Raymond Holiday Rentals

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Our top choices for Raymond holiday rentals

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (25)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is HK$686
HK$1,631 total
includes taxes & fees
6 Jan - 7 Jan
Pine Point Beach private, quaint, charming studio.

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (25)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$642
HK$1,431 total
includes taxes & fees
6 Jan - 7 Jan
Sunny Spot with Private Parking.

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (65)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is HK$1,031
HK$1,871 total
includes taxes & fees
6 Jan - 7 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is HK$649
HK$1,531 total
includes taxes & fees
6 Jan - 7 Jan
Peaceful & minutes from the Old Port with private parking

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is HK$1,044
HK$5,295 total
includes taxes & fees
7 Jan - 8 Jan
Waterfront Access with Kayaks, Private Deck and a Firepit

Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17
Freeport
10.0 out of 10, Exceptional, (3)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is HK$1,309
HK$2,310 total
includes taxes & fees
11 Jan - 12 Jan
Modern, Luxurious, Cabin in the Woods - 17

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is HK$715
HK$1,807 total
includes taxes & fees
6 Jan - 7 Jan
Cozy, Elegant and Bright 2 bed in the East End

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128)
"The place was perfect. It was right in the middle of everything and a perfe spot for a getaway"
United States
Jon S.
The price is HK$729
HK$1,440 total
includes taxes & fees
6 Jan - 7 Jan
Adorable Portland getaway on the Eastern Promenade

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
2.0 star property
Windham
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is HK$762
HK$1,000 total
includes taxes & fees
6 Jan - 7 Jan
Spacious Studio Near Sebago Lake

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Old Orchard Beach
7.2 out of 10, Good, (12)
"Was as advertised."
United States
Andrew H.
The price is HK$623
HK$1,486 total
includes taxes & fees
6 Jan - 7 Jan
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!
Freeport
10.0 out of 10, Exceptional, (16)
"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."
United States
Emily Jeanne B.
Waterfront Private Apartment, minutes from LLBean!

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is HK$491
HK$1,050 total
includes taxes & fees
9 Jan - 10 Jan
Studio Apartment near downtown Walkable!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (18)
"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"
United States
Ryan S.
The price is HK$777
HK$2,155 total
includes taxes & fees
6 Jan - 7 Jan
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment

Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
Auburn
9.6 out of 10, Exceptional, (8)
"10 out of 10. Would highly recommend! Hosts are amazing, apartment is amazing and location is great."
United States
Lora L.
The price is HK$951
HK$2,871 total
includes taxes & fees
8 Jan - 9 Jan
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment

Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (12)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$904
HK$2,862 total
includes taxes & fees
6 Jan - 7 Jan
Cozy 3BR | Pet Friendly | Near Portland | Parking

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$549
HK$1,235 total
includes taxes & fees
12 Jan - 13 Jan
Beautiful 1st Floor Apartment & Amazing Shower

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$877
HK$1,669 total
includes taxes & fees
6 Jan - 7 Jan
Charming Studio apartment with WiFi, AC in welcoming Portland

Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is HK$701
HK$1,588 total
includes taxes & fees
6 Jan - 7 Jan
Escape to the Beach! Cozy Condo in downtown OOB.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.4 out of 10, Very good, (23)
"We enjoyed our stay. We had a wedding and this place was only ten minutes away from the venue. Plenty of stores and restaurants. The property was very clean and we were very comfortable there!"
United States
Anonymous traveller
The price is HK$877
HK$1,338 total
includes taxes & fees
6 Jan - 7 Jan
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (123)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is HK$1,122
HK$2,361 total
includes taxes & fees
6 Jan - 7 Jan
City Amenities, Casco Bay Sunrises and Natural Beauty
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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Top Raymond Hotel Reviews

Find out more about Raymond

Search for holiday rentals in Raymond on Expedia! You can easily find your home rentals, villas, holiday apartments in Raymond using one of the methods below:

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Look no further and take a look at our great range of rental properties in Raymond!

Frequently asked questions

Are there holiday rentals in Raymond?

Yes, there are holiday rentals close to the most popular sights in Raymond, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Raymond has to offer?

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub: This holiday home rental outside of Raymond is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Raymond?

With 82 Expedia holiday rentals, you're guaranteed to find just the right place for your Raymond stay.

What’s there to see and do in Raymond?

Little Sebago Lake and Crescent Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Sebago Lake and Panther Pond are other places worth a visit.

What’s a holiday rental in Raymond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Raymond. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.