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Top Holiday Rentals in Raymond

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
10.0 out of 10, Exceptional, 4 reviews
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
10.0 out of 10, Exceptional, 51 reviews
"My third time staying here. The house is immaculate, great location, lots to do at the house and in the area. Thank you so much and I look forward to returning again."
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
Magical Lakeview Cottage on Frye Island, ME
9.4 out of 10, Exceptional, 12 reviews
"Very nice and quiet!"
Magical Lakeview Cottage on Frye Island, ME
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Sensational House on Sebago Lake, Raymond, ME
10.0 out of 10, Exceptional, 34 reviews
"We had a wonderful time the place was beautiful plenty of room for everyone Our daughter got engaged on the dock weather was great didn’t want to leave"
Sensational House on Sebago Lake, Raymond, ME
2 duplex
3.0 star property
2 duplex
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, 8 reviews
"This property isn't large, but was absolutely perfect for a quick getaway for my husband and me. The owners were extremely responsive, and provide you with all of the kitchen/bathroom essentials that you need. The condo was very clean, in walking distance to shops/restaurants/the pier, and the beach is just a short walk across the street. We look forward to renting here again in the future!"
The price is £291
includes taxes & fees
17 Jun - 18 Jun
NEW TO THE MARKET - 1 block from the beach!
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, 76 reviews
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, 25 reviews
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
2 min walk to the beach. Pet friendly condo
8.8 out of 10, Excellent, 26 reviews
"Overall a good stay for the price and convenient to everything. Kinda dated and could use some upgrades. "
The price is £257
includes taxes & fees
17 Jun - 18 Jun
2 min walk to the beach. Pet friendly condo
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, 68 reviews
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, 12 reviews
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, 20 reviews
"This apartment is fantastic! Great location, perfectly appointed, and Dena was awesome with her communications. The roof deck is a great bonus."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, 47 reviews
"My two sisters and I loved everything about the place especially the kitchen and the temperature control via AC or heat. The only concern about the place is that it took 1-3 tries each time we had to unlock the front door by code. There was supposed to be music to help but couldn't really hear anything. May need some attention but have to admit we never alerted anyone at the time thinking it was related to our ineptitude! I tried to do this review on the Vacasa site but the page never came up...
The price is £393
includes taxes & fees
18 Jun - 19 Jun
Elegant condo - walk to Portland's best restaurants & Old Port
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very good, 33 reviews
"I rated this property a 4 and not lower because of its location. It is front-facing to the ocean, and that is always a gem in my book. Sleeping to the sound of the waves is amazing. The property management (Vacasa) was flawless in their communication and the housekeeping staff did a great job cleaning what they were responsible for cleaning. BUT....... this unit is in dire need of some deep cleaning and at a minimum some TLC in painting and in fixing what doesn't work (i.e., windows, toilet...
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is £660
includes taxes & fees
17 Jun - 18 Jun
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, 89 reviews
"Six of us stayed for our daughter's graduation. Nicely appointed property! We were able to walk to dinner, and it was a short drive to our other activities. Highly recommend!"
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, 27 reviews
"I had an unexpected death in the family. Unfortunately could not make the trip.. John was a great communicator.. hopefully we can try again another time.. I would try with John again.."
Cozy, Elegant and Bright 2 bed in the East End
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, 36 reviews
"This home is at such a great location. It was so easy to walk to great restaurants, shops, and other points of interest. The building is a charming townhouse on a pretty street and the interior is well- appointed, neat and clean. All the essentials plus some extras were supplied, from coffee to personal care items. Having dedicated parking was key. We very much appreciated how responsive the hosts were. They promptly answered questions and made sure we had everything we needed for a great stay."
The price is £521
includes taxes & fees
3 Jul - 4 Jul
Completely remodeled 2 bedroom apartment in Portland's West End
350 Yards to the beach. Pet friendly!
8.4 out of 10, Very good, 24 reviews
"Unit was clean but small enough for privacy"
The price is £221
includes taxes & fees
20 Jun - 21 Jun
350 Yards to the beach. Pet friendly!
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, 17 reviews
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is £257
includes taxes & fees
17 Jun - 18 Jun
Large 2BD cottage 10 min to Pier & Beach Pets ok
Don't see what you're looking for?
See all available properties in Raymond
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.

Raymond Holiday Rental Travel Info

Number of holiday rentals
17
Popular accommodation
Raymond private holiday homes
Known landmarks
Sebago Lake State Park, Seacoast Adventure and Maine Wildlife Park
International airport
Portland, ME (PWM-Portland Intl. Jetport)

Other types of properties in Raymond you may be interested in

Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
10.0 out of 10, Exceptional, 51 reviews
"My third time staying here. The house is immaculate, great location, lots to do at the house and in the area. Thank you so much and I look forward to returning again."
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, 1,611 reviews
"Solid stay and easy check in process "
The price is £100
includes taxes & fees
23 Jun - 24 Jun
Casco Bay Hotel, Ascend Hotel Collection
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, 1,050 reviews
"Kids love the cookies right by the entrance. "
The price is £220
includes taxes & fees
30 Jun - 1 Jul
The Westin Portland Harborview
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.

Everything you need to know about Raymond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Raymond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Raymond holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Raymond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Raymond holiday rentals we have selected for you start as low as £221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Raymond?

Yes, there are holiday rentals close to the most popular sights in Raymond, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Raymond has to offer?

Elegant condo - walk to Portland's best restaurants & Old Port: This holiday home rental outside of Raymond is in the city centre, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Raymond?

With 79 Expedia holiday rentals, you're guaranteed 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, Sebago Lake and Crescent Lake are other places worth a visit.

What’s a holiday rental in Raymond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Raymond. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of Raymond properties
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