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

Raymond Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Raymond vacation rentals

Smart TV, fireplace

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 AED 826
AED 1,025 total
includes taxes & fees
13 Aug - 14 Aug
Cozy 2-bedroom house with shared beach access to Sebago Lake
2 bedrooms, WiFi, bed sheets

2. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is AED 1,088
AED 1,874 total
includes taxes & fees
16 Aug - 17 Aug
Newly Remodeled Cottage with AC- Sebago Lake Area
Exterior

3. 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, (15 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 AED 1,495
AED 3,636 total
includes taxes & fees
8 Sep - 9 Sep
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Property grounds

4. Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Naples
9.2 out of 10, Wonderful, (55 reviews)
"Amazing location! Cabin was perfect! Had such a wonderful time. "
United States
Jillene F.
The price is AED 1,157
AED 2,813 total
includes taxes & fees
9 Aug - 10 Aug
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Outdoor dining

5. 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, (14 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is AED 859
AED 1,057 total
includes taxes & fees
16 Aug - 17 Aug
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Microwave, oven, stovetop, dishwasher

6. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (9 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 AED 694
AED 1,305 total
includes taxes & fees
10 Aug - 11 Aug
The Barnhouse with hot tub
Property grounds

7. 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 AED 1,484
AED 2,118 total
includes taxes & fees
9 Aug - 10 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Property grounds

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

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (7 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 AED 1,259
AED 1,889 total
includes taxes & fees
7 Sep - 8 Sep
Modern cabin w/ full bath & kitchenette - 03
Smart TV, fireplace, books

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, (15 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is AED 826
AED 1,533 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Property grounds

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

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is AED 1,550
AED 2,310 total
includes taxes & fees
7 Sep - 8 Sep
Modern dome w/ full bath + spa access - 04
3 bedrooms, premium bedding, iron/ironing board, travel crib

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is AED 735
AED 1,806 total
includes taxes & fees
9 Aug - 10 Aug
Cozy 3BR | Pet Friendly | Near Portland | Parking
Beach

12. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
City Amenities, Casco Bay Sunrises and Natural Beauty
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

13. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (108 reviews)
"Really nice room and location"
United States
Victoria
The price is AED 1,142
AED 1,521 total
includes taxes & fees
1 Sep - 2 Sep
The Weldon Hotel
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

14. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is AED 1,263
AED 1,377 total
includes taxes & fees
23 Aug - 24 Aug
Fortland Island Campground
1 bedroom, WiFi, bed sheets

15. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very Good, (13 reviews)
"A perfectly decent place to stay, plenty of restaurants and bars within reasonable walking distance. Neighborhood is a bit rough, as the listing mentioned, but no problems while I was there. Response time on questions to the host could be better."
Canada
Brian
The price is AED 386
AED 653 total
includes taxes & fees
11 Aug - 12 Aug
Studio Apartment near downtown Walkable!
Interior

16. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (23 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AED 731
AED 1,185 total
includes taxes & fees
31 Aug - 1 Sep
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior detail

17. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (139 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AED 724
AED 1,149 total
includes taxes & fees
6 Sep - 7 Sep
Adorable Portland getaway on the Eastern Promenade
Outdoor dining

18. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is AED 868
AED 1,406 total
includes taxes & fees
9 Aug - 10 Aug
Peaceful & minutes from the Old Port with private parking
Exterior

19. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (108 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is AED 1,102
AED 1,718 total
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian
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

HomeAwhile

HomeAwhile

8/10 Good
"Well outfitted apartment style room"
geoffrey 1-night trip
Posted less than an hour ago
HomeAwhile

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 89 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?

Little Sebago Lake and Crescent Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Sebago Lake and Rattlesnake Mountain Trail 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.