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

Raymond Holiday Rentals

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Our top choices for Raymond holiday rentals

1. 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 NZ$486
includes taxes & fees
22 Sept - 23 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake

2. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is NZ$894
includes taxes & fees
22 Sept - 23 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area

3. 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 NZ$1,273
includes taxes & fees
28 Sept - 29 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

4. 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 NZ$1,284
includes taxes & fees
12 Oct - 13 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit

5. 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 NZ$505
includes taxes & fees
22 Sept - 23 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!

6. 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 NZ$615
includes taxes & fees
6 Oct - 7 Oct
The Barnhouse with hot tub

7. Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
3.0 star property
Buxton
The price is NZ$576
includes taxes & fees
28 Sept - 29 Sept
Couple's Glamping Getaway on Bonny Eagle Pond

8. 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 NZ$370
includes taxes & fees
22 Sept - 23 Sept
Barn on Pleasant-walk to Highland beach & town

9. 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 NZ$1,463
includes taxes & fees
28 Sept - 29 Sept
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

10. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (30 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is NZ$522
includes taxes & fees
22 Sept - 23 Sept
Serenity between the lakes and seashore

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 NZ$707
includes taxes & fees
30 Sept - 1 Oct
Secluded A-Frame Cabin Retreat in Oxford

12. Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
Buxton
10.0 out of 10, Exceptional, (14 reviews)
"Great location! Exceptionally clean and comfortable."
United States
ALYSSA
The price is NZ$573
includes taxes & fees
28 Sept - 29 Sept
Couple's Glamping Getaway on Bonny Eagle Pond

13. 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 NZ$749
includes taxes & fees
24 Sept - 25 Sept
Modern Forest Cabin w/ Private Hot Tub & Fire Pit

14. 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 NZ$1,086
includes taxes & fees
22 Sept - 23 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

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 NZ$634
includes taxes & fees
30 Sept - 1 Oct
Modern cabin w/ full bath & kitchenette - 03

16. 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 NZ$185
includes taxes & fees
28 Sept - 29 Sept
Portland 1-bedroom with enclosed porch & parking

17. 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 NZ$864
includes taxes & fees
20 Oct - 21 Oct
Relaxing A-Frame with Hot Tub and Lake Access

18. 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 NZ$286
includes taxes & fees
22 Sept - 23 Sept
Ava Jade yurt nestled in the woods of Brownfield, Maine

19. 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)
"Although our stay was short, we felt welcome, safe and comfortable!"
United States
Sheryl M.
The price is NZ$300
includes taxes & fees
22 Sept - 23 Sept
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

20. Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (16 reviews)
"We enjoyed our stay very much!"
United States
Sandy D.
The price is NZ$324
includes taxes & fees
22 Sept - 23 Sept
Rufus III Yurt on the river
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

Find out more about Raymond

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.

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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.