
Hotels in Cumberland County
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Top-rated hotel rentals in Cumberland County
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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.

Luxury One Bedroom Loft in Portland’s Old Port
Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). 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.

The Elms - Cumberland Room
The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The Cumberland room has two queen beds, private bathroom with shower stall, and closet. The room is defined in character by the large imperial rug. Historic Building, built by a renowned architect, originally served as a luxury Maine resort to entice business to the local mill. Featuring splendid carved wood features, fireplaces, spacious rooms, and a screened veranda overlooking the river.

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.

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.

The Inn on Peaks Jewell Apartment Suite
This Apartment style suite is located on the third floor of The Inn on Peaks Island on beautiful Peaks Island, ME (just a 15 minute ferry ride off the coast of downtown Portland). The suite features 4 bedrooms, 2 full bathrooms, and a living room with 2 sofas, refrigerator, microwave, and Keurig. This space can sleep up to 16 guests in 10 individual beds. Spend your time enjoying the suite or exploring the island!

Black Elephant Hostel: a bed in 8 bed FEMALE 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. We are one block outside of Old Port and nestled among some of the finest eateries, shopping, and entertainment in Portland. Hey Ladies is a FEMALE ONLY dorm and consists of a 4 twin bunk beds. It has an in suite bath and sleeps up to 8.

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.

Two Queen Bed Room
Enjoy coastal charm and convenience at its best. Nestled in the heart of South Portland, this welcoming stay offers easy access to popular shops, local restaurants, and the scenic Maine coast. Whether you're here for a weekend getaway or an extended retreat, you'll love the cozy atmosphere, thoughtful touches, and unbeatable location just minutes from downtown Portland and nearby beaches.

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.
Popular amenities for Cumberland County hotel rentals
Family-friendly hotel rentals

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

Black Elephant Hostel: bed in 8 bed MIXED dorm

Modern Loft Stay | Steps to Old Port & Brews

Black Elephant Hostel: a room for 4 in Old Port!

The Library | Guestroom 6

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
Hotel rentals with a pool

Relaxing Portland Stay Perfect For Couple

Single queen Suite w/pullout sofa

Escape to A Coastal Haven | Golf Course. Pool

Family Stay Minutes from Downtown Portland

In The Heart Of Freeport | Free Breakfast

Short Drive to Portland Downtown | 2 Units w/ Pool

Kitchenette Room, Steps to the Beach, Heated Pool

Short Drive to Downtown and Access to Jetport
Hotel rentals with a patio

The Elms - Bear Den Room

Sebago Lake Studio Retreat

The Elms - Lodge Room

Kitchenette 2 Beds With Balcony Oceanview #2

The Elms - Mill Room

Queen Condo at the Charming Inn at Diamond Cove

The Elms - Cub Cave Room

Quaint boutique accommodations with pool
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- 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
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- White Lake State Park
- Ferry Beach
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