
Vacation rentals in Raymond
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Raymond
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

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.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

Sunny Spot with Private Parking
This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

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.

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.

Cottage on Black Brook Preserve
This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.
Popular amenities for Raymond vacation rentals
Stay near Raymond's top sights
Other great vacation rentals in Raymond

Lil' Sebago Unit

Lakehouse Retreat on Jordan Bay, Sebago Lake

Cottage with private beach access to sebago lake

Beautiful Lakefront View, on Sebago Lake

Cozy 1BR w/ water access

Gorgeous 1BR apartment, walk to Sebago Lake

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Lovely Lakefront Cottage - Book Your Fall GetAway!
When is the best time to visit Raymond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $402 CAD | $383 CAD | $348 CAD | $348 CAD | $390 CAD | $417 CAD | $486 CAD | $472 CAD | $394 CAD | $348 CAD | $416 CAD | $355 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 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 $70 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!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Jersey City Vacation rentals
- Rentals with a firepit Raymond
- Rentals with a fireplace Raymond
- Rentals with a patio Raymond
- Rentals with beach access Raymond
- Cabin rentals Raymond
- House rentals Raymond
- Rentals with a kayak Raymond
- Rentals with a washer and dryer Raymond
- Pet-friendly rentals Raymond
- Cottage rentals Raymond
- Fitness-friendly rentals Raymond
- Family-friendly rentals Raymond
- Beachfront rentals Raymond
- Waterfront rentals Raymond
- Rentals with lake access Raymond
- Rentals with outdoor seating 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
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Cape Neddick Beach
- Palace Playland
- Conway Scenic Railroad
- Wildcat Mountain




