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

Search Holiday Homes in Raymond

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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 £208
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

2. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is £382
includes taxes & fees
13 Oct - 14 Oct
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 £405
includes taxes & fees
4 Oct - 5 Oct
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)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is £574
includes taxes & fees
14 Oct - 15 Oct
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, (2 reviews)
"Beautiful setting! Wishing we could have stayed longer. Awesome communication with the host, cleanliness is impeccable. Would definitely stay here again."
United States
MaryAnn F.
The price is £211
includes taxes & fees
12 Oct - 13 Oct
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Exterior

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 £227
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A cabin with a dock extending into a lake, surrounded by trees.

7. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
The price is £372
includes taxes & fees
20 Oct - 21 Oct
Long Lake 3BR: Beach Access + Dock
A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

8. 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 £672
includes taxes & fees
1 Oct - 2 Oct
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Living area

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 £295
includes taxes & fees
18 Oct - 19 Oct
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 £263
includes taxes & fees
28 Oct - 29 Oct
The Barnhouse with hot tub
A beach with footprints, a person standing, and birds on the sand.

11. 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
8.0 out of 10, Very good, (2 reviews)
"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 £263
includes taxes & fees
6 Oct - 7 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.

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

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
The price is £155
includes taxes & fees
15 Oct - 16 Oct
Peaceful Barn Loft near Sebago Lake and Conway, NH
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

13. 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 £129
includes taxes & fees
21 Oct - 22 Oct
Manor Suite,cozy newly renovated,downtown & beach
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

14. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £279
includes taxes & fees
12 Oct - 13 Oct
Quiet Spot in lovely Freeport neighborhood
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

15. 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 £585
includes taxes & fees
28 Oct - 29 Oct
Windham Lakefront: Fire Pit and Modern Comforts
A window with a view of a snowy landscape and bare trees.

16. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is £246
includes taxes & fees
5 Oct - 6 Oct
Tranquility between the Lakes & Sea
A dirt path in a park with autumn foliage.

17. 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 £474
includes taxes & fees
1 Oct - 2 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

18. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is £388
includes taxes & fees
1 Oct - 2 Oct
Fully Updated Airy Historic Home in South Freeport
A view through a window of a lake surrounded by trees and a small house.

19. 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, (65 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 £304
includes taxes & fees
28 Oct - 29 Oct
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Dining

20. 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 £1,204
includes taxes & fees
1 Oct - 2 Oct
ANY BIG PARTY!!!!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Raymond Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Very nice hotel, nice staff. Good location in Portland. As with most cities, evidence of local homeless population is obvious. Parking garage is next door and very convenient."
Mark 1-night trip
Posted less than an hour ago
The Westin Portland Harborview

Find out more about Raymond

Raymond Holiday Homes information

Number of reviews
110
Accommodation
799 Holiday Homes
Lowest Price
£129
Highest Price
£1,204