Raymond Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Raymond holiday rentals

Desk, laptop workspace, free WiFi

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (14 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is HK$823
HK$897 total
includes taxes & fees
2 Apr - 3 Apr
HomeAwhile
WiFi, bed sheets

Quaint 1-bedroom apartment with AC in charming Lewiston

Quaint 1-bedroom apartment with AC in charming Lewiston
Lewiston
The price is HK$784
HK$1,939 total
includes taxes & fees
7 Apr - 8 Apr
Quaint 1-bedroom apartment with AC in charming Lewiston
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (128 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
City Amenities, Casco Bay Sunrises and Natural Beauty
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is HK$917
HK$1,922 total
includes taxes & fees
2 Apr - 3 Apr
Pine Point Beach private, quaint, charming studio.
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is HK$494
HK$1,057 total
includes taxes & fees
2 Apr - 3 Apr
Private Entrance Residential Portland
Outdoor dining

Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is HK$1,594
HK$2,558 total
includes taxes & fees
5 Apr - 6 Apr
Modern, Luxurious, Cabin in the Woods - 17
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is HK$2,109
HK$3,349 total
includes taxes & fees
12 Apr - 13 Apr
Large, luxurious geodesic dome - 04
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"This unit was in the perfect location. Everything you could possibly need under a 10 min walk. I was impressed with how thoughtfully decorated it was. Felt like home. The host was amazing, unfortunately I overslept bc I was up late with a migraine the night before. The cleaner woke me I felt terrible. I hurried to get packed up and they were very understanding and patient with me. So grateful to have found her accomodations. I will definitely book with Jennifer when ever I can while I'm visiting...
United States
Amanda
The price is HK$987
HK$1,862 total
includes taxes & fees
8 Apr - 9 Apr
Sunny Spot with Private Parking.
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (8 reviews)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is HK$996
HK$1,897 total
includes taxes & fees
5 Apr - 6 Apr
Peaceful & minutes from the Old Port with private parking
3 bedrooms, desk, iron/ironing board, travel cot

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is HK$1,152
HK$3,126 total
includes taxes & fees
2 Apr - 3 Apr
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Sun-loungers

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (22 reviews)
"Very clean, quiet and beautiful neighborhood."
United States
JP M.
The price is HK$807
HK$2,212 total
includes taxes & fees
6 Apr - 7 Apr
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Beach nearby, sun-loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access
Pine Point
9.6 out of 10, Exceptional, (35 reviews)
"Apartment was exactly as pictured. Very clean. Had what we needed. Road sound a little loud, but not to the point where I wouldn’t come back. Cozy. Comfy. "
United States
valerie b.
The price is HK$846
HK$2,468 total
includes taxes & fees
12 Apr - 13 Apr
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access
Outdoor dining

THE LILLIPAD.Off-grid A frame. Sebago lake region!

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (8 reviews)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
The price is HK$1,136
HK$1,409 total
includes taxes & fees
12 Apr - 13 Apr
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$881
HK$1,661 total
includes taxes & fees
2 Apr - 3 Apr
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (54 reviews)
"Host was very welcoming and the place exceeded expectations! Made our stay better than we could have imagined!"
United States
Robert D.
The price is HK$1,046
HK$2,002 total
includes taxes & fees
2 Apr - 3 Apr
Historic Home in the West End. Private Parking.
Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is HK$1,630
HK$2,720 total
includes taxes & fees
2 Apr - 3 Apr
East end. Walk to food, beer and downtown fun.
Exterior detail

Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (77 reviews)
"Location was great. Parking was easy."
United States
Bruce G.
The price is HK$1,254
HK$3,934 total
includes taxes & fees
6 Apr - 7 Apr
Elegant condo - walk to Portland's best restaurants & Old Port
Dining

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is HK$621
HK$3,172 total
includes taxes & fees
5 Apr - 6 Apr
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (129 reviews)
"This was a last minute trip and also my first time using VRBO so everything was new to me. I was given clear check in instructionsupon booking. Walked into the unit and was greeted by lovely snacks and a personalized greeting card that was appreciated. The space was very clean and tidy I love the skylights and how sunny it was. A lovely veiwtio to get some fresh aituhe bed was very comfortable and I had a quick question about visitors and Jennifer was very quick to respond communication has been...
United States
Amanda
The price is HK$786
HK$1,498 total
includes taxes & fees
2 Apr - 3 Apr
Adorable Portland getaway on the Eastern Promenade
1 bedroom, iron/ironing board, WiFi, bed sheets

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.6 out of 10, Excellent, (26 reviews)
"Great location for my visit "
United States
Paul B.
The price is HK$881
HK$1,345 total
includes taxes & fees
7 Apr - 8 Apr
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
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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Top Raymond Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Very nice hotel, located in the center of Portland. Will stay there again. "
Vesselin 1-night trip
Posted 8 hours ago
Portland Regency Hotel & Spa

Find out more about Raymond

Search for holiday rentals in Raymond on Expedia! You can easily find your home rentals, villas, holiday apartments in Raymond using one of the methods below:

  • View our selection of featured holiday rentals in Raymond
  • Use the map to find apartments and other holiday homes in the Raymond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Raymond while they last

Look no further and take a look at our great range of rental properties in Raymond!

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?

Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Raymond is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

How many holiday rentals are there in Raymond?

With 85 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 Crescent Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Sebago Lake and Rattlesnake Mountain Trail 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.