Cumberland Area Rentals
- From $422 per night (USD)
VRBO
Vintage Maine & Modern Convenience in Portlands Exclusive East End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our beautiful 2nd floor apartment is nicknamed ‘The Haven’ because it’s a perfect retreat. After a day of exploring, re ...
From $422 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Dog-Friendly Lakefront Cottage w\/Lake Access, Deck, Gas Grill, A\/C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Loons Nest Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $176 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our Greek Revival home, built in 1875, combines beautiful historic details with modern updates to create a cozy and ecle ...
From $405 per night (USD)VRBO
- From $399 per night (USD)
Expedia
2-room downtown home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A great experience starts with a wonderful location. This 2 Bedroom Apartment Style Residence features a full kitchen, d ...
From $399 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Adorable cottage set among tall pines with sandy beach only .5 mile from town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original 1950's 2 BR, 1 bath seasonal cottage (offering heat and A/C this year), with gleaming wood floors, knotty pine ...
From $200 per night (USD)VRBO
- From $844 per night (USD)
Expedia
Sea Breeze | Ocean Views | Gated Community | Luxury | Bayley Vacation Rentals
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
**This rental is brought to you by Bayley Vacation Rentals! ** This spacious vacation room offers plenty of space for th ...
From $844 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Charming Bridgeton Condo ~ 2 Mi to Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this bright 2-bedroom, 1.5-bathroom vacation rental condo! Nestled on the outskirts of Bridgton, this all-seas ...
From $119 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Modern, Luxury Lakefront Home on Crescent Lake, Maine
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Gorgeous lakefront home with modern amenities and authentic Maine charm. The wrap-around deck overlooks the peaceful tra ...
From $648 per night (USD)Expedia
- Click For Pricing
VRBO
Water front lake house with private beach area.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2 bedroom lakefront property - with 131' of lakefront property. Main floor has 2 bedrooms, bathroom and open ...
Click For PricingVRBO
- From $170 per night (USD)
Expedia
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
After extensive renovation we just posted new photos on line. Cozy cottage sleeping 4,with full kitchen and gorgeous de ...
From $170 per night (USD)Expedia
- From $1926 per night (USD)
VRBO
THE BOATHOUSE- MOOSE POND\/PLEASANT MOUNTAIN
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Spacious, fully furnished house located at Moose Pond & base of Pleasant Mountain (Shawnee Peak Ski Resort) in Bridgton, ...
From $1926 per night (USD)VRBO
- From $877 per night (USD)
Expedia
Modern West End 2 Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
You will not be disappointed in this Modern 2 bedroom apartment walk-in 1st floor unit able to comfortably accommodate ...
From $877 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Waterfront home on Forest Lake in Gray, Maine. Perfect for 1 or 2 couples.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hear the call of the loons on this private lake in southern Maine! This recently renovated, open concept, year round hom ...
From $353 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Historical 1st Floor 3BR APT Brunswick @ Bowdoin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space, we have this beautiful 3 bedroom apartment in downtown Brunswick ready ...
From $350 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Lake Front Home on Long Lake with Beautiful Views of Mountains!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Come Relax and Recharge at Stone Oak Cottage! A Three Bedroom, Two Bathroom Lakefront Home with Expansive Views Overlook ...
From $495 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Modern West End Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated located in the h ...
From $373 per night (USD)Expedia
- From $250 per night (USD)
VRBO
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A fun, modern, cozy apartment sitting on top of Munjoy Hill on North Street. Enjoy some of the best views in the city fa ...
From $250 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Stunning newly renovated custom Ward Log home set back on 3 acres. Brand new furnishings, private hot tub, new kitchen ...
From $459 per night (USD)Expedia
- From $5074 per night (USD)
VRBO
MAINE WATERFRONT + MOUNTAIN COMPOUND • SLEEPS 50!
- Bedrooms:
- 8
- Bathrooms:
- 18
- Sleeps:
- 50
If you are looking for a large waterfront compound to rent- then look no further. This property comfortably sleeps up ...
From $5074 per night (USD)VRBO
- Click For Pricing
Expedia
Historic Bakery House on Great Diamond Island with Lots of Charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The historic Bakery is a freestanding one level 3 bedroom, 2 bath home with lots of charm. Large open floor plan in livi ...
Click For PricingExpedia
- From $1592 per night (USD)
VRBO
Waterfront, Luxury, Spacious home in Freeport!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Newly furnished and renovated! Set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, gr ...
From $1592 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Sea-clusion by the sea! Cozy cottage within step of the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adorable, and recently renovated 1 bed/ 1 bath with new eat-in kitchen, comfortable living room and spacious bedroom. Si ...
From $225 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Brand New 2 Bedroom Apartment in Heart of West End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy this fully remodeled 2 bedroom apartment located on the first floor of a historic brownstone row house in ...
From $432 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Classic Sebago Camp with great views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is a classic maine Sebago Lake camp on a sandy gradual entry beach, with great swimming, boating and fishing. The ...
From $519 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Cheerful cottage with All inclusive family fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Point Sebago is a family focused destination with endless opportunities for summer fun. Resort Features: - Gorgeous L ...
From $255 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Sebago Lake Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home has direct access to Big Sebago and the Songo River with a boat launch. Across the street from Sebago State Pa ...
From $330 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Back Cove Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views Find yourself right in the heart of Portland a ...
From $435 per night (USD)VRBO
- From $328 per night (USD)
Expedia
NEW! Family friendly cottage in Point Sebago Resort on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Family friendly Maine cottage located in the gated Point Sebago Resort Community offers guests complete and convenient a ...
From $328 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Salt Box | Retro-Chic Design | Modern Luxury | Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**This rental is brought to you by Bayley Vacation Rentals! ** Experience the warmth of simpler times at the Salt Box's ...
From $275 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Updated 2 Bedroom with Roof deck and backyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
You will not be disappointed in this Modern 2 bedroom apartment walk-in 1st floor unit able to comfortably accommodate ...
From $400 per night (USD)Expedia
- From $511 per night (USD)
VRBO
Fabulous studio apartment with roof deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated with direct acce ...
From $511 per night (USD)VRBO
- From $592 per night (USD)
Expedia
Executive Falmouth Waterfront Home on the Presumpscot River
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This tastefully renovated single family Waterfront Home is ready for your immediate weekly or monthly stay. Designed to ...
From $592 per night (USD)Expedia
- From $97 per night (USD)
VRBO
Adorable Portland getaway on the Eastern Promenade
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Lovely third-floor apartment on the East End, just steps from the glorious Eastern Promenade! Cozy and cute, this adora ...
From $97 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Beautiful house on the Harpswell Peninsula over looking Casco Bay
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 15
Spacious house overlooking casco bay with a wrap around porch with three sets of Patio furniture and a fire pit on the f ...
From $525 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Peaceful Waterfront Apt w\/ Deck, 22 Mi to Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Retreat to Maine and explore the Casco Bay Area from this 1-bedroom, 1-bathroom unit just outside of Freeport. Boasting ...
From $201 per night (USD)VRBO
- Click For Pricing
Expedia
Historic Officer's Quarters House on Great Diamond Island Near Beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Gorgeous 5 BR, 3.5 BA Historic Officer’s Quarters at Diamond Cove. This island home is situated in a prime location righ ...
Click For PricingExpedia
- Click For Pricing
Expedia
Newly refurbished apartment 5 minute walk from Cedar Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This newly refurbished one bedroom apartment is a five-minute walk from Cedar Beach and a wonderful place to stay to enj ...
Click For PricingExpedia
- From $826 per night (USD)
VRBO
Sunny Waterfront Family Friendly Little Sebago Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Camp Cal-a-Mac-ki is a 5 bedroom, 3.5 bath private home situated on .75 waterfront acres. Shared spaces: The great roo ...
From $826 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront home in Tide Mill Cove
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
A delightful vintage Maine cottage on quiet Tide Mill Cove. Deck overlooks the bay with room for sunbathing, birdwatchi ...
Click For PricingVRBO
- From $299 per night (USD)
Expedia
New Remodel! Beautiful Views! Cozy 3BR with beach access, near hiking trails!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this Beautiful, Modern 4-season Condo with 3 Bedrooms, 2.5 Baths. Gorgeous Views of Crystal Lake and mountains fro ...
From $299 per night (USD)Expedia
- Click For Pricing
VRBO
The Backshore House Family friendly Oasis on Peaks Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy island living in our Peaks Island getaway. Private, furnished house featuring over 2600 square feet of living spac ...
Click For PricingVRBO
- From $379 per night (USD)
Expedia
Charming 2-bedroom steps from the Eastern Promenade
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Portland's East End has the charm of a small town, amazing views of the ocean, delicious restaurants, and is just a shor ...
From $379 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
"Twin Rocks" cottage is a charming 2 Bdrm/1 Bath retreat on Sebago Lake w/ gorgeous views of The White Mtns. Enjoy breat ...
From $310 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Cozy Historic Home on Great Diamond Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute and cozy, the historic radio shack sits atop a knoll on a private lot. This little gem is ideal for 1-2 people. Gal ...
From $143 per night (USD)Expedia
- From $218 per night (USD)
VRBO
PLEASANT MOUNTAIN - Ski in & Ski Out - Family Vacation - Spacious Condo
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy our spacious 3-level townhome, ski in and ski out at Pleasant Mountain! Steps away from chair lifts, with access t ...
From $218 per night (USD)VRBO
- Click For Pricing
Expedia
Historic Townhome on Great Diamond Island - Walking Distance to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths. Inviting and comfortable furnishing ...
Click For PricingExpedia
- From $332 per night (USD)
VRBO
Convenient, Modern Thompson s Point 3-Bed Flat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Only a short walk to the newest hot spot in Portland, Thompson s Point (boasting world-class craft breweries like Bissel ...
From $332 per night (USD)VRBO
- From $767 per night (USD)
Expedia
Sensational House on Sebago Lake, Raymond, ME
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our stunning Sebago Lake home! This superb house with a lush lawn to the shoreline has its own private beach, ...
From $767 per night (USD)Expedia
- From $3638 per night (USD)
VRBO
Ocean front estate. 15 min to Portland.
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Offering the best of both worlds with crashing surf and popular Higgins Beach within sight. This property offers panoram ...
From $3638 per night (USD)VRBO
- From $229 per night (USD)
Expedia
☼ Maine Lakefront Getaway ☼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautiful Maine lakefront getaway offers all the modern conveniences in a traditional camp-style three bedroom home ...
From $229 per night (USD)Expedia
- From $127 per night (USD)
VRBO
Glorious getaway on Portland's Eastern Promenade.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on ...
From $127 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Summer by the Sea<br>
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Positioned on a grassy knoll overlooking impressive views of Casco Bay and the distinctive skyline of Portland's Peninsu ...
From $1000 per night (USD)Expedia
- From $669 per night (USD)
VRBO
Sea Change | 2 Min Walk to Beach | Outdoor Space | Bayley Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
**This rental is brought to you by Bayley Vacation Rentals!** Tucked on a quiet, private lane near Pine Point Beach, thi ...
From $669 per night (USD)VRBO
- From $285 per night (USD)
Expedia
The Beach House Bailey Island Maine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cottage style apartment located at the Beach. With two designated parking spots and a private entrance leading into a t ...
From $285 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
YOUR SAFETY IS OUR PRIORITY. WE FOLLOW ALL US CDC GUIDELINES and APPROVED PRODUCTS TO ASSURE YOUR SAFETY. Dear Guests, I ...
From $182 per night (USD)VRBO
- From $364 per night (USD)
Expedia
A classic Maine family home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Classic Maine home with electric vehicle charger. It is located close to three sandy beaches ( Higgins, Scarborough Stat ...
From $364 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Wonderful Home nestled in Wolfe's Neck Woods “The Eagles Nest”
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A one of a kind beautiful custom home nestled in Wolfe’s Neck Woods along the Harraseeket River. You have to stay here t ...
From $650 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Amazing modern west end retreat with stunning city views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Very simple 2bed/1bath apartment which sits one block from Hadlock stadium, and only a hop skip and a jump to the Old Po ...
From $368 per night (USD)Expedia
- From $518 per night (USD)
VRBO
Sea Forever! Waterfront, Seasonal dock, Pet friendly! 20 min Bowdoin.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Forever! This 3 Bedroom and 2.5 Bath waterfront home awaits you. This stunning property on an inlet in Cundy’s Harbo ...
From $518 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This is an adorable 4 bedroom, 2 bathroom home located on a quaint island in Maine. We are a quick walk to the beach and ...
From $250 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful Bayside House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $557 per night (USD)VRBO
- From $714 per night (USD)
Expedia
Waterfront Retreat on Jordan Bay - Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Bully's Landing - Jordan Bay - Sebago Lake, Raymond, Maine! Freshly remodeled, ~2500 sqft 2 car garage, new ...
From $714 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Morrill Mansion Inn | 7 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $498 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Morrill Mansion Inn | 6 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $459 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Morrill Mansion Inn | 5 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $447 per night (USD)VRBO
- From $578 per night (USD)
VRBO
Morrill Mansion Inn | 8 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $578 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Lakefront house located on Little Sebago lake ~ 2,500 Sf. Ft.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious year-round lakefront house located on Little Sebago Lake. Two Kayaks and a small fishing paddle boat. Great loc ...
From $350 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Little Lincoln beautiful home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is our first apartment that we put on airbnb when we move back to the U.S. We love the location and we love this ap ...
From $239 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Morrill Mansion Inn | 4 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $398 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Charming Victorian, Perfect location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautiful 1850s Victorian Building has a lot of character and charm. We pride ourselves in maintaining a clean and ...
From $294 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Morrill Mansion | 2 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $436 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Morrill Mansion | 3 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome! This 1800's era townhouse has been meticulously restored to its original Italianate elegance. Formerly the Morr ...
From $370 per night (USD)VRBO
- From $214 per night (USD)
VRBO
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Olde Loon Landing Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $214 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Skolfield Inn! ROOM 2: In this room you can relax on the couch with a book or snuggle up in bed to watch ...
From $451 per night (USD)VRBO
- From $327 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Skolfield Inn! ROOM 1: This north east corner room gets plenty of morning light through its beautiful ba ...
From $327 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Historic Condo w\/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Morning on the Atlantic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $182 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Paradise on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
About this space Beautiful open concept Lakefront Home with 4 bedrooms upstairs , and air mattresses for extra guests. ...
From $604 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Victorian Uptown Private Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of the foodie district. Walking distance to the Old Port, Portland nightlife, and all music venues. ...
From $180 per night (USD)VRBO
- Click For Pricing
VRBO
Victorian Panoramic Penthouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
About this space This beautiful Penthouse-style apartment offers a full kitchen, a beautiful spacious bathroom with anti ...
Click For PricingVRBO
- From $180 per night (USD)
VRBO
Victorian Parlor Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Soak up this beautiful, remodeled Victorian apartment in the heart of Portland, walking distance to the State theater, O ...
From $180 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Charming Log Cabin w\/ Free WiFi plus a Community Pool, Tennis, & Clubhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Moose Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $197 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Lovely intown cottage close to the college, the coast, beaches, hiking, kayaking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious studio on a quiet, leafy street, detached, with its own entrance, high beamed ceiling, small fully-equipped kit ...
From $170 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Morrill Mansion Inn | 1 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $503 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Post and Beam House with access to acres of land. Ample parking & new kitchen.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is a family friendly beautiful 2,300 square foot post and beam home with access to acres of land for you to enjoy o ...
From $275 per night (USD)Expedia
- From $806 per night (USD)
VRBO
Private Beach, Panoramic Ocean Views. Monthly Rentals.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy the private beach (3 minutes walk)! RENOVATED in 2021 this Cape Elizabeth home (2800 square feet) offers PANORAMI ...
From $806 per night (USD)VRBO
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Expedia
Once in a lifetime opportunity to rent the Chebeague Island Inn
- Bedrooms:
- 16
- Bathrooms:
- 21
- Sleeps:
- 42
The Chebeague Island Inn is offering weekly rentals of our property for the the 2020 season. Perched on a hillside wit ...
Click For PricingExpedia
- From $152 per night (USD)
VRBO
BRIGHT & COZY| 2 BEDROOM HOME| STEPS TO THE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
3 min walk to Pine Point Beach 12 min drive to Dunegrass Golf Club 32 min drive to Historic Portland Head Light This ch ...
From $152 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Classic Maine Beach Cottage! Steps to Pine Point Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy our newly renovated beach cottage just steps from Pine Point Beach! Coastal vibes in this quintessential classi ...
From $292 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Peaceful Maine Cottage on a quiet Cove in Harpswell
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our private patch of paradise! Located beachside with westerly views for fantastic sunsets after a day of swi ...
From $450 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Beachcomber’s paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
A quintessential Full season rented beach house located steps from a 5 mile long sandy beach. Come experience the charm ...
From $246 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Walk to Old Port ♦ West End Condo ♦ Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated building with old school charm (100 year old pumpkin pine floors) and updated amenities. Features include: ra ...
From $139 per night (USD)VRBO
- Click For Pricing
Expedia
Stylish walk-in private one bedroom apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy downtown Portland one bedroom walk in apt next to Maine Medical Center, Sea dogs stadium, Portland Expo, and Deeri ...
Click For PricingExpedia
- From $270 per night (USD)
VRBO
Sleeps 6 at Point Sebago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom 2 full bath home is located in Point Sebago Golf and Beach Resort giving you access to all of the ameniti ...
From $270 per night (USD)VRBO
- Click For Pricing
Expedia
Mid century modern with 650 sq ft living room and 350 sq ft master bedroom
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Plenty of room for central gatherings in the 650 sq ft living room with ample room in several rooms for extra auto infla ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
Lakefront cabin with spectacular sunsets included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
How is this property different? Quite simply, it is our home, not a generic cookie-cutter house, but a unique log cabin ...
From $450 per night (USD)VRBO
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Expedia
Cheerful 3 Bedroom Home with Beautiful Finishes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 1
In the heart of Portland, Maine with Portland trails nearby, and restaurants, entertainment, and transportation all easi ...
Click For PricingExpedia
- From $371 per night (USD)
VRBO
Waterfront, BIG SEBAGO LAKE, 30 Minutes to Shawnee Peak Near Sebago State Park!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience luxury lakeside living in this modern camp located at the end of the protected cove right next to the Sebago ...
From $371 per night (USD)VRBO
- From $550 per night (USD)
Expedia
The sunrise is waiting for you...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our sunrise oasis is perfect for entertaining and having fun! Bring the whole family and enjoy the serene cove, crystal ...
From $550 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Cottage at Long Lake 5min. walk to Causeway (10)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
This property has an inviting beach area and prime location! We are located on Long Lake amongst a small group of cottag ...
From $388 per night (USD)VRBO
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Expedia
Crystal Lake Cottage Waterfront - Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Lake front cottage on Crystal Lake in Harrison, Maine. Step off the deck onto a sandy beach with 100 feet of owned fron ...
Click For PricingExpedia