Vacation rentals with beach access in Windham

Bliss Beach House | Skydeck Ocean Views | Hot Tub

Upgraded in 2024! Ocean views from the largest rooftop deck in OOB (1800 sqft), with a 7 person private hot tub. Steps from the best beach in Maine. Premium beds/linens, modern appointments, and pristine bathrooms. Sip coffee on the wrap around porches adjacent to your bedroom while listening to the crashing surf and spying the waves. 4 free private parking spaces are yours. Stroll down the beach to experience Old Orchard’s renowned night life at the pier, or simply relax at your private oasis!

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

Boho Beach Escape: Top-Floor Condo

Soak up the sun at our charming Old Orchard Beach retreat! Just steps from the sand, this spacious beach house is perfect for families. Enjoy ocean breezes and on-site fun after a day at the beach. Explore nearby arcades, shops, and restaurants. Comfy beds and a relaxing atmosphere await you! Our peaceful haven is nestled away from the hustle and bustle yet close to attractions. Enjoy cozy beds, a nostalgic record player, plush robes, an OLED smart TV, and sound machines in the bedrooms.

Stunning Beachfront Dream Home

Experience ultimate luxury at this newly built (2023) beachfront home, featuring breathtaking ocean views from nearly every room. With high-end finishes, two gourmet kitchens, and a spacious living area, every detail is designed for your comfort. An elevator provides easy access to all three levels. Fully furnished for a turnkey stay, relax as soon as you arrive. Don’t miss the chance to stay in this dream home—perfect for creating unforgettable memories with friends and family!

#3 Couples Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. Cottage #3 is a one-bedroom (king bed) recently renovated well-appointed with comfortable furnishings and updated finishes. It is outfitted with modern decor. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Full size washer dryer. A private fenced patio with a gas grill, table and chairs. Just a short 5-minute walk to the sandy beach. Yes we allow pets.

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

Willard By the Sea - 30 ft to the ocean and beach!

Beautiful ocean views from this newly renovated unit. Willard beach lies right outside the door. Willard Beach is a great sandy beach w/clear water for swimming, water activities and walkable to many restaurants/shops. With its unbeatable location and modern amenities, this vacation rental is the perfect place to stay for a relaxing and memorable vacation. 5-7 minute drive to downtown Portland. Can be rented w/a 2nd unit on 1st flr to host up to 8 guests total.

Oceanfront Cottage 1

Escape to paradise in this stunning updated oceanfront cottage that perfectly blends comfort, charm, and breathtaking views! Nestled against the serene backdrop of dunes and the rhythmic sound of the waves, Echo Motel's Oceanfront Cottage 1 is your ideal retreat for family gatherings and unforgettable seaside vacations. 4 bedrooms, 2 full bathrooms, a kitchen, a seasonal outdoor gas grill, & parking for 3 cars. Pool is located at Echo Motel.

Luxury Beach Front Condo! Prime Location!

Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. To simplify things and to be fair to those that instant book, we typically do not negotiate rates. Thank you!