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Raymond Vacation Rentals

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Raymond vacation rentals

Interior
Sunny Spot with Private Parking.

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
$184 nightly
The price is $201
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunny Spot with Private Parking.
Smart TV
Pine Point Beach private, quaint, charming studio.

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
2.0 star property
10.0 out of 10, Exceptional, (24)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
$182 nightly
The price is $198
Dec 25 - Dec 26
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Outdoor dining
Peaceful & minutes from the Old Port with private parking

Apartment in Knightville

Peaceful & minutes from the Old Port with private parking
9.8 out of 10, Exceptional, (7)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
$197 nightly
The price is $215
Jan 4 - Jan 5, 2026
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Outdoor dining
Modern, Luxurious, Cabin in the Woods - 17

Cabin in Freeport

Modern, Luxurious, Cabin in the Woods - 17
10.0 out of 10, Exceptional, (3)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
$272 nightly
The price is $296
Dec 28 - Dec 29
Total with taxes and fees
Modern, Luxurious, Cabin in the Woods - 17
Exterior detail
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

Adorable Portland getaway on the Eastern Promenade
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
$149 nightly
The price is $162
Dec 25 - Dec 26
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
$145 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
Interior
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment

Apartment in Auburn

Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
9.6 out of 10, Exceptional, (8)
"My daughter and I loved our stay at this property. Access instructions were communicated clearly and the location was safe and comfy. Definitely would recommend for visitors to Auburn/Lewiston area."
United States
Judith P.
$332 nightly
The price is $362
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
Beach
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (122)
"The house was clean and homey…everything was well stocked and supplies were even there for our pet…great access to the highway…the views were beautiful…would definitely recommend! "
United States
Michelle M.
$275 nightly
The price is $300
Dec 28 - Dec 29
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
$208 nightly
The price is $227
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Condo in Willard Beach

Arlie`s Digs! - One Block To Willard Beach!
10.0 out of 10, Exceptional, (62)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
$301 nightly
The price is $328
Jan 4 - Jan 5, 2026
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Fridge, microwave, oven, stovetop
Waterfront Access with Kayaks, Private Deck and a Firepit

Cabin in Gray

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveler
$646 nightly
The price is $712
Jan 5 - Jan 6, 2026
Total with taxes and fees
Waterfront Access with Kayaks, Private Deck and a Firepit
Exterior
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

Vacation Home in Casco

5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
10.0 out of 10, Exceptional, (14)
"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.
$645 nightly
The price is $652
Dec 25 - Dec 26
Total with taxes and fees
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Interior
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Cottage in Old Orchard Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
8.0 out of 10, Very Good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
$195 nightly
The price is $213
Jan 5 - Jan 6, 2026
Total with taxes and fees
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Property grounds
Manor Suite,cozy newly renovated,downtown & beach

Vacation Home in Bridgton

Manor Suite,cozy newly renovated,downtown & beach
10.0 out of 10, Exceptional, (1)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
$155 nightly
The price is $169
Jan 13 - Jan 14, 2026
Total with taxes and fees
Manor Suite,cozy newly renovated,downtown & beach
1 bedroom, free WiFi, bed sheets
Cute Intown suite

Apartment in Auburn

Cute Intown suite
9.6 out of 10, Exceptional, (8)
"From the booking to the stay, it’s been perfect!"
United States
Mary F.
$128 nightly
The price is $140
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cute Intown suite
1 bedroom, desk, free WiFi, bed sheets
Spacious Studio Near Sebago Lake

Apartment in Windham

Spacious Studio Near Sebago Lake
2.0 star property
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
$124 nightly
The price is $135
Dec 30 - Dec 31
Total with taxes and fees
Spacious Studio Near Sebago Lake
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Apartment in Munjoy Hill

Charming Studio apartment with WiFi, AC in welcoming Portland
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
$197 nightly
The price is $214
Dec 29 - Dec 30
Total with taxes and fees
Charming Studio apartment with WiFi, AC in welcoming Portland
Sun loungers
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Apartment in Downtown Saco

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
10.0 out of 10, Exceptional, (17)
"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"
United States
Ryan S.
$298 nightly
The price is $324
Dec 29 - Dec 30
Total with taxes and fees
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Condo in Old Orchard Beach

Escape to the Beach! Cozy Condo in downtown OOB.
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
$188 nightly
The price is $205
Dec 25 - Dec 26
Total with taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Dining
Charming West End Hideaway. Private Parking

Apartment in West End

Charming West End Hideaway. Private Parking
10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
$190 nightly
The price is $207
Dec 25 - Dec 26
Total with taxes and fees
Charming West End Hideaway. Private 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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Yes"
Norman 1-night trip
Posted 1 day ago
Tru by Hilton Portland Airport Area

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 $140 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?

Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!: Visitors give good reviews to this Raymond vacation home rental, which is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Raymond?

With 82 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 Panther Pond 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.