Raymond Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Raymond

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (47)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (7)
"Phenomenal property with everything and more. Amy was a gracious host, easy to communicate with, and had a robust binder full of information and recommendation that makes weekend planning a breeze. The home was spacious and clean with all the amenities one could ask for. The outdoor space is truly a stunning 180 degree view of beautiful Sebago. We enjoyed hanging out on the dock and playing lawn games and renting pontoons to check out Frye island and the sandbar. Truly a unique home and...
Private Lakefront Estate with 180 Degree Views

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

7.8 out of 10, Good, (14)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (54)
"Very clean and comfortable."
The Great Escape - Picturesque Sebago Lake

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (81)
"Absolutely beautiful place to stay. "
The price is ¥38,383
¥52,983 total
includes taxes & fees
Oct 31 - Nov 1
The Weldon Hotel

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (64)
"Our stay was perfect. The house allowed for us to sleep 17 people comfortably, eat together, cook in teams for a progressive dinner and spread out all at the same time. Jason was quick to answer questions, and he provided excellent suggestions for places to eat and shop. We could not be more pleased with our stay. Thank you, Jason!!"
The price is ¥108,329
¥208,946 total
includes taxes & fees
Oct 1 - Oct 2
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

68 East Grand Ave

3.0 star property
8.6 out of 10, Excellent, (9)
"Property was very nice and close to the beach. Would stay there again. The front desk was extremely helpful as well. "
68 East Grand Ave

Bright and airy condo with beachfront access and walkable entertainment nearby

7.6 out of 10, Good, (4)
"Ease of beach access. "
Bright and airy condo with beachfront access and walkable entertainment nearby

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (48)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
The price is ¥21,064
¥72,038 total
includes taxes & fees
Oct 7 - Oct 8
Beach House ∆ Prime Location ∆ Steps to the Ocean

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

350 Yards to the beach. Pet friendly!

8.0 out of 10, Very Good, (34)
"Clean, easy access to everything! Fantastic stay will come again! Thank you!"
350 Yards to the beach. Pet friendly!

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.2 out of 10, Wonderful, (13)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (311)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (51)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.6 out of 10, Exceptional, (12)
"After a looong drive, it was a pleasure to land in our cozy tiny home cove. Carley’s cabin made a perfect home base—clean, comfortable, and thoughtfully stocked with everything we needed. The amenities were excellent, and it’s easy to forget you’re actually off the grid!Although we didn’t get a chance to use it, the outdoor patio is a beautifully put-together space and would be a great spot for gathering or relaxing.Carley was incredibly helpful when we ran into a few small issues and gave us...
The price is ¥36,779
¥45,273 total
includes taxes & fees
Oct 1 - Oct 2
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

2 min walk to the beach. Pet friendly condo

8.2 out of 10, Very Good, (39)
"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "
The price is ¥28,234
¥49,402 total
includes taxes & fees
Oct 4 - Oct 5
2 min walk to the beach. Pet friendly condo

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (63)
"My stay at the cottage was exactly what I needed, it’s an updated beachy vibe and excellent use of every space including some rainy day puzzles and books! The small fenced in yard was perfect for the furry family members, and you cant beat the location, such a close walk to the beach, and just far enough away from the busy OOB hustle! Would definitely stay again! "
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (7)
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Cozy Stay | Pool & Parking

4.0 out of 10, (2)
"Tiny rooms and unkempt property "
The price is ¥12,260
¥20,913 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Stay | Pool & 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Raymond Hotel Reviews

Find out more about Raymond

Find out more about Raymond

Search for holiday rentals in Raymond on Expedia! You can easily find your home rentals, villas, holiday apartments in Raymond using one of the methods below:

  • View our selection of featured holiday rentals in Raymond
  • Use the map to find apartments and other holiday homes in the Raymond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Raymond while they last

Look no further and take a look at our great range of rental properties in Raymond!

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?

Private Lakefront Estate with 180 Degree Views: Visitors give good reviews to this Raymond vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Raymond?

With 83 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.