Peaks Island vacation rentals
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Top-rated vacation rentals in Peaks Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Guesthouse in Portland
4.95 out of 5 average rating, 278 reviewsBeautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.
Apr 25 – 30
Yurt in Chebeague Island
4.97 out of 5 average rating, 101 reviewsYurt on Chebeague Island
Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Cozy heater for spring, fan in the summer. This yurt is “glampy” inside with leather chairs, pine log bed. The Island Yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Wicked good water. Seasonal restaurants. Fire pit. Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to yurt.
Jan 3 – 10
Apartment in Portland
4.97 out of 5 average rating, 352 reviewsMunjoy Hill, East End 1 BR Portland, ME
The Portland Observatory marks your way home to this apartment atop Munjoy Hill. Furnished for guests, private entrance, 1st floor unit of our 2 unit home of twenty years. BEST LOCATION! Skip the car. WALK to restaurants, music, shops, breweries, beach, parks, & historic Old Port. Stones throw to fresh produce, bakeries, wine & spirits. Furnished with LOCAL ART (made by your host in adjacent studio) the cozy apartment offers humble elegance. Just arrive, fun awaits. All are welcome here.
Apr 6 – 13
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Peaks Island vacation rentals
Peaks Island house rentals
Home in Falmouth
4.86 out of 5 average rating, 173 reviewsAmazing Bay View Home with Hot Tub
Dec 3 – 10
Home in Portland
4.95 out of 5 average rating, 291 reviewsExplore Portland from a 18th-Century Victorian
Mar 22 – 29
Home in Lisbon
4.94 out of 5 average rating, 328 reviewsUnplug at a Beachy Bolthole with Classic New England Style
Feb 27 – Mar 6
Home in Portland
4.98 out of 5 average rating, 308 reviews3 bedroom house in the heart of Portland
Nov 3 – 10
Home in Scarborough
4.98 out of 5 average rating, 223 reviewsSwim spa under the starry night pool/hot tub/sauna
Mar 1 – 8
Home in Portland
4.96 out of 5 average rating, 128 reviewsQuiet Comfy Victorian Escape
Nov 23 – 30
Home in Biddeford
4.97 out of 5 average rating, 379 reviewsPrivate, spacious, colorful, fun & unique space
Nov 20 – 27
Home in Portland
4.91 out of 5 average rating, 130 reviewsGreat Modern Space and House
Apr 11 – 18
Home in Gorham
4.99 out of 5 average rating, 138 reviewsBeautiful Home In Gorham Maine
Jul 15 – 22
Home in Portland
4.96 out of 5 average rating, 182 reviewsPeaceful Oasis with Water Views and Hot Tub!
Oct 18 – 25
Home in Portland
4.88 out of 5 average rating, 244 reviewsPerfectly Portland
Jun 18 – 25
Home in Yarmouth
4.92 out of 5 average rating, 483 reviewsBeautiful Coastal Maine Getaway
Nov 20 – 27
Peaks Island cottage rentals
Cottage in Scarborough
4.97 out of 5 average rating, 161 reviewsBright, clean, private cottage near Higgins Beach!
Feb 20 – 27
Cottage in Scarborough
4.85 out of 5 average rating, 279 reviewsCharming beach cottage
Apr 11 – 18
Cottage in Pownal
4.99 out of 5 average rating, 322 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Mar 2 – 9
Cottage in Portland
4.9 out of 5 average rating, 486 reviewsCozy & Quiet Modern Cottage
Jul 7 – 14
Cottage in Topsham
4.95 out of 5 average rating, 212 reviewsCozy waterfront home on Merrymeeting Bay.
Dec 12 – 19
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
Oct 1 – 8
Cottage in Portland
4.93 out of 5 average rating, 289 reviewsCozy Urban Cottage on Munjoy Hill
Jun 10 – 17
Cottage in Bath
4.88 out of 5 average rating, 495 reviewsDoubling Point Cottage
May 5 – 12
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
May 12 – 19
Cottage in Saco
4.94 out of 5 average rating, 309 reviewsDeja Blue~Guest Beach House
May 8 – 15
Cottage in Sabattus
4.96 out of 5 average rating, 101 reviewsMaine lakehouse- Excellent Ice Fishing &Ski nearby
Nov 3 – 10
Cottage in Buxton
5.0 out of 5 average rating, 119 reviewsPeaceful Cottage Retreat on Maine Flower Farm
Sep 30 – Oct 7
Other great vacation rentals in Peaks Island
Guest suite in Freeport
4.96 out of 5 average rating, 193 reviewsWeather's Edge, Freeport
May 18 – 25
Apartment in Portland
4.9 out of 5 average rating, 342 reviewsHip & Cozy, high end Modern Design
Dec 15 – 22
Apartment in Portland
4.82 out of 5 average rating, 348 reviewsSpacious and Comfortable Private Apartment
Mar 14 – 21
Apartment in Portland
4.96 out of 5 average rating, 541 reviewsCharming West End Hideaway. Private Parking
Dec 15 – 22
Apartment in Scarborough
4.89 out of 5 average rating, 133 reviewsComfy, cozy family beach rental!!
Apr 1 – 8
Apartment in Portland
4.81 out of 5 average rating, 189 reviewsClean East Bayside Apartment- Amazing Location!!
May 3 – 10
Apartment in Portland
4.9 out of 5 average rating, 378 reviewsPrivate Hill Top Apartment Two/On Street Parking
Apr 8 – 15
Apartment in South Portland
4.91 out of 5 average rating, 148 reviewsSunny and beautiful brick house apartment
Apr 27 – May 4
Apartment in Portland
4.88 out of 5 average rating, 374 reviewsModern East End studio, perfect Portland home base
Oct 31 – Nov 7
Condo in Portland
4.96 out of 5 average rating, 159 reviews"Cornelia" Penthouse Waterfront Suite
Dec 22 – 29
Apartment in Gorham
4.96 out of 5 average rating, 194 reviewsCozy Private 1 Bedroom Apartment - Gorham Village
Apr 17 – 24
Apartment in Harpswell
4.83 out of 5 average rating, 239 reviewsSunny Apartment on the Ocean.
Feb 11 – 18
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