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Vacation Home Rentals in Portland, Maine

Vacation Home Rentals in Portland, Maine

Inn At St John
Inn At St John
Vacation rental
1.1 miles to Portland
Portland, 04102
The Inn at St. John is a most unique 100-year-old Inn noted for its European charm, comfort and excellent service, and is conveniently located in...

from 816 USD

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Percy Inn B&B
Percy Inn B&B
Vacation rental
1.1 miles to Portland
Portland, 04102
The Percy Inn, a stylish and intimate 1830 urban inn, is situated in the heart of Portland's West End Historic District at Longfellow Square....

from 826 USD

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Wild Iris Inn
Wild Iris Inn
Vacation rental
0.4 miles to Portland
Portland, 04101
The Wild Iris Inn was built in New England in 1894 as a two-family home. The Victorian-style house sits near a lighthouse on the East Coast of...

from 980 USD

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Portland Vacation Rentals - Celtic Cottage Maine
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
Warm hospitality Comfortable surroundings Fresh & hearty Celtic breakfasts daily Hike three Portland Trails just down the road ...
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Portland Vacation Rentals - Danforth B&B
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
Come be one of countless travelers who for nearly two centuries have defined the character of The Danforth including adventuring merchants,...
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Portland Vacation Rentals - Gracious Island Living At Historic Diamond Cove
House with 3 bedroom(s), 2 bathrooms(s), sleeps 6
3.5 miles to Portland
Portland, Maine, 04109
You are invited to experience life on an island off the coast of Maine. Embrace the comfort and charm of another era in a restored home, on the...

from 357 USD

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Portland Vacation Rentals - Inn On Carleton
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
Innkeepers Phil and Sue Cox graciously welcome you to their restored 1869 Victorian home located in Portland's prestigious, historic Western...
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Portland Vacation Rentals - Percy Inn
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
The Percy is housed in an 1830 Federal-style brick rowhouse built 10 years after Maine became a state. In 1997, after years of decay, the building...
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Portland Vacation Rentals - The Chadwick Bed & Breakfast
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
The term 'simple elegance' perfectly describes this Queen Anne style Bed and Breakfast nestled in Portland's historic West End. Built in 1891 with...
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Portland Vacation Rentals - The Inn At St. John
Bed and breakfast
1.1 miles to Portland
Portland, Maine, 04102
Conviently located off the West End of downtown Portland, we are located 2.8 miles from the airport, .85 miles from Amtrak, 1.7 miles from the Cat...
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Portland Vacation Rentals - Wild Iris Inn
Bed and breakfast
0.4 miles to Portland
Portland, Maine, 04101
Located in a historic neighborhood in downtown Portland, the Wild Iris Inn offers travelers a comfortable place to spend the night. The inn is...
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2 Bedroom 1 Bath Townhome Style Condo In The Heart Of Portland
Townhome with 2 bedroom(s), 1 bathrooms(s), sleeps 4
0.3 miles to Portland
Portland, 4101
Furnished 2 bedroom 1 bath condo in the heart of Portland offers historic details throughout. Enjoy the eat in kitchen with expansive windows and...

from 2,500 USD

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Beachfront Island Beauty
House with 5 bedroom(s), sleeps 11
3.5 miles to Portland
Portland, 4108
New, beautiful open plan architect-designed, beachfront house with huge deck for maximum enjoyment of sunsets over Casco Bay. Peaks Island has the...
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Beachfront Island Cottage With Panoramic Water Views
Cottage with 5 bedroom(s), 1 bathrooms(s), sleeps 6
1 miles to Portland
Portland, 4101
Enjoy life on a small island in Casco Bay, Maine. Little Diamond Island is a gem - with only 50 cottages and no vehicles. Transportation is via...
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Beautiful House With Ocean View, 3 Decks, Secluded Back Garden
House with 4 bedroom(s), sleeps 7
3.5 miles to Portland
Portland, 4108
A wonderful house at 25 Pleasant Avenue that is available from June through September. Heights of the house include: Water views Screened-in first...
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Beautifully Furnished 1 Bedroom 1 Bath Condo In Fabulous West End Loca
Condo with 1 bedroom(s), sleeps 2
1.1 miles to Portland
Portland, 4101
Beautifully Furnished 1 Bedroom 1 Bath condo is a rare gem in Portland's West End. Condo offers wonderful afternoon sunshine in the open concept...

from 2,250 USD

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Beautifully Renovated East End Apartment With Casco Bay Views
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 3
1.5 miles to Portland
Portland, 4101
Sought after East End neighborhood, a newly renovated 2 bedroom furnished apt is available weekly or monthly. A short block back from the...

from 1,550 USD

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Beautifullyfurnished 2 Bedroom 1 Bath Condo With Ocean Views
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 6
1.4 miles to Portland
Portland, 4103
Furnished 2 bedroom 1 bath condo recently renovated offers sun-filled rooms and ocean views. Condo is located in the convenient Windsor Heights...

from 1,200 USD

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Beautifullyfurnished 2 Bedroom 1 Bath Condo With Ocean Views
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1.4 miles to Portland
Portland, 4103
Furnished 2 bedroom 1 bath condo recently renovated offers sun-filled rooms and ocean views. Condo is located in the convenient Windsor Heights...

from 1,000 USD

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Best Spot On The Island
House with 3 bedroom(s), sleeps 6
4.5 miles to Portland
Portland, 4108
This is a beautiful house that is located on two acres of direct oceanfront land with private coves and unobstructed panoramic views. We are not...
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Breathtaking Ocean Views From Portland's Victorian Terrace On The Prom
Apartment with 2 bedroom(s), 2.5 bathrooms(s), sleeps 4
1.5 miles to Portland
Portland, 4102
Victorian Terrace on the Prom is perfectly perched across from Ft. Allen Park on Portlands' Eastern Promenade This completely renovated (spring...

from 1,575 USD

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Breathtaking Ocean Views From Victorian Terrace On The Prom
Apartment with 2 bedroom(s), 2 bathrooms(s), sleeps 4
1.5 miles to Portland
Portland, 4101
The best views of Casco Bay are from your stay at Victorian Terrace. This second floor apartment offers luxury accommodations with a location that...

from 1,575 USD

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Charming 1930S Dutch Colonial - Wireless Internet Included!
House with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1.9 miles to Portland
Portland, 4103
Home is a charming 1930s dutch colonial with many original features. Two bedrooms, den and 1 full bath upstairs. Sleeps 4. Downstairs large living...

from 800 USD

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Charming Island Cottage: 3 Bedrooms, Steps To The Beach
Cottage with 3 bedroom(s), sleeps 7
4 miles to Portland
Portland, 4108
A short walk from town, this is a great Peaks Island cottage. It has been renovated over recent years and offers many modern conveniences while...
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Charming, Family-Friendly New England Style Home
House with 3 bedroom(s), sleeps 8
0.6 miles to Portland
Portland, 4102
This spacious three bedroom home is located in a residential neighborhood close to the University of Southern Maine’s campus. Within close...
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Cliff Island Charming Oceanfront Vacation Home
House with 5 bedroom(s), 2 bathrooms(s), sleeps 12
8.3 miles to Portland
Portland, 4019
Enjoy a piece of Cliff Island history by staying at Grey Ledge Cottage (formerly known as the Thompson House). Rolling surf, lobster boats, and a...
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Cliff Island Charming Oceanfront Vacation Home
House with 5 bedroom(s), 2 bathrooms(s), sleeps 12
8.3 miles to Portland
Portland, 4019
Enjoy a piece of Cliff Island history by staying at Grey Ledge Cottage (formerly known as the Thompson House). Rolling surf, lobster boats, and a...

from 1,800 USD

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Comfortable In-Town Portland Home July27-Aug3 Available
House with 5 bedroom(s), 2 bathrooms(s), sleeps 9
1.2 miles to Portland
Portland, 4103
Our home is yours during our vacations abroad - we vacate leaving it professionally cleaned and fully equipped for your ease and comfort. It is a...

from 1,600 USD

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Converted Brick Carriage House In Center Of The Arts District
House with 2 bedroom(s), sleeps 6
1.1 miles to Portland
Portland, 4101
Nestled in the heart of Portland’s downtown Arts District this circa 1880’s converted brick carriage house is located on a street most Portlanders...
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Cozy Island Hideaway
Cottage with 2 bedroom(s), 1.5 bathrooms(s), sleeps 5
3.5 miles to Portland
Portland, 4108
Address: 274 Island Ave., Peaks Island, Maine 04108, USA The Feathered Nest is a tranquil hideaway on Peaks Island, Maine, with a view of Diamond...
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Delightful, Family-Friendly Home In Welcoming Portland Neighborhood
House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6
2.3 miles to Portland
Portland, 4102
Our home is yours during our summers at the lake – it is professionally cleaned and fully equipped for your enjoyment. It is an updated, 60’s era...
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Early 1900'S Victorian Condo Ocean Views Old Port & 295 5 Mins
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 6
1.5 miles to Portland
Portland, 4101
This charming 1-bedroom, 1-bath residence features wonderful views of Casco Bay and Back Cove from the commodious living room and bright white...
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Elegant 1870 Carriage House In Exclusive West End
Condo with 2 bedroom(s), 2.5 bathrooms(s), sleeps 6
1 miles to Portland
Portland, 4102
(Note: If this listing is not available when you want it, please look at our other property, located in the same building:...
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Elegant 1870 Carriage House In Exclusive West End
Condo with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6
1 miles to Portland
Portland, 4102
Our Carriage House was built in the 1870's. In the early 2000s, it was divided into two condominium units and renovated. The front unit (157 Pine...
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Enjoy Sweeping Waterfront View, Watch Lobster Boats From Porch
Cottage with 4 bedroom(s), 1.5 bathrooms(s), sleeps 8
4.5 miles to Portland
Portland, 4108
Our spacious but cozy family cottage is located on a quiet shorefront road, just a few yards from the water with an uninterrupted view of Josiah's...
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Exquisite Victorian On Portlands East End
Condo with 3 bedroom(s), 4 bathrooms(s), sleeps 6
1.5 miles to Portland
Portland, 4101
Built in 1903 this exquisite fully furnished three bedroom, four bathroom Victorian has been completely renovated with stainless steel appliances,...

from 2,200 USD

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Great Ocean View Summer Cottage Rental On Great Diamond Island
House with 4 bedroom(s), sleeps 9
Portland, 4109
**Last minute availability week of August 4th-11th!** Vacation house for rent on Great Diamond Island. It is a 4 bedroom house that comfortably...
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Hip West End 1St Floor Apartment
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4102
Relocating, Job transfer, business, visiting friends or family in town, vacation. Enjoy this turn of the century house in a quiet West End...

from 1,250 USD

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Historic Condo In Portland's 'Little Italy'
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4101
This sunny, smoke free, fully furnished and luxurious private condo is located in Portland’s vibrant East Bayside neighborhood. High ceilings,...

from 4,495 USD

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Historic Condo In Portland's 'Little Italy'
Condo with 1 bedroom(s), sleeps 4
1 miles to Portland
Portland, 4101
This sunny, smoke free, fully furnished and luxurious private condo is located in Portland’s vibrant East Bayside neighborhood. High ceilings,...
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Historic Intown Brick Victorian In Portland's Arts District
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 3
1 miles to Portland
Portland, 4101
Beautiful first-floor condo in 1858 brick Victorian(French 2nd Empire architecture) on Deering Street, one of Portland's most notable and historic...

from 1,350 USD

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Historic West End Apartment
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4102
Relocating, Job transfer, business, visiting friends or family in town, vacation. Enjoy this turn of the century house in a quiet West End...

from 700 USD

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In Town Portland:Westend Victorian Townhouse - Steps To Old Port & Waterfront!
Townhome with 2 bedroom(s), 2 bathrooms(s), sleeps 6
1.1 miles to Portland
Portland, 4101
This Victorian era townhouse is located steps from Congress St, and a pleasant 10 minute walk to the Waterfront/Old Port; enjoy the multitude of...

from 1,650 USD

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Large Brick Home On Small Private Island Near Portland, Me
House with 6 bedroom(s), 4 bathrooms(s), sleeps 17
1.1 miles to Portland
Portland, 4109
This home is an unique brick building , built by the US army in 1905, as part of Fort Leavitt, and served as the Jail. It was converted into a...

from 2,500 USD

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Luxury Apartment Intown Portland Spectacular Ocean Views Child Friendly
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4101
Promenade Place Luxury Furnished Apartments are located on Portland's Famous 36 acre Eastern Promenade with spectacular views of Casco Bay. This...

from 1,200 USD

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Luxury Coastal Retreat In Historic District
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 2
1 miles to Portland
Portland, 4101
Immaculate 1-BD 1 BA condo with a private rooftop deck and a gourmet kitchen (granite / stainless finishes and a dishwasher) perfect for a...
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Maine's Ocean View Furnished Luxury Apartment
Apartment with 2 bedroom(s), 2.5 bathrooms(s), sleeps 4
1.5 miles to Portland
Portland, 4101
This stunning oceanfront home is perched high on Munjoy Hill overlooking Portland Harbor and the Calendar Islands. Our tastefully furnished...

from 870 USD

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Modern, Airy Apartment In Portland's Desirable East End
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 3
1.5 miles to Portland
Portland, 4101
Two bedroom, one bath, centrally located apartment with airy rooms and modern design. It features newly renovated kitchen, hardwood floors, light...

from 950 USD

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Morning On The Promenade...Your Home Away From Home!
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4101
Enjoy the sunrise from your private deck....Your home away from home at Morning on the Promenade is just a 1/2 block from Portland's Eastern...

from 1,000 USD

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Ocean Views From Wraparound Porch
House with 3 bedroom(s), 1 bathrooms(s), sleeps 6
4.1 miles to Portland
Portland, 4108
Our home is brand new to the vacation rental market as of July 2012. Our 1857 home is located in a quiet neighborhood on the southern side of...
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Oceanfront - Million Dollar View Classic Maine Island Cottage
Cottage with 3 bedroom(s), sleeps 6
4 miles to Portland
Portland, 4108
My great-grandfather built this oceanfront cottage in the 1920's. Five generations of my family have enjoyed this unique retreat. The cottage...
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Peaks Island - Spectacular Waterviews
House with 2 bedroom(s), sleeps 8
4.5 miles to Portland
Portland, 4108
Peaks Island, ME Located on the back shore of Peaks Island in Casco Bay, this lovely house is perched high on posts and commands a spectacular...
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Portand-Congress St. Apartment
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4
0.6 miles to Portland
Portland, 4101
This is a second floor apartment located on Congress Street. The apartment is furnished with everything you need to enjoy a weekend stay in...

from 145 USD

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Portland Apartment
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 2
1 miles to Portland
Portland, 4102
Portland City Apartment--3rd Floor Apartment: Located on Congress Street. The apartment is furnished with everything you need to enjoy an...

from 900 USD

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Portland Maine Waterfront & City Views
Estate with 4 bedroom(s), 4.5 bathrooms(s), sleeps 8
0.6 miles to Portland
Portland, 2114
One of Portland's 'outstanding' residences, this brick colonial perched above the Boulevard with impressive stone walls & curved stone staircase...

from 5,000 USD

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Portland Vacation Rentals - Beautiful, New Portland Home
Vacation rental with 4 bedroom(s), 2 bathrooms(s)
3.2 miles to Portland
Portland, Maine, 04122
Large, comfortable 4 bedroom, 2.5 bath home in a quiet neighborhood with direct access to Portland trails along Stroudwater river. House has a...

from 275 USD


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Portland's Best Luxury Furnished Rentals
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4101
At 'Promenade By The Bay' you'll enjoy beautifully furnished one and two bedroom condos with ocean views. Our rentals are fully equipped with...

from 1,595 USD

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Portland's Old Port Close To Waterfront
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4
1.1 miles to Portland
Portland, 4101
This sunny, furnished apartment includes everything you need to feel right at home. Tastefully decorated, with a fully equipped kitchen, queen...
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Portland's Westend Charming Peaceful W/2 Exposed Chimneys
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4102
This is a great vacation destination located in a residential neighborhood in the heart of Portland's Historic West End district. You will be just...
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Refurbished Brick, Waterfront Home On Cushing's Island.
House with 5 bedroom(s), 4 bathrooms(s), sleeps 13
4.3 miles to Portland
Portland, 4109
'The Jail' on Cushing's Island - a WWII, refurbished military jailhouse located on the eastern side of Cushing's Island, in Casco Bay. The large...
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Scenic Walking/Jogging Trails Right Outside Your Front Door In Maine.
Condo with 2 bedroom(s), 1.5 bathrooms(s), sleeps 4
1 miles to Portland
Portland, 4103
Fabulous condo in a key location on Back Cove. Back Cove offers great views of the Portland skyline. Ideal for walking, running, biking and dog...

from 700 USD

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Sophisticated Downtown Condo 5 Night Minimum
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 5
0.6 miles to Portland
Portland, 4101
All amenities, elevator, laundry, art, in the heart of the Arts District of Portland Maine. Sophisticated modern building, close to dozens of...
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Spectacular Views! Convenient Location
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4
0.6 miles to Portland
Portland, 4101
Views Views Views! Enjoy your stay at this conveniently located 2 bedroom apartment. Watch sunsets over the water due to its unique location....

from 890 USD

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Sunny, 1835 Brownstone, Downtown, Portland Condo
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
1.1 miles to Portland
Portland, 4101
Sunny, one bedroom, one bath condo located in 1835 red brick brownstone which is listed on the Historic Register-- nestled into Portland's...
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Updated Comfort And Old-Fashioned Charm Steps From The Water
Cottage with 6 bedroom(s), sleeps 10
4.5 miles to Portland
Portland, 4108
The house is simply but completely furnished and colorfully decorated, for family use, not as a 'rental property.' Virtually everything in the...
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Urban Oceanside Studio Apt Retreat
Studio with 0 bedroom(s), sleeps 4
1.1 miles to Portland
Portland, 4102
Spacious studio, centrally located in a quiet village in downtown Portland, Maine, known for its art, restaurants & shopping. 10 - 20 min. drive...
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Waterfront 4 Br Cottage With Spectacular Views & Beach
Cottage with 4 bedroom(s), 2.5 bathrooms(s), sleeps 9
Portland, 4109
Experience life on a small private island off the coast of Maine. Time spent on Little Diamond is like stepping back in time. No cars, traffic,...
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Waterfront Vacation Home
House with 3 bedroom(s), sleeps 8
4 miles to Portland
Portland, 4108
Imagine Lobster bakes, swimming, fishing and beautiful sunsets from your own front lawn ! Enjoy your vacation in this beautiful 4 season...
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Woodsea Place - Maine Island Vacation In A Log Home!!!
House with 5 bedroom(s), 2 bathrooms(s), sleeps 16
4 miles to Portland
Portland, 4108
Get away from it all! Near the beach on one and a half acres you will be able to relax on the porch and enjoy the birds and unbelievable birch and...

from 2,000 USD

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Portland Vacation Rentals - Portland's Newest, Luxury Furnished Rentals
Vacation rental with 2 bedroom(s), 2 bathrooms(s)
0.4 miles to Portland
Portland, Maine, 04101
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...

from 252 USD


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