Condo vacation rentals in Cumberland

Safe, convenient location close to all amenities

I love my Portland, Maine condo! It is comfy and relaxing on the inside .... fun and exciting on the outside. My home offers a unique blend of comfort and convenience. I enjoy having guests come and experience the unique city that I live in... you'll surely return. Well equipped full size kitchen / coffee bar A Portland Paradise, free driveway parking for two cars. A five minute ride into the exciting Old Port District or walk to neighborhood coffee shops, unique restaurants and local pubs.

Charming, newly remodeled space atop Munjoy Hill.

We are a 1 BR condo atop Munjoy Hill, a block from the historic 78 acre ocean side Eastern Prom Park, with its majestic homes, gourmet food trucks, grassy hills, and recreation area. Our condo is an easy, open space, renovated in 2019, with artful touches created by my woodworker husband. From here, you can grab a coffee, and muffin and hop on the Prom's paved walkway, connecting you to the seaport below. Evenings, come back to marvel at the wondrous sunset unveiled, just steps from our place.

Cozy Two Bedroom on Munjoy Hill

This cozy first floor 2 bedroom apartment is close to everything the Portland Peninsula has to offer, making it easy to plan your visit. You will be steps away from the lively Washington Avenue strip lined with shops and restaurants, a few blocks from the beautiful Eastern Promenade with views, trails & parks, a 10 minute walk to the working waterfront Old Port area and a 10 minute walk to several breweries and shops in the East Bayside/Fox Street neighborhood. 2026 Portland STHR-002973-2021

New 2BR 2King beds Private Apt Downtown Brunswick

Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Elegant 1 bedroom cabin just 50ft from the beach#2

This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

First Floor Portland Condo 3 Bed 2 Bath + Parking

A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

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!

Luxury Beach Front Condo! Prime Location!

⚠️ June, July & August almost fully booked! ✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨

Mary J. Eastburn House--Baxter Suite

City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Cozy, clean, 2nd floor condo in Conway, NH!

The condo is a quiet family space in a great location: we are located 10 minutes to the Settlers Green outlets/ shopping, close to skiing, hiking , Saco River, Conway Lake and much more. Easy access to all the amenities Conway has to offer. Two portable AC units were installed in living room and dining room only . You will receive the code for the lock box on the front door in the morning of your arrival. ***Quiet time is heavily enforced 10:00pm - 8:00am***

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Waterfront Two Master Suite Penthouse with Rooftop

CO2024-01785 Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.