Book South Portland Cottages
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Cottages in South Portland

Loon Call Cottage, DIRECTLY ACROSS from Little Sebago Lake, Sleeps 4, Hot Tub!

Charming cottage w/ loft on 3 acres of secluded marsh and 7 minute walk to beach

WATERFRONT ON PETTENGILL POND

Summer 2025! Goose Rocks Beach, Kennebunkport

Private Contemporary Artist's Tree House on two acres with perennial gardens.

The Great Escape - Picturesque Sebago Lake

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

The Outlet House, Comfortable Cottage

Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!

2 bedroom cottage

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Top trending hotels in South Portland

Tru by Hilton Portland Airport Area
South Portland Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in South Portland that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery South Portland is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
South Portland Cottages essential information
Accommodation | 246 Cottages |
---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Loon Call Cottage, DIRECTLY ACROSS from Little Sebago Lake, Sleeps 4, Hot Tub!, Charming cottage w/ loft on 3 acres of secluded marsh and 7 minute walk to beach, WATERFRONT ON PETTENGILL POND, Summer 2025! Goose Rocks Beach, Kennebunkport, Private Contemporary Artist's Tree House on two acres with perennial gardens. , The Great Escape - Picturesque Sebago Lake, Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island., The Outlet House, Comfortable Cottage, Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!, 2 bedroom cottage, Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5, WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND |