
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.

Stylish 3BR/2BA Close to Downtown with Parking
Gorgeous 3 bedroom, 2 full bath apartment ideally located in Portland’s Oakdale neighborhood with parking! Close to downtown, grocery stores, and the farmers market at Deering Oaks Park! The space features an oversized entryway, office, cozy living room, dining room, kitchen with large pantry and a huge back deck perfect for outdoor enjoyment. Charm and character abound with French doors, built-ins, beautiful molding, hardwood floors and soaring ceilings. Comfortable queen beds in each bedroom!

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

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

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.

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

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

Walk to Top Dining • Boutique Stay • Parking

Portland 1 Bedroom Condo in the Arts District.

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

Oceanfront Escape • Walk to Beach • Sleeps 14

Easy Old Port Access & Casco Bay View Craftsman

Luxury Home w/HOT TUB & Fire Pit

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

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

Stylish Portland Hideaway w/Patio

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

Cityscape Loft. Central Location

Lovely studio in downtown Portland

Downtown Historical Victorian 2 BR APT

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

Luxury Retreat In Back Cove | 10 Min to Downtown

The Howard on Munjoy Hill
Other great holiday rentals near Hadlock Field

Harborview - Curated East End Escape w/ Parking

Beautiful Bright Oasis - Balcony & Parking

Sophisticated Charm at an unbeatable price!

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Rooftop Deck | 5 Min to Downtown | Parking

One Bedroom Loft

4br2ba House+parking@PeacefulOasis on Munjoy Hill

Garrison Cove Studio
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
- Gooch's Beach
- Cranmore Mountain Resort
- Hills Beach
- Fortunes Rocks Beach
- King Pine Ski Area
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Crescent Beach State Park





