Vacation rentals in Simonton Cove

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Top-rated vacation rentals in Simonton Cove

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Guest favorite

A cozy patio area features a comfortable seating arrangement, accompanied by a rustic coffee table. Lush greenery and potted plants provide a natural backdrop, while the warm glow of string lights creates a serene ambiance for relaxation.

Apartment in South Portland

4.94 out of 5 average rating, 141 reviews

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.

Guest favorite

A lighthouse stands at the end of a rocky jetty, surrounded by calm waters and distant islands. Sailing boats can be seen in the background, while greenery partially frames the image, providing a natural contrast to the tranquil seascape.

Apartment in South Portland

4.9 out of 5 average rating, 224 reviews

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 .

Guest favorite

A scenic view of a lighthouse situated at the end of a stone breakwater extends into calm waters. A few boats can be seen in the distance, while surrounding landscapes include distant islands and a cloudy sky.

Guest suite in South Portland

4.92 out of 5 average rating, 344 reviews

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.

Guest favorite

A sandy beach extends along the calm blue waters, with gentle waves lapping at the shore. A lifeguard chair is positioned prominently on the sand, overlooking the waterfront and the distant lush greenery and buildings lining the coast.

Condo in South Portland

4.95 out of 5 average rating, 177 reviews

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!

Guest favorite

A small bathroom features light green walls complemented by natural light from a mirror hanging above a white sink. A white towel hangs on a rack, and a small plant adds a touch of freshness. Adjacent, a white toilet and a cabinet contribute to a clean, minimalist look.

Guest suite in Portland

4.96 out of 5 average rating, 687 reviews

Studio, Walk to everything, Parking

5 to10 minute walk to all Portland has to offer; restaurants, breweries, galleries, shops, and famers markets. Located in a vibrant, safe, and transitional neighborhood. Steps from Portland's Arts district + Congress Street, (Portland Public Market, Broken Arrow, Regards, Portland School of Art). Home to Batson River Brewing & Distilling, ISA, Wilson BBQ. Short walk to downtown and the Old Port. Park your car and leave it for the duration of your stay. License # 20180110-ST

Top guest favorite

A modern kitchen area is illuminated by natural light streaming through a skylight and a large window. A stainless steel sink is positioned under the window, complemented by wooden counters and open shelving. A single orange chair adds a pop of color, enhancing the minimalist design.

Apartment in Portland

4.98 out of 5 average rating, 151 reviews

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.

Superhost

A bright kitchen and dining area features light-colored cabinetry and modern appliances. A round dining table with four chairs invites shared meals, while large windows allow natural light to fill the space. A door leads to another room in view, enhancing the open layout.

Apartment in South Portland

4.75 out of 5 average rating, 183 reviews

Sun Splashed- 2 BR, 1 Block from Willard Beach

Perfect summer vacation rental just 1 block from Willard Beach and next to Scratch bakery. Beautiful, sunny, 2 BR sleeps 6/ 2 therapedic beds (queen and full), and pull out sofa in LR, ACs, stocked kitchen, 43" 4K flat TV with hulu and Netflix, off-street parking, high speed wifi, free laundry, pack and play. Perfect Willard Beach plug and play vacation rental only 10 minute drive to Portland, and 5 to Ft. Williams. Restaurants in walking distance in great neighborhood!

Guest favorite

Apartment in South Portland

4.96 out of 5 average rating, 221 reviews

Willard Beach: Cozy Apartment with a King Size Bed

This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provides a warm ambiance. We think you’ll especially enjoy sinking into the velvet covered king size bed at night and stepping into the spacious shower that includes a rainfall shower head along with a handheld ... use either or both, as you please! The kitchen is equipped with quartz countertops, solid cherry cabinets and high end stainless steel appliances.

Guest favorite

Apartment in Portland

4.93 out of 5 average rating, 629 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.

Top guest favorite

A charming storefront presents a colorful display with a large red sculpture and a vibrant flower garden. The shop window is adorned with playful designs and bright signage, while striped awnings provide shade over the entrance. Nearby buildings complement the quaint, inviting atmosphere.

Guest suite in South Portland

5 out of 5 average rating, 251 reviews

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.

Guest favorite

A bathroom doorway opens into a compact space featuring a white toilet and a small sink. Light blue walls create a soothing contrast with the warm wood flooring. A mirror and a few shelves are mounted above the sink, providing functional storage.

Guest suite in Portland

4.92 out of 5 average rating, 282 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, queen 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!

Guest favorite

A coastal lighthouse stands on rocky terrain, overlooking calm waters reflecting the soft hues of sunset. The building features a white exterior with a red roof, surrounded by lush greenery and a fence, evoking a serene maritime atmosphere.

Apartment in South Portland

4.95 out of 5 average rating, 333 reviews

Studio Apt w/ Patio, 7 Minutes 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. Closed Wed. We are owner-operated. Lic#2764