
Vacation rentals in Raymond
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Top-rated vacation rentals in Raymond
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LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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 SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.

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.

Rustic Pebble Cottage in beautiful Bridgton, Maine
Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a hammock, very quiet retreat. Please note it's old!

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the waterline, 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.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.
Popular amenities for Raymond vacation rentals
Stay near Raymond's top sights
Raymond fishing vacation rentals

Treehouse With Hot Tub Close to Sunday River!

The Bunkhouse at Sebago Lake

Fish Tales Cabin

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Kayak to the Causeway-50s cottage with modern vibe

Private cabin w hot tub,skiing,firepit & mountains

Downtown Naples guesthouse. Steps from causeway
Raymond house rentals

Lakefront Getaway

Mirror Pond Cottage

Beautiful +Nostalgic + Coastal Maine Cottage

Dreamy Mountain Views w/ Hot Tub + Wood Stove

Beautiful Coastal Maine Getaway

Private Lake House, Firepit & Amazing Sunset Views

Beautiful Home In Gorham Maine

Spacious Cozy Home in Freeport, ME
Raymond fishing house rentals

Lakehouse Retreat on Jordan Bay, Sebago Lake

Beautiful lake-side home close to Portland Maine

Tranquil Pondside Retreat

Cottage with private beach access to sebago lake

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Sebago Lake Winter House • Near Windham • Family

Beautiful Lakefront View, on Sebago Lake

Cozy 1BR w/ water access
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,460 GYD | G$57,531 GYD | G$52,301 GYD | G$52,301 GYD | G$58,577 GYD | G$62,761 GYD | G$73,012 GYD | G$70,920 GYD | G$59,204 GYD | G$52,301 GYD | G$62,552 GYD | G$53,347 GYD |
| 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 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 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.
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 cabin rentals in Raymond have wifi?
Absolutely! We offer over 30 cabin rentals with wifi in Raymond. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Raymond?
Experience the best of Raymond with our cabin 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 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 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.
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 10 homes with a gym, over 100 homes with a bbq area, over 110 homes with air conditioning, 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 G$10,460 GYD 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 & 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

Wi-Fi availability
260 of Raymond vacation 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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- Rentals with lake access Raymond
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- Family-friendly rentals Raymond
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- Fitness-friendly rentals Raymond
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- Beachfront rentals Raymond
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- East End Beach
- Pemaquid Point Lighthouse
- Willard Beach
- Diana's Baths
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Cape Neddick Beach
- Crescent Beach State Park
- Conway Scenic Railroad
- Palace Playland
- Wildcat Mountain




