Family-friendly holiday rentals in South Portland

Portland & Beach & Lighthouses! Romantic! Lovely

Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780

BEST location! HUGE 1 bedroom downtown Portland

License#STHR0011152019 Spacious 1 bedroom w/living room, eat-in kitchen and bath in ideal Portland peninsula location, walk to all. situated on the edge of the west end and downtown. 2 blocks from the ocean. Walk everywhere in this central, historic, perfect location. Easy street parking. Simple furnishings, older retro flair. 2nd floor of 3 unit Victorian on dead end, quiet street. Queen bed. There is no parking but often spaces are available on this dead end street. Note steep steps going up

Light-Filled Getaway with Private Porch

Spacious (1100 sqft), updated early Victorian (1838) apartment bordering the Arts District in Portland's historic and beautiful downtown West End. The apt. has great natural light, ample workspace, free on-street parking, a private garden entrance, and a sheltered, leafy screened porch. With a Walk Score of "95-A Walkers Paradise", you'll be able to stroll to nearby restaurants, cafes, museums, parks and Old Port. Then, return to a relaxing space that you'll be very happy to call 'home'!

Beautiful Bright Oasis - Balcony & Parking

Welcome to The Port City Oasis, an Airbnb gem in Portland! This two-bedroom apartment offers vintage charm, cozy beds, and a private balcony. Just a 5-min walk to downtown and 15 mins to the Old Port, it's in a prime location for exploring Portland's shops, cafes, and restaurants. Please note that this 3rd-floor walk-up may not be suitable for guests with mobility issues. No matter what brings you to Portland, our comfortable and inviting space provides the perfect home base for your stay!

Awesome open space in Westbrook near Portland, ME!

Welcome!! We're excited to share our house with you! You'll get the whole ground level of the house - two very large clean modern rooms with a private entrance, bathroom, and direct yard access to the hammock, fire pit, and wildlife. Off-street parking for 2 cars, kitchenette, 300Mbit wifi, smart TV, heat, ping pong, darts, and much more! 15 mins downtown Portland ($15 Uber) 1 mile from I-95 11 mins from the airport We will give you awesome tips on everything in the area and beyond!

2BR w/ Deck & Parking | 5 Min to Downtown

This 2-bedroom apartment offers a quiet retreat just 5 minutes from downtown Portland. With an open living area, modern furnishings, and a private deck, it’s ideal for small groups or families. Key Amenities • Sleeps 6: 2 queen beds + air mattress • Fully equipped kitchen + stainless appliances • Open-concept living room with Smart TV • Deck with outdoor seating • Radiant heat throughout • Free on-site + street parking • High-speed Wi-Fi • Keurig + complimentary tea & coffee

The Garden Cabin Tiny Home

Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C when needed. Please, no smokers, kids under 13, or guest pets. STHR-000718-2018

Top of the Hill So Po In Law

Lovely In law apartment in desirable Meeting House Hill area of South Portland .We were recently the hottest real estate market in the country .Conveniently located , 10 minutes to Portland , and on the doorstep of local beaches, State parks , restaurants ,unique boutique shops ,amazing bakeries and coffee , lunch and antiquing .All you need for a home away from home . Your going to love this neighborhood !

The Aerie

My place is 1.5 blocks from the Eastern Prom and close to the Old Port, downtown, art and culture, parks, and restaurants and dining. My place is good for couples, solo adventurers, business travelers. Real full bed + ikea sofa can be a single bed as well. Expansive Casco Bay views. The studio apartment is on the third floor of a 3-unit building. Unfortunately at this time I cannot allow dogs.