
Holiday houses in Raymond
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Top-rated holiday rentals in Raymond
Guests agree: these stays are highly rated for location, cleanliness and more.

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the water on Panther Pond, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

Relaxing New England Lakeside Getaway
Newly remodeled lake front cottage with modern upgrades A peaceful lake perfect for relaxing, reading, morning coffee, and all things water related - swimming, all types of boating, paddle board, etc. Private dock, outside fire pit, grill, and deck Quartz counter tops, stainless steel appliances, and gas range stove along with a dining table make for a perfect setting for those who love cooking 15 min to Naples and 40 to Portland for nightlife Great for a romantic getaway or place to work!

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Cozy Family Home with Beach Access
Complete remodel with access to a private beach, boat ramp, and dock. This charming open floor plan ranch features 3 bedrooms, 1 bath, fireplace, 1st floor laundry, granite countertops, new appliances, and a lovely porch. Enjoy a large sandy beach area with picnic tables and kayak rack. The water gradually deepens, perfect for families. Close to 2 marinas, a restaurant, and a sandwich shop. Professionally remodeled with all new systems and finishes. Essentially a new home in a prime location.

Sebago Lake Waterfront Studio
Beautiful Lakehouse studio apartment located on Sebago Lake. A perfect spot to take in the gorgeous lake view w/sandy beach. The lake is great for swimming, boating, kayaking, and water activities. Backyard to enjoy lawn games, grill, and relax by the outdoor fire-pit. This space has a cozy modern feel, for a perfect summer vacation or fall leaf-peeping. Located within 40 minutes of Portland and the beautiful Maine coast. This space is furnished to sleep 4. Dock available for $100 per stay.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Great Escape - Picturesque Sebago Lake
Experience an intimate home with stunning Sebago Lake views. This inviting retreat features 4 bedrooms and 8 beds, ensuring a restful stay for up to 12 guests. The enormous kitchen island is perfect for gathering, whether preparing a family feast or enjoying casual conversations. Snuggle up by the propane fireplace in the living area, or spend evenings around the outdoor firepit, making s’mores under the stars. The breathtaking lake views create a serene backdrop for your vacation.

Cottage with private beach access to sebago lake
The Raymond Cottage is the perfect place for Families, couples and nature lovers. Two Bedrooms, fitted with Queen size beds. The House has been freshly renovated in january/february 2023, with all new furniture. 5 minutes from sebago lake, shopping and dining. Just 30 minutes from Portland, this is the perfect place for your Maine vacation. Access to a little private sand beach just 5 min walking distance down our road, it is shared with all on rd. Brand new shower in march 2025

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

Spacious Lakehouse +Private Dock+Firepit+Kayaks
Welcome to Salmon Point Lodge on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared with the friendly owners, this spacious 2,800 sq. ft. home offers the perfect mix of rustic charm and modern comfort. Whether you’re looking for a peaceful getaway or an outdoor adventure, this property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Indoor Fireplace -Ping Pong Table & Board Games -Washer & Dryer -Fully Equipped Kitchen

Private Beach + Sunsets | Accessible Sebago Lake
Wake up to breathtaking sunsets on Sebago Lake at this newly remodeled waterfront retreat. Enjoy 30 ft. of private sandy beach, kayaks, a canoe, bikes, fire pit, and a spacious yard for lakeside fun. Inside, relax in stylish comfort with full A/C and a bright, open layout. Thoughtfully designed with wheelchair accessibility including a ramp, wider doorways, and roll-in shower. Perfect for families, couples, or anyone seeking a peaceful and memorable Maine lake escape.
Popular amenities for Raymond holiday rentals
Stay near Raymond's top sights
Other great holiday rentals in Raymond

Amazing 2bed vaca home with sandy beach!

Private Hilltop Cabin, Lakes and Trails Abound..

Cheerful Home for your Maine Getaway

Luxurious Sebago Lake Cabin

'The Birches' Raymond Getaway w/ Beach & Boat Dock

Cozy Cottage on Big Sebago Lake

Sunlit Cabin Near Sebago Lake: Hikes, Stargazing

Sail Loft the perfect location!
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $455 NZD | $488 NZD | $483 NZD | $431 NZD | $483 NZD | $518 NZD | $602 NZD | $585 NZD | $488 NZD | $466 NZD | $474 NZD | $474 NZD |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
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 vacation rentals with a dedicated workspace in Raymond?
Yes! Work meets play with ease at over 110 vacation rentals in Raymond featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Raymond vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Raymond, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Raymond?
Raymond has more than 210 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Raymond?
Experience the best of Raymond with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Raymond have air conditioning?
Absolutely! We offer over 20 cabin rentals with air conditioning in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Raymond have wifi?
Absolutely! We offer over 130 house rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Raymond have a bbq area?
Absolutely! We offer over 100 house rentals with a bbq area in Raymond. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Raymond?
Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with wifi, over 100 homes with a bbq area, over 10 homes with a gym, over 100 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Raymond

Total holiday rentals
Explore 260 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 7,800 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
260 of Raymond holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Raymond rentals

4.9 Average rating
Raymond stays are highly rated by guests—averaging 4.9 out of 5!
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Popham Beach, Phippsburg
- Sunday River Resort
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





