
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.

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!

Updated Studio Apartment
Quiet residential neighborhood. Easy walk to downtown, public transportation, shopping. Ample free parking both on street and on premise. Private entrance to daylight basement studio apartment. Queen size bed. Fully equipped kitchen (induction cooktop, refrigerator, microwave, toaster oven, coffee maker). Bathroom with Toto washlet bidet. All linens/towels provided. Washer/dryer. Hosts (senior adult married couple) live upstairs in the main house. Licensed with City of Portland.

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Mary J. Eastburn House - Baxter 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.

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!

Sunny Arts Dist. Studio- Queen Bed & FREE Parking
A clean bright studio in a historic building in the heart of Portland’s vibrant Arts District where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Walk everywhere on the peninsula from this convenient and central studio with a full kitchen, lots of natural light and an extra sleeping loft. Free parking for one vehicle provided across the street. 2026 City of Portland registration STHR 008545

Beautiful large 1st fl, close to Old Port, parking
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

The Royal Exotic Portland Downtown
The Best of Portland is all around you when you call this place home. This sunny, spacious 1st floor in a grand antique gem comes with a private entrance and extra room, making it the perfect getaway. Walk to all of Portland downtown, near restaurants, ocean, bars, parks, and the historic West End!

Self-check-in | Parking | Washer + dryer | Desk |3
This prime space is located just steps from Maine Medical Center, the Western Promenade, and close to many restaurants, bars and cafes in the heart of downtown. Please be aware that due to the proximity of the hospital and being located right down town there will be heightened noise levels.
Popular amenities for holiday rentals near Hadlock Field
Condo rentals with Wi-Fi

Waterfront Two Master Suite Penthouse with Rooftop

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

First Floor Portland Condo 3 Bed 2 Bath + Parking

Portland 1 Bedroom Condo in the Arts District.

Direct Ocean View on the Eastern Promenade

Historic Condo in Downtown Portland Old Port

Renovated Exchange St. Loft w/Free Parking

Rustic Willard Beach condo ten mins from Old Port!
Family-friendly house rentals

Cozy Maine Cottage • Near Jetport & Coast

East End Unit

An Airy Private Suite steps off Washington Ave

"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

Secret Carriage House in Perfect Location!
Apartment rentals with air conditioning

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Cityscape Loft. Central Location

2BR w/ Parking | 5 Min to Downtown

Chic Portland Penthouse, 2BR

Lovely studio in downtown Portland

Spacious 1BR w/ In-Unit Laundry

Downtown Historical Victorian 2 BR APT

Elegantly Done Apartment in a Sun-Drenched Corner Lot House
Other great holiday rentals near Hadlock Field

Sophisticated Charm at an unbeatable price!

Charming 2-Bedroom Back Cove Retreat

Garrison Cove Studio

Charming Cottage house, 2 bedrooms & Jacuzzi tub

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Luxury One Bedroom Loft in Portland’s Old Port

Old Port Loft - 302

Sunflower Retreat in North Back Cove
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Cranmore Mountain Resort
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- King Pine Ski Area
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park





