Vacation rentals near Portland Head Light
We found 2,070 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals near Portland Head Light that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Portland Head Light
Showing deals for:Jul 25 - Aug 1
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
10% off
Price is $1,800
$1,800
$13,967 total
$13,967 total
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
10% off
Price is $1,062
$1,062
$8,318 total
$8,318 total
Image gallery for Romantic apt:West End +parking
1010 out of 10 rating
Exceptional
(6 reviews)
Romantic apt:West End +parking
Portland, ME
15% off
Price is $472
$472
$3,788 total
$3,788 total
Image gallery for 15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
9.89.8 out of 10 rating
Exceptional
(49 reviews)
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Old Orchard Beach, ME
10% off
Price is $386
$386
$3,062 total
$3,062 total
Image gallery for Beachy retreat!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beachy retreat!
Old Orchard Beach, ME
10% off
Price is $252
$252
$2,054 total
$2,054 total
Image gallery for Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
9.89.8 out of 10 rating
Exceptional
(61 reviews)
Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
Portland, ME
10% off
Price is $698
$698
$5,692 total
$5,692 total
Image gallery for Cozy, Quiet Short Walk To Beach Amusement Park.
1010 out of 10 rating
Exceptional
(42 reviews)
Cozy, Quiet Short Walk To Beach Amusement Park.
Old Orchard Beach, ME
10% off
Price is $242
$242
$1,949 total
$1,949 total
Image gallery for A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
1010 out of 10 rating
Exceptional
(77 reviews)
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
Yarmouth, ME
10% off
Price is $743
$743
$6,152 total
$6,152 total
Image gallery for Contemporary Family Friendly Home Near Beach Meets Every Need
1010 out of 10 rating
Exceptional
(29 reviews)
Contemporary Family Friendly Home Near Beach Meets Every Need
Falmouth, ME
8% off
Price is $717
$717
$5,866 total
$5,866 total
Image gallery for Victorian architecture dipped in refined modernity. May-June-July special!!!
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Victorian architecture dipped in refined modernity. May-June-July special!!!
Portland, ME
10% off
Price is $446
$446
$3,492 total
$3,492 total
Image gallery for Best Ocean View In Portland!
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Best Ocean View In Portland!
Portland, ME
10% off
Price is $540
$540
$4,339 total
$4,339 total
Image gallery for So. Po. Sweet Spot
9.69.6 out of 10 rating
Exceptional
(5 reviews)
So. Po. Sweet Spot
South Portland, ME
10% off
Price is $217
$217
$1,828 total
$1,828 total
Image gallery for Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
Portland, ME
10% off
Price is $315
$315
$2,651 total
$2,651 total
Image gallery for Escape to the Beach! Cozy Condo in downtown OOB.
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach, ME
10% off
Price is $277
$277
$2,231 total
$2,231 total
Image gallery for Historic Brick Corner Apartment, off street parking
1010 out of 10 rating
Exceptional
(5 reviews)
Historic Brick Corner Apartment, off street parking
Portland, ME
10% off
Price is $622
$622
$5,057 total
$5,057 total
Image gallery for All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet
1010 out of 10 rating
Exceptional
(7 reviews)
All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet
Buxton, ME
10% off
Price is $203
$203
$1,830 total
$1,830 total
Image gallery for Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
8.68.6 out of 10 rating
Excellent
(55 reviews)
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Old Orchard Beach, ME
10% off
Price is $404
$404
$3,305 total
$3,305 total
Image gallery for Serenity between the lakes and seashore
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Serenity between the lakes and seashore
Westbrook, ME
5% off
Price is $273
$273
$2,268 total
$2,268 total
Image gallery for Adorable Portland getaway on the Eastern Promenade
9.89.8 out of 10 rating
Exceptional
(97 reviews)
Adorable Portland getaway on the Eastern Promenade
Portland, ME
15% off
Price is $252
$252
$2,031 total
$2,031 total
Image gallery for Cozy 1 BR Condo Steps From The Beach
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Cozy 1 BR Condo Steps From The Beach
Old Orchard Beach, ME
10% off
Price is $233
$233
$1,915 total
$1,915 total
Image gallery for Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
9.89.8 out of 10 rating
Exceptional
(156 reviews)
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
Portland, ME
10% off
Price is $1,020
$1,020
$8,222 total
$8,222 total
Image gallery for Pet-Friendly Cottage Steps Away from The Beach
9.69.6 out of 10 rating
Exceptional
(44 reviews)
Pet-Friendly Cottage Steps Away from The Beach
Old Orchard Beach, ME
10% off
Price is $310
$310
$2,519 total
$2,519 total
Image gallery for Beautiful Oceanfront Apartment, scenic views and water access
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Beautiful Oceanfront Apartment, scenic views and water access
Yarmouth, ME
10% off
Price is $209
$209
$1,737 total
$1,737 total
Image gallery for Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
8.28.2 out of 10 rating
Very Good
(29 reviews)
Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
Old Orchard Beach, ME
10% off
Price is $539
$539
$4,482 total
$4,482 total
Find spaces that suit your style
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Find properties near top attractions in Portland Head Light
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Find the best place to stay - Portland Head Light
Contemporary Family Friendly Home Near Beach Meets Every Need
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Spacious Country Home Freeport, Only 5 min to LL Bean!
Sleeps 10 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Maine-ly Waves by Bayley Vacation Rentals
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.
Sleeps 8 · 6 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation!
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Top rated rentals - Portland Head Light
Weekend in Maine
1010 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
Perfect Portland Getaway
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Fabulous Property
1010 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Girls trip
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Best Location Old Portland!
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
We enjoyed our stay and your beautiful home thank you so much
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Lovely home
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Winter get away with friends
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
