
Raymond vacation rentals
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Top-rated vacation rentals in Raymond
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Raymond fishing vacation rentals

Luxury Cottage Getaway with semi-private beach
Jennifer's Home is wonderful. This is the second time we stayed there. The place was immaculate, the kitchen is excellent with everything you would need. Loved some of the suttle touches made to the place since last time. Jennifer has a special place and we will be back!

Naughty Dog Private Island Log Cabin
This trip was a very last minute thing for us. Our 4 year old pup was diagnosed with cancer and we just want him to be happy whether he has to leave us tomorrow or in two years. Kent made everything so perfect for us. With our dog going through chemo, he’s been “off” lately. We Didn’t know how he’d be with other people or dogs, he’s been weird when I HUG him sometimes… just going through it, ya know? Kent arranged times for us to go on the ferry with no other guests just to help us and our pup feel comfortable. It was the best trip ever. I cannot tell you how badly you need this trip😂. It couldn’t have been better. Make sure to use bug spray (or just have a fire going all the time, the bugs don’t like that haha), bring at least two books if you’re a reader, it’s AMAZING! GO OUT ON THE KAYAKS! Check out stars at night! Our first night we were stargazing and I saw THREE shooting stars and I finally looked up why I saw so many in such a short time and there was a meteor shower happening!

Lakefront Log Cabin escape-boats-fishing-hot tub
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!

The Chalet~ 4 bed Lakefront Family Vacation
We stayed for two weeks in November. Absolutely lovely and a wonderful stay. Loved the personal touches and extra effort. Such a fun guest book too!! Clearly a home that has hosted so many memories. We will miss it!

Relax by a Quiet Lake
Was a great place to get away from the city hustle and bustle and was a nice way to recharge and recenter

Updated waterfront 3bd/2ba on Balch Lake
We had a wonderful stay at this charming lake house! The place was clean and comfortable and it truly felt like a home away from home. Our host was incredibly friendly and responsive, making the check-in process seamless. The bunk beds were a huge hit with the kids – they absolutely loved having their own little space! We had so much fun kayaking on the lake and even managed to do a bit of fishing. The peaceful surroundings made our stay special. Highly recommend if you’re looking for a quiet spot!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Cottage on Pickerel Pond
We had a great time. Got to kayak around the pond several times. The jet skis and other motor boats and the gravel place were a little loud at times. That was my only complaint.
Raymond house rentals

Sunday River Bethel Village ! Walk to Restaurants
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!

Beautiful, Peaceful, Maine Getaway House
My fiancé and I recently had the pleasure of staying at a lovely dog-friendly house in Lebanon, Maine, and I can't recommend it enough! From the moment we arrived, we felt right at home. The property was spacious, clean, and beautifully decorated, making it the perfect retreat for both humans and our furry friends. The backyard was a highlight, providing plenty of space for our dogs to run around and play. The location was also fantastic, with easy access to nearby walking trails and dog-friendly things to do in the area. Overall, this Airbnb exceeded our expectations, and we can't wait to return for another stay! Highly recommend it for anyone looking to enjoy a getaway with their pet!

2 bed house w/king bed, pets & off-street parking!
Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.

Summer Vacation Rental with 3 beds/2 bath
This place is within walking distance to the beach, miniature golf, restaurants, an amusement park and a place that will steam lobsters for you. We went to the lobster place twice to bring these large beauties home. 1 bathroom was upstair with the bedrooms, and 1 downstairs. There is a picnic table for outdoor dining. Our family of 4 adults and 2 children had a great vacation with weather in the 70s and being from Texas where the temperature was 100+, it was heaven.

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

Modern & Sunny East End House. Private Parking!
Our family of four thoroughly enjoyed our stay at Jennifer’s! She was so kind to provide a pack & play for our baby and send over a long list of family friendly restaurant recommendations. We used many of her suggestions. Very comfortable stay in a beautiful sunny home!

Beautiful Home In Gorham Maine
Rob and Nate’s place is excellent. We had a great stay. Rob and Nate are very communicative and provide clear instructions - we also appreciated the recommendations in their house manual. The apartment itself is very nice and looks as the photos show, and the backyard/garden was even nicer than pictured. We had a great stay and recommend it to all.

Entire House in Portland!
Ned and Rachael were incredible hosts. They made us feel special for the weekend and were extremely responsive and respectful of any requests we had. The place is absolutely beautiful with comfortable beds, and the location is close to downtown. This was my second time staying here and it was great each time!
Raymond fishing house rentals

Lake House with a View!
We had a great weekend at Paul & Bonnie’s home. The house looks just like the pictures, the views were amazing, and the kids had a great time sledding. Paul & Bonnie were able to accommodate us with an earlier check in and were responsive and friendly.

Open concept 4 bedroom Lakehouse
Great winter weekend stay in Maine, the house was very cozy and perfect for our group. The location is perfect for access to the ski mountains and the town as well. Overall highly recommend Roman’s place, I’m sure it is just as beautiful in the summer!

Cozy lakeside home with a separate bunk house
Loved this place. Great views of the lake. Perfect to spend the weekend and relax

Private Lake House with Docks & Views for Days
Fantastic spot. We stayed in the fall. It was quiet on the lake. We enjoyed SUPing and Kayaking. Was happy to find “one earth” natural grocer up the road a bit. We enjoyed a fire in the wood stove every night. The Loons were a special treat too. It is steep and lots of stairs to the water but worth the climb. :) Lea was so accommodating and responded immediately to every inquiry. Hoping to book again next fall!

Waterfront Farmhouse with Modern Flair!
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

Lake Winnipesaukee House with Slip, Kayaks, Views!
Karen’s home is perfect and so comfortable for a family getaway. We had the most peaceful time in the most beautiful home and setting. Karen is a wonderful host. Thank you for sharing your amazing home.

2 BR Waterfront house with stunning view.
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.

Quiet Lake House
We had an awesome stay at this cozy, comfortable cottage—perfect for two families after a full day on the slopes. Every afternoon, we came back to the quiet and warmth of the cabin, made great meals in the super-cute kitchen, built a fire in the wood stove, and played board games around the big table. The kids loved the bunk room (especially having their own book lights!), and everything was easy to find and use. The shower was great, the space was inviting and there were many thoughtful touches such as plenty of hooks for hanging ski gear! We really appreciated how the family updated the cabin while keeping its historic charm. Such a great spot—would absolutely stay again! Thanks for making us feel so welcomed and comfortable!
Quick stats about vacation rentals in Raymond
Total rentals
260 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Raymond?
Yes! Work meets play with ease at over 120 vacation rentals in Raymond featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Raymond?
Four-legged friends are welcome in Raymond. Choose from more than 90 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Raymond?
Raymond has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cottage rentals in Raymond have a bbq area?
Absolutely! We offer over 40 cottage rentals with a bbq area in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Raymond have wifi?
Absolutely! We offer over 120 house rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Raymond?
Experience the best of Raymond with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Raymond have a gym?
Absolutely! We offer over 10 house rentals with a gym in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Raymond have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Raymond. Enjoy a tailored experience with all the comforts you desire.
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- Wells Beach
- Sunday River Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Surfside Beach
- Wildcat Mountain
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Sunday River Golf Club
- Pemaquid Beach
- Bald Peak Colony Club
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
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