Apartment holiday rentals in Westbrook

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.

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!

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Cozy King bed apt near Portland with free parking

Enjoy a comfortable and relaxing getaway in this charming second-floor studio, owned and operated by a local family. Nestled in a quiet neighborhood, yet just minutes from Downtown Portland with easy access to I-95 and I-295, it offers the perfect mix of peace and convenience. This cozy studio features a brand-new King bed with a fresh mattress and pillows, along with a 3/4 bath—perfect for unwinding after a day of exploring the city or coast.

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

Historic charm meets modern comfort in Portland’s Back Cove. This renovated first-floor 3BR/2BA offers space, style, and parking for two cars — a rare Portland perk. Walk to the Back Cove trail, local coffee shops, restaurants, dog park, and sports fields. Or just a 5-minute drive to the Old Port and the bustling downtown waterfront area. The perfect home base for your Portland stay.

Safe, Quiet, Friendly area

Situated in a wonderful, friendly, family neighborhood. Walking distance to restaurants, coffee shops, shopping, parks & trails. 10 minutes from The Old Port & Arts Districts and many other local attractions. Less than 2 miles from Thompsons Point concert and food truck venue! The unit is a Large (1200 square ft) and comfy 2 bedroom apartment located on the 2nd floor.

Lovely 4 Bedroom with free parking

Completely remodeled 1,600 sqft apartment on the first floor unit of a duplex. 2.5 miles from downtown Congress street. Great for groups and families. 2 parking spots and plenty of street parking available Front load washer and dryer 55” Samsung TV Large fenced in backyard with picnic table and plenty of space Airbnb license # STHR-005110-2023

Cozy one bedroom on 2nd floor, close to Portland

Minimalist, boho vibe set in a vintage back drop. The trim, moldings and radiators are original to our 1890 home but with clean design you won't feel the clutter of vintage. Guests looking for a quiet retreat or calm vacation spot will enjoy. 15 minutes to Portland. 30 to LL Bean and Freeport for great shopping. Netflix etc in the room.

West End 1BR | Parking | W/D | Walkable

This prime space is located just steps from Maine Medical Center, the Western Promenade, and close to many restaurants, bars and cafes in the heart of downtown. Please be aware that due to the proximity of the hospital and being located right down town there will be heightened noise levels.

Peaceful 1BR | Reading Nook | Near Portland

This bright second-floor apartment, located in a beautifully renovated 1890s home, offers a peaceful retreat in the heart of Westbrook. Just minutes from Portland’s dining, arts, and waterfront attractions, it’s the perfect balance of small-town charm and city convenience.

Studio Apt In Walkable Distance to Restaurants

This is a private one bedroom efficiency apartment in a great location on Main Street in Westbrook. It is within walking distance of all Westbrook restaurants and breweries. The unit is very close to all the Portland attractions and is 15 minutes from downtown.

🌟🌟🌟🌟🌟 cute, CLEAN, quaint West End

Peaceful, serene, comfort in the heart of Portland’s West End. Clean, comfortable, convenient retreat in a quiet, charming neighborhood a stone’s throw to Casco Bay and the Old Port. SUPER convenient to both major hospitals, airport, seaport and rail station!!!