Holiday Homes in Raymond

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Featured Holiday Homes in Raymond

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Outdoor dining
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (169)
"Loved the house, fully stocked with everything you might need, and SO many books if you need something to read! Downstairs bathroom could’ve been a little more detailed in cleaning, other than that, very happy with the house!"
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
A Sunny, One Bedroom Cottage OOB Escape!
Fridge, microwave, oven, stovetop
A Sunny, One Bedroom Cottage OOB Escape!
9.8 out of 10, Exceptional, (41)
"This is a clean, well-maintained rental in a residential neighborhood, with a dedicated parking spot and fenced backyard area. There were ring-style cameras at the front and back entrances and secure locks on the doors The rental is located in a residential area, less than a 10 minute walk downhill to the beach. There is easy and reasonably-priced parking in the downtown area if you choose to drive, and there is also a trolley with a nearby stop. When we invariably locked ourselves out Chris...
The price is AU$382
includes taxes & fees
30 Sept - 1 Oct
A Sunny, One Bedroom Cottage OOB Escape!
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Property grounds
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
10.0 out of 10, Exceptional, (3)
"House was great, location was perfect and the local property manager was very responsive and helpful. "
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Charming 110-year former Inn 10' from the Ocean!
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (108)
"We really enjoyed our two weeks stay on Willard Beach. It was wonderful to fall asleep and to awaken to the sound of the ocean. John's place is very special. The beds and the couches and the porch seating are all very comfortable. The shower is wonderful. "
Charming 110-year former Inn 10' from the Ocean!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (29)
"Had a great stay! "
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (130)
"Very comfortable. Handsomely designed, furnished, well-equipped and stocked including milk and OJ and decaf Earl Grey tea that hit the spot when we arrived on a rainy evening. "
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
☼ Maine Lakefront Getaway ☼
Outdoor dining
☼ Maine Lakefront Getaway ☼
9.6 out of 10, Exceptional, (62)
"We had a lovely stay! The house was just right and the lake was beautiful "
☼ Maine Lakefront Getaway ☼
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
Outdoor dining
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
9.4 out of 10, Exceptional, (43)
"All the bones are good. Bedrooms could use a fresh look. "
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking
Fridge, microwave, oven, stovetop
Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking
9.0 out of 10, Wonderful, (30)
"Very cozy home with a lovely master bedroom a nice outdoor hot tub."
Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking
Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons
Pool
Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons
10.0 out of 10, Exceptional, (20)
"We had a great time during our week at Highland Lake. The property was just what we were looking for. The host was great to work with, quickly answering all our questions. The lake and area are beautiful."
Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons
Tranquil cottage near beach with private dock, spacious patio & modern comforts
View from property
Tranquil cottage near beach with private dock, spacious patio & modern comforts
9.6 out of 10, Exceptional, (12)
"It was a good experience overall, other than a couple of guys inspecting the back of the property one morning. And we had yard work happening one morning. Later that week, both of the entrances to the cottage were being paved while we were out, and we had no way back to the property . All in all it was an ok experience."
Tranquil cottage near beach with private dock, spacious patio & modern comforts
Entire Home in Sunny Saco + Gym
Fridge, microwave, oven, dishwasher
Entire Home in Sunny Saco + Gym
10.0 out of 10, Exceptional, (5)
"Beautiful Home in Saco, right off Rte #1 and close to Maine Tpke. Convenient to everything. The host has thought of every detail, immaculate, and tastefully decorated, inside and out. Quiet and very comfortable. Would highly recommend! Jeannine and Marty "
Entire Home in Sunny Saco + Gym
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
Beach nearby, sun-loungers
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
10.0 out of 10, Exceptional, (42)
"Our third stay at this property."
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
Welcome to your quiet space
Fridge, microwave, stovetop, toaster
Welcome to your quiet space
2.0 star property
The price is AU$388
includes taxes & fees
30 Sept - 1 Oct
Welcome to your quiet space
Enchanting 3BR Farmhouse Retreat Nature Getaway
Fridge, microwave, oven, stovetop
Enchanting 3BR Farmhouse Retreat Nature Getaway
8.8 out of 10, Excellent, (6)
"Nice house"
Enchanting 3BR Farmhouse Retreat Nature Getaway
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
TV, fireplace
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.2 out of 10, Wonderful, (23)
"This is an ideal location for a fun getaway for any season. Plenty of room for a large/extended family. While there is a road between the house and lake it didn’t detract from the experience at all. Pro tip, in cooler seasons turn on the ceiling fans to push the warmer air down. Otherwise the main room will feel cold. The dock is slightly off level and a couple doors don’t latch completely but those are just signs of a well loved camp."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
East Grand Ave Fabulous Cottage
Beach
East Grand Ave Fabulous Cottage
9.2 out of 10, Wonderful, (128)
"Close to everything "
East Grand Ave Fabulous Cottage
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (53)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is AU$646
includes taxes & fees
17 Oct - 18 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
Exterior
Rent a room in the gorgeous Holt House
8.2 out of 10, Very good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach
Fridge, microwave, oven, stovetop
Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach
7.4 out of 10, Good, (10)
"House was clean. The trash in the yard was over turned and spilling everywhere when we got there and there was a ton of it but it was picked up within 2 hours of us being there. Comfy house, cute. We couldn’t use the back deck there are holes in the deck covered by carpets. Great location overall we had a great family vacation with two families."
Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach
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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

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Exterior
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
Sensational House on Sebago Lake, Raymond, ME
Interior
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!
Smart TV, books, stereo
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!
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.