
Places to stay near Hadlock Field
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Top-rated holiday rentals near Hadlock Field
Guests agree: these stays are highly rated for location, cleanliness and more.

Quiet Comfy Victorian Escape
Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

The Portland Getaway - 3 Bed Apt w Historic Charm
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Parks, and More! Located in the Oakdale Neighborhood the unit features 3 spacious bedrooms, 2 trendy bathrooms, beautiful eat in kitchen, cute office space, living room, off street parking and a large fenced in backyard with a fire pit. Walking distance to local attractions and 5-10 min drive to the Old Port and Waterfront. Come stay and enjoy all that Portland has to offer!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Nice Apartment with parking
Comfortable one-bedroom apartment located in a convenient location in Portland. Off-street parking for one vehicle is included. Please note that the unit is a 2-story apartment: the living-room and the kitchen are on the first floor while the bathroom and the bedroom are on the second floor; the staircase between them is fairly narrow and fairly steep. Please keep in mind that the apartment is located in the main part of Portland, so some street noise is expected. STHR-006780-2025

Mary J. Eastburn House-Eastburn Suite
City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Modern Studio Loft w/ Parking in Perfect Location
This spacious and comfortable studio loft is in a historic building in the heart of Portland's Arts District, where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Free parking for one car is provided in a nearby lot. 2026 City of Portland registration STHR 000854

Beautiful large 1st floor, parking, close to OP
Stylish & Convenient Spacious, comfortable and sparkling-clean apartment with historic 1800s vibe—wide pine floors and exposed chimney. Thoughtfully equipped for a hassle-free stay. Conveniently located just off 295 and Steps from Bunker Brewing, minutes to Old Port, Arts District, Thompson’s Point, and Sea Dogs games. Some traffic noise expected. Booker must be over 21 Licensed by City of Portland STR

Cozy West End Victorian | EV Charging + Parking
Step into a piece of Portland history in this private apartment inside an 1875 Victorian on quiet Pine Street in the heart of the West End. Original character meets modern comforts just a short walk from the Old Port, waterfront, and Maine Medical Center. WARNING: This is on a third floor of a tall house, guests will need to take 3 flights of stairs

Self-check-in | Desk | Washer + Dryer | Kitchen 2
This prime space is located a block from Deering Oaks Park, just down the street from Maine Medical Center, the Western Promenade, close to many restaurants, bars & cafes in the neighborhood. Since the apartment is located in the heart of Portland, you can expect typical city noise from pedestrians, cars, and emergency vehicles.

Cozy Rock Cabin #thewaylifeshouldbe
*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire.
Popular amenities for holiday rentals near Hadlock Field
Apartment rentals with wifi

Waterfront Two Master Suite Penthouse with Rooftop

⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient

First Floor Portland Condo 3 Bed 2 Bath + Parking

Walk to Top Dining • Boutique Stay • Parking

Portland 1 Bedroom Condo in the Arts District.

Luxury Condo in Downtown Portland Old Port

Renovated Exchange St. Loft w/Free Parking

Historic West End Condo 10 Minute Walk to Old Port
Family-friendly house rentals

Cozy Maine Cottage • Near Jetport & Coast

Oceanfront Escape • Walk to Beach • Sleeps 14

East End Unit

Entire house w/king bed & parking near downtown!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

comfy cozy house with yard and central location

Explore Portland from a 18th-Century Victorian

Romantic Mirror cabin in the woods
Apartment rentals with air conditioning

The Royal Exotic Portland Downtown

INCREDIBLE! Waterfront views. 94 walk score.

Large Sunny Apartment Near Downtown/Arts District

Stylish Portland Hideaway w/Patio

Cityscape Loft. Central Location

Chic Portland Penthouse, 2BR

Portland Back Cove Hideaway-1 BR- With Patio

Downtown Historical Victorian 2 BR APT
Other great holiday rentals near Hadlock Field

The Maine Frame | Modern A-Frame Cabin in Freeport

Rooftop Deck | 5 Min to Downtown | Parking

Downtown Apartment w/ Parking - Come Work or Play!

Garrison Cove Studio

Renovated 1 BR Downtown Apt w/backyard

2 Bedroom in City, Walkable, Laundry in Apartment

★ Vacation in Portland You Say? ★

The Kerry | Chic West End Flat • Patio • Parking
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Scarborough Beach
- Pemaquid Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- East End Beach
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Cranmore Mountain Resort
- King Pine Ski Area
- Popham Beach State Park
- Hills Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Pleasant Mountain Ski Area
- Fortunes Rocks Beach





