---
title: "Bailey Island Vacation Rentals from CA $88: Short-Term Rentals for 2026 | Expedia.ca"
description: "Bailey Island Vacation Rentals: find great deals on private apartments, homes, villas, cottages and other vacation properties in Bailey Island with Expedia.ca"
canonical: "https://www.expedia.ca/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T10:32:25Z
---

Plan your trip

- [Bailey Island Travel Guide](https://www.expedia.ca/Bailey-Island.dx6046825)
- [Hotels in Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)
- [Flights to Bailey Island](https://www.expedia.ca/Cheap-Flights-To-Bailey-Island.d6046825.Travel-Guide-Flights)
- [Car Rentals in Bailey Island](https://www.expedia.ca/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)
- [Bailey Island Vacation Packages](https://www.expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides)

# Bailey Island Vacation Rentals
![A wooden bridge over water with a yellow kayak, boats, and a motel in the background.](https://images.trvl-media.com/place/6046825/abc74bd3-1c5b-4c7b-b1d0-9f32b2a38ca6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 14–15, 2026](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&sort=VACATION%5FRENTAL)

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## Our top choices for Bailey Island vacation rentals

### [1\. Sunset Hideaway on Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels-Sunset-Hideaway-On-Bailey-Island.h103524000.Hotel-Information)

![A rocky shoreline at sunset with calm water and distant land.](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103524000/aa6b0342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Harpswell
- Guest rating: 9/10 (Wonderful, 8 reviews)
- Price: CA $109, CA $265 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: The views from the home were amazing! The home was cozy and had everything we needed for our stay. The host was great with communication and quick to reply. We were very happy with our stay and are grateful for the ability to stay here., by Elizabeth M.

### [2\. Orchid Harbor, Bailey Island 3BR](https://www.expedia.ca/Bailey-Island-Hotels-Orchid-Harbor.h103524025.Hotel-Information)

![A rocky shoreline at sunset with calm water and distant land.](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/f2588ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Harpswell
- Guest rating: 10/10 (Exceptional, 13 reviews)
- Price: CA $235, CA $564 total, includes taxes & fees, Dec 13 - Dec 14, for Our top choices for Bailey Island vacation rentals
- Review: Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again., by Jane D.

### [3\. Bird Watching Paradise @ Waterfront Harpswell with Private Deck](https://www.expedia.ca/Harpswell-Hotels-Bird-Watching-Paradise-Waterfront-Harpswell-With-Private-Deck.h114242312.Hotel-Information)

![A modern kitchen with a large island, dark cabinetry, and a view of a lake.](https://images.trvl-media.com/lodging/115000000/114250000/114242400/114242312/cbffb714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Harpswell
- Guest rating: 10/10 (Exceptional, 3 reviews)
- Price: CA $221, CA $460 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Bailey Island vacation rentals
- Review: Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!, by Kate K.

### [4\. Mid Coast Getaway w/ water views](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information)

![A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/594f2bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Point
- Guest rating: 9.2/10 (Wonderful, 12 reviews)
- Price: CA $150, CA $289 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!, by Rebecca

### [5\. Studio Apartment in Freeport](https://www.expedia.ca/Freeport-Hotels-Studio-Apartment-In-Freeport.h122232985.Hotel-Information)

![A modern interior with a dining area, a living room, and a kitchen.](https://images.trvl-media.com/lodging/123000000/122240000/122233000/122232985/145c4246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Guest rating: 10/10 (Exceptional, 4 reviews)
- Price: CA $89, CA $201 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it., by Susan S.

### [6\. 2 bedroom w/ expansive water views](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

![A deck with red cushions, overlooking a body of water and buildings.](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/9f336acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Point
- Guest rating: 9.8/10 (Exceptional, 7 reviews)
- Price: CA $187, CA $324 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Bailey Island vacation rentals
- Review: Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race., by Gregory M.

### [7\. Mere Point Sunrise Views at Eastern Shore!](https://www.expedia.ca/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information)

![A house with a stone pathway leading to the front door, surrounded by lush greenery and a lake view.](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/62d47a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Guest rating: 9.8/10 (Exceptional, 10 reviews)
- Price: CA $172, CA $496 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here., by James C.

### [8\. Full sized home](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

![A wooden deck with outdoor seating and string lights.](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Harpswell
- Guest rating: 9.8/10 (Exceptional, 80 reviews)
- Price: CA $285, CA $498 total, includes taxes & fees, Dec 1 - Dec 2, for Our top choices for Bailey Island vacation rentals
- Review: Great house! Enjoyed our stay very much. Comfortable, clean, and many nice extra touches i.e. games, books., by Jill J.

### [9\. Quiet Spot in lovely Freeport neighborhood](https://www.expedia.ca/Freeport-Hotels-Quiet-Spot-In-Lovely-Freeport-Neighborhood.h135079329.Hotel-Information)

![A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.](https://images.trvl-media.com/lodging/136000000/135080000/135079400/135079329/c2b433d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Price: CA $154, CA $489 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals

### [10\. Captains Watch: A Coastal Escape](https://www.expedia.ca/Phippsburg-Hotels-Captains-Watch-A-Coastal-Escape.h132977518.Hotel-Information)

![A deck with white railings overlooking a body of water, boats, and a forested shoreline.](https://images.trvl-media.com/lodging/133000000/132980000/132977600/132977518/2fee87dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Point
- Guest rating: 8.8/10 (Excellent, 3 reviews)
- Price: CA $220, CA $397 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Bailey Island vacation rentals
- Review: Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back, by Holly G.

### [11\. Fully Updated Airy Historic Home in South Freeport](https://www.expedia.ca/Freeport-Hotels-Fully-Updated-Airy-Historic-Home-In-South-Freeport.h130339596.Hotel-Information)

![A staircase with wooden railings, two wooden chairs with cushions, a small table with a lamp, and a potted plant.](https://images.trvl-media.com/lodging/131000000/130340000/130339600/130339596/d4cfd2dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: CA $204, CA $658 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: Great property well kept and close to everything we wanted to do, by boodu

### [12\. Fantastic Waterfront Views](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

![A wooden deck with white railings overlooking a body of water with boats and a distant island.](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/w790h591x5y5-ff173a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Point
- Guest rating: 9.4/10 (Exceptional, 24 reviews)
- Price: CA $225, CA $402 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Bailey Island vacation rentals
- Review: The location and views were incredible. Quiet and relaxing spot., by Vanessa W.

### [13\. Classic New England Waterfront House Big Lawn Beautiful Sunrise](https://www.expedia.ca/Harpswell-Hotels-Classic-New-England-Waterfront.h118110436.Hotel-Information)

![Two Adirondack chairs by a lake with trees and a clear sky.](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/214d5651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Harpswell
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $499, CA $2,279 total, includes taxes & fees, Dec 1 - Dec 2, for Our top choices for Bailey Island vacation rentals
- Review: We had a wonderful stay! , by Ashma B.

### [14\. Large suite/private bath/private entrance on quiet street near Thomas Bay](https://www.expedia.ca/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

![A hallway with a wooden floor, a chair, a ladder, and a table with a lamp.](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/0a77c82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Guest rating: 10/10 (Exceptional, 176 reviews)
- Price: CA $136, CA $166 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for Bailey Island vacation rentals
- Review: This is a really lovely place to stay. Clean and very comfortable with lovely hosts., by Lucinda

### [15\. Great suburban location close to town!](https://www.expedia.ca/Portland-Hotels-Great-Suburban-Location-Close-To-Town.h132977513.Hotel-Information)

![A compact living space with a sofa, a coffee table, a TV on a stand, a floor lamp, and a bookshelf.](https://images.trvl-media.com/lodging/133000000/132980000/132977600/132977513/e6df188f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Deering Center
- Guest rating: 9.4/10 (Exceptional, 6 reviews)
- Price: CA $93, CA $97 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: We were staying here for the sake of being able to see a show at Good Theater. The theater itself ended up being within walking distance, and same for a few different places to eat! This worked out great for our plans :), by Kaley

### [16\. Cabin w/ bath + kitchenette | Hot tub add-on - 03](https://www.expedia.ca/Freeport-Hotels-Modern.h95164444.Hotel-Information)

![A cabin with two chairs facing a fire pit, surrounded by trees.](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/c6cf607e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Guest rating: 9.8/10 (Exceptional, 10 reviews)
- Price: CA $207, CA $365 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Bailey Island vacation rentals
- Review: A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!, by Kirt v.

### [17\. King Size Sun Rise Midcoast Lovely Stay](https://www.expedia.ca/Topsham-Hotels-King-Size-Sun-Rise-Midcoast-Lovely-Stay.h94733846.Hotel-Information)

![A modern kitchen with white cabinets, a microwave, and a stove. There is a dining table with a chair and a plant.](https://images.trvl-media.com/lodging/95000000/94740000/94733900/94733846/2e923474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Topsham
- Guest rating: 9.6/10 (Exceptional, 19 reviews)
- Price: CA $136, CA $300 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Bailey Island vacation rentals
- Review: The place was clean, bright, and exactly as shown in the pictures. There were fresh towels (4), toiletries, dishsoap/dishwasher tablets, and an in window AC. The table and bed are both lovely and roomy for two people. Plenty of places to plug in devices. The Seadog brewery was walking distance and would recommend for dinner and a pint. Also enjoyed Dutchman's bagels and Baked on Main (marginally longer walk). We were really happy with our stay!, by Stefanie M.

### [18\. 1st FL Downtown Grand Brunswick](https://www.expedia.ca/Brunswick-Hotels-1st-FL-Downtown-Grand-Brunswick.h132458446.Hotel-Information)

![A kitchen with a dishwasher, a sink, and a window. There is a dining area with a table and chairs.](https://images.trvl-media.com/lodging/133000000/132460000/132458500/132458446/b99fccec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $157, CA $372 total, includes taxes & fees, Dec 15 - Dec 16, for Our top choices for Bailey Island vacation rentals
- Review: Great location, one block off main street, 4 or 5 blocks from grocery store., by william h.

### [19\. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport](https://www.expedia.ca/Freeport-Hotels-Beautiful-Stay-In-Downtown-Freeport.h98542897.Hotel-Information)

![A two-story house with a covered porch and a front yard.](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/c9f73c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Guest rating: 10/10 (Exceptional, 12 reviews)
- Review: Our whole family was impressed by this house!, by Gary B.

### [20\. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer](https://www.expedia.ca/Topsham-Hotels-King-Size-Bed-Big-Smile-Big-Sunshine.h94740687.Hotel-Information)

![A spacious kitchen with a large island, bar stools, and a dining area with a sofa.](https://images.trvl-media.com/lodging/95000000/94750000/94740700/94740687/0dcbddb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Topsham
- Guest rating: 9.6/10 (Exceptional, 8 reviews)
- Price: CA $143, CA $342 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bailey Island vacation rentals
- Review: Perfect place and location for visiting Bowdoin., by Kristen S.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=6046825&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Find vacation rentals that suit your style

[Aparthotels](https://www.expedia.ca/Hotel-Search?destination=Bailey%20Island,%20Maine,%20United%20States%20of%20America&regionId=6046825&latLong=43.736694,-69.994064&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APART%5FHOTEL)

[Apartments](https://www.expedia.ca/Hotel-Search?destination=Bailey%20Island,%20Maine,%20United%20States%20of%20America&regionId=6046825&latLong=43.736694,-69.994064&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APARTMENT)

[Cabins](https://www.expedia.ca/Hotel-Search?destination=Bailey%20Island,%20Maine,%20United%20States%20of%20America&regionId=6046825&latLong=43.736694,-69.994064&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CABIN)

[Condos](https://www.expedia.ca/Hotel-Search?destination=Bailey%20Island,%20Maine,%20United%20States%20of%20America&regionId=6046825&latLong=43.736694,-69.994064&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CONDO)

[Cottages](https://www.expedia.ca/Hotel-Search?destination=Bailey%20Island,%20Maine,%20United%20States%20of%20America&regionId=6046825&latLong=43.736694,-69.994064&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=COTTAGE)

## Top Bailey Island Hotel Reviews

### [The Harraseeket Inn & Event House Freeport Downtown](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)

![A two-story building with a large glass conservatory and yellow umbrellas in the garden area.](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/b990d573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Another lovely stay. Beautiful property, overflowing with flowers. Comfortable rooms. Hearty breakfast., by Aaron, October 1, 2026, rated 10/10 Excellent

### [Hampton Inn Freeport/Brunswick](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information)

![A hotel lobby with a seating area, a snack bar, and a refrigerator.](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/88ff60eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Nice touch .. barn door make sense when planning utilizing a small space .. haven’t seen that before! Pleasant staff.. great price … in off season … we have paid lots more to stay at Hampton inns during high season, by Nancy, November 12, 2026, rated 10/10 Excellent

### [The Brunswick Hotel](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information)

![An outdoor patio with seating, a fire feature, and string lights.](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3069046e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Review: I had such a lovely stay at The Brunswick Hotel during our autumn road trip through New England! Its warm, inviting atmosphere and charming location made it a wonderful place to experience Maine in the fall. The hotel was comfortable and welcoming, and I especially appreciated being able to share the experience with my dog, Auggie. A lovely stay in a charming New England town that I would happily return to!, by Sok, October 26, 2026, rated 10/10 Excellent

### [Candlebay Inn](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information)

![A dining area with wooden tables and chairs, a chandelier, and a kitchen in the background.](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/0117cb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Nice clean air conditioned room and great homemade breakfast included in the stay, by William, August 9, 2025, rated 10/10 Excellent

### [The Federal](https://www.expedia.ca/Brunswick-Hotels-The-Federal.h75630171.Hotel-Information)

![A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Review: Very comfortable, clean, spacious room and hotel in easy walking distance to downtown Brunswick. We enjoyed the optional bagged breakfast with fruit, yogurt, and a pastry, which hit the spot and was a good value., by Catherine, January 5, 2026, rated 10/10 Excellent

### [The Kendall Inn](https://www.expedia.ca/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information)

![A covered porch with white railings and a view of a well-maintained lawn and pathway.](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/bce07578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Wonderful host. Excellent breakfast. Bed was very comfortable. I recommend., by Eric, August 6, 2025, rated 10/10 Excellent

### [The James Place Inn B&B](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information)

![A house with a sign for The James Place Inn, indicating a vacancy.](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/736db751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: It was great ! The hosts were friendly and receptive to our needs. You can feel the extra care they give to making you feel at home. And breakfast was amazing. They even take special requests., by Eugenia, July 24, 2024, rated 10/10 Excellent

### [The Orchard House: Inn & Cafe](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information)

![A black front door with a light fixture above it, flanked by two potted evergreen trees.](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/1161f28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Beautiful place. Rooms were exceptionally lovely. Staff also!, by Janne, June 26, 2022, rated 10/10 Excellent

### [Fairfield Inn & Suites by Marriott Brunswick Freeport](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information)

![A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/b7a377c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Review: So nice and clean and updated with great sheets and pillows and breakfast. What more can I say, by Julianne, November 12, 2023, rated 10/10 Excellent

### [Travelers Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information)

![A hotel lobby with a reception desk, a dining area with a table and chairs, a potted plant, and a view of the street through large windows.](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/1d5b6614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brunswick
- Review: Clean rooms! Very convenient and close to train station., by Susan, November 2, 2026, rated 10/10 Excellent

### [Hampton Inn Bath (Brunswick Area)](https://www.expedia.ca/Boothbay-Harbor-Hotels-Hampton-Inn-Bath.h3738921.Hotel-Information)

![A hotel lobby with a fireplace, seating area, and a reception desk.](https://images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/8273e248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bath
- Review: Loved the location, everything was clean, and the staff was super helpful!, by Shelley, March 1, 2026, rated 10/10 Excellent

### [Embassy Suites by Hilton Portland Maine](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![A spacious lobby with multiple seating areas, a fireplace, and large windows.](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portland
- Review: Rien à dire, by Suke Diadibwa, August 27, 2026, rated 10/10 Excellent

### [Spark by Hilton Freeport](https://www.expedia.ca/Freeport-Hotels-Spark-By-Hilton-Freeport.h894042.Hotel-Information)

![A room with a green carpet, two rocking chairs, a small table with a potted plant, a window with a view of greenery, and a coffee station with dispensers.](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/w5755h3840x5y0-437f82ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Freeport
- Review: Entièrement rénové. Très bonne insonorisation. Simple mais très bien, by Sophie, September 30, 2026, rated 10/10 Excellent

## Find out more about Bailey Island

**Everything you need to know about** **Bailey Island** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bailey Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bailey Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

### Bailey Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bailey Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bailey Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Bailey Island vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard you might find even better deals!

### How to find incredible deals on Bailey Island rentals

At Expedia, we put the best Bailey Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bailey Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bailey Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bailey Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Frequently Asked Questions

### Can I find a vacation rental in Bailey Island?

Yes, we give you a choice of vacation rentals in Bailey Island near Land's End Gift Shop, or you can choose a secluded option if you're looking for extra privacy while you relax. Bailey Island is known for its shopping and seafood restaurants. Make sure you have time to check out the local tours and monuments during your trip.

### What are some of the best vacation rentals that Bailey Island has to offer?

[Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach](https://www.expedia.ca/Bailey-Island-Hotels-New-Cottage-Perfect-For-A-Peaceful-And-Quiet-Stay-On-The-Ocean-With-Beach.h27118287.Hotel-Information): This highly rated vacation home rental in Bailey Island is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

### How many vacation rentals are there in Bailey Island?

With 34 Expedia vacation rentals, you're sure to find just the right place for your Bailey Island stay.

### What can I see and do in Bailey Island?

Mackerel Cove and Ragged Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Land's End Gift Shop. Bailey Island Bridge and Cobwork Bridge are other places to visit while you're in town.

### What are vacation rentals like in Bailey Island?

Vacation rentals are private properties you can reserve for several days or longer in Bailey Island. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

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