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Compare 732 Vacation Homes in Raymond with updated reviews, rates, and availability.

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

Maine Cottage

9.8 out of 10, Exceptional, (74)
"We loved everything about our stay! "
Maine Cottage

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (11)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
The price is SAR 642
SAR 1,703 total
includes taxes & fees
27 Mar - 28 Mar
Spacious Country Home Freeport, Only 5 min to LL Bean!

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is SAR 600
SAR 1,563 total
includes taxes & fees
30 Mar - 31 Mar
Elegant condo - walk to Portland's best restaurants & Old Port

Prime City Living Townhouse by RedAwning

2.0 star property
8.0 out of 10, Very Good, (1)
"It was very convenient. "
The price is SAR 617
SAR 1,934 total
includes taxes & fees
31 Mar - 1 Apr
Prime City Living Townhouse by RedAwning

Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach

7.4 out of 10, Good, (11)
"House was clean. The trash in the yard was over turned and spilling everywhere when we got there and there was a ton of it but it was picked up within 2 hours of us being there. Comfy house, cute. We couldn’t use the back deck there are holes in the deck covered by carpets. Great location overall we had a great family vacation with two families."
Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
Convenient Portland home 3 miles from Downtown

Huge Historic Downtown Townhome

10.0 out of 10, Exceptional, (1)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
The price is SAR 981
SAR 1,658 total
includes taxes & fees
1 Apr - 2 Apr
Huge Historic Downtown Townhome

Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (7)
" Cool loft. Convenient location. Nice amenities. Family enjoyed. Would return."
Luxurious Penthouse with Modern Design in Downtown

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (178)
"This is the most gorgeous, family friendly home and in such a beautiful location!!!! We want to live here. We brought 4 kids for a dog sledding trip. House feels remote but is close to town. The main town of Freeport is just a few min away - nice restaurants and shopping (LL Bean flagship store). It was very cold while here and snowed 12 inches but the home was always warm. Very well stocked kitchen. On the water with spectacular views. We can’t wait to come back!! LOVE IT!! "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Stealing Time at OOB with a 8 minute walk to the Beach!

10.0 out of 10, Exceptional, (16)
"Great property! Lots of space and really anything you could think to need in your own home! When we arrived Sunday unfortunately the living room TV was broken and it was cold and rainy. They brought in a new one on Wednesday. The central AC downstairs worked great but it was quite warm upstairs. The people we worked with were available for any questions at any time! As we had children we didn’t make take a walk to the beach but it was certainly a close drive! Would reccomend"
Stealing Time at OOB with a 8 minute walk to the Beach!

Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

10.0 out of 10, Exceptional, (15)
"Beautiful place very clean owner was very responsive!"
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

Beachwood Cottage by Bayley Vacation Rentals

10.0 out of 10, Exceptional, (11)
"We had a fantastic stay in this beach house. We within a very short distance of many great amenities, including a beach side carnival. We were able to explore Portland and the nearby beaches. The house has a lovely patio where we played games and even made s'mores in the backyard. "
Beachwood Cottage by Bayley Vacation Rentals
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 property types 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, (46)
"Beautiful clean house right on Jordan Bay, Sebago Lake. Wonderful spot to get on the lake for some ice fishing! Would love to come back. Four stars overall only because neither of the two fire places worked and one of the entrance doors was broken upon arrival."
The Great Escape - Picturesque Sebago Lake

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (47)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is SAR 603
SAR 657 total
includes taxes & fees
6 Apr - 7 Apr
The Weldon Hotel
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.