Villas in Cumberland County
Compare and save
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Cumberland County villas
1. Book 3 Nights, and get the 4th Night FREE. Hot Tub & Sauna for 2026.
Book 3 Nights, and get the 4th Night FREE. Hot Tub & Sauna for 2026.Freeport
10.0 out of 10, Exceptional, (9 reviews)
"We had an excellent stay for our first time visiting Maine. The home was clean, spacious and beautiful! We loved waking up to beautiful views of the bay. Craig, was a gracious host and very responsive. We would definitely book again!"
Ami T.
2. Huge Historic Downtown Townhome
Huge Historic Downtown TownhomeWest End
10.0 out of 10, Exceptional, (14 reviews)
"Great location! beautiful property. quiet neighborhood. Only drawback there are lots of stairs."
Karla L.
The price is AED 1,277
AED 2,725 total
includes taxes & fees
29 Oct - 30 Oct
3. BOOKING 2027! 5STAR CLEAN rustic lakefront luxury! We’ll take good care of you!
BOOKING 2027! 5STAR CLEAN rustic lakefront luxury! We’ll take good care of you!Sebago
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for a large family vacation. Having the beach right out the back door was great for the kids. "
Wendy M.
4. Any Season Escape Limit 10 4 Bedroom Villa by RedAwning
Any Season Escape Limit 10 4 Bedroom Villa by RedAwningWest Bridgton
6. Boomfish Limit 5 2 Bedroom Cottage by RedAwning
Boomfish Limit 5 2 Bedroom Cottage by RedAwningWindham
7. Sandy Cove - Limit 14 4 Bedroom Villa by RedAwning
Sandy Cove - Limit 14 4 Bedroom Villa by RedAwningNorth Sebago
8. Mary's Lakeview - Limit 10 4 Bedroom Home by RedAwning
Mary's Lakeview - Limit 10 4 Bedroom Home by RedAwningSebago
8.0 out of 10, Very good, (1 review)
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.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Cumberland County Hotel Reviews
Fireside Inn & Suites Portland
10/10 Excellent
Explore a world of travel with Expedia
- 5 Star Hotels in Downtown Portland
- Cabin Rentals in Falmouth
- Apartments in Westbrook
- Rv Parks in Cape Elizabeth
- Romantic Hotels in South Portland
- Holiday Park Resorts in Peaks Island
- Condo Rentals in Peaks Island
- Hotels with Bars in South Portland
- Beach Hotels in Portland
- B&B in South Portland
- Hotels near Portland Museum of Art
- Cottages in Gorham
- Accor Hotels in Portland
- Motels in Falmouth
- Red Roof Inn Hotels in Portland
- Wyndham Hotels in Downtown Portland
- Nh Hotels in Old Port
- Waterpark Hotels in Portland
- Hotels with WiFi in South Portland
- Resorts in Gorham
- Hotel Wedding Venues Hotels in South Portland
- Hilton Hotels in Portland Arts District
- Hotels near East End Beach
- Relais & Chateaux Hotels in Portland
- 5 Star Hotels in Old Port
- Ski Hotels in Portland
- Rv Parks in South Portland
- La Quinta Inn & Suites Hotels in Portland
- Boutique Hotels in Downtown Portland
- Cottages in Chebeague Island
- Cabin Rentals in South Portland
- Condo Rentals in Casco Bay Islands
- Rv Parks in Portland
- 3 Star Hotels in South Portland
- B&B in Falmouth
- Extended Stay America Hotels in Portland Arts District
- Cottages in Cape Elizabeth
- Motels in South Portland
- Farmstay in Cape Elizabeth
- Rv Parks in Great Diamond Island
- La Quinta Inn & Suites Hotels in Portland Arts District
- B&B in Scarborough
- Cottages in Westbrook
- Hotels near State Theatre
- Cabin Rentals in Peaks Island
- Cheap Hotels in Portland Arts District
- Apartments in Chebeague Island
- Hotels near Maine Medical Center
- Hotels near Hadlock Field
- Hotel Wedding Venues Hotels in Downtown Portland
- Vacation Homes in Peaks Island
- B&B in Portland
- Hilton Hotels in South Portland
- Hotels with smoking rooms in Portland
- Guest Houses in South Portland
- Hotels near Maine College of Art
- B&B in Cumberland Center
- 5 Star Hotels in South Portland
- Motels in Chebeague Island
- B&B in Long Island
- 4 Star Hotels in Portland Arts District
- B&B in Cape Elizabeth
- Hotels with smoking rooms in Old Port
- Flights from Nampula (APL) to Portland (PWM)
- Flights from Muskrat Dam (MSA) to Portland (PWM)
- Flights from Aksu (AKU) to Portland (PWM)
- Flights from Antananarivo (TNR) to Portland (PWM)
- Flights from Aosta (AOT) to Portland (PWM)
- Flights from Providenciales (PLS) to Portland (PWM)
- Flights from Lombok (LOP) to Portland (PWM)
- Flights from Bologna (BLQ) to Portland (PWM)
- Flights from Paris (PHT) to Portland (PWM)
- Flights from Punta Cana (PUJ) to Portland (PWM)
- Flights from Horn Island (HID) to Portland (PWM)
- Flights from Williamsport (IPT) to Portland (PWM)
- Flights from Springfield (CEF) to Portland (PWM)
- Flights from Burlington (BTV) to Portland (PWM)
- Flights from Rankin Inlet (YRT) to Portland (PWM)
- Flights from Belmar (BLM) to Portland (PWM)
- Flights from South Portland
- Flights from Milan (MIL) to Portland (PWM)
- Flights from Idaho Falls (IDA) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights from Olpoi (OLJ) to Portland (PWM)
- Flights from Seattle Paine Field Intl. Airport (PAE) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Oxnard (OXR) to Portland (PWM)
- Flights from Baxter Boulevard
- Flights from Mary (MYP) to Portland (PWM)
- Flights from Verona (VRN) to Portland (PWM)
- Flights from Camden (CDH) to Portland (PWM)
- Flights from Ciudad Obregón (CEN) to Portland (PWM)
- Flights from Atmautluak (ATT) to Portland (PWM)
- Flights from Cucuta (CUC) to Portland (PWM)
- Flights from Athens (ATH) to Portland (PWM)
- Flights from Portland
- Flights from Glens Falls (GFL) to Portland (PWM)
- Flights from Narrandera (NRA) to Portland (PWM)