
Hotel vacation rentals in Cumberland County
Find and book unique hotels on Airbnb
Top-rated hotels in Cumberland County
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Stroll Through Old Street District | Cozy Room
Stay in the heart of Portland for direct access to its rich history and vibrant culture. Enjoy the historic Old Port, famous breweries, and stunning waterfront views all within easy reach. Explore the esteemed Portland Museum of Art, embark on a scenic Casco Bay cruise, or take a leisurely walk along the Eastern Promenade. Delight in the city's famous seafood and lively nightlife, ensuring a memorable experience. Experience the ultimate comfort, style, and convenience in this perfect retreat.

Romantic Getaway Near Scenic Waterfront Views!
Stay in the heart of Portland for direct access to its rich history and vibrant culture. Enjoy the historic Old Port, famous breweries, and stunning waterfront views all within easy reach. Explore the esteemed Portland Museum of Art, embark on a scenic Casco Bay cruise, or take a leisurely walk along the Eastern Promenade. Delight in the city's famous seafood and lively nightlife, ensuring a memorable experience. Experience the ultimate comfort, style, and convenience in this perfect retreat.

New England’s Enchantment | Free Breakfast
Nestled amidst the vibrant pulse of Freeport, our historic inn radiates an irresistible charm at the town's heart. Offering a variety of inviting rooms, suites and townhouses, an exceptional restaurant, and an indoor heated pool, our haven embodies the quintessential essence of New England’s enchantment. As a cherished coastal Maine wedding destination across every season, the Harraseeket Inn invites you to immerse yourself in the timeless warmth and allure of Freeport.

Black Elephant Hostel: bed in 8 bed MIXED dorm
Go Boutique on a Budget! The Black Elephant Hostel is a very vibrant and comfortable space with unique décor. We pride ourselves on being super clean, affordable and friendly. Our LOCATION CANNOT BE BEAT! We are one block outside of Old Port and nestled among some of the finest eateries, shopping, and entertainment in Portland. This is a Mixed Sex dorm and consists of 4 twin bunk beds and sleeps up to 8. This room has access to 3 private-style hall baths.

Near Coastal Trails | Free Breakfast & Parking
Stay near Freeport’s best at The Freeport Hotel, just 2 miles from L.L. Bean and downtown shopping. Located off historic Route 1, this boutique-style hotel offers free hot breakfast, free parking, and walkable dining next door. Unwind by the outdoor fire pit or explore Wolfe’s Neck Woods and Casco Bay. Pet-friendly rooms, 24/7 front desk, and a grab-and-go market make it perfect for weekend trips or scenic stopovers in southern Maine.

Spacious Room in Historic Inn- Maple Street Room
Charming, farmhouse style, queen size room in a classic New England Inn. Built in the 1820s, the inn has historic, classic touches, and modern amenities. Enjoy breakfast, Lunch or Dinner at Lindsay's Restaurant downstairs, or grab a cocktail on the porch. Cornish is situated halfway between Portland and North Conway, and close to summer camps and lakes in the Sebago Lake region. A perfect stopover or opportunity for a longer unwind.

Historic King Room in Boutique Hotel
Located throughout the second and third floors of the hotel, our Historic King rooms feature an inviting king bed fitted with French bedsheets and Cuddledown quilts and pillows. Highlighting original, historic elements, these rooms each boast a unique floor plan and offer plenty of space for guests to stretch out after a day of exploring Portland. Bathrooms are complete with glass-enclosed standing showers and spa-like amenities.

Congress Queen | ADA Accessible
- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Eateries, nightlife, galleries – walk to it all
Different by design, our downtown Portland, ME, Marriott hotel sits amid the urban sophistication of a working waterfront, within walking distance to attractions, eateries, art galleries, and nightlife. Airy rooms at our pet-friendly hotel in Portland, Maine, feature fast and free Wi-Fi, plush platform beds, LCD TVs, bath amenities by Dry Bar and walk-in showers with rainfall showerheads.

Relaxing Space in Historic Building Near Vineyards
Located in Portland’s lively Old Port district, we offer a welcoming retreat tailored for extended stays. Our spacious suites feature kitchenettes and modern amenities, ideal for families, couples, and business travelers alike. With vibrant shops, restaurants, and attractions just steps away, we combine convenience, comfort, and a touch of Maine charm to make your stay unforgettable.

Luxury One Bedroom Loft in Portland’s Old Port
Immerse yourself in the culture of the Old Port at your luxury loft hosted by The Docent’s Collection. Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Lisa's Loft - Cozy Casco Retreat
Discover our cozy in-law suite in Casco, Maine. Sleeps 4 with a queen bed and pullout couch. Enjoy a private bathroom with heated floors, free coffee, snacks, and toiletries included. Outside, a firepit, grill area, and private covered parking await. Your perfect Maine getaway!
Popular amenities for Cumberland County hotels
Family-friendly hotels

A Room for 4 in Old Port! Great Location!!

Two Bedroom Loft featuring Curated Local Art

Modern Loft Stay | Steps to Old Port & Brews

Luxury Studio Loft in Portland’s Old Port

A room for 2 in Old Port! Great Location!!

The Perfect Place to Stay! Pet-friendly, Parking!

Black Elephant Hostel: bed in 8 bed MIXED dorm

A Room for 2 in the Old Port! Great Location!
Hotels with a pool

Single queen Suite w/pullout sofa

Escape to A Coastal Haven | Golf Course. Pool

1st Floor Studio, 75 Yards to Beach & Heated Pool

Short Drive to Portland Downtown | 2 Units w/ Pool

Kitchenette Room, Steps to the Beach, Heated Pool

Business King Room

Central Location: Near Airport | Free Parking

Peaceful Room Perfect for Portland Visitors
Hotels with a patio

The Elms - Bear Den Room

Sebago Lake Studio Retreat

The Elms - Lodge Room

Kitchenette 2 Beds With Balcony Oceanview #2

Queen Condo at the Charming Inn at Diamond Cove

The Elms - Cumberland Room

The Elms - Cub Cave Room

Quaint boutique accommodations with pool
Destinations to explore
- Cottage rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Serviced apartment rentals Cumberland County
- Rentals with beach access Cumberland County
- Rentals with a sauna Cumberland County
- Cabin rentals Cumberland County
- Rentals with breakfast Cumberland County
- Loft rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Smoking-friendly rentals Cumberland County
- Private suite rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Waterfront rentals Cumberland County
- Apartment rentals Cumberland County
- Condo rentals Cumberland County
- Bed and breakfasts Cumberland County
- Rentals with lake access Cumberland County
- Ski-in/ski-out rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Vacation home rentals Cumberland County
- Townhouse rentals Cumberland County
- Rentals with a patio Cumberland County
- House rentals Cumberland County
- RV rentals Cumberland County
- Rentals with a washer and dryer Cumberland County
- Lake house rentals Cumberland County
- Rentals with an accessible height toilet Cumberland County
- Guesthouse rentals Cumberland County
- Tiny house rentals Cumberland County
- Villa rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Beachfront rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Family-friendly rentals Cumberland County
- Rentals with a firepit Cumberland County
- Farmstay rentals Cumberland County
- Rentals with pools Cumberland County
- Yurt rentals Cumberland County
- Boutique hotel rentals Cumberland County
- Rentals with a kayak Cumberland County
- Hotel rentals Maine
- Hotel rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- York Harbor Beach
- Attitash Mountain Resort
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Diana's Baths
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Short Sands Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- White Lake State Park
- Ferry Beach
- Things to do Cumberland County
- Sports activities Cumberland County
- Nature and outdoors Cumberland County
- Art and culture Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Things to do Maine
- Sightseeing Maine
- Food and drink Maine
- Sports activities Maine
- Art and culture Maine
- Nature and outdoors Maine
- Tours Maine
- Things to do United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Food and drink United States