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.

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Top Guest favourite
A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.
Cottage in Raymond
4.92 out of 5 average rating, 125 reviews

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.

Guest favourite
A serene lake view is captured from the backyard, featuring a private dock extending into the calm water. Four black chairs surround a fire pit on a grassy area, with trees framing the scene. Soft reflections of the sky and surrounding nature are visible on the water's surface.
Cottage in Raymond
4.92 out of 5 average rating, 64 reviews

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!

Top Guest favourite
A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.
Home in Windham
4.95 out of 5 average rating, 191 reviews

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.

Guest favourite
A spacious living area features a comfortable sectional sofa, a neutral area rug, and a brick fireplace. A mounted television is positioned above the fireplace, and large windows allow natural light to fill the space. The open design connects to a dining area in the background.
Home in Raymond
4.95 out of 5 average rating, 40 reviews

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.

Guest favourite
A serene waterfront scene is presented, showcasing a calm lake framed by trees. In the foreground, a small dock extends into the water alongside a moored boat. Rocky shorelines feature boulders partially submerged, adding to the natural beauty of the landscape.
Guest suite in Raymond
4.96 out of 5 average rating, 95 reviews

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.

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 188 reviews

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!

Guest favourite
A charming home nestled among trees, with a spacious deck extending from the front. Large windows offer views of the serene surroundings, while a pathway leads from the house to the water's edge. The exterior features a mix of natural elements and a carefully maintained yard.
Cottage in Raymond
4.91 out of 5 average rating, 66 reviews

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.

Top Guest favourite
The kitchen features a spacious island with seating for four and a modern design. Recessed lighting complements bright fixtures above the island. Countertops are finished in dark stone, and stainless steel appliances are visible, enhancing the inviting kitchen space.
Home in Gray
4.98 out of 5 average rating, 83 reviews

cozy 3 bedroom ranch with deck and screen porch

Discover Maine in this spacious and serene space. Located within 5 miles to Gray turnpike or Windham shopping. On top of Adams hill one mile to Little Sebago lake. Recreational Trails on property for hiking, skiing, biking and 4 wheeling. It is advised to check ATV clubs and snowmobile clubs before deciding to come just for those activities, Ocean beaches, Old Port shopping dining and lake access near by. Great central location looking for space while visiting friends or family.

Top Guest favourite
A charming single-family cottage is set amidst a spacious yard with well-maintained grass. A wooden staircase leads to the entrance, flanked by plants. The exterior features a neutral color palette, with a sloped roof and distant trees visible in the background.
Home in Raymond
4.92 out of 5 average rating, 65 reviews

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

Guest favourite
A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.
Cabin in Raymond
4.92 out of 5 average rating, 173 reviews

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.

Top Guest favourite
An aerial view captures a serene lakeside scene surrounded by lush greenery. The expansive blue water of the lake reflects the sky, while the home is nestled among the trees, providing a sense of tranquility and seclusion.
Home in Raymond
4.96 out of 5 average rating, 26 reviews

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

Guest favourite
Bungalow in Raymond
5 out of 5 average rating, 13 reviews

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

When is the best time to visit Raymond?

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Avg. price$460 NZD$493 NZD$488 NZD$436 NZD$488 NZD$523 NZD$608 NZD$591 NZD$493 NZD$471 NZD$479 NZD$479 NZD
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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 apartment rentals in Raymond?

    Experience the best of Raymond with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Raymond have air conditioning?

    Absolutely! We offer over 30 cottage rentals with air conditioning in Raymond. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Raymond have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.

  • 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 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 Cabin Rentals in Raymond?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with wifi, over 40 homes with a bbq area, over 20 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 $87 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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