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Compare 210 Cottages in Raymond with updated reviews, rates, and availability.

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

9.8 out of 10, Exceptional, (49)
"the location was perfect. Close enough to walk to everything, but far enough to not be noisy from the crowds. The place was very clean and had all of the amenities we needed. I would 100% stay here again. The property manager was easy to contact and answered every question or concern in a very quick manner and was very kind. Highly recommend this property"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake

Airy beach cottage steps away from Pine Point Beach!

9.8 out of 10, Exceptional, (22)
"Pine Point Beach is a beautiful beach and the location of the house was very convenient and worked well for our family. The outdoor space at the home could use some updating and additional seating. The lack of dressers and space to put clothing was a challenge for our family. "
Airy beach cottage steps away from Pine Point Beach!

Lakefront camp with cozy cottage-style interior and board games - kayaks welcome

9.6 out of 10, Exceptional, (15)
"We had a great stay at this cozy camp, thoroughly enjoyed spending time by the water and relaxing. Lots to do in the area but not a bad drive to Portland either. We wish the bedrooms had an extra lamp each- very dark! But that is a minor complaint. Hope to Iretun next year!"
Lakefront camp with cozy cottage-style interior and board games - kayaks welcome

Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

8.8 out of 10, Excellent, (6)
"I needed to find a rental where I could meet up with family from Mass and visit a sister in the Portland area as well as have some good adventures in the area before heading back to Florida. This was a good pick for what was needed - a cottage on Sebago Lake. We had a good time there."
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

The Wee White Cottage on Tripp Lake in Poland, Maine.

9.8 out of 10, Exceptional, (69)
"the cottage was lovely. open air plan.. surprisingly quiet but we were there during the week. well off the beaten track so we were very happy with it"
The Wee White Cottage on Tripp Lake in Poland, Maine.

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very Good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage

Cozy countryside cottage located on Crooked river in Naples Maine.

10.0 out of 10, Exceptional, (10)
"Had everything we needed. Stream would be very nice if we had come during warmer weather. Next time!"
Cozy countryside cottage located on Crooked river in Naples Maine.

Cozy Thompson Lake Cabin w/ Boat Dock & Launch

3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved this property My grandson didn’t want to leave kayaks fishing ABoys dream!!!"
Cozy Thompson Lake Cabin w/ Boat Dock & Launch

Maine Waterfront Home w/ Fire Pit & Scenic Views!

3.0 star property
Maine Waterfront Home w/ Fire Pit & Scenic Views!

Cozy cottage fully renovate with open concept on Forest Lake close to I95

10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95

Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!

10.0 out of 10, Exceptional, (6)
"Fantastic communication with the host/owner. The property was clean and comfortable. Definitely would stay there again! "
Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!

Sea Bisquit Cottage by the Ocean

9.4 out of 10, Exceptional, (10)
"fine"
Sea Bisquit Cottage by the Ocean

SHORT WALK TO A LARGE SANDY BEACH

SHORT WALK TO A LARGE SANDY BEACH

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

10.0 out of 10, Exceptional, (7)
"Beautiful, private cottage with exceptional hosts. Lisa was attentive and accommodating to our needs, and very easy to communicate with. The house was immaculate, and very thoughtfully decorated. We brought our boat and were grateful for the private dock...we had a great time fishing, waterskiing and exploring the lake as well as traveling up the Songo River thru the locks. We had a wonderful, wholesome family vacation and look forward to visiting again. Thank you for opening up your home to us!"
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
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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Other property types in Raymond

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake

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

7.6 out of 10, Good, (10)
"Given to Vacasa in detail"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!
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.

Frequently asked questions

How much do cottages in Raymond cost?
Cottages in Raymond range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Raymond?
You can choose from 210 cottages in Raymond. No matter if you’re traveling with the kids or planning a weekend break with your best buds, Expedia can help you find the right space to reconnect with nature.
Why book your cottage in Raymond with Expedia?
Booking a cottage in Raymond is as easy as deciding on your travel dates and picking your ideal place for a vacation in the outdoors. From high-end retreats to low-cost properties and cottages that feature perks like free WiFi, Expedia has something for all traveler tastes. As for awesome deals? We’ve got you covered!
How can I find cheap cottages in Raymond?
With Expedia’s filter tool, getting your hands on cheap cottages in Raymond couldn’t be easier. To view properties that’ll make your wallet happy, tailor your search results by star rating, budget and amenities.