Chebeague Island Vacation Rentals

Name: Rent a room in the gorgeous Holt House
Address: Portland

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Vacation Rentals in Chebeague Island

A beautiful ocean view cottage. Come enjoy the wonderful beach!

With a stay at this vacation home in Old Orchard Beach, you'll be on the waterfront, within a 10-minute drive of Engine and Old Orchard Beach.

Oceanfront Cabin-Castle in Maine Woods

Located in Georgetown, this vacation home is by the ocean, a 1-minute drive from Reid State Park and 8 minutes from Georgetown Historical Society.

Charming 110-year former Inn 10' from the Ocean!

With a stay at this vacation home in South Portland (Willard), you'll be within a 15-minute drive of Maine Mall and Casco Bay.

Luxurious Penthouse with Modern Design in Downtown

With a stay at this vacation home in Portland (Downtown Portland), you'll be within a 10-minute drive of Maine Mall and Casco Bay.

Enchanting 3BR Farmhouse Retreat Nature Getaway

With a stay at this vacation home in Gorham, you'll be within a 10-minute drive of Maine Mall and Mercy Hospital.

East Grand Ave Fabulous Cottage

With a stay at this vacation home in Old Orchard Beach, you'll be within a 10-minute drive of Engine and Old Orchard Beach.

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.

Full sized home

$371

includes taxes & fees

$340 per night

Nov 26 - Nov 27

With a stay at this vacation home in Harpswell, you'll be by the sea, just steps from Casco Bay and a 3-minute drive from Ash Cove Pottery.

Oceanside escape 🌊 perfect family getaway!

With a stay at this vacation home in Falmouth, you'll be by the sea, within a 15-minute drive of Maine Mall and Casco Bay.

Sea-clusion by the sea! Cozy cottage within step of the beach!

With a stay at this vacation home in Scarborough (Pine Point), you'll be within a 15-minute drive of Engine and Pine Point Beach.

Elegant condo - walk to Portland's best restaurants & Old Port

$420

includes taxes & fees

$389 per night

Dec 1 - Dec 2

With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.

Rent a room in the gorgeous Holt House

With a stay at this vacation home in Portland (Parkside), you'll be within a 10-minute drive of Maine Mall and Casco Bay.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.