Holiday rentals in Jewell Island

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Top-rated holiday rentals in Jewell Island

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Top guest favourite

Cottage in Pownal

4.99 out of 5 average rating, 396 reviews

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

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Top guest favourite

Cabin in Georgetown

4.99 out of 5 average rating, 135 reviews

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 acres with a pond minutes from one of the best beaches in Maine. Unwind in your private outdoor cedar glass sauna w/forest views & refresh in our seasonal outside shower! * Minutes to Reid State Park & 5 Island🦞 * Fire Pit * Family Own & Run * Gas Grill * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Rain Shower * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * Smart TV * Generator

Top guest favourite

Flat in Yarmouth

4.96 out of 5 average rating, 139 reviews

Sweet 1-Bedroom Apartment in Vintage Village Cape

Built roughly 200 years ago, the traditional cape housing this first-floor apartment is located on a hilltop above the Royal River, just steps from restaurants, trails, and waterfront. It's been thoroughly renovated, and features pretty much all the comforts of home—including a full kitchen with dishwasher, a wood-burning fireplace insert, an all-natural mattress (super comfy), and a clawfoot tub-equipped bathroom. Oh, and if you're bringing a third, let me know—and I'll roll in the rollaway.

Top guest favourite

Guest suite in Freeport

4.97 out of 5 average rating, 236 reviews

Waterfront Private Apartment only 5 min to LLBean!

Guest apartment with private entrances, king bed, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 8 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

Top guest favourite

Guest house in Cumberland

4.96 out of 5 average rating, 116 reviews

Cozy & Convenient Cumberland Guest Cottage

Make yourself at home in this quaint, private guest cottage, perfectly nestled halfway between Portland and Freeport. This detached guest cottage makes a perfect overnight spot as you make your way up the coast, or a home base as you explore Portland, Freeport and the whole breathtaking Casco Bay area. With a kitchenette, bedroom and living area, the cottage is ideal for solo travelers, couples, or a pair of friends looking for a comfortable home base while they explore southern Maine.

Top guest favourite

Yurt in Chebeague Island

4.98 out of 5 average rating, 136 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. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Guest favourite

Flat in Portland

4.9 out of 5 average rating, 108 reviews

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Top guest favourite

Guest suite in South Portland

5 out of 5 average rating, 253 reviews

Bright Guest Studio Near Lighthouses and Beach

This bright guest studio is steps from the Greenbelt Walkway. Walk (within 10 mins) to two lighthouses, Willard beach, Bug Light Park, Scratch Bakery, Willard Scoops ice cream and a variety of restaurants. Portland is an 8 minute drive or 20 minute bike over the bridge. The space is minimal, bright and airy with windows surrounding, an elevated bed with comfy queen mattress, fully equipped kitchen, washer/dryer, and cozy couch for lounging.

Guest favourite

Guest suite in Portland

4.92 out of 5 average rating, 282 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, queen sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

Guest favourite

Guest house in Brunswick

4.94 out of 5 average rating, 154 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Guest favourite

Tiny home in Portland

4.96 out of 5 average rating, 480 reviews

The Garden Cabin Tiny Home

Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C when needed. Please, no smokers, kids under 13, or guest pets. STHR-000718-2018

Guest favourite

Guest suite in South Portland

4.92 out of 5 average rating, 255 reviews

Top of the Hill So Po In Law

Lovely In law apartment in desirable Meeting House Hill area of South Portland .We were recently the hottest real estate market in the country .Conveniently located , 10 minutes to Portland , and on the doorstep of local beaches, State parks , restaurants ,unique boutique shops ,amazing bakeries and coffee , lunch and antiquing .All you need for a home away from home . Your going to love this neighborhood !

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Popular amenities for Jewell Island holiday rentals

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Other great holiday rentals in Jewell Island

Guest favourite

Private room in Peaks Island

4.84 out of 5 average rating, 226 reviews

Peaks Island stays with 2 night minimum

LindsayRating, 5 stars3 weeks ago

Lovely home on Peaks Island! Rhonda is such a warm, friendly host and went above and beyond to make sure we had everything we needed during our stay.

Top guest favourite

Private room in Freeport

4.95 out of 5 average rating, 243 reviews

Freeport, Maine

KarenRating, 5 stars2 days ago

What a fabulous place to stay in the lower part of Maine. It's a wonderful area to explore, and also a great place to launch a trip further up into this gorgeous state, or end your time in Maine as you head south. Within a mile or so, you are on the interstate and on your way. This accommodation was everything pictured, and then some. The bed was super comfortable, everything was spotless, the shower was roomy and had excellent pressure, the coffee bar was right outside the bedroom and included a big fridge with half and half and an invitation to store your food if needed. Above and beyond hospitality was extended at every turn. I can't remember all the perks, but the ability to do laundry, and an offer to build a fire in fireplace were two of them. The garden area is lovely. I doubt there are any affordable hotels in this area, which really makes the ability to stay here something to be thankful for. Everyone needs to be good guests so that they continue to be hosts!!!!

Top guest favourite

Guest house in Freeport

5 out of 5 average rating, 66 reviews

Mast Landing Cottage

RichardRating, 5 stars6 days ago

great location for freeport in being close to everything yet out of the business of the town on a well kept lot . guest house itself shaded by trees has the calm feeling sometimes missing in a lot of southern maine especially in the summer season . also good for guests with dogs as there is a wonderful dog walking path just up the street .

Guest favourite

Private room in Portland

4.89 out of 5 average rating, 626 reviews

Large, spacious, and eclectic Room, Private Bath

SaraRating, 5 stars1 day ago

We had a wonderful stay at Gail's place. Very peaceful and relaxing space. At Gail's suggestion we walked to a local noodle bar and had a fantastic dinner! Gail was warmly welcoming and helpful. We thoroughly enjoyed our stay with her!

Superhost

Hotel room in Portland

4.87 out of 5 average rating, 463 reviews

Eateries, nightlife, galleries – walk to it all

JackieRating, 5 stars3 days ago

Our stay at the Aloft was amazing! Location was great and walking distance to so many restaurants, bars, shops. All the staff were very nice! Would love to stay here again

Home in Phippsburg

5 out of 5 average rating, 4 reviews

Mid Coast Getaway w/ water views

KristenRating, 5 stars2 weeks ago

Fantastic stay this past weekend. Easy to find and flexible with check in. I got there an hour earlier than expected and it was no problem for me to go in early. Felt safe being a solo traveller. The views were insane! So so peaceful. Some considerations: Some outdoor comfortable seating would've been great. I could not lock anything because the locks of the sliders wouldn't open/close with the keys-I was afraid I would break a key off. So left wide open during the day. The couch, comfy, but stained. Only 2 towels were left-more would've been appreciated. I was freezing! So glad I brought an extra blanket. Leaky sink in kitchen. ZERO I mean ZERO water pressure-awful! Service is spotty in the area but the wifi was a big help. The price, views, communication, and flexibility cancels out any flaws of this place. With some TLC this place would be flawless. Thank you!

Guest favourite

Private room in South Portland

4.89 out of 5 average rating, 374 reviews

Airy Room in Antique Victorian - SOPO

HenriqueRating, 5 stars3 weeks ago

I thought it was great! It was exactly what the pictures and descriptions said it would be. The only thing I would watch out for is if you get the AIRY room it does face the street so you can hear cars passing by. I didn’t wake up at night because of it but I’m also not a light sleeper so it might be different for you. But like I said. This was probably the most accurate depiction of any place I’ve ever stayed at. So if it looks good to you on the app it’ll look good to you in person.

Top guest favourite

Flat in Portland

4.96 out of 5 average rating, 133 reviews

The Howard on Munjoy Hill

joeRating, 5 stars1 day ago

quiet place and perfect location to explore Portland in any direction by foot, liked all the plants and windows in the home. Michelle was very helpful in getting us in and accommodating us. Thank you

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Holiday rentals in Jewell Island

Top-rated holiday rentals in Jewell Island

Holiday rentals for every style

Popular amenities for Jewell Island holiday rentals

Other great holiday rentals in Jewell Island

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