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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Raymond holiday homes

A modern kitchen with a dining area, a living room with a sofa, and a large window.

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 NZ$788
includes taxes & fees
27 Oct - 28 Oct
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 NZ$472
includes taxes & fees
18 Nov - 19 Nov
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchair, and coffee table, a kitchen with appliances, and a dining area with chairs.

3. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is NZ$891
includes taxes & fees
27 Oct - 28 Oct
Newly Remodeled Cottage with AC- Sebago Lake Area
A lakeside property with a dock, inflatable raft, and a house with a balcony.

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, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is NZ$1,280
includes taxes & fees
27 Oct - 28 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A modern kitchen with a wooden dining table, a ceiling fan, and a view of the outdoors.

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 NZ$526
includes taxes & fees
27 Oct - 28 Oct
Cozy 2-bedroom Tiny Home with sauna, 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.

6. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is NZ$1,415
includes taxes & fees
27 Oct - 28 Oct
New and Spacious Family Home Close to Sebago Lake
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 NZ$620
includes taxes & fees
1 Nov - 2 Nov
The Barnhouse with hot tub
A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

8. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is NZ$575
includes taxes & fees
28 Oct - 29 Oct
Quiet Spot in lovely Freeport neighborhood
A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

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$1,593
includes taxes & fees
15 Nov - 16 Nov
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Private kitchen

10. 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 NZ$252
includes taxes & fees
27 Oct - 28 Oct
Manor Suite,cozy newly renovated,downtown & beach
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

11. 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$2,762
includes taxes & fees
29 Oct - 30 Oct
ANY BIG PARTY!!!!
A covered wooden deck with a view of a building's exterior.

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
7.4 out of 10, Good, (3 reviews)
"The property was unique, with lots of updates to the interior that met and even exceeded our needs (4 TV's!). New appliances and fully stocked with kitchen-ware. Plenty of towels and beds to indeed sleep 10 as described. The host has thought carefully about what you might need during your stay. Outdoor seating is plentiful so if the weather is good, you're all set for hanging out."
United States
Annette
The price is NZ$591
includes taxes & fees
27 Oct - 28 Oct
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
The price is NZ$354
includes taxes & fees
29 Oct - 30 Oct
Peaceful Barn Loft near Sebago Lake and Conway, NH
A window with a view of a snowy landscape and bare trees.

14. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
9.4 out of 10, Exceptional, (3 reviews)
"Great location. Very nice place."
United States
Bernie G.
The price is NZ$574
includes taxes & fees
30 Oct - 31 Oct
Tranquility between the Lakes & Sea
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

15. 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
Fully Updated Airy Historic Home in South Freeport
A dirt path in a park with autumn foliage.

16. 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$1,065
includes taxes & fees
27 Oct - 28 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A view through a window of a lake surrounded by trees and a small house.

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, (66 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 NZ$629
includes taxes & fees
28 Oct - 29 Oct
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

18. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
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.
Luxe 5 Bed/ 3 Bath with Game Room & AC
A compact living space with a bed, washing machine, and refrigerator.

19. 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 NZ$669
includes taxes & fees
27 Oct - 28 Oct
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
A white door with a window, two potted plants, and a welcome mat.

20. Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!

Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Bridgton
10.0 out of 10, Exceptional, (4 reviews)
"The house was clean and beautiful! The host made sure we had everything we needed including items for our doggie. We would definitely recommend staying here!"
United States
Jacqueline R.
The price is NZ$1,048
includes taxes & fees
27 Oct - 28 Oct
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Very efficient staff. Hotel easy for parking. Decent breakfast included. Quiet room and comfortable bed. Slept well."
Suzanne 2-night trip
Posted 3 hours ago
Tru by Hilton Portland Airport Area

Find out more about Raymond

Raymond Holiday Homes information

Number of reviews
107
Accommodation
795 Holiday Homes
Lowest Price
NZ$252
Highest Price
NZ$2,762