
Hotel holiday rentals 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.

The Elms - River Room
The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The River Room has one queen bed, private bathroom with tub, a desk, large closet, and a view of the Presumscot. This is the most desirable room in the Elms. 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.

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.

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.

Queen Bedroom #10
You’ll love sharing photos of this unique place with your friends. Stay in the center of the action in this one-of-a-kind place. This Unique Private is a wonderful place where you can relax and enjoying your stay. * 3 Miles from Old Orchard Beach * The motel located next to 36 Exit I95 On US Route 1
Popular amenities for hotel rentals in Cumberland County
Family-friendly hotel rentals

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

Black Elephant Hostel: bed in 8 bed MIXED dorm

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

Courtyard Queen

The Library | Guestroom 6

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

The Crow's Nest

Black Elephant Hostel: bed in 8 bed MIXED dorm
Hotel rentals with a pool

Single queen Suite w/pullout sofa

Escape to A Coastal Haven | Golf Course. Pool

Two Queen Bed Room

Short Drive to Portland Downtown | 2 Units w/ Pool

Kitchenette Room, Steps to the Beach, Heated Pool

Business King Room

2 Cozy Units w/ Free Airport Shuttle and Parking!

Peaceful Room Perfect for Portland Visitors
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 - Cumberland Room

The Elms - Cub Cave Room
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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
- Dunegrass Golf Club
- Pemaquid Point Lighthouse
- 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
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