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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
$254 nightly
The price is $277
Oct 5 - Oct 6
Total with taxes and fees
Cozy 2-bedroom house with shared beach access to Sebago Lake
A kitchen with a built-in oven, a sink, and a window with a view of the outdoors.

2. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
$468 nightly
The price is $510
Sep 27 - Sep 28
Total with taxes and fees
Newly Remodeled Cottage with AC- Sebago Lake Area
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

3. 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, (7 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.
$686 nightly
The price is $755
Oct 12 - Oct 13
Total with taxes and fees
Waterfront Access with Kayaks, Private Deck and a Firepit
A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

4. 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.
$264 nightly
The price is $288
Sep 24 - Sep 25
Total with taxes and fees
THE LILLIPAD.Off-grid A frame. Sebago lake region!
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

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

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (28 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$198 nightly
The price is $215
Oct 18 - Oct 19
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A modern kitchen with a bar area, wooden ceiling, and skylights.

6. 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.
$326 nightly
The price is $355
Sep 27 - Sep 28
Total with taxes and fees
The Barnhouse with hot tub
A picnic table by a lake with trees and a white fence in the background.

7. Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
Buxton
10.0 out of 10, Exceptional, (14 reviews)
"Great location! Exceptionally clean and comfortable."
United States
ALYSSA
$309 nightly
The price is $337
Oct 6 - Oct 7
Total with taxes and fees
Couple's Glamping Getaway on Bonny Eagle Pond
A picnic table by a lake with trees and a white fence in the background.

8. Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
3.0 star property
Buxton
$303 nightly
The price is $330
Oct 6 - Oct 7
Total with taxes and fees
Couple's Glamping Getaway on Bonny Eagle Pond
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.
$758 nightly
The price is $826
Sep 28 - Sep 29
Total with taxes and fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

10. 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.
$375 nightly
The price is $409
Sep 30 - Oct 1
Total with taxes and fees
Secluded A-Frame Cabin Retreat in Oxford
A cabin with two chairs facing a fire pit, surrounded by trees.

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

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 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.
$284 nightly
The price is $310
Sep 30 - Oct 1
Total with taxes and fees
Modern cabin w/ full bath & kitchenette - 03
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

12. 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
$398 nightly
The price is $434
Sep 24 - Sep 25
Total with taxes and fees
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A wooden deck with a checkered mat, two wooden chairs, and a table.

13. 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.
$443 nightly
The price is $483
Oct 20 - Oct 21
Total with taxes and fees
Relaxing A-Frame with Hot Tub and Lake Access
A dirt path in a park with autumn foliage.

14. 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.
$577 nightly
The price is $629
Sep 24 - Sep 25
Total with taxes and fees
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

15. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.0 out of 10, Very good, (13 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
$104 nightly
The price is $106
Sep 28 - Sep 29
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

16. Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (22 reviews)
"Great camping experience"
United States
Kathleen
$150 nightly
The price is $164
Sep 24 - Sep 25
Total with taxes and fees
Ava Jade yurt nestled in the woods of Brownfield, Maine
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, (63 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.
$341 nightly
The price is $372
Sep 30 - Oct 1
Total with taxes and fees
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A cozy room with a wood-burning stove, a red chair, and a leather ottoman.

18. Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (16 reviews)
"We enjoyed our stay very much!"
United States
Sandy D.
$172 nightly
The price is $187
Sep 24 - Sep 25
Total with taxes and fees
Rufus III Yurt on the river
A bedroom with a bed, a wooden staircase leading to a bathtub, and a wall-mounted heater.

19. Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.8 out of 10, Excellent, (38 reviews)
"Although our stay was short, we felt welcome, safe and comfortable!"
United States
Sheryl M.
$158 nightly
The price is $172
Sep 24 - Sep 25
Total with taxes and fees
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
A bedroom with a large bed, white curtains, and a view through the windows.

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
$449 nightly
The price is $489
Oct 5 - Oct 6
Total with taxes and fees
Cozy 3BR | Pet Friendly | Near Portland | Parking
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

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"We loved how old the inn was and how it was restored. Our room was so spacious and clean. We loved this place and would highly recommend!!! One thing, steep stairs but definitely worth it. Breakfast was good and staff was great. We loved it"
denise 1-night trip
Posted 1 hour ago
Inn at St John Portland In-Town

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 $161 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?

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.