Comfy condo with loft by the beach!

Luxury Condo in Downtown Portland Old Port

Renovated Exchange St. Loft w/Free Parking

Mary J. Eastburn House--Mountain View Suite
Family-friendly house rentals

Falmouth Flats Ocean Escape

Historic, pastoral home in charming Yarmouth, ME!

An Airy Private Suite steps off Washington Ave

Private lakefront home w/ docks, deck and firepit

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Eagle's Nest on 8 acres next little john preserve

Captain’s Quarters Seaside Cottage
Apartment rentals with air conditioning

Cityscape Loft. Central Location

Chic Portland Penthouse, 2BR

Willard Square - The View

Downtown Apartment w/ Parking - Come Work or Play!

Comfortable studio apartment in quiet location

Charming 1 Bedroom Flat in the Heart of Portland

Crescent Beach Gardens

Cozy SoPo Condo
Other great vacation rentals near Portland Head Light

Yurtvana

One Bedroom Loft

Sunshine Kitty Retreat - Private Suite

Peaks Island Water View Condo w/ Beach Access

Poet's Nook: Cozy and Private 1BR Apartment

Central Arts District Studio with Free Parking

Ocean Views, work friendly

HotTub/5min to K-port, Pet friendly, @anchorunwind
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- Gooch's Beach
- King Pine Ski Area
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland





