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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Raymond holiday homes

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
10.0 out of 10, Exceptional, (1 review)
"Nice, clean, good location.Would Recommend!"
United States
glen l.
The price is £338
includes taxes & fees
16 Nov - 17 Nov
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 £203
includes taxes & fees
18 Nov - 19 Nov
Cozy 2-bedroom house with shared beach access to Sebago Lake
A modern kitchen with light blue cabinets, a large island, stainless steel appliances, and a hanging pendant light.

3. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is £592
includes taxes & fees
18 Nov - 19 Nov
New and Spacious Family Home Close to Sebago Lake
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, (19 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is £568
includes taxes & fees
16 Nov - 17 Nov
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
An outdoor patio area with a wooden deck, a barbecue grill, and a seating arrangement.

5. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with sauna, 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 £222
includes taxes & fees
18 Nov - 19 Nov
Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
A modern kitchen with a bar area, wooden ceiling, and skylights.

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 £257
includes taxes & fees
18 Nov - 19 Nov
The Barnhouse with hot tub
A house surrounded by trees and a body of water.

7. Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!

Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
Windham
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful location and property! "
United States
Michael S.
The price is £519
includes taxes & fees
1 Dec - 2 Dec
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

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

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.2 out of 10, Wonderful, (5 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 £110
includes taxes & fees
16 Nov - 17 Nov
Manor Suite,cozy newly renovated,downtown & beach
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

9. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £262
includes taxes & fees
16 Nov - 17 Nov
Quiet Spot in lovely Freeport neighborhood
A backyard with picnic tables and a red umbrella, overlooking a body of water with boats.

10. 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 £1,158
includes taxes & fees
19 Nov - 20 Nov
ANY BIG PARTY!!!!
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, (9 reviews)
"Great property for a couple!"
United States
Stephanie S.
The price is £566
includes taxes & fees
16 Nov - 17 Nov
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A beach with a pier and a building in the background.

12. 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
7.6 out of 10, Good, (4 reviews)
"Overall all nice stay. Thank you"
United States
Hope T.
The price is £244
includes taxes & fees
18 Nov - 19 Nov
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
A loft-style bedroom with a sloped ceiling, a ceiling fan, a bed, a desk, and a kitchenette.

13. Peaceful Barn Loft near Sebago Lake and Conway, NH

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
10.0 out of 10, Exceptional, (1 review)
"Great location, clean stay and friendly host. Definitely recommend!"
United States
Paige
The price is £148
includes taxes & fees
16 Nov - 17 Nov
Peaceful Barn Loft near Sebago Lake and Conway, NH
A staircase with wooden railings, two wooden chairs with cushions, a small table with a lamp, and a potted plant.

14. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is £347
includes taxes & fees
16 Nov - 17 Nov
Fully Updated Airy Historic Home in South Freeport
A kitchen with white cabinets, a microwave, and a sink.

15. Ell Suite walk to town beach

Ell Suite walk to town beach
Bridgton
8.8 out of 10, Excellent, (3 reviews)
"Great spot as advertised "
United States
mark l.
The price is £111
includes taxes & fees
16 Nov - 17 Nov
Ell Suite walk to town beach
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

16. Heated Game Room, Coastal Maine Cape Sleeps 10

Heated Game Room, Coastal Maine Cape Sleeps 10
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is £691
includes taxes & fees
16 Nov - 17 Nov
Heated Game Room, Coastal Maine Cape Sleeps 10
A lake with a sandy beach and trees on the left.

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, (67 reviews)
"This was our second stay at Windsor Cottage, and it was just as wonderful as the first! The cottage is always spotless, beautifully furnished, and truly feels like a home away from home. We love the lake access, the pet-friendly accommodations, and being just minutes from downtown Bridgton. We can’t wait to come back again!"
United States
Cortney C.
The price is £285
includes taxes & fees
17 Nov - 18 Nov
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A living room with a sofa, a coffee table, and a rug. There is a washing machine and a kitchen in the background.

18. The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi

The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
Bridgton
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing. Great spot in Bridgton!"
Canada
Joshua
The price is £287
includes taxes & fees
16 Nov - 17 Nov
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
A modern kitchen with a large island, bar stools, and a view through large windows.

19. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.4 out of 10, Exceptional, (17 reviews)
"The house was perfect for our week in Portland. New, great features in the home, lovely backyard and close to everything Portland"
United States
Patrick J.
The price is £580
includes taxes & fees
22 Nov - 23 Nov
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
A modern kitchen with white cabinetry, a central island, and a wood floor.

20. Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips

Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips
Harrison
The price is £532
includes taxes & fees
22 Nov - 23 Nov
Winter Farmhouse - Hot Tub, Sauna & Ski Day Trips
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"All lthe staff were friendly and helpful"
Nancy 3-night trip
Posted less than an hour ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Raymond

Raymond Holiday Homes information

Number of reviews
129
Accommodation
785 Holiday Homes
Lowest Price
£110
Highest Price
£1,158