Raymond Holiday Rentals

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Holiday Rentals in Raymond

Sebago Lake Cottage on Raymond Cape

Raymond
10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Raymond
7.8 out of 10, Good, (14)
"This was the perfect place for my boyfriend and I to spend a lovely, relaxing weekend. The cabin is super tiny but the view is spectacular and there are massive windows with screens so, even when you're inside, you get some outside magic. We spent hours around the fire pit and got to experience a huge thunderstorm over the lake with the windows wide open. We were even able to check in two hours early! A few things to note: this place is small — a single room, really — and the bed is a pullout...
United States
Rebecca S.
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Private Lakefront Estate with 180 Degree Views

Raymond
10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
United States
Brian C.
Private Lakefront Estate with 180 Degree Views

Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!

Raymond
10.0 out of 10, Exceptional, (12)
"Nice place right near the marina "
United States
zachary p.
Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
The price is NZ$490
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

68 East Grand Ave

3.0 star property
Old Orchard Beach
8.6 out of 10, Excellent, (9)
"Across from the beach, close to a lot of activities, the space is up to date and very comfortable , decorated nicely. Outdoor porch area was a nice addition to having extra space. The train does go by very early in the am but that’s not just for this space on the avenue but is something to consider if that bothers you. Communication with Nichole was very easy and she was great to deal with! We loved to space and will definitely stay here again! "
United States
Jeffrey
68 East Grand Ave

Romantic getaway for 2 PEAK fall foliage!!!

Naples
10.0 out of 10, Exceptional, (313)
"Place is beautiful and well crafted with a perfect nature setting"
United States
Ian
Romantic getaway for 2 PEAK fall foliage!!!

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Saco
9.2 out of 10, Wonderful, (15)
"Wonderful stay for a quick visit. Would love to come back and spend more time on the deck and exploring the area. "
United States
Aethena E.
The price is NZ$548
includes taxes & fees
11 Nov - 12 Nov
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
9.6 out of 10, Exceptional, (66)
"Made a great place for a business retreat. WiFi worked well and we had plenty of space to spread out."
United States
dan b.
The price is NZ$2,212
includes taxes & fees
16 Nov - 17 Nov
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Old Orchard Beach
9.8 out of 10, Exceptional, (12)
"Walking distance to the board walk. Clean and just enough space for 4 of us. Had everything we needed plus plenty of towels! "
United States
Natalia R.
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

2 min walk to the beach. Pet friendly condo

Old Orchard Beach
8.2 out of 10, Very good, (41)
"Over all it was good, bathroom was off bedroom, not convenient for other guest staying on futon in living room. Backyard for dogs was very small, but enough space for the pups to do their duty. In all it worked for the few days we were there!"
United States
Cindy H.
2 min walk to the beach. Pet friendly condo

In-town no frills 2 bedroom apt

West Bayside
8.4 out of 10, Very good, (14)
"Beds were very comfortable. Parking was a little difficult. 3rd floor was a little tough on my 83 year old mother. But it was clean and roomy and close to downtown shopping and touristy attractions."
United States
Betsy Jean
The price is NZ$268
includes taxes & fees
9 Nov - 10 Nov
In-town no frills 2 bedroom apt

Studio Unit Walkable Everywhere

West Bayside
5.8 out of 10, (6)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
United States
Anonymous traveller
The price is NZ$248
includes taxes & fees
10 Nov - 11 Nov
Studio Unit Walkable Everywhere

Little Miss Cottages - Two Bedroom Cottage

Old Orchard Beach
9.4 out of 10, Exceptional, (3)
"Cute little cottage. The floor in one bedroom has a real slant to it."
United States
Paula F.
The price is NZ$526
includes taxes & fees
10 Nov - 11 Nov
Little Miss Cottages - Two Bedroom Cottage

Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom

Old Orchard Beach
9.8 out of 10, Exceptional, (44)
"Great house with lots of room for a big family. So close to the beach with great views. Great outdoor spaces as well! "
United States
Moria B.
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom

The Dollhouse

Old Orchard Beach
9.2 out of 10, Wonderful, (5)
"We had a great time! The place was exactly like the pictures. It was clean and had lots of amenities. My only suggestion would have more towels because we had five people and four bath towels. "
United States
Molly D.
The price is NZ$1,330
includes taxes & fees
20 Nov - 21 Nov
The Dollhouse

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

Old Orchard Beach
9.8 out of 10, Exceptional, (64)
"My wife and I both enjoyed our stay and found the unit to be very cute, clean and comfortable. The owners were also quite nice and communicated very well whenever we reached out to them. We had a great stay!"
United States
Russell R.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

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

2.0 star property
Grand Beach
9.0 out of 10, Wonderful, (16)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
United States
Matthew D.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"Check in was simple. Quaint place. "
United States
Danielle C.
Private Entrance Residential Portland

Gorgeous ocean-front home with stunning beach views

Old Orchard Beach
9.4 out of 10, Exceptional, (123)
"Second time staying hear. Will continue to repeat"
United States
Brian H.
Gorgeous ocean-front home with stunning beach views
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$248 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?

Private Lakefront Estate with 180 Degree Views: This highly rated holiday home rental in Raymond offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Raymond?

With 73 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.