
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.

Spacious 1BR w/ In-Unit Laundry
A warmly styled Portland apartment highly rated by 117+ guests — ideal for families or small groups. Tucked on a quiet residential street, you can walk to Rose Foods, Bird & Co., Back Bay, and great coffee, with a short Uber to the lively Old Port and Thompson's Point just around the corner. Inside: a light-filled private retreat with in-unit washer/dryer, a full kitchen, queen bed, twin bed, and sleeper couch with thoughtful touches throughout that make it feel like a true home away from home.

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!

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!

Old Port Penthouse Suite - Amazing Harbor Views
CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Garrison Cove Studio
Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

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

HotTub+Firepit/5 min to DockSquare, Dining, Beach
Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

West End 1BR | Desk | W/D | Near Maine Med
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.

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!
Popular amenities for holiday rentals near Hadlock Field
Condo rentals with Wi-Fi

First Floor Portland Condo 3 Bed 2 Bath + Parking

Modern Condo Portland's Historic Old Port District

Mary J. Eastburn House--Baxter Suite

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

Safe, convenient location close to all amenities

Renovated Exchange St. Loft w/Free Parking

Portland 1 Bedroom Condo in the Arts District.

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Secret Carriage House in Perfect Location!

Fore River Getaway

Explore Portland from a 18th-Century Victorian

Amazing Bay View Home with Hot Tub

Luxury Home w/HOT TUB & Fire Pit

Top Deck - Portland Property with Views!

Cozy Maine Cottage • Near Jetport & Coast
Apartment rentals with air conditioning

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

Modern Studio Loft w/ Parking in Perfect Location

Beautiful Bright Oasis - Balcony & Parking

Downtown Historical Victorian 2 BR APT

Lovely studio in downtown Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

Harborview - Curated East End Escape w/ Parking

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

The Portland Getaway - 3 Bed Apt w Historic Charm

Updated Studio Apartment

Sunflower Retreat in North Back Cove

4br2ba House+parking@PeacefulOasis on Munjoy Hill

Luxury One Bedroom Loft in Portland’s Old Port

2 Bedroom in City, Walkable, Laundry in Apartment

Mermaid's Chair | Private Beach | Hot Tub

Rooftop Deck | 5 Min to Downtown | Parking
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
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park





