
Vacation rentals near Portland Head Light
We found 2,121 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:Nov 14 - Nov 21
Image gallery for Down the road from Bayview Beach on Ferry Rd! Bright, and newly furnished 2 BR.

9.49.4 out of 10 rating
Exceptional
(18 reviews)
Down the road from Bayview Beach on Ferry Rd! Bright, and newly furnished 2 BR.
Saco, ME
10% off
Price is CA $311
CA $311
CA $2,838 total
CA $2,838 total
includes taxes & fees
Image gallery for Classic Maine home in quiet tree-lined street neighborhood with fenced in yard

9.69.6 out of 10 rating
Exceptional
(24 reviews)
Classic Maine home in quiet tree-lined street neighborhood with fenced in yard
Portland, ME
10% off
Price is CA $289
CA $289
CA $2,572 total
CA $2,572 total
includes taxes & fees
Image gallery for Full sized home

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Full sized home
Harpswell, ME
10% off
Price is CA $303
CA $303
CA $2,674 total
CA $2,674 total
includes taxes & fees
Image gallery for Sunny Spot with Private Parking.

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Sunny Spot with Private Parking.
South Portland, ME
10% off
Price is CA $216
CA $216
CA $1,954 total
CA $1,954 total
includes taxes & fees
Image gallery for Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

1010 out of 10 rating
Exceptional
(5 reviews)
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough, ME
10% off
Price is CA $409
CA $409
CA $3,862 total
CA $3,862 total
includes taxes & fees
Image gallery for Wonderful Portland Waterfront Home

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Wonderful Portland Waterfront Home
Portland, ME
10% off
Price is CA $815
CA $815
CA $7,145 total
CA $7,145 total
includes taxes & fees
Image gallery for Historic Munjoy Hill Retreat-Rooftop Water Views!

1010 out of 10 rating
Exceptional
(25 reviews)
Historic Munjoy Hill Retreat-Rooftop Water Views!
Portland, ME
10% off
Price is CA $441
CA $441
CA $3,967 total
CA $3,967 total
includes taxes & fees
Image gallery for Ocean Front at Fortunes Rocks

1010 out of 10 rating
Exceptional
(72 reviews)
Ocean Front at Fortunes Rocks
Biddeford, ME
5% off
Price is CA $722
CA $722
CA $6,645 total
CA $6,645 total
includes taxes & fees
Image gallery for Ocean front cottage with private beach.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Ocean front cottage with private beach.
Peaks Island, ME
5% off
Price is CA $558
CA $558
CA $4,974 total
CA $4,974 total
includes taxes & fees
Image gallery for Serenity between the lakes and seashore

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Serenity between the lakes and seashore
Westbrook, ME
5% off
Price is CA $169
CA $169
CA $1,704 total
CA $1,704 total
includes taxes & fees
Image gallery for Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood

1010 out of 10 rating
Exceptional
(24 reviews)
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
South Portland, ME
25% off
Price is CA $326
CA $326
CA $3,000 total
CA $3,000 total
includes taxes & fees
Image gallery for The Anchorage Cottage, Pine Point Maine, offers a wonderful vacation experience.

1010 out of 10 rating
Exceptional
(11 reviews)
The Anchorage Cottage, Pine Point Maine, offers a wonderful vacation experience.
Scarborough, ME
10% off
Price is CA $551
CA $551
CA $4,609 total
CA $4,609 total
includes taxes & fees
Image gallery for New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.09.0 out of 10 rating
Wonderful
(6 reviews)
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Saco, ME
15% off
Price is CA $339
CA $339
CA $2,827 total
CA $2,827 total
includes taxes & fees
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 CA $247
CA $247
CA $2,232 total
CA $2,232 total
includes taxes & fees
Image gallery for The Beach House Bailey Island Maine

1010 out of 10 rating
Exceptional
(34 reviews)
The Beach House Bailey Island Maine
Bailey Island, ME
10% off
Price is CA $373
CA $373
CA $3,272 total
CA $3,272 total
includes taxes & fees
Image gallery for Adorable, Bright and By the Bay!

9.09.0 out of 10 rating
Wonderful
(14 reviews)
Adorable, Bright and By the Bay!
Falmouth, ME
20% off
Price is CA $618
CA $618
CA $5,816 total
CA $5,816 total
includes taxes & fees
Image gallery for Direct Oceanfront/Beachfront Home in Saco, ME. Family Retreat sleeps 19

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Direct Oceanfront/Beachfront Home in Saco, ME. Family Retreat sleeps 19
Saco, ME
10% off
Price is CA $1,113
CA $1,113
CA $9,894 total
CA $9,894 total
includes taxes & fees
Image gallery for Beautiful, single story ranch. Next to city park with ocean view!

9.09.0 out of 10 rating
Wonderful
(13 reviews)
Beautiful, single story ranch. Next to city park with ocean view!
Portland, ME
10% off
Price is CA $995
CA $995
CA $8,711 total
CA $8,711 total
includes taxes & fees
Image gallery for 2026 summer weeks are on hold for returning guests—join the waitlist today.

1010 out of 10 rating
Exceptional
(29 reviews)
2026 summer weeks are on hold for returning guests—join the waitlist today.
Kennebunkport, ME
10% off
Price is CA $1,368
CA $1,368
CA $11,565 total
CA $11,565 total
includes taxes & fees
Image gallery for New 3BR Home for Hitting Birdies and the Beach in Old Orchard - ADA Friendly!

1010 out of 10 rating
Exceptional
(5 reviews)
New 3BR Home for Hitting Birdies and the Beach in Old Orchard - ADA Friendly!
Old Orchard Beach, ME
10% off
Price is CA $311
CA $311
CA $3,002 total
CA $3,002 total
includes taxes & fees
Image gallery for A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request

1010 out of 10 rating
Exceptional
(81 reviews)
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
Yarmouth, ME
10% off
Price is CA $715
CA $715
CA $6,472 total
CA $6,472 total
includes taxes & fees
Image gallery for Convenient Portland home 3 miles from Downtown

1010 out of 10 rating
Exceptional
(32 reviews)
Convenient Portland home 3 miles from Downtown
Portland, ME
10% off
Price is CA $413
CA $413
CA $4,008 total
CA $4,008 total
includes taxes & fees
Image gallery for Entire House - three suites - conferences, reunions, retreats

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Entire House - three suites - conferences, reunions, retreats
Westbrook, ME
10% off
Price is CA $1,119
CA $1,119
CA $9,771 total
CA $9,771 total
includes taxes & fees
Image gallery for Waterfront home on Forest Lake in Gray, Maine. Perfect for 1 or 2 couples.

1010 out of 10 rating
Exceptional
(32 reviews)
Waterfront home on Forest Lake in Gray, Maine. Perfect for 1 or 2 couples.
Gray, ME
10% off
Price is CA $426
CA $426
CA $3,734 total
CA $3,734 total
includes taxes & fees
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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
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Modern, Spacious Guest Suite Near the Ocean
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Beachfront and only 30 Steps To Beach!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Sleeps 5 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
Beautiful ocean views and spectacular sunsets at this modern beachfront home
Sleeps 7 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Top rated rentals - Portland Head Light
Great location .
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Great location. House was clean.
Karen D.
Stayed May 2025
Perfect in every way
1010 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
It was truly wonderful, amazing location with everything you could hope for. Indeed, the ceilings are low so be aware if you are more than 6 feet tall! ☺️
Stephanie P.
Stayed Oct 2024
Outstanding!
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Beautiful house, well thought out with bedrooms downstairs and living areas upstairs. Amazing views anywhere you look. Front of house is looking at the marshes and back is overlooking ocean. Quiet neighbourhood minutes way from downtown. Easy communication with owner, very responsive.
Manon B.
Stayed Jun 2024
Love the place
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Great location
Luc D.
Stayed Nov 2023
Paradise
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
We had the most wonderful stay in this house that is just perfect. Very well equiped. Waking up right by the water was amazing. Definetly coming back.
Mariane D.
Stayed Oct 2023
Beautiful week!
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Our stay was just wonderful!
Isabelle T.
Stayed Sep 2023
Beautiful view excellent property.
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Alfred is an excellent host. The property is well cared for md well stocked with amazing views. The location is in the heart of the action of Old Orchard Beach and even though we were there in the.off season it was a dream. This property gets a 10/10!
Dawn D.
Stayed Mar 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
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- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value