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

Holiday Homes in Raymond

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Raymond holiday homes

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

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$471
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake
A kitchen with a built-in oven, a sink, and a window with a view of the outdoors.

2. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is NZ$555
includes taxes & fees
15 Sept - 16 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

3. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is NZ$910
includes taxes & fees
14 Sept - 15 Sept
Fully Updated Lake View Home on Thomas Pond
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 NZ$1,358
includes taxes & fees
13 Sept - 14 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A wooden deck with a grill area, overlooking a lake with trees in the background.

5. Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Casco
10.0 out of 10, Exceptional, (1 review)
"An adorable little getaway on the cutest little lake. It is quiet and peaceful."
United States
E Tyler B.
The price is NZ$467
includes taxes & fees
17 Sept - 18 Sept
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

6. Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
The price is NZ$508
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A dining area with a long wooden table, six chairs, and a bench. There are large windows with curtains, a plant, and a view into another room.

7. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is NZ$1,495
includes taxes & fees
13 Sept - 14 Sept
New and Spacious Family Home Close to Sebago Lake
A cabin with a dock extending into a lake, surrounded by trees.

8. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
The price is NZ$813
includes taxes & fees
29 Sept - 30 Sept
Long Lake 3BR: Beach Access + Dock

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, (17 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is NZ$594
includes taxes & fees
13 Sept - 14 Sept
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
A modern kitchen with a bar area, wooden ceiling, and skylights.

10. 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$605
includes taxes & fees
30 Sept - 1 Oct
The Barnhouse with hot tub
A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

11. 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, (7 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
The price is NZ$1,358
includes taxes & fees
17 Sept - 18 Sept
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

12. Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.0 out of 10, Wonderful, (4 reviews)
"The Manor Suite was cozy and charming. It was walking distance from restaurants and shops. I would have loved to stay longer to explore the area.I hope to stay there again if I return to Bridgton next summer."
United States
Jennifer
The price is NZ$253
includes taxes & fees
14 Sept - 15 Sept
Manor Suite,cozy newly renovated,downtown & beach
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

13. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
9.4 out of 10, Exceptional, (3 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is NZ$1,234
includes taxes & fees
30 Sept - 1 Oct
Windham Lakefront: Fire Pit and Modern Comforts
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

14. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is NZ$693
includes taxes & fees
14 Sept - 15 Sept
Quiet Spot in lovely Freeport desert pines neighborhood
A window with a view of a snowy landscape and bare trees.

15. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is NZ$548
includes taxes & fees
14 Sept - 15 Sept
Tranquility between the Lakes & Sea
A view through a window of a lake surrounded by trees and a small house.

16. 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 NZ$640
includes taxes & fees
16 Sept - 17 Sept
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A beach with footprints, a person standing, and birds on the sand.

17. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
6.0 out of 10, (1 review)
"Place was clean and cozy. Big yard for games and a fire pit for s’mores. Based on previous review I brought pots/pans but didn’t need them. Everything was available. Stove is gas and I was not familiar with using one so that was the only “challenge”We had a ball and the place was perfect for us!!"
United States
Anonymous traveller
The price is NZ$581
includes taxes & fees
6 Oct - 7 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
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 NZ$996
includes taxes & fees
11 Sept - 12 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

19. ANY BIG PARTY!!!!

ANY BIG PARTY!!!!
Standish
8.0 out of 10, Very good, (2 reviews)
"Beautiful property, spacious, plenty of beds and super easy to get to the lake. Owner was very responsive throughout the process."
United States
Logan R.
The price is NZ$2,713
includes taxes & fees
17 Sept - 18 Sept
ANY BIG PARTY!!!!
A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

20. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is NZ$1,099
includes taxes & fees
6 Oct - 7 Oct
The Copper Fox Treehouse
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

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Good value for price. It’s a little dated, but it is clean, comfortable and quiet."
Marilyn 1-night trip
Posted less than an hour ago
Spark by Hilton Portland Airport Maine Mall

Find out more about Raymond

Raymond Holiday Homes information

Number of reviews
169
Accommodation
795 Holiday Homes
Lowest Price
NZ$253
Highest Price
NZ$2,713