Pet-friendly vacation rentals in Peaks Island

Yurt in Chebeague Island

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.

Oct 19 – 26

Tiny home in Dresden

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Escape the hustle and bustle and retreat to the woods with this off grid tiny cabin nestled among a nook of maples. Surrounded by 20 acres of woods with a wide winding walking path to a beaver pond and a stone’s throw away from the Kennebec and Eastern Rivers. This is the perfect little woodland oasis! - 15 minutes to scenic Route 1 + Maine’s beautiful coast, 30 minutes to the Freeport outlets + LLBean Flagship Store and 45 minutes to Portland and the white sandy beaches of Popham and Pemaquid.

Apr 11 – 18

Home in Portland

Hope Cottage, 4-Season Getaway, Sleeps 6

*Quiet and Peaceful *Quick Portland Access *Sparkling Bathroom Remote Downeast island experience just two hours from Boston ... Renovated home in the tranquil Tolman Heights section of Peaks (the island’s highest point) offers a modern kitchen and sparkling new bathroom. Sleeps 6-plus comfortably in bedrooms all equipped with ceiling fans. Spacious home is a short stroll to the Back Shore, with its dramatic views of Casco Bay and the open ocean. Great biking, hiking, swimming, and kayaking.

Mar 30 – Apr 6

Cottage in Scarborough

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Mar 22 – 29

Loft in Freeport

Cozy & Private Studio Apartment (Pet Friendly!)

Recently renovated studio apartment, very cozy, with a private side yard and entrance, kitchenette and TV (Cable, Netflix, Disney Plus, Hulu and Amazon). Very comfortable queen size bed with floor space for kids if desired. Fantastically located just over a mile from beautiful Winslow Park's walking trails and beach, four miles south of downtown Freeport's shopping and 15 miles north of the popular city of Portland. Housebroken and well behaved pets welcome to join their humans!

Jun 8 – 15

Condo in Portland

Pet-friendly brewery lovers dream w/fenced yard

Nestled in the historic East End, this remodeled condo is a stones throw away from Oxbow and minutes from Rising Tide and Austin Street Brewing. You’re just a 10min walk to the water and minutes from some of the best dining Portland has to offer! We welcome all furry friends and have free driveway parking on site with fenced in backyard and patio. PLEASE NOTE! The backyard is no longer grass and has been replaced with crushed stone. Short Term Rental License: STHR-003855-2021

Jan 8 – 15

Apartment in Portland

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Dec 31 – Jan 7

Apartment in South Portland

Sunny and beautiful brick house apartment

This beautiful and cozy apartment was renovated by our own hands, with energy efficiency and craft in mind. The space is an opened kitchen/living room with 2 bedrooms. Reclaimed beams and old wood mix with fun colors and gorgeous full sunlight. A lush organic garden surrounds the house with backyard chickens. Set on a quiet street, walking distance to Willard Beach & Scratch bakery, 5 minutes to Portland Headlight and 10 minutes to Portland's Old Port.

Dec 17 – 24

Condo in Portland

Back Cove - Sunny 2nd Floor Condo

Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. A very clean but older building. Great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.