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Compare 231 Cottages in Raymond with updated reviews, rates, and availability.

Lakefront camp with cozy cottage-style interior and board games - kayaks welcome
9.6 out of 10, Exceptional, (14)
"Abso loved the Red Camp and the Lake. Perfect getaway!"
Lakefront camp with cozy cottage-style interior and board games - kayaks welcome
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (29)
"We enjoyed this artist’s apartment very much. Had everything we needed, very clean and well designed furnishings. The grounds were lovely! Communication was excellent. Convenient to beaches, Portland sites and restaurants. Would highly recommend 👍"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
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! 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
Lakefront Cottage On Beautiful Maine Lake
9.8 out of 10, Exceptional, (14)
"Cute camp, perfect for our stay, pellet stove kept us warm. Would rent again."
Lakefront Cottage On Beautiful Maine Lake
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
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 🏖🏠
Family-friendly Bridgton Home, Steps to Lake!
3.0 star property
Family-friendly Bridgton Home, Steps to Lake!
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
10.0 out of 10, Exceptional, (1)
"Boomfish Cottage is a cozy place with everything you could need . It was clean , comfy and serene . It provided the perfect calm for us during a weekend long family wedding at nearby Caswell Flower Farm . It was also easy access for an older person ( me) as well as small children and my little ShihTzu rescue dogs . My granddaughters came by and loved catching minnows in the still warm lake. Extra bonus was enjoying the peak foliage at the lake . Eric , the property manager was very communicative...
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
10.0 out of 10, Exceptional, (6)
"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.
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.2 out of 10, Wonderful, (25)
"We had a wonderful visit to OOB to finish off our summer. The cottage is a quick walk to the beach and pier. It was very clean and comfortable for the four of us to relax and recharge in between swimming, playing mini-gold, and enjoying the amusement park."
The price is AED 441
AED 893 total
includes taxes & fees
3 Dec - 4 Dec
Large 2BD cottage 10 min to Pier & Beach Pets ok
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
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
10.0 out of 10, Exceptional, (136)
"We had a fabulous time. You would never know there was a town 2 miles from the house. It was very peaceful and welcoming. The cottage was very clean and had no issues what so ever. We were able to choose from quite a few events going on in the area and enjoy the fall foliage. "
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, (111)
"When we arrived at the property, it was exactly as described in the listing and even a little larger than we expected. The setting was beautiful and so peaceful! I loved watching the water from my seat around the fire and listening to all of the woodland creatures going about their day. My son also loved that it was a "classic" Maine Camp.... it was just like one would imagine. We would definitely recommend and stay here again."
Relax & Recharge this Fall! Tranquil Family-Owned, Sebago Lake Area, Pets free
Lakefront cabin with shared firepit & access to Sebago Lake
8.0 out of 10, Very Good, (10)
"very nice!"
The price is AED 242
AED 850 total
includes taxes & fees
8 Nov - 9 Nov
Lakefront cabin with shared firepit & access to Sebago Lake
Classic Maine Beach Cottage **** Fabulous location!
9.2 out of 10, Wonderful, (24)
"Comfortable cottage with plenty of room. Very pleasant living space. We found it very convenient to the things we like to do, places we like to go. We would certainly come back"
The price is AED 1,194
AED 2,174 total
includes taxes & fees
12 Nov - 13 Nov
Classic Maine Beach Cottage **** Fabulous location!
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, (35)
"Nice clean quiet place but close to a lot of things."
The price is AED 386
AED 757 total
includes taxes & fees
6 Nov - 7 Nov
The Outlet House, Comfortable Cottage
Beachfront Sebago Cottage w/ Deck + Grill!
9.4 out of 10, Exceptional, (18)
"Minimum amenities; window a/c was dirty, box fan was dirty...got a bit warm but could not use these items. Kuerig coffee maker would be nice, ironing board was also dusty. I believe a deep clean is needed. However, outside was comfortable and the lake view was awesome."
Beachfront Sebago Cottage w/ Deck + Grill!
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

Sensational House on Sebago Lake, Raymond, ME
9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
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!
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
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 AED 242 and AED 1,194 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 231 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?
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