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Scarborough Maine Vacation Rentals - Villa
1 / 20

Scarborough Villa
10 BR / 5.5 BA / Sleeps 24 10 24 Min stay varies
Villa / 10 Bedrooms / Sleeps 24
10 bedrooms 5.5 bathrooms Sleeps 24
High Speed Internet • Microwave • Dishwasher
Large oceanfront estate with over an acre of land on Grand Beach in Scarborough. 5600 square foot home with Ten bedrooms, five & half baths, sleeps 22 comfortably. With over an acre of land and private pool you can fee...
(7) Excellent (7 reviews)
Portland Maine Vacation Rentals - Condo
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Portland Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Microwave • Dishwasher
At Portland's "Promenade By The Bay", you'll enjoy beautifully furnished one and two bedroom condos with ocean views. Our units are fully equipped with new appliances, coffee makers, toasters, cookware and all necess...
(5) Excellent (5 reviews)
Freeport Maine Vacation Rentals - Cottage
1 / 8

Freeport Cottage
3 BR / 2 BA / Sleeps 10 3 10 2 night min stay
Cottage / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
"Downeast... So close... " Located on the harbor in South Freeport, Maine, less than 30 minutes from the Portland airport, you'll find the quintessential "Downeast" Maine experience typically only found much furt...
(6) Excellent (6 reviews)
Scarborough Maine Vacation Rentals - Home
1 / 12

Scarborough Home
4 BR / 1.5 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 1.5 bathrooms Sleeps 8
High Speed Internet • Microwave • TV (Cable/Satellite)
Beautiful views of the Spurwink River & ocean combined with a fabulous beach house with private back yard with easy access to the ocean. Not many Higgins Beach properties allow you the freedom where you can Kayak or cano...
(1) Excellent (1 review)
Scarborough Maine Vacation Rentals - Home
1 / 25

Scarborough Home
5 BR / 3 BA / Sleeps 14 5 14 Min stay varies
Home / 5 Bedrooms / Sleeps 14
5 bedrooms 3 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Early Season Special - SAVE $300 From May 3rd to June 14th Stay 6 nights and get the 7th FREE Direct Oceanfront 5 Bedroom Home... Located in beautiful Old Orchard Beach/Scarborough, Maine. New deck overlooking oce...
(7) Excellent (7 reviews)
Freeport Maine Vacation Rentals - Home
1 / 12

Freeport Home
5 BR / 4.5 BA / Sleeps 15 5 15 3 night min stay
Home / 5 Bedrooms / Sleeps 15
5 bedrooms 4.5 bathrooms Sleeps 15
High Speed Internet • Microwave • Dishwasher
This oceanfront home boasts a private beach and mooring and an outdoor pizza oven that overlooks the bay & islands. Have a brush in with a local shopping legend and come spend a few days in a house featured in the Spring...
(1) Excellent (1 review)
Peaks Island Maine Vacation Rentals - Home
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Peaks Island Home
3 BR / 2.5 BA / Sleeps 8 3 8 6 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2. 5 bath Victorian Shingled Style home has all you'll l need ...
(3) Excellent (3 reviews)
Gray Maine Vacation Rentals - Home
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Gray Home
3 BR / 1 BA / Sleeps 7 3 7 7 night min stay
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 1 bathroom Sleeps 7
High Speed Internet • Microwave • Dishwasher
Quiet retreat with western exposure on crystal clear lake. Furnished in a comfortable rustic style. Bedrooms have queen bed, full bed and bunk over a futon. The living room showcases a wall of glass overlooking the lake...
Scarborough Maine Vacation Rentals - Home
1 / 17

Scarborough Home
6 BR / 2.5 BA / Sleeps 14 6 14 7 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 2.5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Scarborough and Pine Point House Rental Photos and Description 13 Rm. Pine Point Home, 6 Bedrooms, Sleeps 14, 2 Minute Walk to Beach! You can rest assured that you will love this beautiful 3500 sq. ft colonial...
Scarborough Maine Vacation Rentals - Home
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Scarborough Home
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
Nice 2 bedroom 2 bath large vacation house. Suitable for 6 and has parking for 2+ vehicles. This property is a nice fit for the professional family and friends to enjoy a relaxing vacation. The first floor ...
Cape Elizabeth Maine Vacation Rentals - Cottage
1 / 12

Cape Elizabeth Cottage
1 BR / 1 BA / Sleeps 4 1 4 7 night min stay
Cottage / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • DVD Player
Charming Private Oceanfront Cottage with Sweeping Views Of Casco Bay. Smugglers Cove Shore Rd. offers Spectacular Views of Portlands Shipping channel. This Cottage 100' across the lawn from the waters edge offers 81 Acre...
(2) Excellent (2 reviews)
Scarborough Maine Vacation Rentals - Home
1 / 30

Scarborough Home
6 BR / 3 BA / Sleeps 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 3 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
This totally renovated beach house is graciously appointed with top drawer furnishing, linens, and all refinished hardwood floors. First floor has newly created family room with shiplap and attractive barn board walls,...
South Portland Maine Vacation Rentals - Home
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South Portland Home
4 BR / 2.5 BA / Sleeps 11 4 11 Min stay varies
Home / 4 Bedrooms / Sleeps 11
4 bedrooms 2.5 bathrooms Sleeps 11
High Speed Internet • Microwave • Dishwasher
This property is ideal for providing an excellent accommodation for a family or groups that want to live in comfort for their stay. There are 4 bedrooms and 2. 5 baths, with the 4th bedroom being a finished basement are...
Windham Maine Vacation Rentals - Cabin
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Windham Cabin
2 BR / 1 BA / Sleeps 5 2 5 Min stay varies
Cabin / 2 Bedrooms / Sleeps 5
2 bedrooms 1 bathroom Sleeps 5
Microwave • Parking Included • Oven
Waterfront camp in Maine for weekly rent that offers peace, relaxation and fun for a family or small group. The camp is located on the Presumpscot River in Gorham, Maine. So unique and offers up 5 to sleep comfortably ...
(7) Excellent (7 reviews)
Scarborough Maine Vacation Rentals - Home
1 / 2

Scarborough Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
This property is a full- size Beach House with a split up and downstairs toward the rear. Recently renovated, you will find it to be surprisingly spacious! Sleeps 8 comfortably. Parking for 3 vehicles. The beach i...
Scarborough Maine Vacation Rentals - Home
1 / 24

Scarborough Home
5 BR / 4 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Summer Place at Pine Point is an exciting newly renovated Beach House that brings the old and new together. 9'6' Bead board ceilings, all new stained hardwood floors with some old driftwood flooring, stain glass, beau...
Scarborough Maine Vacation Rentals - Home
1 / 13

Scarborough Home
4 BR / 2.5 BA / Sleeps 6 4 6 Min stay varies
Home / 4 Bedrooms / Sleeps 6
4 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
Located minutes from Scarborough's Pine Point Beach, this family home is in a quiet neighborhood. There are 3 bedrooms and a "bonus" room with a new comfy full- size futon. 2200 square foot home with 2- car garage and e...
(4) Excellent (4 reviews)
Cape Elizabeth Maine Vacation Rentals - Home
1 / 15

Cape Elizabeth Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
This home sits in the water at high tide! Private bold oceanfont with upper/lower Decks. Views of Casco Bay. 81 Acres of land trust trails available. 10 Minutes to downtown Portland. 2 minutes to Portland Headlight/Fort...
(6) Excellent (6 reviews)
South Portland Maine Vacation Rentals - Home
1 / 29

South Portland Home
3 BR / 2 BA / Sleeps 10 3 10 3 night min stay
Home / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
The Home: With 3 BR and 2BA, Dining Room, Living Room, Game Room with Billiard and Ping- pong, full kitchen, Deck, and Large Shaded Lawn, the Liberty Builder's Home is spacious, comfortable, and is perfectly loc...
(11) Excellent (11 reviews)
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About Greater Portland

Charming cobblestone streets, lighthouses, cultural events, and outdoor activities are just a few of the highlights families will discover in Maine’s largest city: Portland. The city has been home to writer Stephen King, actress Liv Tyler and poet Henry Wadsworth Longfellow, and visitors are certain to understand why notable people have been drawn to Portland over the years. Enjoy a level of privacy simply unheard of in hotels by booking one of the many Portland vacation rentals and explore the plethora of adventures this coastal city has to offer.  

Climate

Portland attracts visitors year-round as a result of its snow-covered peaks perfect for skiing in the winter and its gorgeous beaches that are home to summer fun. Winter lows can dip below 0 degrees Fahrenheit while summer temperatures generally stay in the 70s. Portland’s high season runs from mid-June until October, when many come to revel in the colorful fall foliage. Bring layers when visiting this destination as New England weather is oftentimes unpredictable and can vary significantly throughout the year. 

Neighborhoods

As Maine’s largest city, Portland is home to many neighborhoods and districts where hubs of cultural activities are located. Those considering Portland vacation rentals will find lots of options within neighborhoods, including: Back Cove, Deering Center, Downtown District, West End, Hobart Street, India Street, Valley Street, Stroudwater, Nasons Corner, Parkside and Rosemont. Additionally, the Arts District is located within the West End and Bayside, the Waterfront district is on the coast, and the Old Port district is nestled between the Arts District, the neighboring Government district and the Waterfront region. Portland’s Downtown District booms with activity, and visitors will find attractions, art walks, and events that take place here on a daily basis.

Things to Do

Situated approximately 100 miles north of Boston, Massachusetts, Portland sits on Casco Bay and offers lots of opportunities for water-based recreation, exploring majestic seaside landscapes and seeing some of the best tourist attractions in New England. Boat charters and cruises are available and offer everything from whale-watching tours to an exploration of one of Casco Bay’s islands. Visit the Portland Head Light, which dates back to 1971, or take a scenic ferry ride with Casco Bay Lines to see the variety of lighthouses scattered along the coast or head out with Lucky Catch Cruises to spend a day in the life of a Maine Lobsterman. Bask in the outdoors at East End Beach and frolic in the waves during the summer.

When you aren’t marveling at the abundance of opportunities to revel in the Atlantic Ocean, you’ll find plenty to do in one of Portland’s many districts. Take a trip to East Royce Mountain to enjoy the variety of hiking trails in the area. The Portland Museum of Art and Portland Children’s Museum and Theater of Maine ensure that there are always cultural and educational activities on the itinerary. Historic sites of interest like the Victoria Mansion and the Wadsworth-Longfellow House provide a glimpse into early life in Maine. Children who are fascinated with subjects like Bigfoot or the Loch Ness Monster will love the International Cryptozoology Museum. It is more of a collection than a museum and die-hard fans of strange and bizarre animals will find this one stop that can’t be missed. 

Food & Dining

Portland has made a name for itself as a fantastic destination for foodies. Many of the city’s best dining establishments can be found in Portland’s downtown, including the Arts District and the Old Port area. Here, you’ll find lobsters freshly hauled in from the Gulf of Maine, locally brewed beers, and award-winning dishes at a variety of restaurants. Street and Co. has an abundance of seafood on the menu and Eventide Oyster Company offers reasonably-priced small plates, so you can sample a variety of seafood. Allagash Brewery and Shipyard Brewing Company offer tours and tastings for the 21+ crowds to enjoy.

Events

The visiting family will find numerous activities suitable for all ages, including some of Maine’s most notable culinary delights and seafood festivals. Live music, art and historical events abound in this charming city. Annual lobster fests and clambakes are popular events that draw huge crowds. Every June, the Old Port Festival kicks off the summer with local food and drinks, multiple stages of music and Maine-made arts and crafts. The fall months bring Harvest on the Harbor, Maine’s premier food and wine festival held in October and Maine Brewers Festival the following month. In December, Portland hosts the Phyzkids Festival that focuses on magicians, vaudeville, and entertainment acts children will enjoy. 

With a bustling arts district, beaches, museums, and spectacular scenic views, Portland offers adventure and excitement the entire family will enjoy on vacation. By choosing Portland vacation rentals, you can make certain you have all the luxuries of living in a home while enjoying your time in this beautiful, historic city.