Portland holiday rentals
We found 2,298 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals close to Portland, ME (PWM-Portland Intl. Jetport) that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Portland, ME (PWM-Portland Intl. Jetport)
Showing deals for:12 Sept - 19 Sept
Image gallery for Art Filled East End Home a short walk to waterfront, restaurants and shops
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Art Filled East End Home a short walk to waterfront, restaurants and shops
Portland, ME
9% off
Price is AU$22,554
AU$22,554
AU$3,222 per night
includes taxes & fees
Image gallery for Sunny Modern Oasis in Portland’s Trendy East End
1010 out of 10 rating
Exceptional
(48 reviews)
Sunny Modern Oasis in Portland’s Trendy East End
Portland, ME
8% off
Price is AU$4,633
AU$4,633
AU$662 per night
includes taxes & fees
Image gallery for Ocean Views! Walk to the Beach!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Ocean Views! Walk to the Beach!
Old Orchard Beach, ME
8% off
Price is AU$9,515
AU$9,515
AU$1,359 per night
includes taxes & fees
Image gallery for Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
1010 out of 10 rating
Exceptional
(12 reviews)
Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
Old Orchard Beach, ME
8% off
Price is AU$2,323
AU$2,323
AU$332 per night
includes taxes & fees
Image gallery for Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres
1010 out of 10 rating
Exceptional
(15 reviews)
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres
Cape Elizabeth, ME
8% off
Price is AU$11,598
AU$11,598
AU$1,657 per night
includes taxes & fees
Image gallery for Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.
1010 out of 10 rating
Exceptional
(13 reviews)
Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.
Portland, ME
8% off
Price is AU$4,390
AU$4,390
AU$627 per night
includes taxes & fees
Image gallery for Africa-Inspired Downstairs Master "Suite" Experience on the Coast of Maine
1010 out of 10 rating
Exceptional
(7 reviews)
Africa-Inspired Downstairs Master "Suite" Experience on the Coast of Maine
Kennebunkport, ME
9% off
Price is AU$13,239
AU$13,239
AU$1,891 per night
includes taxes & fees
Image gallery for Beautiful farmhouse with hiking trails/kayaking. 5 minutes to town or ocean!
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful farmhouse with hiking trails/kayaking. 5 minutes to town or ocean!
Freeport, ME
8% off
Price is AU$9,477
AU$9,477
AU$1,354 per night
includes taxes & fees
Image gallery for Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
1010 out of 10 rating
Exceptional
(88 reviews)
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
Portland, ME
18% off
Price is AU$3,895
AU$3,895
AU$556 per night
includes taxes & fees
Image gallery for Updated cottage, walk to beach, screened in porch
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Updated cottage, walk to beach, screened in porch
Old Orchard Beach, ME
8% off
Price is AU$4,079
AU$4,079
AU$583 per night
includes taxes & fees
Image gallery for Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
1010 out of 10 rating
Exceptional
(8 reviews)
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
Westbrook, ME
12% off
Price is AU$11,216
AU$11,216
AU$1,602 per night
includes taxes & fees
Image gallery for Oceanfront Cottage with Spectacular Views of Casco Bay
1010 out of 10 rating
Exceptional
(20 reviews)
Oceanfront Cottage with Spectacular Views of Casco Bay
Cape Elizabeth, ME
9% off
Price is AU$7,451
AU$7,451
AU$1,064 per night
includes taxes & fees
Image gallery for Step right out to the beach! Amazing location 7 min to Portland. Unit 4
1010 out of 10 rating
Exceptional
(11 reviews)
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
South Portland, ME
8% off
Price is AU$7,748
AU$7,748
AU$1,107 per night
includes taxes & fees
Image gallery for Highland Lake House
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Highland Lake House
Windham, ME
8% off
Price is AU$6,130
AU$6,130
AU$876 per night
includes taxes & fees
Image gallery for Spacious Family Home, minutes to beaches and hiking trails! sleeps 9
1010 out of 10 rating
Exceptional
(15 reviews)
Spacious Family Home, minutes to beaches and hiking trails! sleeps 9
Scarborough, ME
12% off
Price is AU$8,121
AU$8,121
AU$1,160 per night
includes taxes & fees
Image gallery for Entire House - three suites - conferences, reunions, retreats
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Entire House - three suites - conferences, reunions, retreats
Westbrook, ME
8% off
Price is AU$12,798
AU$12,798
AU$1,828 per night
includes taxes & fees
Image gallery for Spacious & sunny, 7 minutes from the beach!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Spacious & sunny, 7 minutes from the beach!
Old Orchard Beach, ME
8% off
Price is AU$6,176
AU$6,176
AU$882 per night
includes taxes & fees
Image gallery for Relax in Raymond's lakefront 2-bedroom vacation home, just steps to Sebago Lake
1010 out of 10 rating
Exceptional
(5 reviews)
Relax in Raymond's lakefront 2-bedroom vacation home, just steps to Sebago Lake
Raymond, ME
8% off
Price is AU$4,690
AU$4,690
AU$670 per night
includes taxes & fees
Image gallery for Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
Harpswell, ME
8% off
Price is AU$4,957
AU$4,957
AU$708 per night
includes taxes & fees
Image gallery for Grace's Place, a Real Maine Cottage
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Grace's Place, a Real Maine Cottage
Harpswell, ME
9% off
Price is AU$3,179
AU$3,179
AU$454 per night
includes taxes & fees
Image gallery for Romantic apt:West End +parking
1010 out of 10 rating
Exceptional
(6 reviews)
Romantic apt:West End +parking
Portland, ME
12% off
Price is AU$6,223
AU$6,223
AU$889 per night
includes taxes & fees
Image gallery for Cozy Sebago Lake Retreat
1010 out of 10 rating
Exceptional
(23 reviews)
Cozy Sebago Lake Retreat
Raymond, ME
8% off
Price is AU$5,624
AU$5,624
AU$803 per night
includes taxes & fees
Image gallery for Spacious and bright, 1st floor apartment in Historical Yarmouth Village
1010 out of 10 rating
Exceptional
(19 reviews)
Spacious and bright, 1st floor apartment in Historical Yarmouth Village
Yarmouth, ME
17% off
Price is AU$2,964
AU$2,964
AU$423 per night
includes taxes & fees
Image gallery for Beachy retreat!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beachy retreat!
Old Orchard Beach, ME
8% off
Price is AU$2,538
AU$2,538
AU$363 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Portland
Showing deals for: 12 Sept - 15 Sept
Lakefront Cottage with New HOT TUB. . Located 20 minutes from Portland
Sleeps 6 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
39 reviews(39 reviews)
The current price is AU$2,211
AU$2,211
for 3 nights, 1 cottage
AU$737 per night
includes taxes & fees
The Weldon Hotel
Sleeps 2 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
The current price is AU$2,917
AU$2,917
for 3 nights, 1 room
AU$972 per night
includes taxes & fees
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
The current price is AU$916
AU$916
for 3 nights, 1 home
AU$305 per night
includes taxes & fees
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Sleeps 6 · 2 bedrooms
The current price is AU$2,206
AU$2,206
for 3 nights, 1 apartment
AU$735 per night
includes taxes & fees
Full sized home
Sleeps 5 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
The current price is AU$1,531
AU$1,531
for 3 nights, 1 home
AU$510 per night
includes taxes & fees
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Sleeps 6 · 3 bedrooms · 1 bathroom
8.28.2 out of 10
Very goodvery good
34 reviews(34 reviews)
The current price is AU$1,844
AU$1,844
for 3 nights, 1 apartment
AU$615 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value