
House vacation rentals in Wakefield
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Top-rated house rentals in Wakefield
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Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

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!

Unique Country Retreat with Mountain Views!
Relax and enjoy this welcoming home, thoughtfully staged for your comfort and convenience. Whether you're visiting for a weekend getaway, family vacation, or business trip, you'll enjoy spacious living areas, comfortable furnishings, and all the amenities needed for a memorable stay. Centrally located in the Lakes Region attractions, it is an easy twenty-minute drive of Bank of NH Pavillion, Lake Winnipesaukee, Gunstock Mountain Resort, Loudon Speedway, Wolfeboro & much more.

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Beautiful, private, lake front, flat, sandy beach.
Each season offers relaxation & fun for everyone. Enjoy a private, sandy beach and access to clean water for swimming and lake adventures! Beach toys available (canoe, row boat, paddle boat, paddle board etc). This property contains everything you need to enjoy stress-free vacationing including all the necessities. Located close to trails for walking/snowmobiling (bring your own 4-wheelers or snowmobiles and enjoy Corridor 19 trails. Plenty of parking.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Big Blue Chalet - A Mountain View Getaway
This large, private home located in Thornton, NH, was built in 2023 with sweeping 180° views overlooking the White Mountains. Just minutes off I-93, the home remains quiet and secluded thanks to its elevated mountainside setting. Popular local destinations include: Owl's Nest Resort - 10 min Franconia Notch - 20 min Ice Castles - 20 min Loon Mt - 20 min Waterville Valley Ski Mt - 25 min Cannon Ski Mt - 30 min Squam Lake - 25 min
Popular amenities for Wakefield house rentals
House rentals with a pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Sanctum by the Lake

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Spectacular log home with private pool and hot tub

Charming Lake Comm Bungalow - EV charging/86” tv

Loft condo sleeps 6 w/private king bedroom

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Weekly house rentals

Riverfront Paradise-Sauna, Hot Tub & Pet Friendly!

Walk to Province Lake, boat access, firepit, pets

The Round House in Bryant Pond

Hot Tub | Lakeside | Private Beach | Sleeps 12

Moody Farm Retreat

Farmhouse Retreat, Dog Friendly w/ view & deck

The Blowfish - Oceanside Escape

Galinhas Getaway - Moosam Lake
Private house rentals

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Wooded Hideaway w/ Province Lake Access

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Lakefront Retreat near Gunstock with Hot Tub

Lakefront Home Away from Home

Tall Pines Lakeside Cottage

Lake Access + Kayaks+Arcade+Bike Path+Private deck

Waterfront | Sunsets | Kayaks | Chef's Kitchen
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,207 GYD | G$64,597 GYD | G$51,636 GYD | G$47,037 GYD | G$62,297 GYD | G$73,168 GYD | G$87,801 GYD | G$88,847 GYD | G$65,224 GYD | G$63,761 GYD | G$58,534 GYD | G$57,698 GYD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about house rentals in Wakefield

Total vacation rentals
Explore 60 vacation rentals in Wakefield

Nightly prices starting at
Wakefield vacation rentals start at G$18,815 GYD per night before taxes and fees

Verified guest reviews
Over 1,690 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Wakefield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wakefield rentals

4.9 Average rating
Wakefield stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Wakefield
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- Family-friendly rentals Wakefield
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- Rentals with a fireplace Wakefield
- Rentals with lake access Wakefield
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- Pet-friendly rentals Wakefield
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- White Mountain National Forest
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Squam Lake
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- York Harbor Beach
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- East End Beach
- Tenney Mountain Resort
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
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- Footbridge Beach





