Peaks Island vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Peaks Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 278 reviews

Beautiful 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

R3,008 ZAR per night
Guest favorite

Yurt in Chebeague Island

4.97 out of 5 average rating, 101 reviews

Yurt 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

R2,359 ZAR per night
Guest favorite

Apartment in Portland

4.97 out of 5 average rating, 352 reviews

Munjoy 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

R2,133 ZAR per night

Popular amenities for Peaks Island vacation rentals

Peaks Island house rentals

Superhost

Home in Falmouth

4.86 out of 5 average rating, 173 reviews

Amazing Bay View Home with Hot Tub

Dec 3 – 10

R2,434 ZAR per night
Guest favorite

Home in Portland

4.95 out of 5 average rating, 291 reviews

Explore Portland from a 18th-Century Victorian

Mar 22 – 29

R3,252 ZAR per night
Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 328 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Feb 27 – Mar 6

R1,255 ZAR per night
Guest favorite

Home in Portland

4.98 out of 5 average rating, 308 reviews

3 bedroom house in the heart of Portland

Nov 3 – 10

R9,274 ZAR per night
Guest favorite

Home in Scarborough

4.98 out of 5 average rating, 223 reviews

Swim spa under the starry night pool/hot tub/sauna

Mar 1 – 8

R7,297 ZAR per night
Guest favorite

Home in Portland

4.96 out of 5 average rating, 128 reviews

Quiet Comfy Victorian Escape

Nov 23 – 30

R4,180 ZAR per night
Guest favorite

Home in Biddeford

4.97 out of 5 average rating, 379 reviews

Private, spacious, colorful, fun & unique space

Nov 20 – 27

R1,865 ZAR per night
Guest favorite

Home in Portland

4.91 out of 5 average rating, 130 reviews

Great Modern Space and House

Apr 11 – 18

R4,880 ZAR per night
Guest favorite

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

Jul 15 – 22

R3,324 ZAR per night
Guest favorite

Home in Portland

4.96 out of 5 average rating, 182 reviews

Peaceful Oasis with Water Views and Hot Tub!

Oct 18 – 25

R18,246 ZAR per night
Guest favorite

Home in Portland

4.88 out of 5 average rating, 244 reviews

Perfectly Portland

Jun 18 – 25

R4,665 ZAR per night
Guest favorite

Home in Yarmouth

4.92 out of 5 average rating, 483 reviews

Beautiful Coastal Maine Getaway

Nov 20 – 27

R8,017 ZAR per night

Peaks Island cottage rentals

Guest favorite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Feb 20 – 27

R2,984 ZAR per night
Guest favorite

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

Apr 11 – 18

R2,090 ZAR per night
Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 322 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Mar 2 – 9

R5,257 ZAR per night
Guest favorite

Cottage in Portland

4.9 out of 5 average rating, 486 reviews

Cozy & Quiet Modern Cottage

Jul 7 – 14

R3,681 ZAR per night
Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Dec 12 – 19

R3,048 ZAR per night
Superhost

Cottage in Harpswell

4.9 out of 5 average rating, 124 reviews

Classic Maine Cottage - dock, sauna & kayaks

Oct 1 – 8

R9,319 ZAR per night
Guest favorite

Cottage in Portland

4.93 out of 5 average rating, 289 reviews

Cozy Urban Cottage on Munjoy Hill

Jun 10 – 17

R10,063 ZAR per night
Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 495 reviews

Doubling Point Cottage

May 5 – 12

R2,201 ZAR per night
Guest favorite

Cottage in Raymond

4.92 out of 5 average rating, 99 reviews

Cozy Waterfront Cabin in Raymond

May 12 – 19

R3,475 ZAR per night
Guest favorite

Cottage in Saco

4.94 out of 5 average rating, 309 reviews

Deja Blue~Guest Beach House

May 8 – 15

R8,691 ZAR per night
Guest favorite

Cottage in Sabattus

4.96 out of 5 average rating, 101 reviews

Maine lakehouse- Excellent Ice Fishing &Ski nearby

Nov 3 – 10

R2,733 ZAR per night
Guest favorite

Cottage in Buxton

5.0 out of 5 average rating, 119 reviews

Peaceful Cottage Retreat on Maine Flower Farm

Sep 30 – Oct 7

R4,409 ZAR per night

Other great vacation rentals in Peaks Island

Guest favorite

Guest suite in Freeport

4.96 out of 5 average rating, 193 reviews

Weather's Edge, Freeport

May 18 – 25

R1,320 ZAR per night
Guest favorite

Apartment in Portland

4.9 out of 5 average rating, 342 reviews

Hip & Cozy, high end Modern Design

Dec 15 – 22

R2,609 ZAR per night
Superhost

Apartment in Portland

4.82 out of 5 average rating, 348 reviews

Spacious and Comfortable Private Apartment

Mar 14 – 21

R1,239 ZAR per night
Guest favorite

Apartment in Portland

4.96 out of 5 average rating, 541 reviews

Charming West End Hideaway. Private Parking

Dec 15 – 22

R2,549 ZAR per night
Guest favorite

Apartment in Scarborough

4.89 out of 5 average rating, 133 reviews

Comfy, cozy family beach rental!!

Apr 1 – 8

R1,674 ZAR per night
Guest favorite

Apartment in Portland

4.81 out of 5 average rating, 189 reviews

Clean East Bayside Apartment- Amazing Location!!

May 3 – 10

R2,076 ZAR per night
Guest favorite

Apartment in Portland

4.9 out of 5 average rating, 378 reviews

Private Hill Top Apartment Two/On Street Parking

Apr 8 – 15

R2,555 ZAR per night
Guest favorite

Apartment in South Portland

4.91 out of 5 average rating, 148 reviews

Sunny and beautiful brick house apartment

Apr 27 – May 4

R2,853 ZAR per night
Superhost

Apartment in Portland

4.88 out of 5 average rating, 374 reviews

Modern East End studio, perfect Portland home base

Oct 31 – Nov 7

R2,395 ZAR per night
Guest favorite

Condo in Portland

4.96 out of 5 average rating, 159 reviews

"Cornelia" Penthouse Waterfront Suite

Dec 22 – 29

R9,814 ZAR per night
Guest favorite

Apartment in Gorham

4.96 out of 5 average rating, 194 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Apr 17 – 24

R2,157 ZAR per night
Guest favorite

Apartment in Harpswell

4.83 out of 5 average rating, 239 reviews

Sunny Apartment on the Ocean.

Feb 11 – 18

R2,164 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Peaks Island