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

Raymond Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Raymond vacation rentals

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 ￥35,528
￥44,061 total
includes taxes & fees
Oct 11 - Oct 12
Cozy 2-bedroom house with shared beach access to Sebago Lake
A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

2. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is ￥31,029
￥85,416 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Family Home w/ Beach Access
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

3. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is ￥46,754
￥80,565 total
includes taxes & fees
Oct 18 - Oct 19
Newly Remodeled Cottage with AC- Sebago Lake Area
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

4. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
The price is ￥26,754
￥118,352 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront Access with Kayaks, Private Deck and a Firepit
A multi-story house with a dock and a children's play area.

5. 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 ￥31,580
￥113,134 total
includes taxes & fees
Oct 20 - Oct 21
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

6. 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, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is ￥36,949
￥45,438 total
includes taxes & fees
Oct 15 - Oct 16
THE LILLIPAD.Off-grid A frame. Sebago lake region!
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 ￥29,843
￥56,108 total
includes taxes & fees
Oct 13 - Oct 14
The Barnhouse with hot tub
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 ￥94,582
￥145,778 total
includes taxes & fees
Oct 12 - Oct 13
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Terrace/patio

9. Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay."
United States
Justin P.
The price is ￥36,159
￥64,542 total
includes taxes & fees
Oct 20 - Oct 21
Secluded A-Frame Cabin Retreat in Oxford
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

10. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
The price is ￥36,159
￥64,542 total
includes taxes & fees
Oct 13 - Oct 14
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A wooden deck with a checkered mat, two wooden chairs, and a table.

11. Relaxing A-Frame with Hot Tub and Lake Access

Relaxing A-Frame with Hot Tub and Lake Access
Denmark
10.0 out of 10, Exceptional, (5 reviews)
"Great house, we had a wonderful time!"
United States
Alex F.
The price is ￥26,121
￥75,235 total
includes taxes & fees
Oct 25 - Oct 26
Relaxing A-Frame with Hot Tub and Lake Access
A cabin with two chairs facing a fire pit, surrounded by trees.

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

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (9 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 ￥43,201
￥67,742 total
includes taxes & fees
Oct 18 - Oct 19
Modern cabin w/ full bath & kitchenette - 03
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

13. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is ￥27,238
￥33,821 total
includes taxes & fees
Oct 23 - Oct 24
Barn on Pleasant-walk to Highland beach & town
A bedroom with a large bed, white curtains, and a view through the windows.

14. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (15 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is ￥26,279
￥76,443 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 3BR | Pet Friendly | Near Portland | Parking
A geodesic dome structure in a forest setting with a visible interior space.

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

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is ￥41,780
￥67,914 total
includes taxes & fees
Oct 20 - Oct 21
Modern dome w/ full bath + spa access - 04
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

16. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is ￥11,873
￥15,324 total
includes taxes & fees
Oct 25 - Oct 26
Great suburban location close to town!
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

17. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"As expected."
United States
Lance
The price is ￥14,093
￥17,535 total
includes taxes & fees
Oct 18 - Oct 19
Portland 1-bedroom with enclosed porch & parking
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

18. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location, the hosts are very responsive and an absolute pleasure to work with. The home was clean, inviting and easy to check in."
United States
Bianca L.
The price is ￥39,293
￥86,374 total
includes taxes & fees
Oct 12 - Oct 13
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A dirt path in a park with autumn foliage.

19. 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 ￥69,492
￥99,326 total
includes taxes & fees
Oct 15 - Oct 16
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A view through a window of a lake surrounded by trees and a small house.

20. 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)
"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 ￥26,369
￥62,132 total
includes taxes & fees
Oct 13 - Oct 14
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
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

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

8/10 Good
"Very pleasant staff , they were knowledgeable about things in the area"
Sheila 1-night trip
Posted 13 hours ago
Quality Inn & Suites South Portland

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 vacation rentals in Raymond?

Yes, you can find vacation rentals close to popular points of interest in Raymond, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Raymond has to offer?

Breathtaking Lake Views: Visitors give good reviews to this Raymond vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Raymond?

With 88 Expedia vacation rentals, you're sure to find just the right place for your Raymond stay.

What’s there to see and do in Raymond?

Panther Pond and Little Sebago Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Crescent Lake and Sebago Lake are other places worth a visit.

What’s a vacation rental in Raymond like?

Vacation rentals are privately owned properties you can book for short or long periods in Raymond. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.