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

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

Cozy East End 2 Bdrm. with Private Entrance

This sunny two-bedroom apartment is beautiful & spacious, located in the sought after east end, on Munjoy Hill. Just two streets away from Washington Ave., the city's newest food hub, you have access to not only a lively restaurant scene but also breweries, distilleries, a natural wine shop, a meadery and a kombuchery! The other side of Munjoy Hill, a short walk away, is the Eastern Promenade, with gorgeous views of Casco Bay, walking trails & bike paths. Walk to the Old Port and downtown.

Old Port Penthouse Suite - Amazing Harbor Views

2023 City of Portland Registration #20182242-ST Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

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!

Sunny Convenient Ferry Village Charmer

Our clean and comfortable 1,100 SF 2nd floor 2-bedroom apartment is located in the quiet SOUTH PORTLAND neighborhood known as Ferry Village. There is a full kitchen with stove, refrigerator, microwave, coffee maker (Keurig with a starter variety of pods) and a table for 2. The bathroom has a shower stall. Access to the apartment is through the yard side entrance and up a short flight of stairs. We will provide access information before your arrival. Parking for 1 car in the driveway.

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!

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Comfy, cozy family beach rental!!

Welcome to your own private beach nest! A cozy, clean, beach retreat with a cottage feel! You have all of the essentials to eat, sleep, beach and explore the great coast of Maine. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place! Bird watch in the marsh sanctuary, enjoy lobsters on the dock or soak up the sun on beautiful Pine Point beach!