A flowing river with large rocks, surrounded by trees and a snowy bank.

Raymond Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Raymond holiday rentals

A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

1. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is HK$1,082
HK$3,437 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Family Home w/ Beach Access
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

2. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is HK$1,765
HK$2,095 total
includes taxes & fees
11 Oct - 12 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

3. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is HK$2,323
HK$3,780 total
includes taxes & fees
28 Sept - 29 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area
A multi-story house with a dock and a children's play area.

4. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (16 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is HK$2,596
HK$6,656 total
includes taxes & fees
25 Oct - 26 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

5. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (7 reviews)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
The price is HK$1,404
HK$5,609 total
includes taxes & fees
12 Oct - 13 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit
A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

6. 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, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is HK$1,836
HK$2,172 total
includes taxes & fees
28 Sept - 29 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!
A modern kitchen with a bar area, wooden ceiling, and skylights.

7. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is HK$1,483
HK$2,642 total
includes taxes & fees
4 Oct - 5 Oct
The Barnhouse with hot tub
A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

8. LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Naples
9.8 out of 10, Exceptional, (9 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
The price is HK$4,432
HK$6,618 total
includes taxes & fees
4 Oct - 5 Oct
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

9. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.0 out of 10, Very good, (13 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$659
HK$830 total
includes taxes & fees
28 Sept - 29 Sept
Portland 1-bedroom with enclosed porch & parking
A wooden deck with a checkered mat, two wooden chairs, and a table.

10. Relaxing A-Frame with Hot Tub and Lake Access

Relaxing A-Frame with Hot Tub and Lake Access
Denmark
10.0 out of 10, Exceptional, (5 reviews)
"Great house, we had a wonderful time!"
United States
Alex F.
The price is HK$1,294
HK$3,600 total
includes taxes & fees
28 Sept - 29 Sept
Relaxing A-Frame with Hot Tub and Lake Access

11. Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay."
United States
Justin P.
The price is HK$1,796
HK$3,027 total
includes taxes & fees
30 Sept - 1 Oct
Secluded A-Frame Cabin Retreat in Oxford
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

12. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
The price is HK$1,953
HK$3,215 total
includes taxes & fees
30 Sept - 1 Oct
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

13. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (28 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is HK$1,353
HK$1,646 total
includes taxes & fees
21 Oct - 22 Oct
Barn on Pleasant-walk to Highland beach & town
A bedroom with a bed, a wooden staircase leading to a bathtub, and a wall-mounted heater.

14. 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
8.8 out of 10, Excellent, (38 reviews)
"Great place to stay"
United States
Hannah G.
The price is HK$882
HK$1,347 total
includes taxes & fees
28 Sept - 29 Sept
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
A cabin with two chairs facing a fire pit, surrounded by trees.

15. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is HK$2,019
HK$3,022 total
includes taxes & fees
6 Oct - 7 Oct
Modern cabin w/ full bath & kitchenette - 03
A gym with treadmills, elliptical machines, and exercise balls.

16. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (19 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is HK$1,127
HK$1,399 total
includes taxes & fees
30 Sept - 1 Oct
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

17. Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (22 reviews)
"Great camping experience"
United States
Kathleen
The price is HK$863
HK$1,282 total
includes taxes & fees
28 Sept - 29 Sept
Ava Jade yurt nestled in the woods of Brownfield, Maine
A dirt path in a park with autumn foliage.

18. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is HK$3,452
HK$4,661 total
includes taxes & fees
28 Sept - 29 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A view through a window of a lake surrounded by trees and a small house.

19. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
10.0 out of 10, Exceptional, (63 reviews)
"What a wonderful stay! The house was absolutely amazing and had everything we needed for a comfortable and relaxing visit. It was clean, well-maintained, and thoughtfully equipped, making us feel right at home from the moment we arrived.We truly enjoyed our stay and appreciated all the little details that made the property so special. Thank you for being a great host and for sharing such a beautiful home. We would gladly stay here again and highly recommend it to others!"
United States
Kyle F.
The price is HK$1,177
HK$2,745 total
includes taxes & fees
30 Sept - 1 Oct
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A bedroom with a large bed, white curtains, and a view through the windows.

20. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$1,522
HK$3,591 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 3BR | Pet Friendly | Near Portland | Parking
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
"Comfortable beds, convenient location, free coffee and water available. Very clean"
Teri 3-night trip
Posted 1 hour 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?

Breathtaking Lake Views: This highly rated holiday home rental in Raymond is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Raymond?

With 89 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?

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