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

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
$256 nightly
The price is $279
Aug 13 - Aug 14
Total with taxes and fees
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
$468 nightly
The price is $510
Aug 16 - Aug 17
Total with taxes and fees
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.
$912 nightly
The price is $923
Aug 31 - Sep 1
Total with taxes and fees
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.
$703 nightly
The price is $766
Aug 14 - Aug 15
Total with taxes and fees
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.
$264 nightly
The price is $288
Aug 16 - Aug 17
Total with taxes and fees
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.
$326 nightly
The price is $355
Sep 8 - Sep 9
Total with taxes and fees
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.
$529 nightly
The price is $577
Aug 10 - Aug 11
Total with taxes and fees
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.
$468 nightly
The price is $510
Sep 1 - Sep 2
Total with taxes and fees
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.
$383 nightly
The price is $417
Aug 18 - Aug 19
Total with taxes and fees
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.
$576 nightly
The price is $628
Sep 1 - Sep 2
Total with taxes and fees
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.
$453 nightly
The price is $494
Aug 24 - Aug 25
Total with taxes and fees
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
$388 nightly
The price is $416
Sep 1 - Sep 2
Total with taxes and fees
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
$311 nightly
The price is $339
Aug 23 - Aug 24
Total with taxes and fees
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
$176 nightly
The price is $178
Aug 11 - Aug 12
Total with taxes and fees
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
$291 nightly
The price is $317
Aug 31 - Sep 1
Total with taxes and fees
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
$287 nightly
The price is $313
Sep 6 - Sep 7
Total with taxes and fees
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.
$351 nightly
The price is $383
Aug 10 - Aug 11
Total with taxes and fees
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.
$429 nightly
The price is $468
Aug 23 - Aug 24
Total with taxes and fees
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Overall, we were quite satisfied with our stay. The room was generally clean and comfortable, and the complimentary breakfast in the morning was a nice bonus. If we visit Portland again in the future, we would definitely consider staying here again"
Yan Fei 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Raymond

Everything you need to know about Raymond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Raymond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Raymond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Raymond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raymond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Raymond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Raymond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Raymond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Raymond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.