Search Raymond Cottage Rentals from CA $436

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Browse Select Raymond Cottages

Highland Lakefront Cabin
9.0 out of 10, Wonderful, (74)
"Beautiful setting and comfortable cottage. We were there during hot spell and air conditioner did not keep up. That said, the beds were comfortable and the place was clean. There was a bit of an ant issue- hard to control that during that time of year. Would definitely go again- had a great time "
Highland Lakefront Cabin
Classic Maine Beach Cottage **** Fabulous location!
9.4 out of 10, Exceptional, (23)
"Overall we really enjoyed our stay. The area is quiet and tranquil yet just a few minutes from downtown Portland. The nearest restaurant, Dockside, less than a mile away, was wonderful. We were unfamiliar with Roku TV and were disappointed that we were unable to get a local station. "
The price is CA $436
CA $792 total
includes taxes & fees
Oct 8 - Oct 9
Classic Maine Beach Cottage **** Fabulous location!
Little Miss Cottages
2.5 star property
8.4 out of 10, Very good, (81)
"Great location and cute cabins. We have been coming to OOB for years and this is the best pet friendly rental!"
Little Miss Cottages
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
9.8 out of 10, Exceptional, (76)
"Very cute cottage a short walk from the beach. We enjoyed our stay and appreciated all the small touches left by the hosts for a conveient stay."
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
Lakefront Cottage On Beautiful Maine Lake
9.8 out of 10, Exceptional, (12)
"So beautiful. Very relaxing and so many fu little activities. Really enjoyed the kayaks and paddle boards. The cabin was hooked up with everyting you could need. Would definitely stay again "
Lakefront Cottage On Beautiful Maine Lake
Lakefront camp with cozy cottage-style interior and board games - kayaks welcome
9.8 out of 10, Exceptional, (11)
"This was the first vacation our family spent on Sebago Lake and it was truly wonderful. The house was great and met our needs perfectly. The owner suggesed Kettle Cove Marina where we could rent a boat and we did just that. We had lots of fun and sun all week long."
Lakefront camp with cozy cottage-style interior and board games - kayaks welcome
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
9.6 out of 10, Exceptional, (76)
"Perfect for a weekend visit attending a wedding at the Autumn Estate just down the road. The place was clean and complete with routine amenities! They even left waters and some beverages in the fridge. It was small for 2 couples but we didn’t spend much time in the cottage anyway, so it got the job done! "
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
Sensational House on Sebago Lake, Raymond, ME
9.6 out of 10, Exceptional, (43)
"We had a wonderful time. Great location, house was great, plenty of kayaks and paddle boards. Great outside spaces. Our one minor complaint would be the sectional sofa on the main floor - well worn so it sinks down and is not very comfortable and hard to get out of for us older folks! Beds very comfortable, beautiful bathrooms, very clean."
Sensational House on Sebago Lake, Raymond, ME
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
The Wee White Cottage on Tripp Lake in Poland, Maine.
9.8 out of 10, Exceptional, (68)
"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.
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
9.8 out of 10, Exceptional, (48)
"We take an annual OOB trip for my daughters birthday, this is the first stay at this property, but it wont be the last! The location is perfect to the main strip and the beach, but far enough away to not be disrupted by the OOB night life! Highly recommend this property for anyone staying in OOB!"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Water Front Cape Style Cottage
9.2 out of 10, Wonderful, (16)
"I enjoyed my stay there immensely"
Water Front Cape Style Cottage
Family-friendly Bridgton Home, Steps to Lake!
3.0 star property
Family-friendly Bridgton Home, Steps to Lake!
Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!
10.0 out of 10, Exceptional, (4)
"We had an absolutely lovely time at this classic Maine lakefront cottage. It was clean and cozy and very much like the photos. The swimming at Deer Pond is excellent, with warm clean water and very little boat traffic on the pond. We had everything we needed in the kitchen to cook our meals, and plenty of space to relax inside on the days it rained. The neighborhood was quiet and calm, and we were able to have our dog off leash without worry and take walks down the little road. The deck and...
Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!
Sea Bisquit Cottage by the Ocean
9.6 out of 10, Exceptional, (9)
"We stayed here for our yearly anniversary trip to pine point beach. We like checking out different places and the location and price made for a great trip !"
Sea Bisquit Cottage by the Ocean
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
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
10.0 out of 10, Exceptional, (134)
"From the time I booked throughout the whole stay, the owner was very responsive and helpful . Had information at the house that helped with the stay and gave us great places to see , things to do and places to eat . The home was beautiful , was right on the water . Would definitely recommend to others ! "
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Relax & Recharge this Fall! Tranquil Family-Owned, Sebago Lake Area, Pets free
9.8 out of 10, Exceptional, (110)
"The location is beautiful and peaceful and within the vicinity of a variety of fun attractions. The cabin was nice, clean, and well furnished. Kyle really went above and beyond accommodating us during our stay. He provided a lot of helpful information, not only about the property itself, but the surrounding area. He clearly communicated everything and gave us advance notice if he needed to visit the property for any reason, such as maintenance work. I cannot recommend this property enough. "
Relax & Recharge this Fall! Tranquil Family-Owned, Sebago Lake Area, Pets free
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
10.0 out of 10, Exceptional, (19)
"Perfect spot. "
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (27)
"Fine time in Portland"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
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Other property types in Raymond

Sensational House on Sebago Lake, Raymond, ME
9.6 out of 10, Exceptional, (43)
"We had a wonderful time. Great location, house was great, plenty of kayaks and paddle boards. Great outside spaces. Our one minor complaint would be the sectional sofa on the main floor - well worn so it sinks down and is not very comfortable and hard to get out of for us older folks! Beds very comfortable, beautiful bathrooms, very clean."
Sensational House on Sebago Lake, Raymond, ME
6 bedroom waterfront cabin -enjoy beautiful sunsets!
9.8 out of 10, Exceptional, (16)
"We had a great stay in this house. Enough space for everyone and we loved the open concept livingroom/kitchen area. The sunsets over the mountains are gorgeous! What a great spot on Frye Island. We will definitely be back!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
7.6 out of 10, Good, (9)
"Given to Vacasa in detail"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
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 CA $436 and CA $436 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 243 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.
What is there to do in Raymond near my cottage?
There are lots of terrific things to sink your teeth into in Raymond. Drop by well-known attractions like Ramond Beach, Panther Pond and Crescent Lake. Rattlesnake Mountain Trail, Raymond Pond and Raymond Cape are also visited by many.