
Vacation rentals in Raymond
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Top-rated vacation 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.

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.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

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

Lakehouse Retreat on Jordan Bay, Sebago Lake
Beautiful Lakehouse located on Sebago Lake. A perfect spot to take in the gorgeous lake view w/sandy bottom swimming area. The lake is great for swimming, boating, kayaking, and water activities. Backyard to enjoy lawn games, grill, and relax by the outdoor fire-pit. The house has a cozy modern feel, making a perfect summer vacation or ice fishing/snowmobile trip on the lake. Located within 30 minutes of Portland & Pleasant Mountain Ski Resort.

Coveside on Little Sebago
Stay at our lakefront home on Little Sebago Lake in Gray, Maine. Enjoy coffee on the patio, a beach with shallow entry for kids, and deep water at the dock for boating. View sunsets, gardens, wildlife, and stars. Summer rentals require a 7-day minimum. Located 4 miles from Gray Exit #63 of I-95, it's 2 hours from Boston, 30 minutes from Portland or Oxford Casino, 1 hour from Shawnee Peak, and 74 minutes from Sunday River.
Popular amenities for Raymond vacation rentals
Stay near Raymond's top sights
Other great vacation rentals in Raymond

Cheerful Home for your Maine Getaway

Cozy Waterfront Maine Retreat

Little Sebago Lake with boat dock

Trickey Moose Family Retreat | Fire Pit Kayaks

Sebago Lakehouse: Hot Tub and Private Beach Access

Lovely Lakefront Cottage - Book Your Fall GetAway!

Sebago Lake waterfront Cottage

Modern Cabin: Views, Hot Tub, 10 min Walk to Lake
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $400 CAD | $381 CAD | $346 CAD | $346 CAD | $388 CAD | $416 CAD | $483 CAD | $470 CAD | $392 CAD | $374 CAD | $381 CAD | $381 CAD |
| 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 120 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 cabin rentals in Raymond?
Raymond has more than 20 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Raymond?
Experience the best of Raymond with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Do cottage rentals in Raymond have wifi?
Absolutely! We offer over 50 cottage rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Raymond have a bbq area?
Absolutely! We offer over 30 cabin 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 Cottage Rentals in Raymond?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 40 homes with a bbq area, over 30 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Raymond

Total vacation rentals
Explore 270 vacation rentals in Raymond

Nightly prices starting at
Raymond vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 7,970 verified reviews to help you choose

Family-friendly vacation rentals
220 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
260 of Raymond vacation rentals include wifi 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
- Sunday River Resort
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- King Pine Ski Area
- Cape Neddick Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Diana's Baths
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad




