Raymond Holiday Rentals

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Holiday Rentals in Raymond

Exterior
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
10.0 out of 10, Exceptional, (4)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Sensational House on Sebago Lake, Raymond, ME
10.0 out of 10, Exceptional, (33)
"Lovely property and location. Very clean with a fully stocked home. Will certainly be rebooking. Thank you!"
Sensational House on Sebago Lake, Raymond, ME
Interior
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
10.0 out of 10, Exceptional, (51)
"My third time staying here. The house is immaculate, great location, lots to do at the house and in the area. Thank you so much and I look forward to returning again."
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
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Beach
Magical Lakeview Cottage on Frye Island, ME
9.4 out of 10, Exceptional, (12)
"Very nice and quiet!"
Magical Lakeview Cottage on Frye Island, ME
Comfort Duplex, 3 Bedrooms | Private kitchen
2 duplex
3.0 star property
The price is NZ$450
per night
29 May - 30 May
2 duplex
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Exterior
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, (35)
"We very much enjoyed our stay at this location. The stairs were a bit scary, but with the light on, you'll be fine. :) Cozy spot for the three of us, well appointed and in a fantastic area. Very walkable, even down to the wharf. We are from a very non-walkable area, so it was amazing to see all the activity and places we could go just walking a bit. We enjoyed our first time in Maine, and can't wait to get back for a longer trip. Thanks to the hosts!"
The price is NZ$750
per night
13 Jun - 14 Jun
Completely remodeled 2 bedroom apartment in Portland's West End
Property grounds
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (16)
"Excellent apartment in Old Port area of Portland. Bright, clean, updated, comfortable bed and furniture, lots of amenities. Would definitely stay there again!"
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Beach nearby
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Beach nearby
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, (6)
"It was great. Good location and very clean!"
The price is NZ$528
per night
30 May - 31 May
NEW TO THE MARKET - 1 block from the beach!
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is NZ$521
per night
4 Jun - 5 Jun
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior
MAY 31ST weekend open Book Wednesday/Thursday discounted rate!!!
10.0 out of 10, Exceptional, (273)
"This place is perfect for couples! Private, romantic and outdoor lovers dream! I cannot say enough! The pond is gorgeous and fishing access is wonderful! If the place comes up for sale we'll buy it!"
MAY 31ST weekend open Book Wednesday/Thursday discounted rate!!!
Property grounds
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very good, (32)
"I rated this property a 4 and not lower because of its location. It is front-facing to the ocean, and that is always a gem in my book. Sleeping to the sound of the waves is amazing. The property management (Vacasa) was flawless in their communication and the housekeeping staff did a great job cleaning what they were responsible for cleaning. BUT....... this unit is in dire need of some deep cleaning and at a minimum some TLC in painting and in fixing what doesn't work (i.e., windows, toilet...
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (22)
"Great place to stay"
The price is NZ$450
per night
4 Jun - 5 Jun
2 min walk to the beach. Pet friendly condo
2 bedrooms, cots/infant beds, Internet, bed sheets
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
7.0 out of 10, Good, (6)
"This home was clean, bright and comfortable. Great location, no issues. Would definitely stay here again."
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Private kitchen
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (88)
"We were in Portland for my daughter’s graduation. Had a very nice weekend trying different restaurants and enjoying lobster rolls."
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Fridge, microwave, oven, stovetop
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (26)
"This was our first time in Portland, and the location was perfectly suited for us to see everything! We were able to walk to restaurants and a little market around the corner. The home was easy to access and we were always able to find a parking spot. The unit itself was really nice, although the living room did not have enough seating for our travel party (four adults; there was a couch that technically could fit three people but not comfortably). The unit was very clean and there were plenty...
The price is NZ$602
per night
27 May - 28 May
Cozy, Elegant and Bright 2 bed in the East End
Living area
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.0 out of 10, Wonderful, (18)
"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
Don't see what you're looking for?
See all available properties in Raymond
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.

Other types of properties in Raymond you may be interested in

Interior
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
10.0 out of 10, Exceptional, (51)
"My third time staying here. The house is immaculate, great location, lots to do at the house and in the area. Thank you so much and I look forward to returning again."
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
Water view
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, (1054)
"Excellent TV screen and easy channel options."
The price is NZ$295
per night
27 May - 28 May
The Westin Portland Harborview
Honeymoon Suite, 1 King Bed
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1196)
"One of the best hotels we ever stayed in."
The price is NZ$373
per night
27 May - 28 May
Portland Harbor Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Raymond holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Raymond. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Raymond. Seeing all the best attractions is bound to make you fall in love with Raymond. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Raymond short-term rentals, that won’t be hard to do.

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?

Rent a room in the gorgeous Holt House: This holiday home rental outside of Raymond has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Raymond?

With 78 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 Sebago Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Panther Pond and Crescent Lake 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.

Recent reviews of Raymond properties
Expedia verified reviews