
Places to stay near Cliff House Beach
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Top-rated holiday rentals near Cliff House Beach
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Cozy SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.

RETRO BnB in the Heart of East End Portland
Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

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.

Willard Square - The View
5 minutes to the beach , private deck , cozy apartment just a stone's throw from Scratch Bakery. Grab a bagel, or my personal fave, almond horseshoe, and relax on the deck stroll to the beach. One bedroom apartment on the third floor, fully equipped kitchen. Everything you need for a weekend or a winter rental. The stairs are steep and may not be appropriate if you have mobility issues. sloped ceilings . First response is alaways , "It's so much bigger than the photos show. Fast wifi .

Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

Apartment Walking Distance to Willard Beach
Our South Portland in-law suite is on a private floor & has its own private entrance at the back of the house. It is a 1 bedroom, 1 bathroom space with a fully stocked kitchenette and free parking. You'll love being only a 5 minute walk from Willard Beach and walking distance to 2 different lighthouses: Spring Point and Bug Light. You'll also be a 10 minute drive to Old Port. You'll have access to a shared, fenced-in backyard. South Portland Short Term Rental License #: STR2020-0022.

West End Beautiful Studio Apartment
Bright, beautifully renovated basement studio in our historic Portland townhouse. A peaceful hideaway with private entrance and free parking in the heart of the West End—just a short walk to the Old Port and everything the peninsula offers: top restaurants, cafes, breweries, pubs & wine bars, indie shops, galleries, and famous coffee. With modern decor, a wood-burning stove, and updated amenities, it’s a spacious, comfy retreat ideal for couples exploring this creative, vibrant city.

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 Roost - lovely one bedroom efficiency unit
Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Studio Apt w/Parking, 7 Mins to Old Port: Dirigo
A beautiful, private studio with kitchenette and luxury bathroom in the heart of So. Portland. Although not on Portland peninsula, the Old Port is just an 7 min drive away. The apartment is five minutes to Willard Beach and 15 minutes to Scarborough beaches. Also in the building is the Second Rodeo Cafe, which serves coffee, breakfast and lunch. Enjoy our new seasonal back patio. The coffee shop is closed Wed. We are owner-operated. Lic#2764

Modern Studio Loft w/ Parking in Perfect Location
This spacious and comfortable studio loft is in a historic building in the heart of Portland's Arts District, where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Free parking for one car is provided in a nearby lot. 2025 City of Portland registration STHR 000854

Bright Guest Studio Near Lighthouses and Beach
This bright guest studio is steps from the Greenbelt Walkway. Walk (within 10 mins) to two lighthouses, Willard beach, Bug Light Park, Scratch Bakery, Willard Scoops ice cream and a variety of restaurants. Portland is an 8 minute drive or 20 minute bike over the bridge. The space is minimal, bright and airy with windows surrounding, an elevated bed with comfy queen mattress, fully equipped kitchen, washer/dryer, and cozy couch for lounging.
Popular amenities for holiday rentals near Cliff House Beach
Apartment rentals with wifi

Luxury Beach Front Condo! Prime Location!

Oceanfront Condo with Awesome Views

Old Port on foot

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

Cozy condo by the beach!

Top Of The Line Stay!

Portland 1 Bedroom Condo in the Arts District.

Comfy condo with loft by the beach!
Family-friendly house rentals

Reno Barn w/ a lot of Charm! Breweries & Airport

Luxury Home w/HOT TUB & Fire Pit

Winter Dates: Cozy and Peaceful Island Getaway

East End Unit

2 bed house w/king bed, pets & off-street parking!

Modern & Sunny East End House. Private Parking!

Stunning Ocean Views From This Peaks Island Home

Amazing Bay View Home with Hot Tub
Apartment rentals with air conditioning

Bright & Sunny Apartment with Patio

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Sunny and beautiful brick house apartment

Spacious apartment, great location with parking.

Lovely studio in downtown Portland

Open Concept Loft in the Heart of Downtown Center

Peaks Island Master Bedroom Suite

Amazing Views! Perfect Location. Loft style feel.
Other great holiday rentals near Cliff House Beach

Harborview - Curated East End Escape w/ Parking

Cozy Tiny Home | Fireplace • 9 Miles to Portland

1 bedroom 2 block walk to all the action

Deja Blue~Guest Beach House

Modern Brunswick Tiny Home near Bowdoin & Downtown

The Copper Fox Treehouse

Beautiful West End studio, hot tub, free parking

Beautiful large studio on the ocean.
Destinations to explore
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Dunegrass Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Short Sands Beach
- Gooch's Beach
- Wentworth by the Sea Country Club
- Parsons Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Ferry Beach
- Laudholm Beach




