Book Holiday Homes in Westbrook

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Featured Holiday Homes in Westbrook

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2 out of 5
Scarborough
With a stay at this vacation home in Scarborough (Grand Beach), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.
Opens in a new windowSpacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
With a stay at this vacation home in Biddeford, you'll be near the beach, within a 15-minute drive of Engine and Fortunes Rock Beach.
Opens in a new windowThe Moonglow! A beautiful ocean view house in Biddeford!
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Kennebunkport
With a stay at this vacation home in Kennebunkport (Goose Rocks Beach), you'll be within a 15-minute drive of Dock Square and Goose Rocks Beach.
Opens in a new windowQuintessential Maine Beach Cottage
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Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Old Orchard Beach
A stay at this vacation home places you in the heart of Old Orchard Beach, within a 15-minute walk of Old Orchard Beach Pier and Old Orchard Beach.
Opens in a new windowBright & breezy beach house w/ private backyard, central AC, & relaxing hot tub
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

2 out of 5
Scarborough
With a stay at this vacation home in Scarborough (Pine Point), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.
Opens in a new windowCharming 3-bedroom house steps to Pine Point Beach with backyard oasis
Enchanting 3BR Farmhouse Retreat  Nature Getaway

Enchanting 3BR Farmhouse Retreat Nature Getaway

Gorham
With a stay at this vacation home in Gorham, you'll be within a 15-minute drive of Maine Mall and Thompson's Point.
Opens in a new windowEnchanting 3BR Farmhouse Retreat Nature Getaway
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
With a stay at this vacation home in Bailey Island, you'll be on the beach, just a 1-minute walk from Casco Bay and 14 minutes by foot from Mackerel Cove.
Opens in a new windowNew Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
The price is AU$1,924 per night from 9 Nov to 10 Nov
AU$1,924
9 Nov - 10 Nov
includes taxes & fees
When you stay at this vacation home in Old Orchard Beach, you'll be on the beach, just steps from Old Orchard Beach and 15 minutes by foot from Old Orchard Beach ...
Opens in a new windowSensational Beachfront Property Old Orchard Beach, with indoor elevator
Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Raymond
With a stay at this vacation home in Raymond, you'll be steps from Sebago Lake and Jordan Bay.
Opens in a new windowPrivate Lakefront Estate with 180 Degree Views
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Westbrook Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westbrook vacation homes are the perfect way for you to wing it.

Holiday houses in Westbrook let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westbrook in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westbrook adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westbrook with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westbrook vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westbrook Holiday Homes essential information

Accommodation
836 Holiday Homes
Lowest Price
AU$101
Highest Price
AU$1,924
Popular accommodation
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough, The Moonglow! A beautiful ocean view house in Biddeford!, Quintessential Maine Beach Cottage, Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, Charming 3-bedroom house steps to Pine Point Beach with backyard oasis, Enchanting 3BR Farmhouse Retreat Nature Getaway, New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach, Sensational Beachfront Property Old Orchard Beach, with indoor elevator, Private Lakefront Estate with 180 Degree Views

Top trending hotels in Westbrook

Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

2 out of 5
208 Larrabee Rd, Westbrook, ME
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 11 Nov to 12 Nov
AU$101
11 Nov - 12 Nov
includes taxes & fees
When you stay at Super 8 by Wyndham Portland ME in Westbrook, you'll be near the airport, within a 10-minute drive of Maine Mall and Thompson's Point.
Opens in a new windowSuper 8 by Wyndham Portland ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 30 Nov to 1 Dec
AU$260
30 Nov - 1 Dec
includes taxes & fees
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Opens in a new windowPortland Harbor Hotel
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 11 Nov to 12 Nov
AU$140
11 Nov - 12 Nov
includes taxes & fees
With a stay at Clarion Hotel Portland Airport ME in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition ...
Opens in a new windowClarion Hotel Portland
Save an average of 15% on thousands of hotels when you're signed in
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 16 Nov to 17 Nov
AU$135
16 Nov - 17 Nov
includes taxes & fees
When you stay at Tru by Hilton Portland Airport Area in South Portland, you'll be near the airport, a 1-minute drive from Maine Mall and 7 minutes from Thompson's ...
Opens in a new windowTru by Hilton Portland Airport Area
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.