Hot Chebeague Island Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Chebeague Island

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Old Orchard Beach
With a stay at this cottage in Old Orchard Beach, you'll be near the beach, within a 10-minute drive of Engine and Harmon Historical Museum.
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

Old Orchard Beach
With a stay at this cottage in Old Orchard Beach, you'll be by the sea, within a 10-minute drive of Engine and Harmon Historical Museum.
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Little Miss Cottages

Little Miss Cottages

2.5 out of 5
173 East Grand Ave, Old Orchard Beach, ME
With a stay at Little Miss Cottages, you'll be centrally located in Old Orchard Beach, within a 10-minute drive of Engine and Old Orchard Beach.
Little Miss Cottages
Save an average of 15% on thousands of hotels when you're signed in
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Bailey Island
When you a stay at this cottage in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Land's End Gift Shop.
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

Old Orchard Beach
With a stay at this cottage in Old Orchard Beach (Surfside), you'll be within a 15-minute drive of Engine and Old Orchard Beach.
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

West Bath
With a stay at this cottage in Bath (Sabino), you'll be a 1-minute drive from Casco Bay and 10 minutes from Maine Maritime Museum.
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Harpswell
With a stay at this cottage in Harpswell, you'll be on the beach, just steps from Casco Bay and a 4-minute drive from Lower Goose Island.
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Airy beach cottage steps away from Pine Point Beach!

Airy beach cottage steps away from Pine Point Beach!

Scarborough
With a stay at this cottage in Scarborough (Pine Point), you'll be within a 15-minute drive of Engine and Pine Point Beach.
Airy beach cottage steps away from Pine Point Beach!
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Standish
When you a stay at this cottage in Standish, you'll be on the waterfront, just steps from Sebago Lake and Sebago Lake Basin.
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK
Don't see what you're looking for?
See all available properties in Chebeague Island
View all properties
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.

Chebeague Island Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Chebeague Island will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Chebeague Island definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Chebeague Island, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Chebeague Island Cottages essential information

Accommodation
151 Cottages
Lowest Price
AU$166
Highest Price
AU$258
Popular accommodation
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit, Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit, Little Miss Cottages, PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room, Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals, Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer, Charming 3BR, 1.5BA beachfront cottage with multi-level decks, Airy beach cottage steps away from Pine Point Beach!, Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Top trending hotels in Chebeague Island

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 7 Jan to 8 Jan
AU$176
includes taxes & fees
7 Jan - 8 Jan 2025
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
The Westin Portland Harborview
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 25 Dec to 26 Dec
AU$166
includes taxes & fees
25 Dec - 26 Dec
With a stay at Ramada Plaza by Wyndham Portland in Portland (Nasons Corner), you'll be within a 10-minute drive of Maine Mall and Happy Wheels Skate Center.
Ramada Plaza by Wyndham Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 25 Dec to 26 Dec
AU$258
includes taxes & fees
25 Dec - 26 Dec
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Portland Harbor Hotel
Save an average of 15% on thousands of hotels when you're signed in
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 5 Jan to 6 Jan
AU$254
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be within a 10-minute drive of Maine Mall and Casco Bay.
Canopy by Hilton Portland Waterfront
Don't see what you're looking for?
See all available properties in Chebeague Island
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.