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Raymond Holiday Rentals

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Our top choices for Raymond holiday rentals

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"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 NZ$346
includes taxes & fees
4 Jan - 5 Jan 2026
Sunny Spot with Private Parking.
2.0 star property
10.0 out of 10, Exceptional, (24)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is NZ$346
includes taxes & fees
24 Dec - 25 Dec
Pine Point Beach private, quaint, charming studio.
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 NZ$371
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful & minutes from the Old Port with private parking
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 NZ$512
includes taxes & fees
24 Dec - 25 Dec
Modern, Luxurious, Cabin in the Woods - 17
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is NZ$280
includes taxes & fees
24 Dec - 25 Dec
Adorable Portland getaway on the Eastern Promenade
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$273
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful 1st Floor Apartment & Amazing Shower
9.6 out of 10, Exceptional, (8)
"My daughter and I loved our stay at this property. Access instructions were communicated clearly and the location was safe and comfy. Definitely would recommend for visitors to Auburn/Lewiston area."
United States
Judith P.
The price is NZ$624
includes taxes & fees
4 Jan - 5 Jan 2026
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
9.8 out of 10, Exceptional, (122)
"The house was clean and homey…everything was well stocked and supplies were even there for our pet…great access to the highway…the views were beautiful…would definitely recommend! "
United States
Michelle M.
The price is NZ$517
includes taxes & fees
28 Dec - 29 Dec
City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is NZ$450
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (62)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
The price is NZ$564
includes taxes & fees
4 Jan - 5 Jan 2026
Arlie`s Digs! - One Block To Willard Beach!
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is NZ$1,228
includes taxes & fees
5 Jan - 6 Jan 2026
Waterfront Access with Kayaks, Private Deck and a Firepit
10.0 out of 10, Exceptional, (14)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is NZ$1,122
includes taxes & fees
24 Dec - 25 Dec
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is NZ$367
includes taxes & fees
5 Jan - 6 Jan 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
10.0 out of 10, Exceptional, (1)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is NZ$292
includes taxes & fees
13 Jan - 14 Jan 2026
Manor Suite,cozy newly renovated,downtown & beach

Apartment in Auburn

Cute Intown suite
9.6 out of 10, Exceptional, (8)
"From the booking to the stay, it’s been perfect!"
United States
Mary F.
The price is NZ$241
includes taxes & fees
31 Dec - 1 Jan 2026
Cute Intown suite
2.0 star property
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is NZ$232
includes taxes & fees
30 Dec - 31 Dec
Spacious Studio Near Sebago Lake
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is NZ$370
includes taxes & fees
29 Dec - 30 Dec
Charming Studio apartment with WiFi, AC in welcoming Portland
10.0 out of 10, Exceptional, (17)
"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 NZ$568
includes taxes & fees
30 Dec - 31 Dec
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is NZ$354
includes taxes & fees
25 Dec - 26 Dec
Escape to the Beach! Cozy Condo in downtown OOB.
10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is NZ$357
includes taxes & fees
24 Dec - 25 Dec
Charming West End Hideaway. Private Parking
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

Everything you need to know about Raymond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Raymond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Raymond holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Raymond holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raymond. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Raymond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Raymond holiday rentals we have selected for you start as low as NZ$242 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Raymond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Raymond holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Raymond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!: This highly rated holiday home rental in Raymond is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.