Townhome holiday rentals in Portland

Modern Victorian

This is a beautifully renovated, private, 2 bedroom, first floor of a duplex. The yard is fenced in and has a large deck. The unit is very light and bright and tastefully decorated. The rooms are very large and the kitchen is open to the living room. It is in a quaint little village with a little country store just steps away where you can find almost anything you need! 10 minutes from Bates College and many lakes. Hop on the highway and be in Portland in 40 minutes or the ocean in 45 minutes!

HistoricWestEnd 3StoryBrickTownhouse WalkToAll 5*

In historic West End. Central Walk to all. quiet 3 story brick townhouse. Winding stairs connect third floor bedroom,Living room and view, to 2nd flr King bed, open loft then first floor living room and kitchen. 2 full Bathrooms. Privacy within house, French doors open kitchen to cedar deck, stainless BBQ & "secret garden” below. 3rd floor living room/ bedroom are bright & sunny. 2nd Flr bathroom is a unique marble plaster wet bath, with turn of the century nickel hardware and a great shower.

2BR Townhouse on Westbrook

Forget your worries in this spacious & serene space. This ultra quiet neighborhood offers a peaceful retreat from bustling city life. The tree-lined streets create a perfect setting for leisurely strolls or morning jogs. The absence of heavy traffic & urban noise makes this property a haven for those seeking a calmer environment. The property is mint & serves as the perfect home away from home. Close to downtown Westbrook, 5-mins to 95, 6-mins to airport & 15-mins to downtown Portland.

Perfectly located, Near the Pier, Steps to it all!

Welcome to our tranquil retreat set on a peaceful side street just steps away from the excitement of Old Orchard Beach. Our beautiful rental features stunning hardwood floors and a fully equipped kitchen, perfect for cooking up delicious meals while enjoying the soothing sounds of the ocean just moments away. Experience the best of both worlds as you immerse yourself in the bustling heart of the beach town one moment, and retreat to the peaceful comfort of our cozy rental the next.

4 Bedrooms! 7 Beds! 2 Full Bath. Free parking

Sunny large 1500 sq foot first floor Condo in a charming Portland neighborhood. Centrally located. Walk to Rosemont Market & Bakery, Rwanda Bean coffee & more. Five minutes to Rock Row, Five minutes to Thompson's Point / Bissell Brothers and 10 minutes to the Old Port. All are welcome! - Sleeps 12 to 14! -5 queen beds and 2 sofa beds. - Free Parking! -Smart TV -Fully equipped kitchen - Smart lock self check in! - A/C units in every bedroom and living room from 6/1 to 9/15

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Luxurious West End Historic Townhome - The Cushman

This meticulously restored mid-1800s townhome seemlessly blends historic charm with modern luxury. Enjoy an open-concept living space featuring a brand new fully equipped kitchen, completely remodeled bathrooms, and brand-new furnishings with hotel-quality bedding. Original hardwood floors, soaring ceilings, and exquisite wood finishes preserve the home’s timeless elegance. In the heart of the downtown historic district, an unforgettable Portland getaway awaits!

Oasis in East Bayside —2 bedroom home

Just a short walk from fabulous restaurants, breweries, and the beach, I love living in this vibrant neighborhood. My home has a kitchen (help yourself to necessities!), dining area, and living room. On the second floor there are two bedrooms and a bathroom. There’s a lovely yard with a table and chairs and a private driveway to park. You’ll have the whole place (and won’t be contributing to Portland’s housing crisis by choosing this owner-occupied spot!).

Retreat at Sea Cloud Cottage in Historic Wiscasset

Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

3 Bdrm 2 Ba Contemporary Townhouse

Gracious living Room with gas fireplace. Well stocked contemporary kitchen. Three bedrooms, 2 baths, 5 mins from the Old Port. Two excellent ethnic restaurants around the corner. Also a friendly local dive bar with great bar food. Bedrooms - 1 queen bed in each, air conditioned. Common areas all yours! Very quiet and private. Off street parking for one car. Plenty of free, safe parking on the road. A $5-8 cab or Uber ride to Old Port.

Spacious Portland Home + Parking

Welcome to Dimora Rossa! Step into a piece of Portland history in this beautifully restored 4 BR/2BA home with two off street parking spots, built in 1874 and updated with care over 20 years by its owner. With room for 12 guests, a fully stocked kitchen, private backyard with patio, fast Wi-Fi, and off-street parking, you’ll have the comforts of home right in the heart of Portland’s best dining, nightlife, and coastal charm.

Latitude Adjustment – Walk to Beach & Dining!

Looking for a peaceful Maine beach vacation close to local attractions but away from the crowds? Welcome to Latitude Adjustment! This brand-new 3-bedroom townhome in the desirable Pine Point community offers privacy and comfort, with incredible restaurants nearby and Pine Point Beach just 400 feet away. Enjoy easy access to the sandy shore, family activities, and all the charm of coastal Maine from your relaxing retreat.