Greater Portland Vacation Rentals

26 Rentals

List Map
Peaks Island Maine Vacation Rentals - Apartment

Studio / 1BA - Sleeps 4 - Peaks Island Apartment

Your adventure to Peaks Island begins with a lovely 20 min. ferry ride from from Portland's Old Port...

$99 / nt

Scarborough Maine Vacation Rentals - Home

3BR / 2.5BA - Sleeps 7 - Scarborough Home

This Beach House provides your family with the best Higgins Beach has to offer with amazing ocean & beach...

$343 - $572 / nt

Scarborough Maine Vacation Rentals - Home

5BR / 3BA - Sleeps 14 - Scarborough Home

Early Season Special - SAVE $300 From May 3rd to June 14th Stay 6 nights and get the 7th FREE Direct...

$375 - $772 / nt

3 Reviews
Gray Maine Vacation Rentals - Home

4BR / 2.5BA - Sleeps 8 - Gray Home

A hundred feet from beautiful sandy deeded access beach on Little Sebago Lake stands this gorgeous 3-...

$193 / nt

2 Reviews
Windham Maine Vacation Rentals - Cabin

2BR / 1BA - Sleeps 5 - Windham Cabin

Waterfront camp in Maine for weekly rent that offers peace, relaxation and fun for a family or small...

$100 - $150 / nt

2 Reviews
Falmouth Maine Vacation Rentals - Home

7BR / 4BA - Sleeps 10 - Falmouth Home

Waterfront Falmouth Heights– Ocean: This is a great 7 bedroom (occupancy 10), 4 bath home with wireless...

$500 - $843 / nt

5BR / 3BA - Sleeps 12 - Scarborough Home

Grand Beach Getaway In Pine Point Is Now Open For The 2014 Summer Season. Call Our Office Or Book Online...

$586 / nt

3BR / 2BA - Sleeps 8 - Scarborough Home

2015 Summer Weeks Now Available at 115 East Grand Avenue in Pine Point! Vacation in this wonderful home...

$415 / nt

Long Island Maine Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Long Island Home

ARTIST'S RETREAT... paint, write, allow inspiration to overwhelm you... HERE... This property is quite...

$786 / nt

Portland, Maine, Travel Tips

Charming cobblestone streets, lighthouses, cultural events, and outdoor activities are just a few of the sights families will discover in Maine's largest city: Portland. Situated approximately 100 miles north of Boston, Massachusetts, Portland is on Casco Bay and offers plenty of water-based recreation, majestic seaside landscapes, and some of the best tourist attractions throughout New England. Portland attracts visitors year-round due to mountain skiing in the winter and beach fun in the summer. High season runs from mid-June until October, when many come to revel in the fall foliage. Portland has been home to writer Stephen King, actress Liv Tyler, and poet Henry Wadsworth Longfellow, and visitors are certain to understand why notable people are drawn to the city. With a bustling arts district, beaches, museums, and spectacular, scenic views, Portland, Maine, offers adventure and excitement the entire family will enjoy. Those planning to visit the area with children or other family members should consider staying in by-owner Portland rentals as opposed to hotels, motels, or inns. Portland vacation rentals are a budget-friendly way to ensure you maintain the comforts of home while enjoying your stay in this magnificent city.
Portland, Maine, rentals are available throughout the city and provide traveling families advantages not afforded by motels or hotels. For instance, Portland rentals offer a level of privacy simply unheard of in hotels, motels, or inns. When staying in a house or cottage, you can rest assured that your family is together under one roof. You also won't need to worry about hearing other tourists through thin walls, as your family will have the luxury and convenience of their own living quarters. Those planning extended stays often find that they will save on the cost of lodging with Portland house rentals when compared to the long-term cost of a hotel stay.
There are many comforts available to those who choose to stay in Portland, Maine, rentals that you can't get from other types of lodging. The ability to launder your clothes within the home is priceless, as is having access to full-sized rooms, kitchens, and bathrooms. Those who choose Portland rental homes for their lodging often say they experienced less stress throughout their trip. It isn't uncommon for people to say they need a vacation after their vacation: One way to cut down on the stress associated with traveling and have more time to enjoy relaxing during your trip is to choose vacation rentals. Portland, Maine, is a thriving city with a plethora of exciting adventures to participate in. Portland home rentals offer not only privacy and comfort, but their location offers access to main attractions and sights such as museums, theaters, mountains, and beaches.
As Maine's largest city, Portland is home to many neighborhoods and districts where hubs of cultural activities are located. Those considering Portland, Maine, house rentals will find available property within select neighborhoods. Neighborhoods include Back Cove, Deering Center, Downtown District, East Bayside, West Bayside, East Deering, North Deering, East End, West End, Hobart Street, India Street, Valley Street, Stroudwater, Libbytown, Nasons Corner, Oakdale, Parkside, Riverton 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. You can see a map of Portland's neighborhoods at the official government site here: Portland Maine neighborhoods (PDF). Portland's Downtown District is booming with activity, and visitors will find attractions, art walks, and events take place on a daily basis. Rental property is an excellent way to enjoy your visit while ensuring you're staying in a prime location.
If 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 districts. The visiting family will find numerous activities suitable for all ages, including some of Maine's most notable culinary delights and even lobster festivals. Live music, art, and historical events abound. Take the kids on one of Maine's scenic tours for a firsthand look at the pristine landscape. Boat charters and cruises are available and offer everything from whale-watching tours to an exploration of Casco Bay's islands. 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. The Children's Museum and Theater of Maine holds a children's film festival as well.
There are boats available for rent and historic sites of interest like the Victoria Mansion and the Wadsworth-Longfellow House. Children who are fascinated with subjects like Bigfoot or the Loch Ness Monster will absolutely love the International Cryptozoology Museum: It's more of a collection than a museum, and die-hard fans of strange and bizarre animals will find this one stop not to miss. Those who want to bask in the outdoors should take a trip to East End Beach or enjoy hiking the trails at East Royce Mountain. The family that visits Portland will find numerous activities, attractions, and events to engage in. With so much to see and do in Portland, Maine, vacation rentals are a great way to ensure you remain in comfort when returning from your day's events.
Rental properties are a wonderful choice for those considering lodging for their Portland vacations. While the area enjoys a steady stream of visitors year-round, some would rather plan their trips to coincide with specific events. In addition to daily activities that take place in Portland, Maine has many annual events and festivals that aren't a far drive from the city. Annual lobster fests and clambakes are regular events that draw huge crowds. Every June, there is the Old Port Festival, and December hosts the Phyzkids festival that focuses on magicians, vaudeville, and entertainment acts children will enjoy. Holiday festivals and events occur on an annual basis as well. There's a list of Portland, Maine events at the Discover Portland website: Visitors will be delighted by the variety of happenings that take place downtown. By choosing rentals in Portland, Maine, you can make certain you have all the luxuries of living in a home while enjoying your time in this beautiful, cultural city.
Click for larger map
Show big map »
  • Price

  • Bedrooms


  • Amenities

    • Show More...