Book Holiday Homes in Raymond

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Featured Holiday Homes in Raymond

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cumberland
With a stay at this vacation home, you'll be centrally located in Cumberland Center, within a 15-minute drive of Thompson's Point and Casco Bay.
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
The Globe House on Munjoy Hill - Walk to Breweries
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.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
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Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
With a stay at this vacation home in Portland (Parkside), you'll be a 3-minute drive from Thompson's Point and 8 minutes from Maine Mall.
Rent a room in the gorgeous Holt House
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Old Orchard Beach
The price is AU$2,036 per night from 17 Mar to 18 Mar
AU$2,036
includes taxes & fees
17 Mar - 18 Mar
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 ...
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator
Serenity between the lakes and seashore

Serenity between the lakes and seashore

Westbrook
With a stay at this vacation home in Westbrook, you'll be within a 15-minute drive of Maine Mall and Thompson's Point.
Serenity between the lakes and seashore
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Portland
The price is AU$569 per night from 16 Mar to 17 Mar
AU$569
includes taxes & fees
16 Mar - 17 Mar
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
Modern & Sunny House Steps from the Promenade. Private Parking!
Maine Cottage

Maine Cottage

Lyman
Located in Alfred, this vacation home is on a lake, within a 15-minute drive of Swan Pond and Kennebunk Pond.
Maine Cottage
Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
With a stay at this vacation home in South Portland (Willard Beach), you'll be within a 15-minute drive of Thompson's Point and Maine Mall.
Charming 110-year former Inn 10' from the Ocean!
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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.

Raymond 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 Raymond vacation homes are the perfect way for you to wing it.

Holiday houses in Raymond 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 Raymond 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 Raymond adventures, obvs.

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

Raymond Holiday Homes essential information

Accommodation
647 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$2,036
Popular accommodation
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, The Globe House on Munjoy Hill - Walk to Breweries, Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough, Rent a room in the gorgeous Holt House, Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator, Serenity between the lakes and seashore, Modern & Sunny House Steps from the Promenade. Private Parking!, Maine Cottage, Charming 110-year former Inn 10' from the Ocean!

Top trending hotels in Raymond

6 bedroom waterfront cabin -enjoy beautiful sunsets!

6 bedroom waterfront cabin -enjoy beautiful sunsets!

Frye Island
With a stay at this vacation home in Raymond, you'll be on the waterfront, just steps from Sebago Lake.
6 bedroom waterfront cabin -enjoy beautiful sunsets!
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 23 Mar to 24 Mar
AU$159
includes taxes & fees
23 Mar - 24 Mar
Located in Portland (Nasons Corner), Ramada Plaza by Wyndham Portland is within a 10-minute drive of Maine Mall and Thompson's Point.
Ramada Plaza by Wyndham Portland
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$248 per night from 30 Mar to 31 Mar
AU$248
includes taxes & fees
30 Mar - 31 Mar
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.
Portland Harbor Hotel
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La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 16 Mar to 17 Mar
AU$145
includes taxes & fees
16 Mar - 17 Mar
Located in Portland, La Quinta Inn & Suites by Wyndham Portland is a 5-minute walk from Portland Exposition Building and 5 minutes by foot from Hadlock ...
La Quinta Inn & Suites by Wyndham Portland
Don't see what you're looking for?
See all available properties in Raymond
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.