Raymond Holiday Rentals

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Holiday Rentals in Raymond

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake

Turtle Cove Sebago Lake Private Waterfront & Pool

9.2 out of 10, Wonderful, (5)
"There were 14 of us and we all had room to spread out. The guest cottage was perfect for my husband and me. Kids loved swimming to raft and paddle boarding. Fire pit was great for gathering round and s’mores. I personally loved the pool the best. Highly recommend this property!"
Turtle Cove Sebago Lake Private Waterfront & Pool

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is AU$249
includes taxes & fees
2 Mar - 3 Mar
The Weldon Hotel

Lakefront House with Private Sandy Beach

9.8 out of 10, Exceptional, (26)
"I would have given this property 5 stars except for the sketchy kitchen equipment. When traveling with pets it is often difficult to go out to eat. Therefore we made three meals a day and wished for 1)a toaster oven 2)electric kettle and 3) more hot pads, kitchen towels, and spatulas"
Lakefront House with Private Sandy Beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
Gorgeous ocean-front home with stunning beach views

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"This rental is adorable with so many thoughtful touches from the host. From the personalized card and snacks to the labels explaining most everything you'd like to know about the space, everything has been considered. A great base from which to explore a fun town."
The price is AU$348
includes taxes & fees
17 Feb - 18 Feb
Glorious getaway on Portland's Eastern Promenade.

2 duplex

3.5 star property
2.0 out of 10, (1)
2 duplex

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

9.8 out of 10, Exceptional, (112)
"When we arrived at the property, it was exactly as described in the listing and even a little larger than we expected. The setting was beautiful and so peaceful! I loved watching the water from my seat around the fire and listening to all of the woodland creatures going about their day. My son also loved that it was a "classic" Maine Camp.... it was just like one would imagine. We would definitely recommend and stay here again."
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (103)
"A great place for people looking to explore Portland. Clean, comfortable and with great communication by our host, we’d recommend it for any group looking for a home base in the area."
The price is AU$776
includes taxes & fees
17 Feb - 18 Feb
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (40)
"Great place.... Very clean and everything you will need to stay. It was three levels and it had supplies needed for the beach (Beach wagon, chairs, towel, sand toys...). We stayed off season so most of the houses were vacant. We would definately come back again. I did send two messages to the owner, but did not get a response. "
The price is AU$785
includes taxes & fees
23 Feb - 24 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.4 out of 10, Exceptional, (26)
"This 2 bedroom cottage was perfect for our 3 day stay.Location was a 10 minute walk to the boardwalk.Would like to come back in the summer."
The price is AU$342
includes taxes & fees
25 Feb - 26 Feb
Large 2BD cottage 10 min to Pier & Beach Pets ok

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is AU$298
includes taxes & fees
17 Feb - 18 Feb
Adorable Portland getaway on the Eastern Promenade

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

9.6 out of 10, Exceptional, (55)
"This house exceeded my expectations and the owner, Jason was wonderful! I rented this beautiful house for my annual Christmas Eve party. It was more than perfect and there was plenty of room for everyone. The pool table was a nice activity for some good family competition. I highly recommend this property and would definitely stay here again. "
The price is AU$1,980
includes taxes & fees
18 Feb - 19 Feb
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Romantic getaway for 2 small and simple Winter's Back

10.0 out of 10, Exceptional, (291)
"A lovely conferable place"
Romantic getaway for 2 small and simple Winter's Back

Fall In Love With Portland!

9.6 out of 10, Exceptional, (110)
"We had a great time at Nick's apartment, it is spaceous and tastefully furnished. We were able to feel right at home and used the kitchen every day, the dining room had space for all of us which made for some great holiday meals together. The location is nearly unbeatable with just two blocks to the promenade by the water and a short walk to downtown. Congress Street, which is 50 yards from the front door, has a really cool vibe with bars, cafes and restaurants. Yet, you are clearly nestled in a...
The price is AU$776
includes taxes & fees
17 Feb - 18 Feb
Fall In Love With Portland!

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is AU$574
includes taxes & fees
18 Feb - 19 Feb
Cozy, Elegant and Bright 2 bed in the East End

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!
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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Other types of properties in Raymond you may be interested in

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1470)
"Fantastic experience top to Bottom. Thank you all! "
The price is AU$285
includes taxes & fees
2 Mar - 3 Mar
Portland Harbor Hotel

Ramada Plaza by Wyndham Portland

3.0 star property
7.6 out of 10, Good, (1021)
"Quick and easy check in. Friendly host. Clean rooms. Quiet. Not much more you can ask for. "
The price is AU$163
includes taxes & fees
23 Feb - 24 Feb
Ramada Plaza by Wyndham Portland
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.

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?

6 bedroom waterfront cabin -enjoy beautiful sunsets!: This highly rated holiday home rental in Raymond is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Raymond?

With 83 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?

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 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.