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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Raymond holiday rentals

Outdoor dining

1. Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape
Raymond
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful location and wonderful hosts. Made us feel right at home."
United States
Donna
The price is HK$615
HK$1,495 total
includes taxes & fees
8 Sept - 9 Sept
Sebago Lake Cottage on Raymond Cape
Smart TV, fireplace

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$2,198 total
includes taxes & fees
30 Aug - 31 Aug
Cozy 2-bedroom house with shared beach access to Sebago Lake
2 bedrooms, WiFi, bed sheets

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$4,054 total
includes taxes & fees
25 Aug - 26 Aug
Newly Remodeled Cottage with AC- Sebago Lake Area
Exterior

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, (15 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$2,803
HK$7,266 total
includes taxes & fees
30 Aug - 31 Aug
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Property grounds

5. Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Naples
9.2 out of 10, Wonderful, (55 reviews)
"Amazing location! Cabin was perfect! Had such a wonderful time. "
United States
Jillene F.
The price is HK$2,471
HK$6,008 total
includes taxes & fees
10 Sept - 11 Sept
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Dining

6. Lakefront-Swim-Kayak-FirePit-20min to Portland

Lakefront-Swim-Kayak-FirePit-20min to Portland
Gray
9.6 out of 10, Exceptional, (15 reviews)
"We loved our stay! The house was spotless, comfortable, and exactly as described. Mornings on the water and evenings by the fire pit were perfection, and the kitchen had everything we needed. Great location and close proximity to many family-friendly activities - would absolutely come back!"
United States
Kaitlin M.
The price is HK$2,511
HK$5,816 total
includes taxes & fees
7 Sept - 8 Sept
Lakefront-Swim-Kayak-FirePit-20min to Portland
Outdoor dining

7. 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, (14 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$2,292 total
includes taxes & fees
23 Aug - 24 Aug
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Property grounds

8. 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$3,170
HK$4,584 total
includes taxes & fees
14 Aug - 15 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Smart TV, fireplace, books

9. Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking

Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Bridgton
10.0 out of 10, Exceptional, (15 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is HK$1,766
HK$3,276 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Property grounds

10. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is HK$3,272
HK$4,884 total
includes taxes & fees
7 Sept - 8 Sept
Modern dome w/ full bath + spa access - 04
Microwave, oven, stovetop, dishwasher

11. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (9 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$2,831 total
includes taxes & fees
1 Sept - 2 Sept
The Barnhouse with hot tub
Exterior

12. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
10.0 out of 10, Exceptional, (67 reviews)
"great commication and amazing cabin "
United States
Matthew A.
The price is HK$3,130
HK$4,626 total
includes taxes & fees
8 Sept - 9 Sept
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Property grounds

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

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (7 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$2,652
HK$4,020 total
includes taxes & fees
7 Sept - 8 Sept
Modern cabin w/ full bath & kitchenette - 03
Smart TV, fireplace, books

14. Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Freeport
10.0 out of 10, Exceptional, (30 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Interior

15. Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!

Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
Bridgton
10.0 out of 10, Exceptional, (13 reviews)
"Cabin was great and stocked with lots of amenities. The house worked well with two families, clean and nicely maintained. Lake was quiet and close to the house. "
United States
Kathleen K.
The price is HK$5,562
HK$8,441 total
includes taxes & fees
7 Sept - 8 Sept
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
Exterior detail

16. Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Munjoy Hill
9.8 out of 10, Exceptional, (55 reviews)
"Great location. Short walk to Old Port and shops restaurants. Host was great"
United States
Jeff P.
Vintage Maine & Modern Convenience in Portlands Exclusive East End
Interior

17. 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)
"Lovely getaway!"
United States
Victor R.
The price is HK$1,538
HK$3,378 total
includes taxes & fees
8 Sept - 9 Sept
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Front of property

18. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is HK$4,279
HK$5,841 total
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel
Exterior detail

19. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (78 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is HK$6,982
HK$10,305 total
includes taxes & fees
9 Sept - 10 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Smart TV

20. Eastbayside/Munjoy - Charming Downtown Escape

Eastbayside/Munjoy - Charming Downtown Escape
East Bayside
9.8 out of 10, Exceptional, (37 reviews)
"Very nice location, clean and comfortable!"
United States
Ryan R.
The price is HK$4,202
HK$7,043 total
includes taxes & fees
14 Aug - 15 Aug
Eastbayside/Munjoy - Charming Downtown Escape
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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Clean room Very helpful and friendly staff Missed breakfast unfortunately Good parking and shuttle"
Bonnie 1-night trip
Posted 17 hours ago
Comfort Inn South Portland Airport

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. Our travellers also rate Waterfront 4 bedroom and 3 bath home on the Raymond Cape as a favourite home for rent in Raymond.

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?

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.