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

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!!!!!

Modern, Luxury Lakefront Home on Crescent Lake, Maine

Raymond
10.0 out of 10, Exceptional, (110)
"We had a great weekend ice fishing from the house and enjoying time with family. The house was beautiful and served our needs perfectly."
United States
Shannon C.
Modern, Luxury Lakefront Home on Crescent Lake, Maine

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 HK$1,434
HK$2,146 total
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
9.6 out of 10, Exceptional, (67)
"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 HK$4,655
HK$9,664 total
includes taxes & fees
18 Nov - 19 Nov
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

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 HK$531
HK$1,089 total
includes taxes & fees
16 Nov - 17 Nov
Studio Unit Walkable Everywhere

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

Little Miss Cottages - Two Bedroom Cottage

Old Orchard Beach
9.0 out of 10, Wonderful, (4)
"It was a very enjoyable weekend stay. Cottage was clean and comfortable. The water heater was a bit noisy as was the traffic noise at the front bedroom, but otherwise, could not have ask for more. Perfect access to beach. "
United States
Lynne M.
The price is HK$957
HK$2,153 total
includes taxes & fees
17 Nov - 18 Nov
Little Miss Cottages - Two Bedroom Cottage

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 HK$3,497
HK$5,810 total
includes taxes & fees
27 Nov - 28 Nov
The Dollhouse

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Poland
9.8 out of 10, Exceptional, (15)
"We loved the location; very quiet and relaxing. The only things we struggled with was lack of heat on the bottom floor and vanity lights not working in one bathroom. Otherwise, a wonderful place to stay!"
United States
Linda
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

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 HK$612
HK$1,170 total
includes taxes & fees
17 Nov - 18 Nov
In-town no frills 2 bedroom apt

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

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

Gorgeous ocean-front home with stunning beach views

Old Orchard Beach
9.4 out of 10, Exceptional, (125)
"Second time staying hear. Will continue to repeat"
United States
Brian H.
Gorgeous ocean-front home with stunning beach views

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
Private Entrance Residential Portland

THE LILLIPAD.Off-grid A frame. Sebago lake region!

Standish
9.8 out of 10, Exceptional, (6)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
United States
Danny B.
The price is HK$1,127
HK$1,398 total
includes taxes & fees
27 Nov - 28 Nov
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Updated Long Island Maine Cottage

Long Island
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage

Lakefront Log Home 12 feet Away from Lake

Bridgton
10.0 out of 10, Exceptional, (63)
"If you are looking for a place for peace and solitude during the winter this is the place for you. Todd’s cabin is a uniquely beautiful home directly on the lakefront. It’s within 15 minutes of a great ski mountain and restaurants. For the nights we wanted to stay in, we enjoyed family time around the fire pit and watched a movie at his outdoor theater. Great time was had by all and we hope we have the chance to see the beautiful scenery during the summer months!"
United States
Sean Y.
The price is HK$2,790
HK$4,151 total
includes taxes & fees
16 Nov - 17 Nov
Lakefront Log Home 12 feet Away from Lake

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
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?

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 77 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.